NOVEL HETEROARYL-TRIAZOLE COMPOUNDS AS PESTICIDES

Abstract

The present invention relates to novel heteroaryl-triazole compounds of the general formula (I), in which the structural elements X, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meaning given in the description, to formulations and compositions comprising such compounds and for their use in the control of animal pests including arthropods and insects in plant protection and to their use for control of ectoparasites on animals.

##STR00001##

Claims

1. A compound of formula (I) ##STR00326## in which X is O or S; R.sup.1 is hydrogen; R.sup.2 is selected from the following substructures Q1 and Q2, in which the bond to the C═X-group is marked with a #: ##STR00327## wherein R.sup.21 is halogen, —CN, —SF.sub.5, C.sub.1-C.sub.3haloalkyl, C.sub.1-C.sub.3haloalkoxy, C.sub.1-C.sub.3haloalkylthio, C.sub.1-C.sub.3haloalkylsulfinyl, C.sub.1-C.sub.3haloalkylsulfonyl, C.sub.1-C.sub.3alkylthio, C.sub.1-C.sub.3alkylsulfinyl, C.sub.1-C.sub.3alkylsulfonyl, C.sub.3-C.sub.4cycloalkylthio, C.sub.3-C.sub.4cycloalkylsulfinyl, C.sub.3-C.sub.4cycloalkylsulfonyl, phenylsulfonyl, wherein the phenyl is optionally substituted with one to two substituent(s) selected from the group of halogen, —CN, methyl, trifluoromethyl or trifluoromethoxy; or cyclopropyl wherein the cyclopropyl is optionally substituted with one to two substituent(s) selected from the group of halogen, —CN, methyl or trifluoromethyl; R.sup.22 is hydrogen, halogen, —CN, C.sub.1-C.sub.3haloalkyl, C.sub.1-C.sub.3haloalkoxy or C.sub.1-C.sub.3haloalkylsulfonyl; R.sup.3 is —CN or a substituent selected from the following substructure S1, in which the bond to the pyrimidine is marked with a #: ##STR00328## R.sup.31 is hydrogen or C.sub.1-C.sub.3alkyl; R.sup.32 is hydrogen, C.sub.3-C.sub.6cycloalkyl or C.sub.1-C.sub.3alkyl, wherein C.sub.3-C.sub.6cycloalkyl and C.sub.1-C.sub.3alkyl are optionally substituted with one to three substituents selected from the group of halogen, —CN, C.sub.3-C.sub.6cycloalkyl and C.sub.1-C.sub.3alkoxy; R.sup.4 is hydrogen, C.sub.1-C.sub.3alkyl, C.sub.1-C.sub.3alkoxy or C.sub.3-C.sub.4cycloalkyl.

2. The compound according to claim 1, in which X is O or S; R.sup.1 is hydrogen; R.sup.2 is selected from the following substructures Q1 and Q2, in which the bond to the C═X-group is marked with a #: ##STR00329## wherein R.sup.21 is fluorine, chlorine, bromine, iodine, —CN, cyclopropyl, 1-cyanocyclopropyl, 2,2-dichlorocyclopropyl, difluoromethyl, 1,1-difluoroethyl, trifluoromethyl, chlorodifluoromethyl, 2-fluoropropan-2-yl, difluoromethoxy, trifluoromethoxy, 1,1,2,2-tetrafluoroethoxy, 1,1,2,2-tetrafluoro-2-iodoethoxy difluoromethylthio, trifluoromethylthio, 1,1,2,2-tetrafluoroethylthio difluoromethylsulfonyl, trifluoromethylsulfonyl, 1,1,2,2-tetrafluoroethylsulfonyl, methylsulfanyl, methylsulfinyl, methylsulfonyl, ethylsulfonyl, cyclopropylsulfonyl or 4-chlorophenyl-sulfonyl; R.sup.22 is hydrogen, fluorine, chlorine, bromine, iodine, —CN, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, difluoromethylsulfonyl, trifluoromethylsulfonyl; R.sup.3 is —CN or a substituent selected from the following substructure S1, in which the bond to the pyrimidine is marked with a #: ##STR00330## R.sup.31 is hydrogen or methyl; R.sup.32 is hydrogen, cyclopropyl or C.sub.1-C.sub.3alkyl, wherein C.sub.1-C.sub.3alkyl is optionally substituted with one to three substituents selected from the group of fluorine, chlorine, —CN, cyclopropyl and methoxy; R.sup.4 is hydrogen, methyl or cyclopropyl.

3. The compound according to claim 1, in which X is O; R.sup.1 is hydrogen; R.sup.2 is (3,5-dibromophenyl), (3,5-dichlorophenyl), (3-chloro-5-methylsulfonylphenyl), 3-bromo-5-methylsulfonylphenyl, (3-cyano-5-fluorophenyl), 3-chloro-5-cyanophenyl, 3-bromo-5-cyanophenyl, 3,5-dicyanophenyl, 3-(1,1,2,2-tetrafluoroethylthio)phenyl, 3-(1-cyanocyclopropyl)-5-(trifluoromethoxy)phenyl, 3-(difluoromethoxy)-5-fluorophenyl, 3-(difluoromethoxy)-5-iodophenyl, 3-(difluoromethylsulfonyl)-5-(trifluoromethoxy)phenyl, 3-(trifluoromethoxy)-5-(trifluoromethylsulfonyl)phenyl, 3-(trifluoromethoxy)phenyl, 3-(trifluoromethyl)phenyl, 3-(trifluoromethylsulfonyl)phenyl, 3,5-bis(difluoromethoxy)phenyl, 3-(2-fluoropropan-2-yl)-5-(trifluoromethoxy)phenyl, 3,5-bis(trifluoromethoxy)phenyl, 3,5-bis(difluoromethyl)phenyl, 3,5-bis(trifluoromethyl)phenyl, 3-(difluoromethoxy)-5-(trifluoromethoxy)phenyl, 3,5-bis(difluoromethylsulfonyl)phenyl, 3,5-bis(trifluoromethylsulfonyl)phenyl, 3-bromo-5-(1,1,2,2-tetrafluoroethoxy)phenyl, 3-bromo-5-(2,2-dichlorocyclopropyl)phenyl, 3-bromo-5-(difluoromethoxy)phenyl, 3-bromo-5-(trifluoromethoxy)phenyl, 3-chloro-5-(1,1,2,2-tetrafluoro-2-iodoethoxy)phenyl, 3-chloro-5-(1,1,2,2-tetrafluoroethoxy)phenyl, 3-chloro-5-(4-chlorophenyl)sulfonylphenyl, 3-chloro-5-(difluoromethylsulfonyl)phenyl, 3-chloro-5-(trifluoromethoxy)phenyl, 3-chloro-5-(trifluoromethyl)phenyl, 3-chloro-5-(1,1-difluoroethyl)phenyl, 3-chloro-5-(chlorodifluoromethyl)phenyl, 3-chloro-5-(trifluoromethylsulfonyl)phenyl, 3-bromo-5-(trifluoromethylsulfonyl)phenyl, 3-chloro-5-(trifluoromethylthio)phenyl, 3-cyano-5-(trifluoromethoxy)phenyl, 3-cyclopropyl-5-(difluoromethoxy)phenyl, 3-cyclopropyl-5-(trifluoromethoxy)phenyl, 3-cyclopropylsulfonyl-5-(trifluoromethoxy)phenyl, 3-fluoro-5-(trifluoromethoxy)phenyl, 3-methylsulfonylphenyl, 3-(difluoromethoxy)-5-methylsulfanylphenyl, 3-(difluoromethoxy)-5-methylsulfonylphenyl, 3-methylsulfonyl-5-(trifluoromethoxy)phenyl, 3-methylsulfonyl-5-(trifluoromethyl)phenyl, 2,6-dibromopyridin-4-yl, 2-(trifluoromethoxy)pyridin-4-yl, 2-chloro-6-(trifluoromethoxy)pyridin-4-yl, 2-bromo-6-methylsulfonyl-pyridin-4-yl or 2-chloro-6-(1-cyanocyclopropyl)pyridin-4-yl; R.sup.3 is —CN, aminocarbonyl, methylcarbamoyl, ethylcarbamoyl, (isopropylamino)carbonyl, (difluoroethylamino)carbonyl, (3,3,3-trifluoropropylamino)carbonyl, (cyclopropylamino)carbonyl, dimethylaminocarbonyl, [ethyl(methyl)amino]carbonyl, [isopropyl(methyl)amino]carbonyl or [cyclopropylmethyl(methyl)amino]carbonyl; R.sup.4 is hydrogen, methyl or cyclopropyl. R.sup.4 is hydrogen, methyl or cyclopropyl.

4. The compound according to claim 1, comprising a structure according to formula (I′) ##STR00331##

5. The compound according to claim 1, comprising a structure according to formula (I″) in which R.sup.1 is hydrogen and ##STR00332##

6. The compound according to claim 1, comprising a structure according to formula (I′″) in which R.sup.1 is hydrogen and ##STR00333##

7. The compound of formula (a) ##STR00334##

8. A compound comprising 6-[5-(1-aminoethyl)-1H-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile hydrochloride, tert-butyl {1-[1-(6-cyanopyrimidin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}carbamate, tert-butyl N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate, 6-[5-[(1S)-1-aminoethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile; 2,2,2-trifluoroacetic acid, tert-butyl N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-5-methyl-1,2,4-triazol-3-yl]ethyl]carbamate, 6-[5-[(1S)-1-aminoethyl]-3-methyl-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile hydrochloride, tert-butyl N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]-carbamate, 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile hydro-chloride, 6-[5-[(1S)-1-aminoethyl]-3-methyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride, 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydro-chloride, 2-chloro-6-(1-cyanocyclopropyl)pyridine-4-carboxylic acid, 6-[5-[(1S)-1-aminoethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride, 3-(trifluoromethoxy)-5-(trifluoromethylsulfonyl)benzoic acid, 3-bromo-5-(2,2-dichlorocyclopropyl)benzoic acid, and 3-bromo-5-(1,1,2,2-tetrafluoroethoxy)benzoic acid, methyl 6-[5-[(1S)-1-(tert-butoxycarbonylamino)ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxylate, tert-butyl N-[(1S)-1-[2-(6-carbamoylpyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]carbamate, tert-butyl N-[(1S)-1-[5-cyclopropyl-2-[6-(methylcarbamoyl)pyrimidin-4-yl]-1,2,4-triazol-3-yl]ethyl]carbamate, tert-butyl N-[(1S)-1-[5-cyclopropyl-2-[6-(dimethylcarbamoyl)pyrimidin-4-yl]-1,2,4-triazol-3-yl]ethyl]carbamate, 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]-N-methyl-pyrimidine-4-carboxamide hydrochloride, 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]-N,N-dimethyl-pyrimidine-4-carboxamide hydrochloride, 3-(1-fluoro-1-methyl-ethyl)-5-(trifluoromethoxy)benzoic acid, and/or 3,5-bis(difluoromethylsulfonyl)benzoic acid, in case of amines and/or salts thereof and in case of amine hydrochlorides and/or free amines.

9. A formulation, optionally agrochemical formulation, comprising at least one compound of the formula (I) according to claim 1.

10. The formulation according to claim 9, further comprising at least one extender and/or at least one surface-active substance.

11. The formulation according to claim 9, wherein the compound of the formula (I) is in a mixture with at least one further active compound.

12. A method for controlling one or more pests, optionally animal pests, comprising allowing a compound of formula (I) according to claim 1 or a formulation thereof to act on the pests and/or a habitat thereof.

13. The method according to claim 12, wherein the pest is an animal pest and comprises an insect, an arachnid or a nematode, or the pest is an insect, an arachnid or a nematode.

14. A product comprising a compound of formula (I) according to claim 1 or a formulation thereof for controlling one or more animal pests.

15. The product according to claim 14, wherein the animal pest comprises an insect, an arachnid or a nematode, or in that the animal pest is an insect, an arachnid or a nematode.

16. The product according to claim 14 for crop protection.

17. The product according to claim 14 for a field of animal health.

18. A method for protecting seed or a germinating plant from one or more pests, optionally animal pests, comprising a contacting seed with a compound of the formula (I) according to claim 1 or a formulation thereof.

19. Seed obtained by a method according to claim 18.

Description

PREPARATION OF EXAMPLES

Synthesis of 3-bromo-N-{(1S)-1-[1-(6-cyanopyrimidin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}-5-(trifluoromethoxy)benzamide (example I-1)

Step 1: 2 N-[(2S)-1-amino-1-oxopropan-2-yl]-3-bromo-5-(trifluoromethoxy)benzamide

[0559] ##STR00030##

[0560] 1.75 g (14.0 mmol) L-alaninamide-hydrochloride, 1.0 g (3.5 mmol) 3-bromo-5-(trifluoromethoxy)benzoic acid and 3.1 mL triethylamine were stirred in 10 mL DMF at ice-water cooling. To the mixture were added 3.1 ml (5.3 mmol) of T3P (cyclic propanphosphonic acid anhydride) 50% in EtOAc. The mixture was stirred overnight at room temperature. Water was added to the reaction mixture upon which a white precipitate formed. The precipitate was separated by filtration and dissolved in ethyl acetate. The solution was washed consecutively with dilute hydrochloric acid (10%), water, saturated aq. NaHCO.sub.3 solution and brine. Evaporation of the solvent provided 1.13 g N-[(2S)-1-amino-1-oxopropan-2-yl]-3-bromo-5-(trifluoromethoxy)benzamide.

[0561] ESI mass [m/z]: 355.0 [M+H].sup.+

Step 2: 3-bromo-N-{(1S)-1-[1-(6-cyanopyrimidin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}-5-(trifluoromethoxy)benzamide (example I-1)

[0562] ##STR00031##

[0563] To a solution of 160 mg (0.45 mmol) N-[(2S)-1-amino-1-oxopropan-2-yl]-3-bromo-5-(trifluoromethoxy)benzamide in 3 mL CH.sub.2Cl.sub.2 were added 0.09 mL (0.67 mmol) N,N-dimethylformamide dimethylacetal. The solution was heated at reflux for 2 h after which the solvent was removed under reduced pressure. The residue was dissolved in 3 mL glacial acetic acid. 93 mg (0.54 mmol) 6-hydrazinopyrimidine-4-carbonitrile hydrochloride were added and the mixture was stirred for 2 h at 80° C. The solvent was then removed under reduced pressure and the residue was purified by reversed phase chromatography (water/acetonitrile) to provide 159 mg of 3-bromo-N-{(1S)-1-[1-(6-cyanopyrimidin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}-5-(trifluoromethoxy)benzamide.

[0564] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ=9.42 (d, J=6.8 Hz, 1H), 9.38 (d, J=1.2 Hz, 1H), 8.61 (d, J=1.2 Hz, 1H), 8.36 (s, 1H), 8.14 (s, 1H), 7.90 (s, 1H), 7.80 (s, 1H), 6.22-6.13 (m, 1H), 1.63 (d, J=6.8 Hz, 3H).

[0565] ESI mass [m/z]: 484.1 [M+H].sup.+

Synthesis of N-{1-[1-(6-cyanopyrimidin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}-3-cyclopropyl-5-(trifluoromethoxy)benzamide (example I-8)

Step 1: 6-hydrazinopyrimidine-4-carbonitrile

[0566] ##STR00032##

[0567] A mixture of 500 mg (3.58 mmol) 6-chloropyrimidine-4-carbonitrile and 7.2 ml (7.2 mmol) of a 1 M solution of hydrazine in THF was refluxed for 2 h and then stirred overnight at room temperature. After cooling to room temperature, the mixture was evaporated and the residue was suspended in 15 ml of hot water. After cooling to room temperature the resulting precipitate was separated by filtration, washed with water, dissolved in acetonitrile and dried under vacuo to yield 159 mg 6-hydrazinopyrimidine-4-carbonitrile hydrochloride. The mother liquor obtained from the filtration step was then basified using an aqueous solution of NaHCO.sub.3. This led to the incomplete dissolution of some solid precipitate which had formed after filtration. The complete suspension was transferred to a separatory funnel and extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried using Na.sub.2SO.sub.4 and filtered. Evaporation of the solvent under reduced pressure led to the isolation of 120 mg 6-hydrazinopyrimidine-4-carbonitrile. The obtained 6-hydrazinopyrimidine-4-carbonitrile hydrochloride and 6-hydrazinopyrimidine-4-carbonitrile were combined and used in the next step without further purification.

[0568] ESI mass [m/z]: 136.1 [M+H].sup.+

Step 2: tert-butyl {1-[1-(6-cyanopyrimidin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}carbamate

[0569] ##STR00033##

[0570] To a solution of 0.26 g (1.35 mmol) N.sup.2-(tert-butoxycarbonyl)-alaninamide in 10 mL CH.sub.2Cl.sub.2 were added 0.27 mL (2.0 mmol) N,N-dimethylformamide dimethylacetal. The solution was heated at reflux for 2 h after which the solvent was removed under reduced pressure. The residue was dissolved in a mixture of 3 mL glacial acetic acid and 3 ml 1,4-dioxane. 0.27 g of the mixture of 6-hydrazinopyrimidine-4-carbonitrile and 6-hydrazinopyrimidine-4-carbonitrile hydrochloride obtained in the first step were added as a solution in a mixture of 2 ml glacial acetic acid and 2 mL 1,4-dioxane. The mixture was stirred for 72 h at room temperature. The solvent was then removed under reduced pressure and the residue was purified by chromatography on silica (ethyl acetate/cyclohexane) to provide 201 mg of tert-butyl {1-[1-(6-cyanopyrimidin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}carbamate.

[0571] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ=9.38 (s, 1H), 8.58 (s, 1H), 8.33 (s, 1H), 7.61 (d, J=7.6 Hz, 1H), 5.78-5.68 (m, 1H), 1.44 (d, J=7.6 Hz, 3H), 1.33 (s, 9H).

[0572] ESI mass [m/z]: 316.1 [M+H].sup.+

Step 3: 6-[5-(1-aminoethyl)-1H-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile hydrochloride

[0573] ##STR00034##

[0574] To a solution of 100 mg (0.31 mmol) tert-butyl {1-[1-(6-cyanopyrimidin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}carbamate in 3 ml 1,4-dioxane was added 0.79 ml (3.2 mmol) of a 4 M solution of HCl in 1,4-dioxane and the mixture was stirred at room temperature overnight. Then further 0.50 ml (2.0 mmol) of a 4 M solution of HCl in 1,4-dioxane was added and the mixture stirred at room temperature overnight. The reaction mixture was evaporated to give the title compound (100 mg, 80% purity) which was used in the next step without further purification.

[0575] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ=9.42 (d, J=1.2 Hz, 1H), 8.74 (brs, 3H), 8.67 (d, J=1.2 Hz, 1H), 8.56 (s, 1H), 5.50-5.40 (m, 1H), 1.64 (d, J=6.8 Hz, 3H).

[0576] ESI mass [m/z]: 216.1 [amine+H].sup.+

Step 4: N-{1-[1-(6-cyanopyrimidin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}-3-cyclopropyl-5-(trifluoro-methoxy)benzamide (example I-8)

[0577] ##STR00035##

[0578] To a solution of 67 mg (64% purity, 0.18 mmol) 3-cyclopropyl-5-(trifluoromethoxy)benzoic acid in 2 mL N,N-dimethylformamide (DMF) were added 0.1 mL (0.6 mmol) N,N-diisopropylethylamine (Hünig's Base) and 121 mg (318 μmol) [O-(7-azabenzotriazol-1-yl)-N,N,N,N′-tetramethyluronium-hexafluorophosphate] (HATU). The mixture was stirred for 1 h at room temperature. Then 50 mg (80% purity, 0.15 mmol) 6-[5-(1-aminoethyl)-1H-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile hydrochloride were added and the reaction mixture was stirred at room temperature for three days. The reaction mixture was then directly purified by reversed phase chromatography (water/acetonitrile) to afford 31 mg of the title compound.

[0579] ESI mass [m/z]: 444.1 [M+H].sup.+

[0580] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ=9.38 (d, J=0.8 Hz, 1H), 9.24 (d, J=6.8 Hz, 1H), 8.61 (d, J=0.8 Hz, 1H), 8.35 (s, 1H), 7.54 (s, 1H), 7.52 (s, 1H), 7.28 (s, 1H), 6.22-6.12 (m, 1H), 2.10-2.00 (m, 1H), 1.63 (d, J=7.2 Hz, 3H), 1.07-1.00 (m, 2H), 0.81-0.75 (m, 2H).

Synthesis of methyl 3-bromo-5-(difluoromethoxy)benzoate

Step 1: methyl 3-bromo-5-hydroxybenzoate

[0581] ##STR00036##

[0582] A solution of 3-bromo-5-hydroxybenzoic acid (49.9 g, 230 mmol) in MeOH (325 mL) was cooled by an ice bath to 7-8° C. Then SOCl.sub.2 (27.4 g, 16.79 mL, 230 mmol) was added dropwise to this solution over 25 min. The reaction mixture was warmed to room temperature, stirred under reflux for 3 h, cooled down to room temperature and then stirred for another 48 h at this temperature. All volatiles were removed in vacuo and the residue dissolved in ethyl acetate (400 mL). The solution was washed with NaHCO.sub.3, brine, dried over Na.sub.2SO.sub.4 and the volatiles were removed under reduced pressure. The residue was triturated with hexanes (400 mL). The precipitate was filtered off, washed with hexanes/diethyl ether (1:1), dried at 110° C. to afford methyl 3-bromo-5-hydroxybenzoate (50.5 g) as a dark yellow powder.

[0583] .sup.1H NMR (400 MHz, CDCl.sub.3) δ=7.73 (m, 1H), 7.51 (m, 1H), 7.26 (s, 1H), 7.23 (t, J=2.1 Hz, 1H), 6.05 (br s, 1H), 3.92 (s, 3H). Recorded on a Varian Gemini 2000 machine.

Step 2: methyl 3-bromo-5-(difluoromethoxy)benzoate

[0584] ##STR00037##

[0585] A mixture of methyl 3-bromo-5-hydroxybenzoate (23.1 g, 100 mmol), K.sub.2CO.sub.3 (41.5 g, 300 mmol) and ClF.sub.2CCOONa (45.7 g, 300 mmol) in DMF (350 mL) was stirred at 60-65° C. for 2 hrs. The precipitate was then separated, washed with acetone and the filtrate was evaporated under reduced pressure. The residue was dissolved in diethyl ether (300 mL) and the solution was left to stand at r.t. for 12 hrs. A precipitate formed which was filtered off and washed with water. The filtrate was washed with brine (300 mL) and the organic layer was evaporated under reduced pressured. The oily residue was dissolved in hexanes (250 mL) and kept at r.t. for 2 hrs. A precipitate formed which was removed by filtration and the filtrate was evaporated under reduced pressure. The residue was distilled under reduced pressure (3 torr) and the fraction with a boiling point between 80 and 85° C. was collected to afford 15.75 g methyl 3-bromo-5-(difluoromethoxy)benzoate.

[0586] .sup.1H NMR (400 MHz, CDCl.sub.3) δ=8.03 (t, J=1.6 Hz, 1H), 7.75-7.70 (m, 1H), 7.49 (t, J=2.1 Hz, 1H), 6.55 (t, J=72.6 Hz, 1H), 3.93 (s, 3H). Recorded on a Varian Gemini 2000 machine.

[0587] .sup.19F NMR (376 MHz, CDCl.sub.3) δ=−84.89 (d, J=72.7 Hz). (recorded on a Varian Gemini 2000 machine)

Synthesis of 3-methylsulfonyl-5-(trifluromethoxy)benzoic acid

[0588] ##STR00038##

[0589] A mixture of 2.95 g (17.5 mmol) trans-N,N-dimethylcyclohexane-1-2-diamine and 11.4 g (35 mmol) cesium carbonate in 60 mL DMF was degassed for 30 min by purging with argon. 5 g (17.5 mmol) 3-bromo-5-(trifluoromethoxy)benzoic acid, 3.58 g (35 mmol) sodium methanesulfinate and 3.34 g (17.5 mmol) copper(I) iodide were added and the mixture further purged with argon for 5 min. The mixture was stirred at 120° C. over night, cooled to room temperature and then three times extracted with dichloromethane. The aqueous layer was acidified to pH 2 using concentrated hydrochloric acid and again extracted with dichloromethane. The dichlormethane phase was washed with brine several times. The layers were separated, and the combined organic layers were dried over anhydrous Na.sub.2SO.sub.4 and filtered. The solvent was removed under reduced pressure and the residue triturated with n-pentane, filtered-off and dried to provide 3.2 g of 3-methylsulfonyl-5-(trifluromethoxy)benzoic acid.

[0590] .sup.1H NMR (DMSO-d.sub.6, 400 MHz): δ=14.00 (br s, 1H, COOH), 8.42 (s, 1H), 8.20 (s, 1H), 8.14 (s, 1H), 3.39 (s, 3H).

[0591] ESI mass [m/z]: 285.0 [M+H].sup.+

[0592] In a similar way, following intermediates have been prepared:

3-(cyclopropylsulfonyl)-5-(trifluoromethoxy)benzoic acid

[0593] ESI mass [m/z]: 311.0 [M+H].sup.+

3-chloro-5-(4-chlorophenyl)sulfonyl-benzoic acid

[0594] ESI mass [m/z]: 331.0 [M+H].sup.+

Synthesis of 3-(difluoromethoxy)-5-methylsulfonyl-benzoic acid

Step 1: methyl 3-(trifluoromethoxy)-5-triisopropylsilylsulfanyl-benzoate

[0595] ##STR00039##

[0596] To a stirred solution of triisopropylsilanethiol (21.45 g, 112 mmol) in toluene (500 mL), under a stream of argon, NaH (5.03 g, 122 mmol, 60% disperse in oil) was added in portions. The mixture was stirred until no more gas evolved. Then methyl 3-bromo-5-(trifluoromethoxy)benzoate (CAS: 1306763-53-0) (30 g, 100 mmol), XantPhos (6.13 g, 11.2 mmol) and Pd.sub.2(dba).sub.3 (4.85 g, 5.3 mmol) were added to the reaction mixture sequentially. The mixture was stirred at 100° C. overnight, cooled to r.t., diluted with EtOAc (500 mL) and filtered through a thin pad of silica gel. After evaporation, crude methyl 3-(trifluoromethoxy)-5-triisopropylsilylsulfanyl-benzoate (50 g, 50% purity by LC/MS, 64 mmol, 57% yield) was obtained and used in the next step without further purification.

Step 2: methyl 3-(difluoromethylsulfanyl)-5-(trifluoromethoxy)benzoate

[0597] ##STR00040##

[0598] To a stirred solution of crude methyl 3-(trifluoromethoxy)-5-triisopropylsilylsulfanyl-benzoate (50 g, 50% purity by LC/MS, 64 mmol) in DMF (1000 mL) sodium 2-chloro-2,2-difluoroacetate (29.27 g, 192 mmol) and cesium carbonate (62.55 g, 192 mmol) were added under a stream of argon. The mixture was stirred at 100° C. overnight, cooled to r.t., and evaporated under reduced pressure. The residue was dissolved in water (1000 mL) and extracted with EtOAc (5×250 mL). Methyl 3-(difluoromethylsulfanyl)-5-(trifluoromethoxy)benzoate (10.5 g, 34.7 mmol, 54.3% yield) was obtained after column chromatography.

Step 3: methyl 3-(difluoromethylsulfonyl)-5-(trifluoromethoxy)benzoate

[0599] ##STR00041##

[0600] To a solution of methyl 3-(difluoromethylsulfanyl)-5-(trifluoromethoxy)benzoate (10.5 g, 34.7 mmol) in dichloromethane (200 mL) mCPBA (16.35 g, 93.9 mmol, 75% purity) was added in portions at 0° C. under a stream of argon. The mixture was stirred overnight at room temperature and evaporated under reduced pressure. Methyl 3-(difluoromethylsulfonyl)-5-(trifluoromethoxy)benzoate (6.8 g, 20.34 mmol, 58.63%) was obtained after column chromatography on silica gel.

Step 4: 3-(difluoromethylsulfonyl)-5-(trifluromethoxy)benzoic acid

[0601] ##STR00042##

[0602] To a stirred solution of methyl 3-(difluoromethylsulfonyl)-5-(trifluoromethoxy)benzoate (6.8 g, 20.34 mmol) in THF (80 mL)/water (20 mL) mixture at 0° C. LiOH monohydrate (1.146 g, 27.459 mmol) was added and the mixture was stirred overnight at r.t. THF was evaporated under reduced pressure, the water phase was acidified to pH=3 and extracted with MTBE (5×10 mL). Pure 3-(difluoromethylsulfonyl)-5-(trifluromethoxy)benzoic acid (3 g, 9.37 mmol, 34.12% yield) was obtained after recrystallization from 30% aqueous EtOH as white solid.

[0603] .sup.1H NMR (DMSO-d.sub.6, 400 MHz): δ=7.47 (t, 1H), 8.21 (s, 1H), 8.32 (s, 1H), 8.40 (s, 1H), 13.79 (s, 1H).

[0604] ESI mass [m/z]: 319.0 [M+H].sup.+

Synthesis of 2-chloro-6-(1-cyanocyclopropyl)-N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]pyridine-4-carboxamide (I-35)

Step 1: 2-chloro-6-(cyanomethyl)pyridine-4-carboxylic acid

[0605] ##STR00043##

[0606] n-BuLi (91.14 ml, 2M, 183.3 mmol)) was diluted in anhydrous THF (150 ml) and cooled to −78° C. under argon. A solution of anhydrous acetonitrile (11.4 ml, 218.8 mmol) in anhydrous THF (30 mL) was added dropwise and the reaction mixture was maintained at −78° C. for 30 min. A solution of 2,6-dichloropyridine-4-carboxylic acid (7 g, 36.5 mmol) in THF (200 ml) was added dropwise over one hour and the reaction mixture was stirred at −78° C. for further 45 min and then 1 h at room temperature. Then the reaction mixture was quenched with saturated aqueous citric acid solution (200 mL) and extracted with EtOAc (3×250 mL). The organic layer was washed with water (3×300 mL) followed by brine solution (200 mL) and dried over anhydrous Na.sub.2SO.sub.4, solvents were removed under reduced pressure. The residue was purified by flash silica gel chromatography using a gradient of 0% to 10% acetone in DCM. The obtained solid was triturated with 50% diethyl ether in n-pentane to obtained 4.2 g (58% yield) of 2-chloro-6-(cyanomethyl)pyridine-4-carboxylic acid as an off-white solid.

[0607] .sup.1H NMR (400 MHz, D6-DMSO): δ=7.87 (s, 1H), 7.82 (s, 1H), 4.27 (s, 2H). COOH not detected.

[0608] ESI mass [m/z]: 195.0 [M−H].sup.−

Step 2: 2-chloro-6-(1-cyanocyclopropyl)pyridine-4-carboxylic acid (INT-12)

[0609] ##STR00044##

[0610] To a stirred solution of 2-chloro-6-(cyanomethyl)pyridine-4-carboxylic acid (3.5 g, 17.8 mmol) in acetonitrile (50 ml) under nitrogen, tetrabutylammonium bromide (5.74 g, 17.8 mmol) was added. Then 1,2-dibromoethane (3.68 g, 19.6 mmol) was added dropwise at room temperature, then the reaction mixture was stirred at room temperature for further 30 min. The reaction mixture was cooled to 0° C. 7.5 mL of an aqueous NaOH solution (50%) was slowly added dropwise over 20 min. Then the reaction mixture was allowed to warm to room temperature and stirred for further 24 hrs. The reaction mixture was concentrated under vacuum at room temperature. The remaining residue was diluted with water and acidified with citric acid (pH˜5) and extracted with EtOAc (3×150 mL). The combined organic layers were washed with water (3×100 mL) and sodium thiosulfate solution (100 mL) followed by brine solution (150 mL). The organic layer was dried over anhydrous Na.sub.2SO.sub.4, then solvents were removed under reduced pressure. The crude material was purified by flash silica gel chromatography using a gradient of 0% to 10% acetone in DCM. The resulting solid was washed with n-pentane to obtain 2 g (50% yield) of the 2-chloro-6-(1-cyanocyclopropyl)pyridine-4-carboxylic acid (INT-12) as off-white solid..

[0611] .sup.1H NMR (400 MHz, DMSO-d.sub.6): δ=14.20 (bs, 1H, COOH), 7.89 (s, 1H), 7.53 (s, 1H), 1.94-1.91 m, 2H), 1.76-1.73 (m, 2H).

[0612] ESI mass [m/z]: 221.0 [M−H].sup.−

Step 3: tert-butyl N-[(1S)-2-[(E)-dimethylaminomethyleneamino]-1-methyl-2-oxo-ethyl]carbamate

[0613] ##STR00045##

[0614] tert-Butyl N-[(1S)-2-amino-1-methyl-2-oxo-ethyl]carbamate (40.0 g, 213 mmol) was dissolved in DCM (400 mL). Dimethylformamide dimethylacetal (38.0 g, 319 mmol, 42.4 mL) was added into the mixture. The reaction mixture was stirred at 40° C. for 2 hrs. The reaction mixture was concentrated under reduced pressure. tert-Butyl N-[(1S)-2-[(E)-dimethylaminomethyleneamino]-1-methyl-2-oxo-ethyl]carbamate (50.0 g, crude) was obtained as a colorless oil and used as crude material in the next step.

Step 4: tert-butyl N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate (INT-3)

[0615] ##STR00046##

[0616] tert-Butyl N-[(1S)-2-[(E)-dimethylaminomethyleneamino]-1-methyl-2-oxo-ethyl]carbamate (36.1 g, 267 mmol) was dissolved in dioxane (400 mL). 6-Hydrazinopyrimidine-4-carbonitrile (50.0 g, 206 mmol) was dissolved in AcOH (400 mL) and added into the mixture. The reaction mixture was stirred at 20° C. for 16 hrs. The reaction mixture was concentrated under vacuum. The residue was purified by column chromatography (SiO.sub.2, petroleum ether/EtOAc=50/1 to 0/1). The crude product was triturated with MTBE (750 mL) at 20° C. for 30 min. tert-Butyl-N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate (INT-3) (8.50 g, 27.0 mmol, 13.1% yield) was obtained as a white solid.

[0617] The enantiomeric excess of INT-3 has been determined via screen OD_RH (acid): ee-value=95%; R.sub.t=9.49 min. Method: chiral HPLC; Chiralcel OD-RH column (4.6 mm×150 mm×5 μm), room temperature, eluting with 0.1% phosphoric acid (A) and acetonitrile (B), gradient A:B 95/5 to 10/90, detecting at X═210 nm.

[0618] .sup.1H NMR (400 MHz, CDCl3): δ=1.43 (s, 9H), 1.58 (d, J=6.8 Hz, 3H), 5.45-5.58 (m, 1H), 5.97-6.10 (m, 1H), 8.02 (s, 1H), 8.32 (d, J=0.8 Hz, 1H), 9.24 (d, J=1.2 Hz, 1H). Measured with Bruker AVANCE III 400 MHz.

[0619] ESI mass [m/z]: 260.1 [M−C.sub.4H.sub.8+H].sup.+

Step 5: 6-[5-[(1S)-1-aminoethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile; 2,2,2-trifluoroacetic acid (INT-4)

[0620] ##STR00047##

[0621] tert-Butyl-N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate (2 g, 6.34 mmol) was dissolved in 20 mL dichloromethane. Trifluoroacetic acid (3.62 g, 31.7 mmol) was added slowly, then the reaction mixture was stirred at r.t. over night, followed by heating to 40° C. for 3 hrs to complete the reaction. The reaction mixture was evaporated under reduced pressure and used as crude material in the next step.

[0622] ESI mass [m/z]: 216.1 [amine+H].sup.+

Step 5: 2-chloro-6-(1-cyanocyclopropyl)-N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]pyridine-4-carboxamide (I-35)

[0623] ##STR00048##

[0624] 2-Chloro-6-(1-cyanocyclopropyl)pyridine-4-carboxylic acid (88 mg, 0.39 mmol) was dissolved in 10 mL dichloromethane, 2 drops of DMF were added followed by oxalyl chloride (114 mg, 0.9 mmol). The reaction mixture was stirred until the gas evolution has ceased. Then the reaction mixture was evaporated under reduced pressure and dissolved in acetonitrile. This solution was slowly added dropwise to another acetonitrile solution prepared as mixture of 6-[5-[(1S)-1-aminoethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile (2,2,2-trifluoroacetic acid salt) (197 mg 60% purity, 0.36 mmol) and DIPEA (140 mg, 1.08 mmol) at r.t. The reaction mixture was stirred over night at r.t., then diluted with water and dichloromethane, the organic layer was separated and evaporated under reduced pressure. The remaining residue was purified by HPLC means to obtain the title compound as off-white solid (86 mg, 56% yield).

[0625] .sup.1H NMR see peak list in table 1.

[0626] ESI mass [m/z]: 420.3 [M+H].sup.+

Synthesis of 3-bromo-N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide (I-15) and 6-[5-[(1S)-1-[[3-bromo-5-(trifluoromethoxy)benzoyl]amino]ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide (I-13)

Step 1: ethyl cyclopropanecarboximidate hydrochloride

[0627] ##STR00049##

[0628] Cyclopropanecarbonitrile (10.0 g, 149 mmol, 11.0 mL) was dissolved in HCl/dioxane (70.0 mL). EtOH (6.87 g, 149 mmol, 8.71 mL) was added slowly dropwise at 0° C. The mixture was stirred at 25° C. for 16 hrs. The reaction mixture was concentrated under reduced pressure to remove HCl/dioxane. The crude product was triturated with MTBE at 25° C. for 30 min followed by filtration. The filter cake was dried under reduce pressure with rotary evaporator. The crude product (21.0 g, 140 mmol, 94.2% yield, HCl salt) was obtained as a white solid and was used in the next step without further purification.

Step 2: ethyl (Z)-N-[(2S)-2-(tert-butoxycarbonylamino)propanoyl]cyclopropanecarboximidate

[0629] ##STR00050##

[0630] tert-Butyl N-[(1S)-2-amino-1-methyl-2-oxo-ethyl]carbamate (15.1 g, 79.7 mmol) was dissolved in THF (180 mL. Ethyl cyclopropanecarboximidate hydrochloride (17.8 g, 119 mmol), DIPEA (46.1 g, 357 mmol, 62.1 mL) and finally HATU (49.7 g, 131 mmol) were added. The mixture was stirred at 25° C. for 3 hrs. Ethyl (Z)-N-[(2S)-2-(tert-butoxycarbonylamino)propanoyl]cyclopropanecarboximidate (22.5 g, crude) in THF was obtained as a yellow liquid and used in the next step as solution without further work-up and purification.

Step 3: tert-butyl N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]carbamate (INT-7)

[0631] ##STR00051##

[0632] To the THF solution of ethyl (Z)-N-[(2S)-2-(tert-butoxycarbonylamino)propanoyl]cyclopropanecarboximidate (15.0 g, 52.8 mmol) was slowly added 6-hydrazinopyrimidine-4-carbonitrile (7.13 g, 52.8 mmol) at 0° C. The mixture was stirred at 25° C. for 16 hrs. The reaction mixture was quenched with H.sub.2O (200 mL), then extracted with ethyl acetate (3×50 mL). The combined organic layers were washed with brine (200 mL), dried with anhydrous Na.sub.2SO.sub.4, filtered and concentrated in vacuum. The obtained residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=50/1 to 3/1) to give tert-butyl N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]carbamate (INT-7, 5.60 g, 15.6 mmol, 29.6% yield, 99.1% purity) as a white solid.

[0633] The enantiomeric excess of INT-7 has been determined via screen OD_RH (acid): ee-value=92.5%; R.sub.t=14.45 min. Method: chiral HPLC; Chiralcel OD-RH column (4.6 mm×150 mm×5 μm), room temperature, eluting with 0.1% phosphoric acid (A) and acetonitrile (B), gradient A:B 95/5 to 10/90, detecting at λ=210 n.

[0634] .sup.1H NMR (400 MHz, MeOD): δ=9.21 (s, 1H), 8.36 (s, 1H), 5.82 (q, J=6.8 Hz, 1H), 2.15-2.04 (m, 1H), 1.52 (d, J=6.8 Hz, 3H), 1.40 (br s, 9H), 1.09-0.98 (m, 4H). Measured with Bruker AVANCE III 400 MHz.

[0635] ESI mass [m/z]: 356.0 [M+H].sup.+

Step 4: 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile hydro-chloride (INT-8) and 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride (INT-11)

[0636] ##STR00052##

[0637] tert-Butyl N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl] carbamate (5.0 g, 14 mmol) was dissolved in 4M HCl/dioxane (35.0 mL) and stirred over night at r.t. HCl/dioxane was removed under reduced pressure. The remaining solid is a mixture of 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile hydrochloride (1NT-8) and 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride (INT-11) and was used in the next step without further purification.

6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carbonitrile hydrochloride (INT-8)

[0638] ESI mass [m/z]: 256.2 [amine+H].sup.+

6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride (INT-11)

[0639] ESI mass [m/z]: 274.2 [amine+H].sup.+

Step 5: 3-bromo-N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide (I-15) and 6-[5-[(1S)-1-[[3-bromo-5-(trifluoromethoxy) benzoyl]amino]ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide (I-13)

[0640] ##STR00053##

[0641] A mixture of 101 mg (0.28 mmol) 3-bromo-5-(trifluoromethoxy)benzoic acid, 245 mg (0.65 mmol) 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (HATU), 146 mg (1.13 mmol) N,N-diisopropylethylamine and 1.3 mL DMF was stirred for 60 min at room temperature. 100 mg of the mixture from step 4 were added and the reaction mixture was stirred overnight at room temperature. The mixture was diluted with water and extracted with DCM, the DCM phase was separated, washed with brine, concentrated under reduced pressure and purified by preparative HPLC chromatography to provide 11 mg (6.5% yield) of 3-bromo-N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]-5-(trifluoromethoxy)benzamide (1-15) and 94.5 mg (54.2% yield of 6-[5-[(1S)-1-[[3-bromo-5-(trifluoromethoxy)benzoyl]amino]ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide (1-13).

3-bromo-N-[(1S)-1-[2-(6-cyanopyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]-5-(trifluoro-methoxy)benzamide (I-15)

[0642] .sup.1H NMR see peak list in table 1.

[0643] ESI mass [m/z]: 524.1 [M+H].sup.+

6-[5-[(1S)-1-[[3-bromo-5-(trifluoromethoxy)benzoyl]amino]ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide (I-13)

[0644] .sup.1H NMR see peak list in table 1.

[0645] ESI mass [m/z]: 542.1 [M+H].sup.+

Synthesis of intermediate 6-hydrazinopyrimidine-4-carboxamide/(6-hydrazono-1,6-dihydropyrimidine-4-carboxamide)

Step 1: 6-chloropyrimidine-4-carbonyl chloride

[0646] ##STR00054##

[0647] Oxalyl chloride (26.0 mL, 297.0 mmol) was added during 1 h to a heated mixture of 6-hydroxypyrimidine-4-carboxylic acid (13.86 g, 9.98 mmol) and DMF (0.13 mmol, 0.01 mL) in 80 mL ethyl acetate. Heating under reflux was continued for 3 h. The volatiles were distilled off at atmospheric pressure, then under reduced pressure. Kugelrohr distillation (diaphragm pump vacuum, 6 mbar, oven temp 110° C.) yielded 11.03 g (63% of theory).

Step 2: 6-chloropyrimidine-4-carboxamide

[0648] ##STR00055##

[0649] 6-Chloropyrimidine-4-carbonyl chloride (11.03 g, 62.32 mmol) in THF (50 mL) was added within 10 min to aq. ammonia (33%, 20 ml, 341 mmol) in a mixture of THF/ice water (0.3 L) at ice/water cooling, then the mixture was stirred for 1 h. The mixture was acidified with aq. HCl and the organic solvent was removed under reduced pressure. The formed precipitate was filtered off, washed with water and dried to yield 7.6 g (76% of theory, corrected by purity).

[0650] ESI mass [m/z]: 158.1 [M+H].sup.+

[0651] .sup.1H NMR (400 MHz, D.sub.6-DMSO): δ=8.1 (m, 2H), 8.45 (br, 1H), 9.2 (s, 1H).

Step 3: 6-hydrazinopyrimidine-4-carboxamide/(6-hydrazono-1,6-dihydropyrimidine-4-carboxamide)

[0652] ##STR00056##

[0653] 6-Chloropyrimidine-4-carboxamide (7.06 g, 48.24 mmol) and hydrazine hydrate (64%, 10.32 g, 206.1 mmol, 10.0 mL) in MeOH (250 mL) were stirred for 4 h at 65° C. Water was added and the MeOH was evaporated under reduced pressure. Aq. HCl and aq. K.sub.2CO.sub.3 were added until pH 8. The formed precipitate was filtered off, washed with water and dried to yield 7.03 g (95% of theory, corrected by purity).

[0654] ESI mass [m/z]: 154.1 [M+H].sup.+

[0655] .sup.1H NMR (400 MHz, D.sub.6-DMSO): δ=4.5 (br, 2H), 7.3 (br, 1H), 7.7 (br, 1H), 8.0 (br, 1H), 8.4 (br, 1H), 8.7 (br, 1H).

Synthesis of 6-[5-[(1S)-1-[(3,5-dibromobenzoyl)amino]ethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide (I-34)

Step 1: 3,5-dibromo-N-[(1S)-2-[(E)-dimethylaminomethyleneamino]-1-methyl-2-oxo-ethyl]benzamide

[0656] ##STR00057##

[0657] 0.5 g (1.4 mmol) N-[(2S)-1-amino-1-oxopropan-2-yl]-3,5-dibromobenzamide and 3 ml DMF-DMA (22.6 mmol) in 40 mL THF were stirred in the water bath of a rotary evaporator at a bath temperature of 65° C. for 10 min, then evaporated under reduced pressure to yield 0.61 g and directly used in the subsequent step.

Step 2: 6-[5-[(1S)-1-[(3,5-dibromobenzoyl)amino]ethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide (I-34)

[0658] ##STR00058##

[0659] 0.61 g (1.5 mmol) 3,5-dibromo-N-[(1S)-2-[(E)-dimethylaminomethyleneamino]-1-methyl-2-oxo-ethyl]benzamide and 0.25 g (1.6 mmol) 6-hydrazinopyrimidine-4-carboxamide were stirred in 60 mL AcOH at 85° C. for 0.5 h. The mixture was evaporated under reduced pressure, aq. K.sub.2CO.sub.3, aq. NaCl and EtOAc were added. The aqueous layer was extracted three times with THF/EtOAc. The combined organic layers were dried with Na.sub.2SO.sub.4 and evaporated under reduced pressure. Crystallisation of the residue from MeOH (including heating with activated carbon and hot filtration) yielded 0.24 g (32%).

[0660] Analytical data see table 1.

Synthesis of 6-[5-[(1S)-1-aminoethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride (INT-9)

Step 1: tert-butyl N-[(1S)-2-[(E)-dimethylaminomethyleneamino]-1-methyl-2-oxo-ethyl]carbamate

[0661] ##STR00059##

[0662] tert-Butyl N-[(1S)-2-amino-1-methyl-2-oxo-ethyl]carbamate (150 g, 797 mmol, 1.00 eq) was dissolved in dioxane (1.50 L). N,N-Dimethylformamide dimethylacetal (142 g, 1.20 mol, 159 mL, 1.50 eq) was added into the mixture. The reaction mixture was stirred at 25° C. for 3 hrs. TLC (dichloromethane:methanol=10:1, Rf=0.67) indicated the starting material was consumed. The crude product (193 g, calculated) in dioxane was used in the next step without further purification.

Step 2: tert-butyl N-[(1S)-1-[2-(6-chloropyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate

[0663] ##STR00060##

[0664] The reaction mixture of tert-Butyl N-[(1S)-2-[(E)-dimethylaminomethyleneamino]-1-methyl-2-oxo-ethyl]carbamate (193 g, 793 mmol, 1.00 eq) was added dropwise to a mixture of (6-chloropyrimidin-4-yl)hydrazine (126 g, 873 mmol, 1.10 eq) dissolved in AcOH (1900 mL). The reaction mixture was stirred at 25° C. for 16 hrs. TLC (petroleum ether: ethyl acetate=3:1, Rf=0.22) indicated the strating material was consumed completely. The reaction mixture was concentrated under vacuum. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=50/1 to 3/1). tert-Butyl N-[(1S)-1-[2-(6-chloropyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate (160 g, 493 mmol, 62.1% yield) was obtained as a white solid.

Step 3: methyl 6-[5-[(1S)-1-(tert-butoxycarbonylamino)ethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carboxylate

[0665] ##STR00061##

[0666] To a solution of tert-butyl N-[(1S)-1-[2-(6-chloropyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate (80.0 g, 246 mmol, 1.00 eq) in MeOH (1.50 L) was added triethylamine (49.9 g, 493 mmol, 68.6 mL, 2.00 eq) and Pd(dppf)Cl.sub.2 (18.0 g, 24.6 mmol, 0.100 eq) under nitrogen. The suspension was degassed under vacuum and purged with CO (carbon monoxide) several times. The mixture was stirred under CO (246 mmol, 1.00 eq) (50.0 psi) at 40° C. for 16 hrs. TLC (petroleum ether: ethyl acetate=1:1, Rf=0.27) indicated the strating material was consumed. The reaction mixture was filtered and the filter liquor was concentrated under vacuum. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=50/1 to 1/1). Methyl 6-[5-[(1S)-1-(tert-butoxycarbonylamino)ethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carboxylate (80.0 g, 230 mmol, 46.6% yield) was obtained as a white solid.

[0667] .sup.1H NMR (DMSO-d.sub.6) δ=9.29 (s, 1H), 8.63 (s, 1H), 8.02 (s, 1H), 7.27 (s, 1H), 6.09-6.06 (m. 1H), 5.58-5.56 (d, 1H), 1.60-1.58 (d, 3H), 1.42 (s, 9H).

Step 4: tert-butyl N-[(1S)-1-[2-(6-carbamoylpyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate

[0668] ##STR00062##

[0669] Methyl 6-[5-[(1S)-1-(tert-butoxycarbonylamino)ethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carboxylate (40.0 g, 115 mmol, 1.00 eq) was dissolved in THF (240 mL) and MeOH (80.0 mL). NH.sub.4OH (96.6 g, 689 mmol, 106 mL, 25.0% purity, 6.00 eq) was added into the mixture. The reaction mixture was stirred at 25° C. for 6 hrs. TLC (petroleum ether: ethyl acetate=3:1, Rf=0.1) indicated the starting material was consumed completely. The reaction mixture was concentrated. The crude product was triturated with MTBE (300 mL) at 25° C. for 30 minutes. tert-Butyl N-[(1S)-1-[2-(6-carbamoylpyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate (64.0 g, 189 mmol, 82.1% yield, 98.2% purity) was obtained as a white solid.

[0670] .sup.1H NMR (DMSO-d.sub.6) δ=9.30 (s, 1H), 8.47 (s, 1H), 8.35 (s, 1H), 8.28 (s, 1H), 8.12 (s, 1H), 5.80-5.76 (m. 1H1), 1.46-1.44 (d, 3H), 1.32 (s, 9H).

Step 5: 6-[5-[(1S)-1-aminoethyl]-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride (INT-9)

[0671] ##STR00063##

[0672] tert-Butyl N-[(1S)-1-[2-(6-carbamoylpyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]carbamate (1 g, 3 mmol) was dissolved in 30 mL dioxane, then 4 M HCl/dioxane (7.5 mL) was added and the mixture was stirred at 50° C. for 7 hrs and additional 4 days at r.t. The mixture was evaporated under reduced pressure to obtain 1.02 g of the crude product (INT-9).

[0673] ESI mass [m/z]: 234.2 [amine+H].sup.+

[0674] .sup.1H NMR (DMSO-d.sub.6) δ=9.36 (s, 1H), 8.78 (s, 2H, NH.sub.2), 8.52 (s, 1H), 8.50 (bs, 1H), 8.39 (s, 1H), 8.17 (bs, 1H), 5.07-5.45 (m, 1H), 1.67-1.65 (d, 3H).

Synthesis of 3-(trifluoromethoxy)-5-(trifluoromethylsulfonyl)benzoic acid (INT-13)

Step 1: 3-bromo-5-(trifluoromethoxy)benzenethiol

[0675] ##STR00064##

[0676] A 2.5 M solution of n-BuLi in hexane (77 mL, 191 mmol) was added dropwise to a stirred solution of 1,3-dibromo-5-(trifluoromethoxy)benzene (48.9 g, 153 mmol) in absolute diethyl ether (430 mL) at −65° C. The reaction mixture was stirred at −65° C. for 50 min. Then ground sulfur (7.11 g, 222 mmol) was added portionwise at −65° C. The reaction mixture was stirred at −65° C. for 1.5 hrs. Then glacial acetic acid (35 mL) was added to the stirred reaction mixture. The mixture was allowed to reach 0° C. The reaction mixture was concentrated under reduced pressure to a volume of 50 mL. The residue was triturated with deionized water (500 mL) and the resulting emulsion was extracted with diethyl ether (2×300 mL). The combined diethyl ether layers were washed successively with water and brine and the solution was dried over sodium sulfate. The solvent was removed under reduced pressure to give a brown oil. The oil was subjected to vacuum distillation at a pressure of 13 mm Hg. A colorless fraction at 94-98° C. was collected.

[0677] Yield 27.7 g (66%).

[0678] .sup.1H-NMR (400 MHz, CDCl.sub.3): δ=7.35 (t, J=1.6 Hz, 1H), 7.19-7.16 (m, 1H), 7.08-7.05 (m, 1H), 3.61 (s, 1H). .sup.19F-NMR (376 MHz, CDCl.sub.3): δ=−57.80. .sup.1H and .sup.19F NMR spectra were recorded on a Varian Gemini 2000 machine.

Step 2: 1-bromo-3-(trifluoromethoxy)-5-(trifluoromethylsulfanyl)benzene

[0679] ##STR00065##

[0680] Triethylamine (27.2 mL, 195 mmol) was added to a degassed solution of 3-bromo-5-(trifluoromethoxy)benzenethiol (17.75 g, 65 mmol) in DMF (175 mL) under argon. The stirred mixture was cooled to 0° C. and blown with trifluoroiodomethane to a weight gain of 38 g. Then 1,1′-dimethyl-[4,4′-bipyridine]-1,1′-diium dichloride (3.34 g, 13 mmol) was added to the stirred reaction mixture. The reaction mixture was stirred at room temperature overnight. The mixture was poured into deionized water (800 mL) and the resulting emulsion was extracted with diethyl ether (2×350 mL). The combined diethyl ether layers were washed successively with water and brine and the solution was dried over sodium sulfate. The solvent was removed under reduced pressure to give a dark-brown oil. The oil was subjected to vacuum distillation at a pressure of 20 mm Hg. A colorless fraction at 87-89° C. was collected. Yield 23.4 g (83%).

[0681] .sup.1H-NMR (400 MHz, CDCl.sub.3): δ=7.76 (t, J=1.6 Hz, 1H), 7.54-7.51 (m, 1H), 7.49-7.47 (m, 1H). .sup.19F-NMR (376 MHz, CDCl.sub.3): δ=−41.92, −58.01. .sup.1H and .sup.19F NMR spectra were recorded on a Varian Gemini 2000 machine.

Step 3: 3-(trifluoromethoxy)-5-(trifluoromethylsulfanyl)benzoic acid

[0682] ##STR00066##

[0683] A stirred mixture of 1-bromo-3-(trifluoromethoxy)-5-(trifluoromethylsulfanyl)benzene (5.12 g, 15 mmol), ground potassium carbonate (10.4, 75 mmol), palladium (II) acetate (168 mg, 0.75 mmol), and xantphos (868 mg, 1.5 mmol) in DMF (75 mL) was heated at 100° C. under carbon monoxide atmosphere for 19 hrs. Deionized water (75 mL) was added to the reaction mixture at room temperature. The solvents were removed under reduced pressure. The residue was dissolved in deionized water (70 mL) and extracted with diethyl ether (2×50 mL). The water layer was separated and its pH was adjusted to 4 with aqueous HCl. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel (Combiflash). Yield 3 g (65%).

[0684] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ=13.94 (s, 1H), 8.19 (t, J=1.5 Hz, 1H), 8.07-8.04 (m, 1H), 8.03-8.00 (m, 1H). .sup.19F-NMR (376 MHz, DMSO-d.sub.6): δ=−44.12, −59.52. .sup.1H and .sup.19F NMR spectra were recorded on a Varian Gemini 2000 machine.

Step 4: 3-(trifluoromethoxy)-5-(trifluoromethylsulfonyl)benzoic acid (INT-13)

[0685] ##STR00067##

[0686] An aqueous solution of hydrogen peroxide (40%, 20 mL, 100 mmol) was added dropwise to a stirred solution of TFA (0.3 mL) in acetic anhydride (50 mL) at 0° C. for 1.5 hrs. 3-(Trifluoromethoxy)-5-(trifluoromethylsulfanyl)benzoic acid (3.06 g, 10 mmol) was added at 0° C. The resulting solution was allowed to reach room temperature. The reaction mixture was stirred at 55° C. for 4 hrs and then at room temperature overnight. The reaction mixture was diluted with deionized water to a volume of 250 mL. The mixture was cooled to 0° C. causing precipitation of a white solid. The precipitate was filtered, washed successively with water and hexane, and dried in a vacuum. Yield 3.2 g (95%).

[0687] ESI mass [m/z]: 337.0 [M−H].sup.−

[0688] .sup.1H NMR (400 MHz, DMSO-d.sub.6): δ=14.37 (bs, 1H, COOH), 8.48 (s, 1H), 8.46 (s, 1H), 8.42 (s, 1H).

Synthesis of 3-bromo-5-(2,2-dichlorocyclopropyl)benzoic acid (INT-14)

Step 1: 3-bromo-5-(2,2-dichlorocyclopropyl)benzonitrile

[0689] ##STR00068##

[0690] Powdered potassium hydroxide (15 g, 260 mmol) was added portion-wise to a stirred solution of 3-bromo-5-vinylbenzonitrile (5.41 g, 26 mmol) and 18-crown-6 (1.03 g, 3.9 mmol) in chloroform (225 mL) at room temperature within 30 min. The reaction mixture was stirred at room temperature for 48 hrs. The reaction mixture was diluted with dichloromethane to a volume of 400 mL. The solution was washed with water and dried over sodium sulfate. The solvent was removed under reduced pressure to give a blackish oil. The oil was purified by flash chromatography (Combiflash) to obtain 4.55 g (60%).

[0691] .sup.1H-NMR (400 MHz, CDCl.sub.3): δ=7.73-7.71 (m, 1H), 7.64-7.62 (m, 1H), 7.47-7.45 (m, 1H), 2.93-2.83 (m, 1H), 2.06 (dd, J=10.5, 7.7 Hz, 1H), 1.90-1.81 (m, 1H). Spectrum was recorded on a Varian Gemini 2000.

Step 2: 3-bromo-5-(2,2-dichlorocyclopropyl)benzoic acid (INT-14)

[0692] ##STR00069##

[0693] Thionyl chloride (16.42, mL, 225 mmol) was added dropwise to a stirred solution of 3-bromo-5-(2,2-dichlorocyclopropyl)benzonitrile (4.36 g, 15 mmol) in methanol (100 mL) at 0° C. The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with water to a volume of 300 mL and the resulting emulsion was extracted with diethyl ether (2×75 mL). The organic phase was separated, washed with brine, and dried over sodium sulfate. The solvent was removed under reduced pressure to give a yellowish oil (4.55 g). The oil was dissolved in isopropanol (35 mL) and the solution was added dropwise to a stirred solution of lithium hydroxide (1.26 g 30 mmol) in deionized water (20 mL) at room temperature and the reaction mixture was stirred for 5 hrs. The reaction mixture was diluted with water to a volume of 100 mL. Isopropanol was removed under reduced pressure. The remaining aqueous fraction was washed with diethyl ether (2×40 mL). Then a solution of concentrated aqueous HCl in deionized water (20 mL) was added to the aqueous fraction causing precipitation of a white solid. The precipitate was filtered, washed successively with water and hexane, and dried in a drying oven at 65° C. to obtain 3.2 g (69%) of the title compound.

[0694] ESI mass [m/z]: 311.0 [M+H].sup.+

[0695] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ=13.45 (s, 1H), 7.97 (s, 1H), 7.87 (s, 1H), 7.81 (s, 1H), 3.27 (dd, J=10.9, 8.5 Hz, 1H), 2.40-2.28 (m, 1H), 2.17-2.06 (m, 1H). Spectrum was recorded on a Varian Gemini 2000.

Synthesis 3-bromo-5-(1,1,2,2-tetrafluoroethoxy)benzoic acid (INT-15)

Step 1: mixture of methyl 3-bromo-5-(1,1,2,2-tetrafluoroethoxy)benzoate and methyl 3-bromo-5-(2-bromo-1,1,2,2-tetrafluoroethoxy)benzoate

[0696] ##STR00070##

[0697] To a solution of 1,2-dibromo-1,1,2,2-tetrafluoroethane (18.0 g, 77.9 mmol, 1.0 eq) in DMSO (100 mL) was added Cs.sub.2CO.sub.3 (38.1 g, 116 mmol, 1.5 eq) and methyl 3-bromo-5-hydroxybenzoate (commercially available, 40.4 g, 155 mmol, 2.0 eq), the mixture was stirred at 60° C. for 12 hrs. To the reaction mixture was added H.sub.2O (200 mL) and extracted with ethyl acetate (150 mL×3), the organic phase was dried and concentrated to yield a mixture of products (22.0 g, 1:1) as a yellow oil.

Step 2: methyl 3-bromo-5-(1,1,2,2-tetrafluoroethoxy)benzoate

[0698] ##STR00071##

[0699] To a solution of the mixture from the previous step (22.0 g, 53.6 mmol, 1.0 eq) in AcOH (100 mL) was added Zn (10.5 g, 161 mmol, 3.0 eq) at 50° C., the mixture was stirred at 50° C. for 12 hrs. The reaction mixture was filtered and concentrated under reduced pressure to give a residue. (16.5 g, crude) was obtained as a light yellow liquid.

Step 3: 3-bromo-5-(1,1,2,2-tetrafluoroethoxy)benzoic acid (INT-15)

[0700] ##STR00072##

[0701] To a solution of methyl 3-bromo-5-(1,1,2,2-tetrafluoroethoxy)benzoate from the previous step (16.5 g, 49.8 mmol, 1.0 eq) in THF (100 mL) was added LiOH.Math.H.sub.2O (2.0 M, 49.8 mL, 2.0 eq), the mixture was stirred at 25° C. for 2 hrs. The reaction was concentrated under reduced pressure to give a residue, diluted with water (50 mL), adjusted to pH=4 with 2M KHSO.sub.4 solution and extracted with DCM (30 mL×2), the combined organic layers were washed with brine (50 mL), dried over MgSO.sub.4, filtered and concentrated under reduced pressure to yield (10.0 g, 31.5 mmol, 63.3) as a white solid.

[0702] ESI mass [m/z]: 314.9 [M−H].sup.−

[0703] .sup.1H-NMR: (400 MHz CDCl.sub.3): =10.69 (br s, 1H), 8.17 (d, J=1.2 Hz, 1H), 7.89 (s, 1H), 7.64 (s, 1H), 5.78-6.12 (m, 1H).

Synthesis of 6-(5-{(1S)-1-[3-chloro-5-(1,1,2,2-tetrafluoroethoxy)benzamido]ethyl}-1H-1,2,4-triazol-1-yl)pyrimidine-4-carboxamide (I-113)

Step 1: mixture of 3-chloro-5-(1,1,2,2-tetrafluoroethoxy)benzoic acid and 3-chloro-5-(1,1,2,2-tetrafluoro-2-iodoethoxy)benzoic acid

[0704] ##STR00073##

[0705] 3-Chloro-5-hydroxybenzoic acid (commercially available, 9.3 g, 54 mmol), 1-chloro-1,1,2,2-tetrafluoro-2-iodoethane (10.5 g, 40 mmol), potassium carbonate (25 g, 181 mmol) in 50 ml DMSO were stirred in a thick-walled reaction tube equipped with a pressure-relieve valve at 60° C. for 3 d. The mixture was evaporated under reduced pressure. The residue was taken up in aq. citric acid/ethyl acetate, the aqueous layer was extracted three times with ethyl acetate. The combined organic layers were dried with sodium sulfate and evaporated to yield 19.5 g crude product. Chromatography (silica gel, petrolether/acetone) yielded a fraction of 10.3 g, mainly consisting of 3-chloro-5-(1,1,2,2-tetrafluoro-2-iodoethoxy)benzoic acid and an impure fraction containing 3-chloro-5-(1,1,2,2-tetrafluoroethoxy)benzoic acid, which was directly used in the subsequent step.

Step 2: 6-(5-{(1S)-1-[3-chloro-5-(1,1,2,2-tetrafluoroethoxy)benzamido]ethyl}-1H-1,2,4-triazol-1-yl)pyrimidine-4-carboxamide (I-113)

[0706] ##STR00074##

[0707] 3-Chloro-5-(1,1,2,2-tetrafluoroethoxy)benzoic acid (0.19 g, 0.45 mmol) with HATU (0.34 g, 0.89 mmol) and 6-{5-[(1S)-1-aminoethyl]-1H-1,2,4-triazol-1-yl}pyrimidine-4-carboxamide hydrochloride (0.12 g (0.45 mmol) with N,N-diisopropylamine (0.31 ml, 1.78 mmol) were each stirred in 1.5 ml DMF for 1 h. Both solutions were combined and stirred at r.t. for 16 hrs. Chromatographic purification of the reaction mixture (RP18, water/ACN with 0.1% HCOOH) yielded 92 mg (42% of theory).

[0708] Analytical data see table 1.

Synthesis of 6-(5-{(1S)-1-[3-chloro-5-(1,1,2,2-tetrafluoro-2-iodoethoxy)benzamido]ethyl}-1H-1,2,4-triazol-1-yl)pyrimidine-4-carboxamide (I-114)

[0709] ##STR00075##

[0710] 3-Chloro-5-(1,1,2,2-tetrafluoro-2-iodoethoxy)benzoic acid (from the previous sequence, 0.18 g, 0.45 mmol) with HATU (0.34 g, 0.89 mmol) and 6-{5-[(1S)-1-aminoethyl]-1H-1,2,4-triazol-1-yl}pyrimidine-4-carboxamide hydrochloride (0.12 g (0.45 mmol) with N,N-diisopropylamine (0.31 ml, 1.78 mmol) were each stirred in 1.5 ml DMF for 1 h. Both solutions were combined and stirred at r.t. for 16 hrs. Chromatographic purification of the reaction mixture (RP18, water/ACN with 0.1% HCOOH) yielded 106 mg (39% of theory).

[0711] Analytical data see table 1.

Synthesis of 3-(1-fluoro-1-methyl-ethyl)-5-(trifluoromethoxy)benzoic acid (INT-16)

Step 1: 2-[3-bromo-5-(trifluoromethoxy)phenyl]propan-2-ol

[0712] ##STR00076##

[0713] To a solution of 1,3-dibromo-5-(trifluoromethoxy)benzene (20 g, 62.4 mmol) in THF (160 mL), i-PrMgCl (1.9 M in THF, 36 mL, 73.2 mmol) was added dropwise at −5° C. under argon. The mixture was stirred at the same temperature for 45 min, then acetone (9 g, 156 mmol) was added dropwise. The reaction mixture was stirred for additional 30 min and MTBE (200 mL) was added followed by 10% citric acid (200 mL). The organic phase was separated, washed with brine (3×100 mL), dried and concentrated under reduced pressure. 2-[3-Bromo-5-(trifluoromethoxy)phenyl]propan-2-ol (10.14 g, 33.91 mmol, 54.3% yield) was obtained after MPLC purification.

Step 2: methyl 3-(1-hydroxy-1-methyl-ethyl)-5-(trifluoromethoxy)benzoate

[0714] ##STR00077##

[0715] To a solution of 2-[3-bromo-5-(trifluoromethoxy)phenyl]propan-2-ol (10.14 g, 33.91 mmol) in MeOH (110 mL), Et.sub.3N (6.833 g, 67.82 mmol) and Pd(dppf)Cl2 (2.47 g, 3.391 mmol) were added. The mixture was stirred at 130° C. under pressure of CO (10 Torr) for 48 h, diluted with EtOAc (600 mL) and filtered through a pad of Celite and concentrated under reduced pressure. The residue was dissolved in EtOAc (300 mL) and washed with water (2×200 mL). The organic phase was dried over Na2SO4 and concentrated under reduced pressure to afford methyl 3-(1-hydroxy-1-methyl-ethyl)-5-(trifluoromethoxy)benzoate (8.96 g, 32.21 mmol, 95% yield).

Step 3: methyl 3-(1-fluoro-1-methyl-ethyl)-5-(trifluoromethoxy)benzoate

[0716] ##STR00078##

[0717] To a solution of methyl 3-(1-hydroxy-1-methyl-ethyl)-5-(trifluoromethoxy)benzoate (8.96 g, 32.21 mmol) in dichloromethane (100 mL), Morph-DAST (6.2 g, 35.435 mmol) was added dropwise at −60° C. The mixture was stirred at room temperature overnight and poured into aqueous sodium bicarbonate. The organic layer was separated, dried over sodium sulfate and concentrated under reduced pressure. Pure methyl 3-(1-fluoro-1-methyl-ethyl)-5-(trifluoromethoxy)benzoate (3.8 g, 13.56 mmol, 42% yield) was obtained after MPLC.

Step 4: 3-(1-fluoro-1-methyl-ethyl)-5-(trifluoromethoxy)benzoic acid (INT-16)

[0718] ##STR00079##

[0719] To a stirred solution of 3-(1-fluoro-1-methyl-ethyl)-5-(trifluoromethoxy)benzoate (3.8 g, 13.56 mmol) in a mixture of THF (40 mL)/H.sub.2O (12.5 mL) at 0° C., LiOH monohydrate (0.766 g, 18.306 mmol) was added and the mixture was stirred overnight at r.t. THF was evaporated under reduced pressure, water was acidified to pH=4.5 and extracted with MTBE (2×25 mL). Pure 3-(1-fluoro-1-methyl-ethyl)-5-(trifluoromethoxy)benzoic acid was obtained after recrystallization from 30% aqueous EtOH (3.17 g, 11.9 mmol, 87,76% yield) as yellow solid.

[0720] ESI mass [m/z neg.]: 265.1 [M−H].sup.+

[0721] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ=1.66 (s, 3H), 1.72 (s, 3H), 7.66 (s, 1H), 7.75 (m, 1H), 7.99 (m, 1H), 13.56 (s, 1H). Spectrum was recorded on a Bruker AVANCE TTT 400 MHz.

Alternative synthesis of 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride (INT-11)

Step 1: tert-butyl N-[(1S)-2-chloro-1-methyl-2-oxo-ethyl]carbamate

[0722] ##STR00080##

[0723] To a solution of (2S)-2-(tert-butoxycarbonylamino)propanoic acid (90.0 g, 476 mmol, 1.00 eq) in DCM (900 mL) was added Et.sub.3N (44.7 g, 442 mmol, 61.6 mL, 0.930 eq). Trimethylacetyl chloride (57.4 g, 476 mmol, 58.5 mL, 1.00 eq) was added dropwise at 0° C. After addition, the reaction mixture was stirred at 20° C. for 16 hrs. tert-Butyl N-[(1S)-2-chloro-1-methyl-2-oxo-ethyl]carbamate (98.8 g, crude) in DCM (900 mL) was obtained as a colorless liquid and used for the next step.

Step 2: ethyl (Z)-N-[(2S)-2-(tert-butoxycarbonylamino)propanoyl]cyclopropanecarboximidate

[0724] ##STR00081##

[0725] To a solution of tert-butyl N-[(1S)-2-chloro-1-methyl-2-oxo-ethyl]carbamate (98.8 g, 476 mmol, 1.00 eq) in DCM (900 mL) was added Et.sub.3N (116 g, 1.14 mol, 159 mL, 2.40 eq). Then ethyl cyclopropanecarboximidate hydrochloride_(71.1 g, 476 mmol, 1.00 eq) was added in portions at 20° C. After addition, the mixture was stirred at 20° C. for 16 hrs. Ethyl (Z)-N-[(2S)-2-(tert-butoxycarbonylamino)propanoyl]cyclopropanecarboximidate (135 g, crude) in DCM was obtained as colorless liquid and used for the next step.

Step 3: tert-butyl N-[(1S)-1-[2-(6-chloropyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]carbamate

[0726] ##STR00082##

[0727] (6-Chloropyrimidin-4-yl)hydrazine (68.7 g, 475 mmol, 1.00 eq) was added in portions to a solution of ethyl (Z)-N-[(2S)-2-(tert-butoxycarbonylamino)propanoyl]cyclopropanecarboximidate (135 g, 475 mmol, 1.00 eq) in DCM (900 mL) below 20° C. After addition, the mixture was stirred at 20° C. for 16 hrs. To the reaction mixture was added H.sub.2O (500 mL), the separated organic phase was washed with brine (200 mL), dried and concentrated. The residue was purified by column chromatography (silca gel, petroleum ether/ethyl acetate=20/1 to 3/1). tert-Butyl N-[(1S)-1-[2-(6-chloropyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]carbamate (48.0 g, 132 mmol, 27.7% yield over three steps) was obtained as yellow solid.

Step 4: methyl 6-[5-[(1S)-1-(tert-butoxycarbonylamino)ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxylate (INT-17)

[0728] ##STR00083##

[0729] To a solution of tert-butyl N-[(1S)-1-[2-(6-chloropyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]carbamate (48.0 g, 132 mmol, 1.00 eq) in MeOH (1.00 L) was added Et.sub.3N (26.6 g, 263 mmol, 36.6 mL, 2.00 eq) and Pd(dppf)Cl.sub.2 (9.63 g, 13.2 mmol, 0.100 eq). The suspension was degassed under vacuum and purged with CO several times. The mixture was stirred under CO (50 psi) at 40° C. for 16 hrs. The reaction mixture was concentrated. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=20/1 to 1/1). Methyl 6-[5-[(1S)-1-(tert-butoxycarbonylamino)ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxylate (41.0 g, 106 mmol, 80.2% yield) was obtained as light yellow solid.

Step 5: tert-butyl N-[(1S)-1-[2-(6-carbamoylpyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]carbamate (INT-18)

[0730] ##STR00084##

[0731] Methyl 6-[5-[(1S)-1-(tert-butoxycarbonylamino)ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxylate (25.0 g, 64.4 mmol, 1.00 eq) was dissolved in THF (150 mL) and MeOH (50 mL). NH.sub.4OH (54.1 g, 386 mmol, 59.5 mL, 25% purity, 6.00 eq) was added dropwise at 20° C. After addition, the mixture was stirred at 20° C. for 5 hrs. The reaction mixture was concentrated. tert-Butyl N-[(1S)-1-[2-(6-carbamoylpyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]carbamate (24.0 g, 60.4 mmol, 93.8% yield, 94% purity) was obtained as light yellow solid and used for the next step.

[0732] .sup.1H NMR (400 MHz, CDCl.sub.3): δ 9.08 (d, J=0.73 Hz, 1H), 8.65 (s, 1H), 7.79 (br s, 1H), 5.96-6.07 (m, 1H), 5.81 (br s, 1H), 5.56-5.71 (m, 1H), 2.02-2.12 (m, 1H), 1.55 (d, J=6.8 Hz, 3H), 1.44 (s, 9H), 0.98-1.11 (m, 4H).

Step 6: 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride (INT-11)

[0733] ##STR00085##

[0734] tert-Butyl N-[(1S)-1-[2-(6-carbamoylpyrimidin-4-yl)-5-cyclopropyl-1,2,4-triazol-3-yl]ethyl]carbamate (8.00 g, 21.4 mmol, 1.00 eq) in DCM (20.0 mL) was added to HCl/dioxane (80.0 mL, 4M). The mixture was stirred at 20° C. for 2 hrs. The reaction mixture was concentrated. The crude product was triturated with DCM (50.0 mL) at 20° C. for 1 h and filtrated. 6-[5-[(1S)-1-Aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxamide hydrochloride (5.54 g, 17.01 mmol, 79.4% yield, 95.1% purity) was obtained as white solid.

[0735] ESI mass [m/z]: 274.2 [amine+H].sup.+

[0736] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ 9.30 (s, 1H), 8.75 (bs, 2H, NH.sub.2), 8.48 (s, 1H), 8.32 (s, 1H), 8.15 (s, 1H), 5.44-5.41 (m, 1H), 2.20-2.14 (m, 1H), 1.64-1.61 (d, 3H), 1.12-1.07 (m, 2H), 1.03-0.98 (m, 2H).

Synthesis 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]-N-methyl-pyrimidine-4-carboxamide hydrochloride (INT-21)

Step 1: tert-butyl N-[(1S)-1-[5-cyclopropyl-2-[6-(methylcarbamoyl)pyrimidin-4-yl]-1,2,4-triazol-3-yl]ethyl]carbamate (INT-19)

[0737] ##STR00086##

[0738] To as solution of methyl 6-[5-[(1S)-1-(tert-butoxycarbonylamino)ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxylate (9.00 g, 23.2 mmol, 1.00 eq) in THF (45.0 mL) was added methanamine (2 M in THF, 34.7 mL, 3.00 eq). The mixture was stirred at 20° C. for 4 hrs. After the reaction was completed, the reaction mixture was concentrated. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=20/1 to 1/1). tert-Butyl N-[(1S)-1-[5-cyclopropyl-2-[6-(methylcarbamoyl)pyrimidin-4-yl]-1,2,4-triazol-3-yl]ethyl]carbamate (8.50 g, 20.8 mmol, 89.9% yield, 95% purity) was obtained as light yellow solid.

[0739] .sup.1H NMR (400 MHz, CDCl.sub.3): δ 9.04 (s, 1H), 8.63 (s, 1H), 7.98 (d, 1H), 6.02-5.99 (m, 1H), 5.63 (d, 1H), 3.09 (d, 3H), 2.10-2.06 (m, 1H), 1.54 (d, 1H), 1.44 (s, 9H), 1.07-1.02 (m, 4H).

Step 2: 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]-N-methyl-pyrimidine-4-carboxamide hydrochloride (INT-21)

[0740] ##STR00087##

[0741] Trimethylsilyl chloride (7.07 g, 65.0 mmol, 8.26 mL, 3.00 eq) was added to CF.sub.3CH.sub.2OH (84.0 mL) and stirred for 30 mins. tert-Butyl N-[(1S)-1-[5-cyclopropyl-2-[6-(methylcarbamoyl)pyrimidin-4-yl]-1,2,4-triazol-3-yl]ethyl]carbamate (8.40 g, 21.7 mmol, 1.00 eq) in CF.sub.3CH.sub.2OH (84.0 mL) was added dropwise to the above solution below 20° C. After addition, the mixture was stirred at 20° C. for 1 hr. The reaction mixture was concentrated. 6-[5-[(1S)-1-Aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]-N-methyl-pyrimidine-4-carboxamide hydrochloride (6.60 g, 19.7 mmol, 91.0% yield, 96.8% purity, HCl) was obtained as light yellow solid.

[0742] .sup.1H NMR (400 MHz, MeOD): δ 9.19 (d, J=1.00 Hz, 1H), 8.52 (d, J=1.00 Hz, 1H), 5.59 (q, J=6.71 Hz, 1H), 3.25-3.38 (m, 2H), 3.00 (s, 3H), 2.11-2.24 (m, 1H), 1.75 (d, J=6.75 Hz, 3H), 1.01-1.16 (m, 4H).

Synthesis 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]-N,N-dimethyl-pyrimidine-4-carboxamide hydrochloride (INT-22)

Step 1: tert-butyl N-[(1S)-1-[5-cyclopropyl-2-[6-(dimethylcarbamoyl)pyrimidin-4-yl]-1,2,4-triazol-3-yl]ethyl]carbamate (INT-20)

[0743] ##STR00088##

[0744] To as solution of methyl 6-[5-[(1S)-1-(tert-butoxycarbonylamino)ethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]pyrimidine-4-carboxylate (14.0 g, 36.0 mmol, 1.00 eq) was added dimethyl amine (2 M in THF, 108 mL, 6.00 eq) THF solution. The reaction mixture was stirred at 60° C. for 16 hrs. The reaction mixture was concentrated. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=20/1 to 1/1). tert-Butyl N-[(1S)-1-[5-cyclopropyl-2-[6-(dimethylcarbamoyl)pyrimidin-4-yl]-1,2,4-triazol-3-yl]ethyl]carbamate (11.6 g, 27.4 mmol, 76.2% yield, 95% purity) was obtained as yellow gum.

[0745] .sup.1H NMR (400 MHz, CDCl.sub.3): δ 9.07 (s, 1H), 8.12 (s, 1H), 6.02-5.99 (m, 1H), 5.62 (d, 1H), 3.16 (s, 3H), 3.08 (s, 3H), 2.07-2.00 (m, 1H), 1.55 (d, 1H), 1.44 (s, 9H), 1.04-1.00 (m, 4H).

Step 2: 6-[5-[(1S)-1-aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]-N,N-dimethyl-pyrimidine-4-carboxamide hydrochloride (INT-22)

[0746] ##STR00089##

[0747] Triemethylsilyl chloride (8.93 g, 82.2 mmol, 10.4 mL, 3.00 eq) was added to CF.sub.3CH.sub.2OH (110 mL) and stirred for 30 mins. tert-Butyl N-[(1S)-1-[5-cyclopropyl-2-[6-(dimethylcarbamoyl)pyrimidin-4-yl]-1,2,4-triazol-3-yl]ethyl]carbamate (11.0 g, 27.4 mmol, 1.00 eq) in CF.sub.3CH.sub.2OH (84.0 mL) was added dropwise to the above solution below 20° C. After addition, the mixture was stirred at 20° C. for 1 hr. The reaction mixture was concentrated. 6 6-[5-[(1S)-1-Aminoethyl]-3-cyclopropyl-1,2,4-triazol-1-yl]-N,N-dimethyl-pyrimidine-4-carboxamide hydrochloride (8.20 g, 23.6 mmol, 86.3% yield, 97.4% purity,) was obtained as light yellow solid.

[0748] .sup.1H NMR (400 MHz, MeOD): δ 9.17 (d, J=1.00 Hz, 1H), 8.13 (d, J=1.00 Hz, 1H), 5.61 (q, J=6.67 Hz, 1H), 3.18 (s, 3H), 3.10 (s, 3H), 2.11-2.24 (m, 1H), 1.78 (d, J=6.75 Hz, 3H), 1.05-1.14 (m, 4H).

Synthesis of 3,5-bis(difluoromethylsulfonyl)benzoic acid (INT-23)

Step 1: methyl 3,5-bis(dimethylcarbamothioyloxy)benzoate

[0749] ##STR00090##

[0750] Methyl 3,5-dihydroxybenzoate (50 g, 300 mmol) was dissolved in anhydrous DMF (200 mL) under a nitrogen atmosphere. The solution was cooled to 0° C. and DABCO (133 g, 1190 mmol) was added in portions. To the resulting suspension a solution of N,N-dimethylthiocarbamoyl chloride (147 g, 1190 mmol) in DMF (200 mL) was added dropwise at 0-5° C. When the reaction mixture solidified, more DMF was added to enable efficient stirring. The suspension was allowed to warm to room temperature and stirred for 24 h. The reaction mixture was poured into water (2000 mL), filtered and the residue was washed with ethanol to give methyl 3,5-bis(dimethylcarbamothioyloxy)benzoate (92 g, 90% yield) as white crystalline powder which was used as such in the next step.

Step 2: methyl 3,5-bis(dimethylcarbamoylsulfanyl)benzoate

[0751] ##STR00091##

[0752] Methyl 3,5-bis(dimethylcarbamothioyloxy)benzoate (8.0 g, 23.3 mmol) was suspended in diphenyl ether (80 mL) and heated under a nitrogen atmosphere in a sand bath to 230-240° C. for 3 h. After the reaction mixture was allowed to cool to 30-40° C. it was poured into hexane (160 mL) and slowly allowed to cool to 4° C. Methyl 3,5-bis(dimethylcarbamoylsulfanyl)benzoate (7.37 g, 92% yield) was obtained after filtration and extensive washing with warm hexane as light beige crystals which was used as such in the next step.

Step 3: methyl 3,5-bis(sulfanyl)benzoate

[0753] ##STR00092##

[0754] Under a nitrogen atmosphere methyl 3,5-bis(dimethylcarbamoylsulfanyl)benzoate (34.2 g, 100 mmol) was suspended in mixture of 28% solution of sodium methoxide (43 g, 230 mmol) and methanol (150 mL) and the reaction mixture was stirred overnight at r.t. Ice-water (500 mL) was added followed by neutralization with concentrated hydrochloric acid. The precipitate was filtered, washed with water and dried under vacuum to methyl 3,5-bis(sulfanyl)benzoate (12.5 g, 62% yield) as a white powder which was used as such in the next step.

Step 4: methyl 3,5-bis(difluoromethylsulfanyl)benzoate

[0755] ##STR00093##

[0756] To a solution of methyl 3,5-bis(sulfanyl)benzoate (4 g, 20 mmol) in N,N-dimethylformamide (50 mL) were added potassium carbonate (11.4 g, 80 mmol) and sodium chlorodifluoroacetate (11.2 g, 80 mmol). The reaction mixture was heated to 95° C. for 3 hours, diluted with water and the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with water and brine, dried over sodium sulfate, filtered and then concentrated to give methyl methyl 3,5-bis(difluoromethylsulfanyl)benzoate (3.72 g, 62% yield) as an off-white powder.

[0757] .sup.1H NMR (400 MHz, CDCl.sub.3): δ 8.30 (s, 2H), 7.99 (s, 1H), 7.04-6.75 (t, 1H), 3.97 (s, 3H). Measured on a Bruker AVANCE III 400 MHz machine.

Step 5: methyl 3,5-bis(difluoromethylsulfonyl)benzoate

[0758] ##STR00094##

[0759] To a solution of methyl 3,5-bis(difluoromethylsulfanyl)benzoate (3.72 g, 12.5 mmol) in a mixture of carbon tetrachloride (15 mL), acetonitrile (15 mL) and water (35 mL), were added sodium periodate (26.4 g, 120 mmol) and trichlororuthenium hydrate (0.1 g, 0.47 mmol). The reaction mixture was stirred at r.t. for 30 min, diluted with water and extracted with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure to give methyl 3,5-bis(difluoromethylsulfonyl)benzoate (2.3 g, 51% yield) as an off-white powder.

[0760] .sup.1H NMR (400 MHz, CDCl.sub.3): δ 9.00 (s, 2H), 8.74 (s, 1H), 6.48-6.21 (t, 1H), 4.08 (s, 3H). Measured on a Bruker AVANCE III 400 MHz machine.

Step 5: 3,5-bis(difluoromethylsulfonyl)benzoic acid (INT-23)

[0761] ##STR00095##

[0762] Methyl 3,5-bis(difluoromethylsulfonyl)benzoate (2.3 g, 6.3 mmol) was added to a mixture of lithium hydroxide (0.76 g, 12.6 mmol), THF (12 mL) and water (6 mL). The reaction was stirred at r.t. for 4 hours, acidified with 1 M hydrochloric acid and the aqueous phase was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure to give 3,5-bis(difluoromethylsulfonyl)benzoic acid (2.03 g, 92% yield) as an off-white powder.

[0763] ESI mass [m/z]: 349.0 [M−H].sup.−

[0764] .sup.1H NMR (400 MHz, DMSO-d6): δ 7.53 (t, 2H), 8.57 (s, 1H), 8.79 (s, 2H), 14.53 (s, 1H). Measured on a Bruker AVANCE III 400 MHz machine.

Analytical Methods

[0765] The analytical methods described below refer to all information in the entire document, unless the procedure of the respective analytical determination is described separately at the respective passage.

Mass Spectrometry

[0766] The determination of [M+H]+ or M− by LC-MS under acidic chromatographic conditions was done with 1 ml formic acid per liter acetonitrile and 0.9 ml formic acid per liter Millipore water as eluents. The column Zorbax Eclipse Plus C18 50 mm*2.1 mm was used. The temperature of the column oven was 55° C.

[0767] The determination of 1H-NMR data was done with a Bruker Avance III 400 MHz spectrometer equipped with a 1.7 mm TCI probehead, with tetramethylsilane as reference (0.00 ppm) and the measurements were recorded usually from solutions in the solvents CD3CN, CDCl3 or d6-DMSO. Alternatively, a Bruker Avance III 600 MHz instrument equipped with a 5 mm CPNMP probehead or a Bruker Avance NEO 600 MHz instrument equipped with a 5 mm TCI probehead were used for the measurements. Usually the measurements were carried out with a probehead temperature of 298 K. Other measurement temperatures are explicitly noticed.

NMR Peak Lists Procedure

[0768] 1H-NMR data of selected examples are written in form of 1H-NMR peak lists. □-Values in ppm and the signal intensity in round brackets are listed to each signal peak. Semicolons are depicted as delimiters between the □-value—signal intensity pairs.

[0769] Therefore the peak list of an example has the form:

[0770] δ.sub.1 (intensity.sub.1); δ.sub.2 (intensity.sub.2); . . . ; δ.sub.i (intensity.sub.i); . . . ; δ.sub.n (intensity.sub.n)

[0771] The intensity of sharp signals correlates with the height of the signals in a printed view of a 1H-NMR spectrum in cm and shows the real relations of signal intensities. Several peaks from broad signals or the middle of the signal and their relative intensity in comparison to the most intensive signal in the spectrum can be shown.

[0772] Tetramethylsilane or the chemical shift of the solvent in cases where the sample does not contain tetramethylsilane is used for a calibration of the chemical shift for 1H spectra. Therefore, the tetramethylsilane peak can occur in 1H-NMR peak lists, but not necessarily.

[0773] 1H-NMR peak lists are equivalent to classical 1H-NMR prints and contain usually all peaks, which are also listed at classical 1H-NMR-interpretations.

[0774] In addition, they can show signals of solvents, stereoisomers of the compounds which are optionally object of the invention, and/or peaks of impurities, like classical 1H-NMR prints.

[0775] 1H-NMR solvent signals, the tetramethylsilane signal and the water signal in the corresponding solvent are excluded from the relative intensity calibration as they have very high intensity values.

[0776] On average, the peaks of stereoisomers of the compounds according to the invention and/or peaks of impurities have usually a lower intensity than the peaks of compounds according to the invention (for example with a purity >90%).

[0777] Such stereoisomers and/or impurities can be typical for the specific preparation process. Thus, the corresponding peaks can help to recognize the reproduction of the preparation process via “side-products-fingerprints”.

[0778] An expert, who calculates the peaks of the target compounds with known methods (MestreC, ACD-simulation, but also with empirically evaluated expectation values), can assign the peaks of the target compounds as needed, optionally using additional intensity filters. This assignment would be similar to the usual peak picking at classical 1H-NMR interpretations.

[0779] The used solvent can be extracted from the JCAMP file with the parameter “solvent”, the spectrometer frequency with “observe frequency” and the spectrometer type with “spectrometer/data system” 13C-NMR data are displayed analogous to 1H-NMR data as peak lists from broadband decoupled 13C-NMR spectra. 13C-NMR solvent signals and tetramethylsilane are excluded from the relative intensity calibration as these signals can have very high intensities.

[0780] Further details of NMR-data description with peak lists are disclosed in the publication “Citation of NMR Peaklist Data within Patent Applications” of the Research Disclosure Database Number 564025.

[0781] The compounds according to the invention described in table 1 below are likewise preferred compounds of the formula (1), wherein R.sup.1 is hydrogen and X is oxygen and which are obtained according to or analogously to the preparation examples described above.

##STR00096##

TABLE-US-00001 TABLE 1 Ex- ESI am- Mass ple Structure.sup.1) NMR Peak List.sup.2) (m/z).sup.3) I-1 [00097] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.4329 (3.8); 9.4157 (3.9); 9.3849 (11.2); 9.3820 (10.9); 8.6117 (10.8); 8.6088 (10.3); 8.3605 (16.0); 8.1401 (5.5); 8.1364 (8.5); 8.1328 (5.3); 8.0040 (0.3); 7.9013 (5.6); 7.8067 (5.3); 7.8043 (5.8); 6.2097 (0.6); 6.1927 (2.6); 6.1754 (4.1); 6.1581 (2.6); 6.1409 (0.6); 5.7582 (0.5); 3.6552 (0.4); 3.3323 (68.0); 2.6774 (0.6); 2.6728 (0.9); 2.6684 (0.6); 2.5261 (3.1); 2.5125 (55.9); 2.5084 (106.6); 2.5039 (136.4); 2.4994 (100.9); 2.4951 (50.3); 2.3352 (0.6); 2.3308 (0.8); 2.3262 (0.6); 1.6421 (15.3); 1.6247 (15.2); 0.0079 (2.3); −0.0002 (57.2); −0.0084 (2.3) 484.1 I-2 [00098] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO): δ = 9.7167 (3.6); 9.6994 (3.7); 9.4035 (11.3); 9.4005 (10.7); 8.6630 (7.3); 8.6243 (10.6); 8.6214 (9.7); 8.5369 (6.5); 8.4203 (6.6); 8.3804 (16.0); 6.2818 (0.5); 6.2648 (2.6); 6.2475 (4.0); 6.2301 (2.6); 6.2126 (0.5); 5.7607 (5.8); 3.3882 (38.8); 3.3325 (78.8); 2.6764 (0.8); 2.6718 (1.1); 2.6673 (0.8); 2.5252 (3.6); 2.5117 (65.5); 2.5074 (126.7); 2.5029 (163.2); 2.4984 (119.2); 2.4940 (58.0); 2.3341 (0.7); 2.3298 (1.0); 2.3254 (0.7); 1.6778 (14.9); 1.6604 (14.9); 0.0080 (1.4); −0.0002 (38.6); −0.0085 (1.4) 466.2 I-3 [00099] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO): δ = 9.3842 (10.8); 9.3812 (11.0); 9.3480 (3.4); 9.3307 (3.4); 8.6075 (10.9); 8.6045 (10.9); 8.3527 (16.0); 8.3154 (0.5); 7.9558 (5.0); 7.9520 (8.4); 7.9482 (5.1); 7.6476 (3.2); 7.6424 (6.6); 7.6380 (4.9); 7.6252 (5.0); 7.6221 (5.7); 7.5234 (4.1); 7.3400 (8.8); 7.1568 (4.3); 6.2026 (0.5); 6.1855 (2.4); 6.1682 (3.8); 6.1508 (2.4); 6.1334 (0.5); 3.3270 (176.3); 2.6762 (0.9); 2.6717 (1.3); 2.6670 (0.9); 2.5252 (3.9); 2.5204 (6.0); 2.5117 (78.1); 2.5072 (159.3); 2.5027 (207.6); 2.4981 (145.9); 2.4936 (68.2); 2.3385 (0.4); 2.3340 (0.9); 2.3295 (1.2); 2.3249 (0.9); 2.3204 (0.4); 2.0748 (10.8); 1.6362 (14.3); 1.6189 (14.3); 0.1459 (0.8); 0.0080 (6.5); −0.0001 (186.6); −0.0085 (6.2); −0.1496 (0.8) 466.1 I-4 [00100] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.3849 (5.5); 9.3819 (5.6); 9.3643 (1.8); 9.3470 (1.8); 8.6050 (5.3); 8.6020 (5.4); 8.3533 (8.4); 8.0367 (16.0); 6.1769 (1.3); 6.1596 (2.1); 6.1422 (1.3); 3.3288 (51.4); 2.6725 (0.4); 2.5260 (1.4); 2.5212 (2.1); 2.5125 (24.8); 2.5081 (50.5); 2.5036 (65.8); 2.4990 (46.1); 2.4994 (21.4); 2.3305 (0.4); 2.0757 (2.6); 1.6287 (8.0); 1.6114 (7.9); 0.1458 (0.6); 0.0143 (0.6); 0.0078 (4.8); −0.0002 (126.5); −0.0086 (4.2); −0.1498 (0.6) 478.0 I-5 [00101] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.6507 (1.2); 9.6331 (1.2); 9.3528 (4.2); 9.3498 (4.2); 8.5251 (4.4); 8.5164 (4.4); 8.5134 (4.1); 8.3336 (1.9); 6.2483 (1.0); 6.2309 (1.6); 6.2135 (1.0); 3.3258 (38.4); 2.6769 (0.4); 2.6722 (0.5); 2.6677 (0.4); 2.5258 (1.5); 2.5211 (2.2); 2.5124 (30.8); 2.5079 (63.7); 2.5034 (83.2); 2.4987 (58.0); 2.4942 (26.7); 2.3728 (16.0); 2.3347 (0.4); 2.3301 (0.5); 2.3255 (0.4); 2.0752 (0.5); 1.6541 (5.4); 1.6367 (5.4); 0.1459 (0.7); 0.0079 (6.4); −0.0002 (175.8); −0.0086 (5.7); −0.0153 (0.6); −0.1496 (0.7) 470.2 I-6 [00102] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.4418 (1.4); 9.4243 (1.5); 9.3385 (4.2); 9.3355 (4.2); 8.5101 (4.4); 8.5071 (4.3); 8.1800 (1.8); 8.1759 (3.1); 8.1714 (2.3); 8.1460 (2.9); 8.0317 (1.6); 8.0278 (2.6); 6.1913 (1.0); 6.1739 (1.7); 6.1565 (1.0); 3.3260 (38.7); 2.6765 (0.4); 2.6718 (0.5); 2.6671 (0.4); 2.5252 (1.8); 2.5204 (2.8); 2.5118 (32.5); 2.5074 (65.4); 2.5029 (84.7); 2.4983 (59.8); 2.4938 (28.3); 2.3704 (16.0); 2.3342 (0.4); 2.3296 (0.5); 2.3251 (0.4); 1.6272 (5.8); 1.6099 (5.8); 0.1458 (0.7); 0.0129 (0.9); 0.0078 (6.3); −0.0002 (154.5); −0.0086 (5.8); −0.1497 (0.7) 468.1 I-7 [00103] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.7249 (3.1); 9.7078 (3.1); 9.3852 (11.0); 9.3821 (10.9); 8.6147 (10.5); 8.6116 (10.4); 8.5533 (4.6); 8.5491 (7.2); 8.5448 (5.4); 8.4944 (6.4); 8.4242 (3.6); 8.4201 (5.7); 8.3758 (16.0); 8.3158 (0.4); 8.1675 (0.7); 6.2561 (0.5); 6.2388 (2.3); 6.2216 (3.7); 6.2043 (2.3); 6.1869 (0.5); 3.6671 (1.3); 3.3256 (28.4); 2.6813 (0.4); 2.6768 (0.8); 2.6723 (1.1); 2.6677 (0.8); 2.6630 (0.4); 2.5258 (3.5); 2.5211 (5.2); 2.5124 (64.9); 2.5079 (134.0); 2.5033 (175.2); 2.4987 (121.7); 2.4941 (55.6); 2.3392 (0.4); 2.3347 (0.7); 2.3301 (1.0); 2.3255 (0.7); 2.3211 (0.3); 2.0752 (6.3); 1.6676 (14.0); 1.6502 (13.9); 1.4470 (0.5); 1.4288 (0.5); 0.1458 (1.5); 0.0079 (13.7); −0.0002 (377.2); −0.0086 (12.0); −0.1497 (1.5) 486.0 I-8 [00104] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.3813 (10.0); 9.3791 (10.3); 9.2542 (4.0); 9.2368 (4.1); 8.6071 (10.3); 8.6048 (10.4); 8.3493 (15.0); 7.5408 (8.3); 7.5191 (6.2); 7.2818 (6.2); 6.2015 (0.6); 6.1845 (2.7); 6.1673 (4.2); 6.1499 (2.7); 6.1326 (0.6); 3.3261 (108.4); 2.6719 (1.2); 2.6679 (1.0); 2.5072 (156.7); 2.5030 (198.3); 2.4989 (148.3); 2.3337 (0.9); 2.3298 (1.2); 2.0748 (4.9); 2.0667 (1.8); 2.0580 (1.9); 2.0457 (3.3); 2.0335 (2.0); 2.0249 (1.8); 2.0123 (0.9); 1.6437 (16.0); 1.6263 (15.9); 1.0536 (1.8); 1.0423 (5.6); 1.0368 (6.1); 1.0215 (5.7); 1.0161 (5.7); 1.0058 (2.2); 0.8029 (2.3); 0.7917 (6.9); 0.7873 (6.7); 0.7799 (6.4); 0.7750 (7.0); 0.7633 (1.9); 0.1458 (1.5); −0.0002 (288.0); −0.1497 (1.5) 444.1 I-9 [00105] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.6524 (3.5); 9.6352 (3.6); 9.3937 (10.0); 9.3907 (10.4); 8.6180 (10.4); 8.6150 (10.7); 8.4300 (4.8); 8.4264 (8.7); 8.4229 (5.0); 8.3742 (16.00); 8.1578 (5.0); 8.0682 (5.1); 6.2614 (0.5); 6.2444 (2.4); 6.2271 (3.8); 6.2098 (2.4); 6.1925 (0.5); 3.3338 (163.7); 3.0707 (0.7); 3.0589 (1.6); 3.0512 (1.7); 3.0470 (1.1); 3.0395 (3.2); 3.0311 (1.2); 3.0275 (1.8); 3.0197 (1.7); 3.0077 (0.8); 2.6775 (0.5); 2.6730 (0.7); 2.6685 (0.5); 2.5264 (2.2); 2.5215 (3.5); 2.5129 (43.2); 2.5086 (87.2); 2.0541 (113.4); 2.4995 (79.6); 2.4950 (37.2); 2.3354 (0.5); 2.3308 (0.7); 2.3264 (0.5); 2.0755 (3.4); 1.6732 (14.2); 1.6558 (14.1); 1.2468 (0.4); 1.2361 (0.6); 1.2230 (1.9); 1.2206 (1.9); 1.2115 (4.0); 1.2080 (3.7); 1.2024 (4.4); 1.1914 (2.9); 1.816 (0.9); 1.1761 (0.5); 1.1691 (0.7); 1.1555 (0.6); 1.1413 508.1 (0.7), 1.1324 (1.2); 1.1184 (4.9); 1.1124 (3.9); 1.0988 (4.7); 1.0929 (3.3); 1.0761 (0.6); 0.1457 (0.9); 0.0077 (8.0); −0.0001 (192.2); −0.0086 (6.2); −0.0150 (0.7); −0.1498 (0.9) I-10 [00106] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3818 (10.9); 9.3787 (10.9); 9.2543 (3.2); 9.2369 (3.2); 8.6075 (10.3); 8.6044 (10.2); 8.3585 (0.3); 8.3499 (16.0); 8.3154 (0.4); 7.5438 (3.6); 7.5404 (7.2); 7.5369 (4.7); 7.5214 (4.1); 7.5188 (4.6); 7.5163 (4.1); 7.2832 (4.5); 6.2015 (0.5); 6.1841 (2.4); 6.1667 (3.7); 6.1494 (2.4); 6.1320 (0.5); 3.3299 (205.7); 2.6812 (0.3); 2.6768 (0.7); 2.6722 (1.0); 2.6676 (0.7); 2.6631 (0.3); 2.5257 (3.2); 2.5210 (4.7); 2.5123 (61.2); 2.5078 (125.4); 2.5033 (163.8); 2.4986 (115.4); 2.4940 (53.7); 2.3346 (0.7); 2.3300 (1.0); 2.3255 (0.7); 2.3212 (0.3); 2.0796 (0.7); 2.0751 (1.0); 2.0669 (1.4); 2.0585 (1.5); 2.0546 (1.0); 2.0460 (3.0); 2.0375 (1.0); 2.0335 (1.6); 444.2 2.0251 (1.6); 2.0125 (0.8); 1.6436 (14.3); 1.6262 (14.3); 1.0539 (1.8); 1.0428 (4.9); 1.0372 (5.3); 1.0332 (2.6); 1.0267 (2.6); 1.0218 (5.1); 1.0162 (5.1); 1.0059 (2.1); 0.8031 (2.2); 0.7924 (5.6); 0.7872 (5.6); 0.7801 (5.2); 0.7749 (6.1); 0.7634 (1.8); −0.0001 (0.7) I-11 [00107] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5599 (3.2); 9.5428 (3.3); 9.3815 (11.3); 9.3784 (11.4); 8.6067 (11.2); 8.6036 (11.2); 8.3586 (16.0); 8.3511 (4.7); 8.3472 (8.6); 8.3434 (5.1); 8.3154 (0.9); 8.2453 (4.1); 8.2406 (8.7); 8.2362 (6.0); 8.2248 (6.2); 8.2210 (7.2); 8.2163 (3.7); 8.0834 (1.3); 8.0769 (11.8); 8.0718 (3.6); 8.0601 (3.9); 8.0549 (13.8); 8.0485 (1.5); 7.7501 (1.5); 7.7435 (13.6); 7.7385 (3.9); 7.7267 (3.6); 7.7216 (12.0); 7.7151 (1.2); 6.2206 (0.5); 6.2037 (2.2); 6.1864 (3.5); 6.1691 (2.2); 6.1517 (0.5); 3.3288 (390.4); 2.6812 (0.7); 2.6766 (1.5); 2.6720 (2.1); 2.6674 (1.5); 2.6629 (0.7); 2.5256 (7.1); 529.9 2.5209 (10.4); 2.5122 (120.2); 2.5076 (243.5); 2.5030 (322.2); 2.4984 (234.5); 2.4938 (112.7); 2.3390 (0.7); 2.3345 (1.5); 2.3299 (2.1); 2.3253 (1.5); 2.3208 (0.7); 1.6486 (13.1); 1.6312 (13.2); 0.1459 (0.9); 0.0080 (7.6); −0.0002 (239.1); −0.0085 (7.2); −0.1497 (0.9) I-12 [00108] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3959 (1.4); 9.3784 (1.5); 9.2665 (4.8); 9.2636 (4.8); 8.4449 (1.4); 8.3353 (4.5); 8.3324 (4.5); 8.1541 (2.0); 8.1503 (3.3); 8.1465 (2.1); 8.1014 (1.4); 7.8981 (2.0); 7.8915 (1.8); 7.8170 (2.0); 7.8143 (1.7); 6.2486 (1.0); 6.2311 (1.6); 6.2136 (1.0); 3.3278 (444.9); 2.6796 (1.1); 2.6753 (2.3); 2.6707 (3.2); 2.6661 (2.4); 2.6616 (1.1); 2.5411 (27.6); 2.5243 (10.6); 2.5196 (16.0); 2.5108 (191.3); 2.5063 (387.0); 2.5017 (511.6); 2.4971 (375.8); 2.4926 (183.4); 2.3715 (16.0); 2.3377 (1.1); 2.3332 (2.3); 2.3286 (3.2); 2.3240 (2.3); 2.3195 (1.1); 2.0748 (0.4); 1.6333 (5.3); 1.6160 (5.3); 1.2351 (0.4); −0.0003 (6.9) 516.1 I-13 [00109] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 20.0026 (0.4); 9.3634 (2.3); 9.3464 (2.5); 9.3140 (0.6); 9.2416 (6.7); 9.2388 (6.8); 8.4997 (0.4); 8.4400 (2.4); 8.3111 (6.5); 8.3083 (6.6); 8.1138 (3.9); 8.1103 (6.6); 8.1063 (5.5); 7.8937 (3.3); 7.7840 (3.4); 6.2216 (0.4); 6.2041 (1.6); 6.1865 (2.5); 6.1689 (1.7); 6.1510 (0.4); 3.5553 (0.4); 3.4791 (0.6); 3.4648 (0.6); 3.3284 (2237.4); 2.7718 (0.4); 2.7114 (0.6); 2.6797 (5.8); 2.6752 (11.6); 2.6707 (16.0); 2.6663 (11.5); 2.6250 (0.8); 2.5411 (94.1); 2.5241 (55.4); 2.5193 (84.3); 2.5017 (980.0); 2.5063 (1931.7); 2.5017 (2518.6); 2.4972 (1852.3); 2.4928 (912.2); 2.3677 (0.6); 2.3376 (5.3); 2.3330 (11.4); 2.3286 (15.5); 2.3241 (11.2); 2.2877 (0.4); 2.1294 (0.5); 2.1171 (0.9); 2.1088 (1.0); 2.0967 (2.1); 2.0841 (1.2); 2.0748 (6.3); 542.1 2.0632 (0.6); 1.6170 (8.6); 1.5996 (8.8); 1.5843 (0.8); 1.2377 (0.6); 1.0313 (3.0); 1.0259 (3.9); 1.0105 (3.0); 1.0049 (3.7); 0.9780 (0.4); 0.9377 (0.6); 0.9139 (2.2); 0.9017 (2.3); 0.8961 (1.9); 0.8898 (2.0); 0.8781 (1.8); 0.8548 (0.5); −0.0001 (23.4) I-14 [00110] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5757 (4.2); 9.5583 (4.3); 9.3249 (12.7); 9.3219 (12.8); 8.5081 (12.7); 8.5051 (12.8); 8.4375 (5.7); 8.4338 (10.2); 8.4303 (5.7); 8.2566 (0.8); 8.1247 (6.0); 8.0917 (6.0); 8.0363 (0.4); 7.9612 (0.5); 6.2023 (0.6); 6.1850 (3.0); 6.1677 (4.8); 6.1504 (3.0); 6.1324 (0.7); 3.6174 (0.3); 3.5864 (0.3); 3.5563 (0.3); 3.5337 (0.5); 3.4975 (0.5); 3.4576 (0.9); 3.4353 (1.0); 3.4012 (2.4); 3.3617 (53.1); 3.3548 (13.9); 3.3303 (1555.9); 2.7105 (0.3); 2.6797 (4.0); 2.6754 (8.5); 2.6709 (13.3); 2.6663 (8.8); 2.6619 (4.1); 2.6421 (0.6); 2.6412 (14.4); 2.5244 (38.1); 2.5196 (57.5); 2.5109 (678.0); 2.5065 (1359.2); 2.5019 (1787.4); 2.4973 (1317.9); 2.4928 (648.3); 2.4141 (0.5); 2.3378 (3.6); 2.3332 522.2 (8.0); 2.3287 (11.1); 2.3241 (7.9); 2.3196 (3.8); 2.2591 (1.0); 2.1110 (0.8); 2.0992 (1.8); 2.0905 (2.0); 2.0785 (3.9); 2.0748 (3.0); 2.0661 (2.3); 2.0577 (2.1); 2.0459 (1.0); 1.6294 (16.0); 1.6121 (16.0); 1.5865 (0.4); 1.4072 (0.8); 1.3906 (0.7); 1.3307 (1.6); 1.2362 (0.4); 1.2064 (1.7); 1.1848 (1.8); 1.1674 (0.6); 1.0666 (0.5); 1.0568 (0.6); 1.0395 (5.3); 1.0344 (7.1); 1.0189 (5.5); 1.0135 (7.0); 0.9975 (0.9); 0.9880 (0.6); 0.9690 (0.3); 0.9539 (1.0); 0.9416 (1.2); 0.9298 (4.0); 0.9236 (2.3); 0.9174 (4.7); 0.9117 (3.3); (0.8); −0.0002 (10.8); −0.0090 (0.4) I-15 [00111] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3743 (4.0); 9.3569 (4.1); 9.3147 (12.7); 9.3116 (12.7); 8.5002 (13.1); 8.4972 (12.9); 8.1184 (5.6); 8.1146 (9.3); 8.1108 (5.8); 7.9001 (5.7); 7.7899 (5.2); 7.7873 (5.8); 7.7848 (5.0); 6.1512 (0.6); 6.1340 (3.0); 6.1166 (4.7); 6.0992 (3.0); 6.0820 (0.6); 3.3286 (314.1); 2.6804 (0.7); 2.6760 (1.5); 2.6714 (2.1); 2.6668 (1.5); 2.6622 (0.7); 2.5418 (3.9); 2.5249 (6.8); 2.5202 (10.6); 2.5112 (125.6); 2.5070 (253.7); 2.5024 (335.2); 2.4978 (247.8); 2.4933 (122.4); 2.3384 (0.7); 2.3338 (1.5); 2.3293 (2.1); 2.3247 (1.5); 2.3203 (0.7); 2.1075 (0.8); 2.0953 (1.8); 2.0866 (2.0); 2.0837 (1.5); 2.0749 (4.2); 2.0626 (2.2); 2.0540 (2.0); 2.0418 (1.0); 1.6026 (16.0); 1.5852 (16.0); 1.0381 (4.5); 1.0320 (6.8); 524.1 1.0174 (4.2); 1.0112 (7.2); 0.9907 (0.6); 0.9860 (0.6); 0.9487 (1.0); 0.9364 (1.1); 0.9251 (2.8); 0.9223 (2.6); 0.9131 (3.0); 0.9099 (2.6); 0.9013 (2.0); 0.8964 (2.8); 0.8891 (2.1); 0.8843 (2.6); 0.8672 (1.2); 0.8585 (0.8); −0.0002 (4.5) I-16 [00112] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3156 (13.1); 9.3126 (13.3); 9.2969 (4.1); 9.2795 (4.1); 8.4994 (13.7); 8.4963 (13.6); 7.9405 (5.8); 7.9367 (9.8); 7.9329 (6.0); 7.6477 (4.1); 7.6425 (7.6); 7.6379 (5.3); 7.6139 (5.4); 7.6106 (6.3); 7.5251 (4.9); 7.3418 (10.5); 7.1584 (5.2); 6.1463 (0.6); 6.1292 (3.0); 6.1118 (4.8); 6.0944 (3.0); 6.0769 (0.6); 3.3314 (831.0); 2.6801 (1.6); 2.6755 (3.4); 2.6710 (4.8); 2.6664 (3.5); 2.6618 (1.6); 2.5858 (0.4); 2.5414 (12.7); 2.5245 (15.2); 2.5198 (23.0); 2.5110 (283.6); 2.5066 (572.0); 2.5020 (754.0); 2.4974 (554.9); 2.4928 (272.0); 2.3378 (1.5); 2.3334 (3.4); 2.3288 (4.6); 2.3243 (3.4); 2.3199 (1.6); 2.1048 (0.8); 2.0926 (1.8); 2.0839 (2.0); 2.0810 (1.6); 2.0720 (3.8); 2.0599 (2.1); 2.0512 506.1 (2.0); 2.0390 (1.0); 1.6171 (0.4); 1.5970 (16.0); 1.5796 (15.9); 1.2307 (0.5); 1.2130 (0.9); 1.1957 (0.4); 1.0636 (0.3); 1.0370 (4.6); 1.0307 (7.1); 1.0163 (4.5); 1.0099 (7.4); 0.9899 (0.7); 0.9847 (0.6); 0.9471 (1.0); 0.9347 (1.1); 0.9235 (2.9); 0.9115 (3.1); 0.9082 (2.6); 0.9054 (2.2); 0.9003 (2.0); 0.8953 (2.8); 0.8883 (2.1); 0.8833 (2.5); 0.8659 (1.2); 0.8575 (0.8); −0.0002 (5.3) I-17 [00113] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3142 (12.4); 9.3112 (12.4); 9.2051 (3.9); 9.1875 (4.0); 8.5007 (12.4); 8.4977 (12.1); 7.5147 (8.5); 7.5111 (6.1); 7.5018 (5.0); 7.4992 (5.6); 7.2856 (5.5); 6.1397 (0.6); 6.1222 (2.9); 6.1048 (4.7); 6.0873 (3.0); 6.0699 (0.6); 3.3319 (423.1); 2.6804 (0.8); 2.6760 (1.7); 2.6714 (2.4); 2.6668 (1.7); 2.6624 (0.8); 2.5418 (2.0); 2.5249 (7.8); 2.5202 (11.4); 2.5115 (140.5); 2.5070 (283.2); 2.5025 (373.3); 2.4978 (272.5); 2.4933 (132.3); 2.3384 (0.7); 2.3338 (1.6); 2.3293 (2.3); 2.3247 (1.7); 2.3203 (0.7); 2.1035 (0.8); 2.0914 (1.8); 2.0825 (2.1); 2.0796 (2.2); 2.0751 (1.3); 2.0706 (4.0); 2.0585 (3.9); 2.0498 (2.6); 2.0462 (3.7); 2.0377 (2.2); 2.0337 (2.1); 2.0251 (1.8); 2.0126 (0.9); 1.6027 (16.0); 484.3 1.5853 (15.9); 1.0552 (2.2); 1.0440 (6.1); 1.0383 (9.3); 1.0349 (7.1); 1.0284 (9.2); 1.0232 (6.9); 1.0175 (8.9); 1.0076 (8.8); 0.9822 (0.8); 0.9755 (0.3); 0.9467 (1.2); 0.9346 (1.2); 0.9235 (2.6); 0.9172 (3.3); 0.9114 (2.7); 0.9052 (2.2); 0.8925 (1.8); 0.8865 (2.2); 0.8806 (2.0); 0.8747 (2.0); 0.8587 (1.3); 0.8496 (0.8); 0.8024 (2.5); 0.7917 (6.5); 0.7865 (6.4); 0.7794 (6.0); 0.7743 (7.0); 0.7628 (2.0); −0.0002 (2.0) I-18 [00114] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4262 (3.4); 9.4091 (3.4); 9.3830 (10.8); 9.3800 (10.8); 8.6086 (10.7); 8.6055 (10.7); 8.3586 (16.0); 8.3154 (0.3); 8.0062 (4.9); 8.0021 (7.7); 7.9981 (5.2); 7.7920 (5.0); 7.7897 (4.3); 7.7784 (5.3); 7.7758 (5.1); 6.2215 (0.5); 6.1942 (2.4); 6.1769 (3.8); 6.1596 (2.4); 6.1423 (0.5); 3.3302 (152.2); 2.6772 (0.6); 2.6727 (0.9); 2.6681 (0.6); 2.5261 (2.9); 2.5214 (4.4); 2.5127 (50.9); 2.5082 (101.8); 2.5037 (133.0); 2.4991 (96.4); 2.4945 (46.6); 2.3350 (0.6); 2.3305 (0.8); 2.3259 (0.6); 2.0754 (1.6); 1.6443 (14.5); 1.6269 (14.5); 0.1459 (0.4); 0.0080 (3.4); −0.0002 (97.5); −0.0085 (3.1); −0.1496 (0.4) 438.3 I-19 [00115] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6308 (3.4); 9.6135 (3.5); 9.3943 (10.8); 9.3913 (10.7); 8.6163 (10.4); 8.6133 (10.1); 8.4610 (5.0); 8.4574 (8.8); 8.4538 (5.0); 8.3722 (16.0); 8.3150 (0.4); 8.1430 (5.1); 8.1408 (4.8); 8.0930 (5.1); 6.2604 (0.5); 6.2432 (2.5); 6.2259 (3.9); 6.2086 (2.5); 6.1914 (0.5); 3.3605 (40.3); 3.3288 (181.2); 2.6813 (0.4); 2.6766 (0.8); 2.6720 (1.1); 2.6674 (0.8); 2.6629 (0.4); 2.5255 (4.0); 2.5207 (6.2); 2.5120 (68.8); 2.5076 (135.7); 2.5030 (176.0); 2.4984 (127.4); 2.4940 (61.5); 2.3388 (0.4); 2.3344 (0.8); 2.3298 (1.1); 2.3523 (0.8); 2.3212 (0.4); 2.0749 (2.8); 1.6699 (14.5); 1.6525 (14.4); 0.1459 (0.5); 0.0080 (4.5); −0.0001 (125.2); −0.0085 (4.2); −0.1496 (0.5) 482.3 I-20 [00116] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.7622 (1.9); 9.7452 (1.9); 9.3852 (6.1); 9.3821 (6.1); 8.6170 (6.1); 8.6139 (5.9); 8.5062 (2.4); 8.5027 (4.4); 8.4992 (2.6); 8.3761 (11.7); 8.3151 (0.4); 8.1312 (2.9); 7.5752 (1.6); 7.4454 (3.8); 7.3156 (1.9); 6.2450 (1.3); 6.2277 (2.1); 6.2104 (1.4); 3.3281 (177.6); 2.6806 (0.4); 2.6763 (0.9); 2.6717 (1.2); 2.6671 (0.9); 2.6627 (0.4); 2.5252 (4.2); 2.5204 (6.4); 2.5118 (71.1); 2.5073 (141.5); 2.5027 (185.2); 2.4981 (134.0); 2.4936 (64.3); 2.3387 (0.4); 2.3341 (0.8); 2.3296 (1.2); 2.3250 (0.8); 2.3205 (0.4); 2.0746 (16.0); 1.6727 (8.0); 1.6553 (8.0); 0.1459 (0.6); 0.0080 (4.7); −0.0002 (131.8); −0.0085 (4.0); −0.1496 (0.5) 518.2 I-21 [00117] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5390 (0.8); 9.4133 (3.4); 9.3960 (3.5); 9.3090 (11.0); 9.3061 (10.7); 9.2678 (0.5); 9.2648 (0.5); 8.4638 (3.5); 8.3793 (10.9); 8.3764 (10.5); 8.3188 (16.0); 8.2688 (0.5); 8.2659 (0.5); 8.2025 (0.4); 8.1316 (6.7); 8.1279 (11.0); 8.1242 (8.0); 7.9941 (0.4); 7.9094 (0.4); 7.8904 (4.9); 7.8008 (4.5); 7.7982 (4.9); 7.7956 (4.1); 6.2715 (0.5); 6.2546 (2.4); 6.2373 (3.7); 6.2199 (2.4); 6.2024 (0.5); 3.3268 (228.4); 2.6807 (0.7); 2.6765 (1.6); 2.6719 (2.1); 2.6673 (1.5); 2.6629 (0.7); 2.5254 (7.5); 2.5206 (11.6); 2.5120 (129.2); 2.5075 (253.5); 2.5030 (326.9); 2.4984 (235.3); 2.4939 (112.8); 2.3388 (0.7); 2.3343 (1.5); 2.3298 (2.1); 2.3253 (1.5); 2.3208 502.2 (0.7); 1.6561 (13.6); 1.6387 (14.1); 1.6200 (0.8); 1.4027 (0.4); 1.3847 (0.4); 0.1459 (0.9); 0.0079 (8.3); −0.0002 (231.3); −0.0086 (7.8); −0.1496 (1.0) I-22 [00118] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3395 (4.4); 9.3364 (4.4); 9.3016 (1.2); 9.2842 (1.3); 8.5075 (4.2); 8.5045 (4.1); 7.5559 (5.4); 7.5504 (5.5); 7.5179 (3.1); 7.3346 (6.5); 7.2434 (1.4); 7.2379 (2.5); 7.2324 (1.2); 7.1512 (3.2); 6.1842 (1.0); 6.1668 (1.6); 6.1494 (1.0); 5.7544 (0.6); 3.3770 (269.2); 2.5449 (1.4); 2.5281 (0.8); 2.5234 (1.2); 2.5147 (17.9); 2.5102 (36.3); 2.5056 (47.4); 2.5010 (33.7); 2.4965 (15.7); 2.3671 (16.0); 1.6256 (5.3); 1.6082 (5.3); 0.0080 (0.4); −0.0002 (11.2) 466.2 I-23 [00119] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6951 (1.4); 9.6774 (1.5); 9.3593 (4.1); 9.3563 (4.3); 8.6824 (2.7); 8.5544 (2.4); 8.5203 (4.1); 8.5173 (4.2); 8.4167 (2.4); 6.2593 (1.0); 6.2419 (1.6); 6.2244 (1.0); 5.7587 (0.4); 3.3889 (15.6); 3.3300 (42.1); 2.6716 (0.4); 2.5251 (1.0); 2.5203 (1.7); 2.5117 (23.0); 2.5072 (46.4); 2.5027 (61.0); 2.4981 (43.8); 2.4935 (20.7); 2.3761 (16.0); 2.3295 (0.4); 1.6571 (5.6); 1.6397 (5.6); 0.0080 (0.4); −0.0002 (11.5); −0.0085 (0.3) 480.1 I-24 [00120] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.7115 (1.3); 9.6941 (1.3); 9.3431 (4.2); 9.3401 (4.3); 8.5683 (1.8); 8.5641 (2.8); 8.5598 (2.1); 8.5155 (4.4); 8.5126 (5.5); 8.5092 (2.8); 8.4297 (1.4); 8.4257 (2.3); 6.2287 (1.0); 6.2114 (1.5); 6.1940 (1.0); 5.7589 (1.6); 3.3307 (51.9); 2.6764 (0.3); 2.6719 (0.4); 2.5254 (1.3); 2.5208 (2.0); 2.5120 (27.2); 2.5075 (55.3); 2.5029 (73.1); 2.4983 (52.5); 2.4938 (24.8); 2.3767 (16.0); 2.3343 (0.3); 2.3297 (0.4); 2.3250 (0.3); 1.6450 (5.3); 1.6276 (5.3); 0.0080 (0.5); −0.0002 (15.9); −0.0085 (0.4) 500.0 I-25 [00121] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3381 (3.8); 9.3353 (3.8); 9.2378 (1.5); 9.2201 (1.5); 8.5082 (3.6); 8.5058 (3.7); 7.5582 (3.0); 7.5388 (2.1); 7.2895 (2.1); 6.1733 (1.0); 6.1558 (1.6); 6.1384 (1.0); 5.7575 (0.9); 3.3562 (59.1); 3.3542 (60.0); 3.3509 (68.8); 3.3445 (109.7); 3.2884 (0.5); 2.6770 (0.3); 2.6727 (0.4); 3.2884 (0.5); 2.6770 (0.3); 2.6727 2.5337 (0.4); 2.5256 (1.5); 2.5209 (2.3); 2.5126 (28.8); 2.5082 (56.8); 2.5037 (73.2); 2.4990 (52.2); 2.4945 (24.5); 2.4850 (1.0); 2.4796 (0.5); 2.3655 (16.0); 2.3350 (0.3); 2.3305 (0.4); 2.3262 (0.3); 2.0691 (0.6); 2.0607 (0.7); 2.0482 (1.2); 2.0358 (0.7); 2.0275 (0.6); 1.6226 (5.8); 1.6052 (5.8); 1.0554 (0.7); 1.0442 (2.1); 1.0386 (2.3); 1.0349 (1.0); 1.0282 (1.1); 1.0233 (2.2); 1.0178 (2.2); 1.0076 (0.8); 0.8054 (0.8); 0.7949 458.2 (2.3); 0.7896 (2.2); 0.7826 (2.2); 0.7775 (2.3); 0.7662 (0.7); −0.0002 (2.9) I-26 [00122] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3423 (3.9); 9.3393 (4.2); 9.2395 (1.4); 9.3120 (1.4); 8.5086 (3.7); 8.5056 (4.0); 7.9762 (1.8); 7.9725 (3.2); 7.9687 (1.9); 7.6529 (0.8); 7.6476 (2.9); 7.6433 (4.6); 7.5267 (1.4); 7.3435 (2.9); 7.1601 (1.4); 6.1755 (1.0); 6.1581 (1.6); 6.1406 (1.0); 5.7584 (1.2); 3.3414 (31.8); 3.3324 (50.9); 2.6718 (0.4); 2.5253 (1.2); 2.5204 (2.0); 2.5119 (25.4); 2.5074 (51.4); 2.5028 (67.5); 2.4981 (48.3); 2.4936 (22.6); 2.3670 (16.0); 2.3297 (0.4); 1.6155 (5.6); 1.5981 (5.6); 0.0080 (0.4); −0.0002 (12.5); −0.0086 (0.3) 480.0 I-27 [00123] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6643 (1.3); 9.6468 (1.4); 9.3446 (4.0); 9.3416 (4.1); 8.5143 (3.8); 8.5114 (3.9); 8.4481 (1.8); 8.4839 (3.0); 8.4796 (2.0); 8.3942 (1.8); 8.3905 (3.1); 8.3869 (1.7); 8.1993 (1.8); 8.1949 (3.0); 8.1905 (1.6); 7.5507 (1.0); 7.4209 (2.3); 7.2910 (1.2); 6.2230 (1.0); 6.2057 (1.6); 6.1883 (1.0); 5.7586 (0.4); 3.3375 (29.5); 2.5271 (0.6); 2.5223 (0.9); 2.5137 (12.5); 2.5092 (25.1); 2.5047 (32.8); 2.5000 (23.5); 2.4955 (11.1); 2.3762 (16.0); 1.6415 (5.5); 1.6241 (5.5); −0.0002 (6.4) 482.0 I-28 [00124] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4111 (1.3); 9.3935 (1.3); 9.3412 (4.2); 9.3382 (4.2); 8.5094 (4.0); 8.5064 (4.0); 8.1590 (1.8); 8.1551 (3.1); 8.1513 (1.9); 7.9054 (1.8); 7.8232 (1.7); 7.8206 (1.9); 7.8181 (1.6); 6.1819 (1.0); 6.1645 (1.6); 6.1471 (1.0); 5.7585 (0.7); 3.3358 (132.4); 2.6721 (0.4); 2.6675 (0.3); 2.5256 (1.3); 2.5208 (1.9); 2.5122 (26.9); 2.5077 (54.9); 2.5031 (72.6); 2.4985 (52.2); 2.4940 (24.8); 2.3695 (16.0); 2.3300 (0.4); 1.6210 (5.4); 1.6036 (5.4); −0.0002 (9.8) 498.0 I-29 [00125] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 10.0778 (1.3); 10.0602 (1.3); 9.3503 (4.4); 9.3472 (4.5); 9.1273 (5.8); 9.1232 (5.9); 8.6708 (2.3); 8.5271 (4.4); 8.5241 (4.4); 6.3007 (1.0); 6.2833 (1.5); 6.2659 (1.0); 5.7585 (3.0); 4.0016 (0.9); 3.3303 (60.4); 2.6763 (0.4); 2.6717 (0.6); 2.6671 (0.4); 2.5421 (5.0); 2.5252 (1.6); 2.5204 (2.5); 2.5118 (34.3); 2.5073 (69.6); 2.5027 (91.8); 2.4981 (65.9); 2.4936 (31.1); 2.3846 (16.0); 2.3341 (0.4); 2.3295 (0.5); 2.3249 (0.4); 1.6776 (5.3); 1.6603 (5.3); 0.0080 (0.6); −0.0002 (20.3); −0.0085 (0.6) 598.0 I-30 [00126] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6164 (1.3); 9.5988 (1.4); 9.3521 (3.9); 9.3491 (3.9); 8.5172 (3.6); 8.5142 (3.6); 8.4799 (1.7); 8.4763 (3.2); 8.4727 (1.8); 8.1590 (1.8); 8.0951 (1.9); 6.2352 (1.0); 6.2177 (1.5); 6.2003 (1.0); 5.7583 (0.5); 3.3654 (15.5); 3.3401 (29.2); 3.3324 (39.5); 2.6720 (0.4); 2.5255 (1.1); 2.5208 (1.6); 2.5121 (22.5); 2.5076 (45.9); 2.5030 (60.5); 2.4984 (43.1); 2.4938 (20.1); 2.3755 (16.0); 2.3298 (0.4); 1.6481 (5.3); 1.6307 (5.3); 0.0080 (0.4); −0.0002 (12.6); −0.0086 (0.4) 496.1 I-31 [00127] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4118 (3.3); 9.3946 (3.6); 9.3857 (11.3); 9.3826 (11.2); 8.6108 (10.7); 8.6078 (10.5); 8.3618 (16.0); 7.8314 (4.4); 7.8276 (7.6); 7.8237 (4.8); 7.7452 (4.3); 7.7427 (4.9); 7.7402 (4.4); 7.4826 (4.9); 6.2248 (0.5); 6.2075 (2.4); 6.1902 (3.7); 6.1729 (2.4); 6.1553 (0.5); 3.8920 (0.9); 3.3313 (131.1); 3.2414 (1.0); 3.2243 (0.9); 2.6772 (0.6); 2.6726 (0.8); 2.6680 (0.6); 2.5261 (3.0); 2.5213 (4.5); 2.5127 (50.4); 2.5082 (100.3); 2.5036 (130.8); 2.4990 (94.6); 2.4945 (45.1); 2.3351 (0.6); 2.3305 (0.8); 2.3259 (0.6); 2.0758 (10.2); 1.8577 (2.6); 1.8456 (7.1); 1.8380 (7.9); 1.8267 (3.4); 1.7866 (0.4); 1.7032 (0.5); 1.6636 (6.1); 1.6584 (15.1); 1.6518 (9.5); 1.6412 (15.8); 1.6316 (3.5); 0.0080 (0.8); −0.0002 (22.7); −0.0085 (0.6) 469.4 I-32 [00128] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6061 (1.4); 9.5884 (1.4); 9.2781 (4.8); 9.2752 (4.7); 8.4851 (2.0); 8.4815 (3.6); 8.4778 (2.0); 8.4432 (1.4); 8.3448 (4.8); 8.3419 (4.6); 8.3161 (2.1); 8.1548 (2.0); 8.1029 (1.4); 8.0840 (2.1); 6.9421 (0.5); 6.9339 (0.5); 6.9233 (0.5); 6.9183 (0.4); 6.3040 (0.9); 6.2864 (1.6); 6.2689 (1.0); 3.3608 (18.3); 3.3300 (947.0); 2.6804 (1.8); 2.6760 (3.6); 2.6714 (5.0); 2.6668 (3.6); 2.6623 (1.8); 2.6446 (0.4); 2.5249 (17.0); 2.5202 (24.6); 2.5116 (285.6); 2.5070 (576.7); 2.5025 (751.8); 2.4978 (538.4); 2.4933 (254.3); 2.3777 (16.0); 2.3383 (1.4); 2.3338 (3.3); 2.3292 (4.6); 2.3246 (3.2); 2.3202 (1.4); 1.6611 (5.3); 1.6437 (5.3); 1.2588 (0.4); 1.2459 (0.7); 1.2332 (0.6); 0.1460 (2.6); 0.0225 (0.3); 0.0080 (21.3); −0.0001 (669.4); −0.0085 (21.5); −0.0214 (0.8); −0.1496 (2.6) 514.0 I-33 [00129] .sup.1H NMR (DMSO-d.sub.6) δ = 9.34 (d, 1H), 9.24 (d, 1H), 8.44 (s, 1H), 8.32 (d, 1H), 8.11 (s, 1H), 7.79 (m, 1H), 7.72 (s, 1H), 7.48 (s, 1H), 6.17- 6.24 (m, 1H), 2.02-2.17 (m, 1H), 1.77-1.90 (m, 2H), 1.59-1.68 (m, 5H), 0.85-1.07 (m, 4H), ppm. I-34 [00130] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3503 (2.1); 9.3329 (2.1); 9.3116 (7.2); 9.3087 (7.1); 8.4730 (2.1); 8.3764 (7.1); 8.3735 (6.9); 8.3174 (10.1); 8.1276 (2.0); 8.1110 (0.3); 8.1066 (0.3); 8.0451 (1.9); 8.0405 (4.2); 8.0366 (5.6); 8.0284 (16.0); 8.0242 (7.6); 6.2731 (1.4); 6.2198 (2.3); 6.2024 (1.5); 5.7587 (1.3); 3.3403 (260.0); 2.6776 (0.4); 2.6729 (0.6); 2.6684 (0.4); 2.5265 (1.6); 2.5217 (2.5); 2.5131 (36.6); 2.5085 (75.2); 2.5039 (99.0); 2.4993 (70.1); 2.4948 (32.4); 2.3353 (0.4); 2.3308 (0.6); 2.3262 (0.4); 1.6421 (8.4); 1.6248 (8.5); 1.2333 (0.4); 0.0080 (1.5); −0.0002 (5.6); −0.0085 (1.5) 495.8 I-35 [00131] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6173 (3.8); 9.6000 (3.9); 9.3837 (10.2); 9.3808 (10.1); 8.6107 (10.6); 8.6078 (10.1); 8.3787 (16.0); 7.8110 (12.9); 7.8042 (12.6); 6.2188 (0.6); 6.2019 (2.6); 6.1846 (4.1); 6.1673 (2.6); 6.1500 (0.6); 3.3315 (314.1); 2.6894 (5.8); 2.6761 (1.1); 2.6717 (1.4); 2.6674 (1.1); 2.5250 (4.5); 2.5513 (89.6); 2.5072 (174.7); 2.5028 (225.3); 2.4983 (165.2); 2.4942 (82.2); 2.3340 (1.0); 2.3295 (1.4); 2.3253 (1.0); 2.0758 (0.8); 1.9156 (3.1); 1.9043 (8.0); 1.8950 (9.1); 1.8854 (4.1); 1.8451 (0.4); 1.7778 (0.4); 1.7383 (4.3); 1.7285 (8.2); 1.7190 (7.0); 1.7079 (3.0); 1.6698 (0.4); 1.6504 (15.2); 1.6330 (15.2); 1.6160 (0.6); 1.5984 (0.3); 1.4330 (1.9); −0.0001 (2.7) 420.3 I-36 [00132] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4372 (4.1); 9.4197 (4.2); 9.2409 (14.0); 9.2380 (13.9); 8.4410 (4.1); 8.3147 (13.8); 8.3118 (13.6); 8.1070 (4.0); 7.8780 (11.3); 7.8730 (11.8); 7.7586 (5.0); 6.2340 (0.6); 6.2169 (3.0); 6.1995 (4.8); 6.1820 (3.1); 6.1648 (0.6); 4.1850 (0.5); 4.1769 (0.5); 3.3317 (587.0); 3.0358 (0.4); 2.8152 (0.3); 2.8038 (0.4); 2.6809 (0.9); 2.6765 (1.8); 2.6719 (2.5); 2.6674 (1.8); 2.6630 (0.8); 2.5255 (7.1); 2.5207 (10.8); 2.5120 (143.7); 2.5075 (294.0); 2.5029 (387.7); 2.4983 (275.0); 2.4938 (128.1); 2.3389 (0.8); 2.3343 (1.7); 2.3298 (2.4); 2.352 (1.7); 2.3207 (0.8); 2.1313 (0.8); 2.1192 (1.9); 2.1106 (1.9); 2.1075 (1.5); 2.0985 (3.8); 2.0863 (2.2); 2.0778 (2.0); 2.0655 (1.0); 1.7236 (1.5); 1.6300 (16.0); 1.6126 (15.9); 1.5551 (3.2); 1.0601 546.3 (0.4); 1.0517 (0.4); 1.0321 (4.9); 1.0267 (7.1); 1.0114 (4.6); 1.0059 (7.2); 0.9880 (0.8); 0.9798 (0.6); 0.9385 (1.0); 0.9265 (1.0); 0.9148 (4.0); 0.9091 (2.0); 0.9026 (4.2); 0.8968 (3.4); 0.8904 (3.1); 0.8847 (2.0); 0.8784 (2.8); 0.8618 (1.1); 0.8536 (0.7); 0.0081 (2.6); −0.0001 (82.4); −0.0085 (2.4) I-37 [00133] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4452 (4.0); 9.4279 (4.1); 9.3135 (11.8); 9.3106 (11.6); 8.5053 (11.6); 8.5024 (11.4); 7.8791 (11.4); 7.8748 (12.0); 7.7660 (5.2); 6.1622 (0.6); 6.1452 (2.9); 6.1278 (4.6); 6.1104 (2.9); 6.0934 (0.6); 3.3312 (335.7); 2.6764 (1.2); 2.6719 (1.6); 2.6672 (1.2); 2.5253 (4.5); 2.5204 (7.4); 2.5118 (100.3); 2.5074 (201.1); 2.5029 (263.4); 2.4983 (191.1); 2.4939 (92.6); 2.3342 (1.2); 2.3297 (1.6); 2.3252 (1.2); 2.1087 (0.8); 2.0966 (1.8); 2.0879 (1.9); 2.0759 (3.7); 2.0639 (2.2); 2.0553 (1.9); 2.0430 (1.0); 1.6148 (16.0); 1.5974 (15.9); 1.5000 (0.4); 1.0664 (0.3); 1.0387 (4.4); 1.0328 (6.4); 1.0180 (4.2); 1.0120 (6.8); 0.9866 (0.7); 0.9492 (1.0); 0.9370 (1.2); 0.9255 (2.8); 0.9221 (2.5); 0.9135 (2.9); 528.4 0.9097 (2.4); 0.9000 (2.1); 0.8953 (2.7); 0.8881 (2.4); 0.8832 (2.6); 0.8661 (1.3); 0.8570 (0.8); 0.0079 (2.2); −0.0002 (66.7); −0.0085 (2.2) I-38 [00134] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4920 (3.4); 9.4748 (3.4); 9.3848 (10.3); 9.3818 (10.5); 8.6133 (10.1); 8.6102 (10.2); 8.3851 (4.8); 8.3817 (9.0); 8.3783 (5.4); 8.3690 (16.0); 8.2467 (4.5); 8.1075 (4.2); 8.1052 (4.8); 8.1028 (4.2); 6.2301 (0.5); 6.2128 (2.4); 6.1955 (3.8); 6.1782 (2.4); 6.1609 (0.5); 3.3298 (94.2); 2.6770 (0.6); 2.6724 (0.8); 2.6679 (0.6); 2.5259 (2.5); 2.5212 (3.8); 2.5125 (46.6); 2.5080 (93.8); 2.5034 (122.5); 2.4988 (88.1); 2.4943 (42.2); 2.3348 (0.5); 2.3302 (0.8); 2.3257 (0.5); 2.0766 (0.7); 1.6543 (14.1); 1.6369 (14.0); 1.4334 (0.5); 0.1458 (0.4); 0.0080 (3.2); −0.0002 (92.3); −0.0085 (2.9); −0.1496 (0.4) 429.3 1-39 [00135] .sup.1H NMR (DMSO-d.sub.6) δ = 9.42 (d, 1H), 9.24 (d, 1H), 8.44 (s, 1H), 8.35-8.38 (m, 1H), 8.31 (d, 1H), 8.24 (s, 1H), 8.07-8.12 (m, 2H), 6.17-6.25 (m, 1H), 2.06-2.14 (m, 1H), 1.62 (d, 3H), 0.97- 1.07 (m, 2H), 0.85-0.96 (m, 2H) ppm. 487.3 I-40 [00136] .sup.1H-NMR (400.2 MHz, CDCl3) δ = 9.1929 (1.4); 9.1901 (1.4); 9.1782 (2.0); 9.1754 (1.8); 8.1561 (1.4); 8.1535 (1.4); 8.1283 (1.9); 8.1256 (1.9); 8.0110 (2.1); 8.0043 (2.9); 7.9466 (4.5); 7.9426 (6.6); 7.9386 (3.2); 7.8005 (2.2); 7.7967 (3.0); 7.7931 (1.7); 7.7817 (0.6); 7.2904 (7.8); 6.5215 (0.6); 6.5177 (0.5); 6.5014 (0.8); 6.4847 (0.6); 5.3087 (3.6); 4.9711 (0.4); 4.9541 (0.5); 4.9371 (0.4); 3.9723 (0.5); 3.9557 (0.7); 3.9392 (0.5); 3.0101 (8.6); 2.8777 (6.3); 2.5927 (0.4); 2.5882 (0.5); 2.5834 (0.4); 2.2842 (0.4); 2.2464 (0.6); 2.1943 (0.8); 2.1750 (0.5); 2.0721 (16.0); 2.0155 (0.4); 1.9979 (0.4); 1.7219 (4.1); 1.7173 (3.1); 1.7049 (4.1); 1.7003 (3.0); 1.5684 (0.3); 1.5494 (0.5); 1.5033 (0.5); 1.3024 (0.3); 1.2778 (3.1); 1.2715 (4.1); 1.2685 (4.6); 1.2608 (3.7); 1.2545 (5.0); 1.2523 (5.0); 552.1 1.2414 (4.0); 1.2248 (3.9); 1.2069 (5.8); 1.1938 (0.4); 1.1562 (3.6); 1.1334 (0.7); 0.9387 (0.8); 0.9204 (1.5); 0.9088 (1.9); 0.9023 (0.8); 0.8915 (1.8); 0.8768 (0.8); 0.8579 (0.4); 0.0712 (0.7); −0.0002 (7.7) I-41 [00137] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4967 (1.2); 9.4791 (1.3); 9.3479 (4.0); 9.3448 (4.0); 8.5121 (3.9); 8.5092 (3.8); 8.2268 (2.2); 8.1781 (2.2); 8.0923 (2.1); 6.2073 (1.0); 6.1899 (1.5); 6.1724 (1.0); 5.7589 (0.9); 3.3361 (28.6); 3.3317 (38.9); 2.6722 (0.4); 2.5258 (1.1); 2.5210 (1.6); 2.5123 (21.3); 2.5078 (43.2); 2.5032 (56.8); 2.4986 (40.5); 2.4941 (19.0); 2.3701 (16.0); 2.3301 (0.3); 1.6322 (5.4); 1.6148 (5.4); 0.0080 (0.4); −0.0002 (12.3); −0.0085 (0.4) 436.1 I-42 [00138] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3068 (11.4); 9.3039 (11.4); 9.2420 (3.5); 9.2246 (3.6); 8.4724 (3.6); 8.3739 (11.0); 8.3710 (10.9); 8.3158 (16.0); 8.1317 (3.5); 7.5227 (10.4); 7.5193 (10.2); 7.2817 (4.8); 6.2602 (0.5); 6.2430 (2.3); 6.2256 (3.6); 6.2082 (2.3); 6.1908 (0.5); 3.3334 (118.6); 2.6818 (0.3); 2.6773 (0.7); 2.6728 (0.9); 2.6682 (0.7); 2.5262 (3.2); 2.5215 (5.2); 2.5128 (57.0); 2.5084 (112.6); 2.5038 (145.6); 2.4992 (104.9); 2.4947 (50.0); 2.3352 (0.7); 2.3306 (0.9); 2.3261 (0.6); 2.0773 (1.0); 2.0721 (0.7); 2.0595 (1.5); 2.0511 (1.5); 2.0474 (1.1); 2.0386 (2.9); 2.0297 (1.1); 2.0261 (1.7); 2.0177 (1.5); 2.0051 (0.8); 1.6579 (13.4); 1.6405 (13.3); 1.0459 (1.6); 1.0351 (4.8); 1.0295 (5.1); 1.0253 (2.5); 1.0192 (2.5); 1.0141 (4.9); 1.0885 (4.8); 0.9985 462.3 (1.9); 0.7948 (2.2); 0.7845 (5.1); 0.7822 (4.5); 0.7790 (4.8); 0.7721 (5.0); 0.7676 (4.9); 0.7560 (1.7); −0.0002 (6.7) I-43 [00139] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3654 (4.3); 9.3479 (4.4); 9.3207 (12.0); 9.3178 (11.6); 8.5060 (12.2); 8.5031 (11.7); 7.8089 (5.6); 7.8056 (9.1); 7.8020 (5.8); 7.7211 (6.3); 7.4804 (6.5); 6.1659 (0.6); 6.1486 (3.0); 6.1313 (4.7); 6.1138 (3.0); 6.0966 (0.6); 5.7612 (2.5); 4.0394 (0.5); 4.0217 (0.5); 3.3355 (39.3); 2.6747 (0.4); 2.5280 (1.5); 2.5143 (27.6); 2.5103 (53.2); 2.5058 (68.3); 2.5013 (50.2); 2.4970 (25.0); 2.3370 (0.3); 2.3325 (0.4); 2.1099 (0.8); 2.0977 (1.8); 2.0889 (2.0); 2.0770 (3.8); 2.0649 (2.2); 2.0563 (2.0); 2.0441 (1.0); 1.9916 (2.1); 1.8623 (3.0); 1.8509 (7.8); 1.8432 (9.2); 1.8323 (4.0); 1.7913 (0.5); 1.7073 (0.5); 1.6672 (4.9); 1.6555 (8.8); 1.6477 (7.3); 1.6359 (3.9); 1.6205 (16.0); 1.6031 (15.8); 1.3964 509.1 (0.3); 1.1943 (0.6); 1.1765 (1.1); 1.1587 (0.6); 1.0651 (0.3); 1.0386 (4.8); 1.0324 (7.0); 1.0179 (4.5); 1.0117 (7.3); 0.9914 (0.8); 0.9865 (0.7); 0.9532 (1.1); 0.9411 (1.3); 0.9292 (3.1); 0.9174 (3.2); 0.9061 (2.2); 0.9012 (3.0); 0.8942 (2.3); 0.8893 (2.8); 0.8722 (1.3); 0.8633 (0.8); 0.0079 (0.4); −0.0002 (10.0); −0.0085 (0.4) I-44 [00140] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3181 (8.0); 9.3152 (7.8); 9.1979 (2.6); 9.1804 (2.7); 8.4749 (2.6); 8.3812 (7.9); 8.3784 (7.6); 8.3104 (11.5); 8.1330 (2.6); 7.7068 (2.5); 7.6871 (3.1); 7.6661 (1.6); 7.6599 (1.9); 7.6563 (1.4); 7.6410 (1.6); 7.6369 (1.8); 7.6349 (1.8); 7.6311 (1.4); 7.5375 (1.2); 7.5227 (1.4); 7.5172 (2.2); 7.5025 (2.3); 7.4977 (1.5); 7.4828 (1.4); 7.4122 (1.2); 7.4101 (1.2); 7.4056 (1.1); 7.3901 (1.9); 7.3838 (1.8); 7.3696 (0.9); 7.3676 (0.9); 7.3630 (0.8); 6.2690 (0.4); 6.2518 (1.8); 6.2344 (2.9); 6.2170 (1.8); 6.1996 (0.4); 5.7612 (16.0); 3.3392 (29.3); 2.5294 (0.7); 2.5160 (12.9); 2.5116 (25.7); 2.5070 (33.4); 2.5024 (24.3); 2.4980 (11.7); 1.6562 (10.5); 1.6388 (10.4); −0.0002 (3.3) 356.1 I-45 [00141] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.7619 (3.4); 9.7449 (3.4); 9.3153 (11.3); 9.3123 (11.1); 8.5111 (4.6); 8.5076 (7.8); 8.5041 (4.7); 8.4702 (3.6); 8.4156 (0.3); 8.3853 (11.3); 8.3824 (11.2); 8.3722 (4.9); 8.3395 (16.0); 8.3170 (0.8); 8.1591 (0.4); 8.1295 (8.0); 7.5730 (2.6); 7.4433 (6.2); 7.3136 (3.2); 6.3252 (0.6); 6.3089 (2.2); 6.2916 (3.5); 6.2741 (2.2); 6.2576 (0.5); 3.9430 (0.3); 3.7934 (0.3); 3.7367 (0.4); 3.6790 (0.4); 3.6676 (1.1); 3.6447 (0.4); 3.6183 (0.4); 3.5921 (0.5); 3.5584 (0.5); 3.5154 (0.7); 3.4763 (0.8); 3.4314 (1.6); 3.3413 (5036.9); 3.2953 (2.9); 3.2763 (1.1); 3.2629 (0.9); 3.2233 (0.4); 3.1821 (0.3); 2.7226 (0.3); 2.7068 (0.3); 2.6806 (4.2); 2.6762 (8.8); 2.6716 (12.0); 2.6671 (8.6); 2.6626 (3.9); 2.5693 (1.6); 2.5251 (40.1); 2.5202 (67.4); 2.5117 (762.2); 2.5072 (1490.9); 2.5027 (1910.5); 2.4980 536.2 (1368.1); 2.4935 (651.5); 2.3514 (0.5); 2.3385 (4.2); 2.3340 (8.7); 2.3294 (11.8); 2.3249 (8.4); 2.3205 (3.8); 2.0754 (0.7); 1.6851 (12.9); 1.6677 (12.7); 1.4491 (0.4); 1.4313 (0.3); 1.2362 (0.4); 0.0080 (1.5); −0.0002 (42.7); −0.0086 (1.2) I-46 [00142] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3478 (2.2); 9.3303 (2.2); 9.3126 (7.7); 9.3097 (7.6); 9.1699 (0.5); 9.1589 (1.5); 9.1467 (1.5); 9.1349 (0.5); 9.3689 (7.8); 8.3660 (7.6); 8.3203 (10.6); 8.0452 (2.3); 8.0408 (5.1); 8.0366 (5.0); 8.0238 (16.0); 8.0195 (9.7); 6.2529 (0.3); 6.2357 (1.5); 6.2184 (2.4); 6.2010 (1.6); 3.3336 (82.5); 2.8729 (11.9); 2.8608 (11.8); 2.6772 (0.5); 2.6726 (0.7); 2.6680 (0.5); 2.5262 (2.5); 2.5214 (3.9); 2.5127 (43.8); 2.5082 (86.9); 2.5037 (112.2); 2.4990 (79.9); 2.4945 (37.5); 2.3351 (0.5); 2.3305 (0.7); 2.3259 (0.5); 2.0872 (0.9); 1.6413 (9.0); 1.6239 (9.0); 0.0080 (2.6); −0.0002 (80.0); −0.0086 (2.6) 510.0 I-47 [00143] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5777 (4.5); 9.5601 (4.6); 9.2560 (12.2); 9.2532 (12.1); 8.5544 (0.5); 8.4456 (10.9); 8.4423 (13.3); 8.3194 (13.4); 8.3166 (12.2); 8.1225 (7.5); 8.1130 (5.2); 8.0865 (6.8); 7.9942 (0.7); 7.9907 (0.6); 7.9739 (0.5); 7.8568 (0.4); 7.6476 (0.8); 7.6443 (0.9); 7.6277 (1.5); 7.6245 (1.4); 7.6155 (1.3); 7.5981 (1.4); 7.5757 (1.0); 7.5676 (1.2); 7.5580 (0.9); 7.5499 (1.1); 7.5388 (0.4); 7.5318 (0.4); 6.2755 (0.6); 6.2583 (3.0); 6.2410 (4.7); 6.2236 (3.0); 6.2062 (0.7); 3.3740 (4.5); 3.3620 (45.8); 3.3309 (88.4); 3.2723 (0.4); 3.0155 (1.5); 2.9078 (1.5); 2.6763 (1.6); 2.6719 (2.2); 2.6676 (1.7); 2.5250 (9.4); 2.5074 (275.5); 2.5029 (350.4); 2.4985 (258.4); 2.3341 (1.7); 2.3297 (2.3); 2.3253 (1.7); 2.1339 (0.9); 2.1218 (1.9); 2.1131 (2.1); 2.1011 (3.8); 2.0889 (2.3); 2.0804 (2.1); 2.0682 (1.1); 1.6457 (15.9); 1.6283 (16.0); 1.2980 (0.7); 1.2586 (1.0); 1.2328 (1.6); 1.0610 (0.4); 1.0492 (0.9); 1.0329 (5.9); 1.0286 (7.0); 1.0125 (6.0); 1.0076 (6.6); 540.0 0.9940 (1.3); 0.9822 (0.7); 0.9595 (0.4); 0.9442 (1.0); 0.9319 (1.2); 0.9201 (3.7); 0.9078 (5.4); 0.9021 (4.8); 0.8939 (2.7); 0.8884 (2.8); 0.8766 (1.0); 0.8665 (0.8); 0.8522 (0.4); 0.8335 (0.4); 0.1459 (0.6); 0.0077 (5.8); −0.0002 (126.9); −0.0084 (5.7); −0.1495 (0.6) I-48 [00144] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3155 (11.0); 9.3127 (10.8); 9.2206 (3.5); 9.2031 (3.6); 8.4766 (3.8); 8.3788 (11.3); 8.3759 (10.8); 8.3089 (16.0); 8.2080 (4.7); 8.2040 (7.9); 8.2001 (4.5); 8.1321 (3.7); 7.9071 (2.8); 7.9046 (3.7); 7.9007 (2.8); 7.8876 (3.0); 7.8850 (3.8); 7.8811 (2.9); 7.8402 (2.8); 7.8376 (3.6); 7.8340 (2.6); 7.8207 (3.1); 7.8171 (3.8); 7.8144 (2.7); 7.2804 (4.0); 7.2608 (7.4); 7.2412 (3.6); 6.2554 (0.5); 6.2383 (2.5); 6.2209 (3.8); 6.2034 (2.5); 6.1860 (0.5); 3.3375 (62.8); 2.6787 (0.4); 2.6742 (0.6); 2.6697 (0.4); 2.5276 (1.9); 2.5141 (35.4); 2.5098 (68.2); 2.5053 (86.0); 2.5007 (61.4); 2.4963 (29.3); 2.3366 (0.4); 2.3321 (0.5); 2.3275 (0.4); 1.6432 (14.4); 1.6258 (14.3); −0.0002 (7.5) 464.1 I-49 [00145] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4710 (4.8); 9.3997 (4.9); 9.3090 (12.4); 8.4722 (5.8); 8.3765 (12.4); 8.3239 (14.3); 8.1314 (5.8); 7.9954 (9.5); 7.7931 (7.8); 7.7728 (8.0); 6.2723 (0.6); 6.2552 (2.8); 6.2380 (4.3); 6.2208 (2.8); 6.2035 (0.7); 3.3368 (226.5); 2.6733 (1.3); 2.5044 (213.3); 2.3314 (1.3); 1.6580 (16.0); 1.6407 (16.0); 0.1454 (0.5); −0.0002 (91.3); −0.1498 (0.5) 456.0 I-50 [00146] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3141 (11.5); 9.3115 (12.1); 9.3050 (4.7); 9.2871 (4.4); 8.4725 (4.6); 8.3808 (11.1); 8.3782 (10.9); 8.3150 (16.0); 8.1321 (4.5); 7.9056 (4.2); 7.8865 (4.8); 7.7974 (6.1); 7.6313 (2.7); 7.6112 (6.4); 7.5919 (4.8); 7.5650 (4.3); 7.5443 (2.0); 6.2775 (0.6); 6.2605 (2.7); 6.2432 (4.2); 6.2258 (2.7); 6.2088 (0.6); 3.3374 (132.5); 2.6779 (0.6); 2.6736 (0.8); 2.5091 (101.0); 2.5048 (126.1); 2.5005 (93.9); 2.3316 (0.8); 1.6612 (15.4); 1.6438 (15.4); 0.1458 (0.3); −0.0002 (72.5); −0.1497 (0.3) 422.1 I-51 [00147] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 10.3390 (0.4); 9.6112 (0.4); 9.3388 (3.6); 9.3214 (4.0); 9.3138 (11.1); 9.3110 (11.2); 9.2925 (0.3); 8.5899 (1.1); 8.5871 (1.2); 8.4757 (4.2); 8.3779 (10.1); 8.3752 (10.4); 8.3182 (16.0); 8.1320 (3.9); 8.0843 (0.4); 7.9497 (5.0); 7.9460 (8.3); 7.9424 (5.3); 7.7726 (0.4); 7.6457 (3.3); 7.6405 (6.8); 7.6361 (5.3); 7.6201 (6.1); 7.5523 (0.9); 7.5245 (4.0); 7.3411 (8.4); 7.1578 (4.2); 6.2640 (0.5); 6.2469 (2.4); 6.2297 (3.7); 6.2123 (2.4); 6.1953 (0.5); 3.3335 (126.3); 2.6769 (0.9); 2.6725 (1.2); 2.6680 (0.9); 2.5259 (4.1); 2.5122 (79.2); 2.5080 (156.1); 2.5035 (201.8); 2.4990 (148.4); 2.3348 (0.9); 2.3303 (1.2); 2.3258 (0.9); 2.0870 (0.3); 2.0068 (4.8); 1.9678 (4.7); 1.6506 (13.8); 1.6332 (13.7); −0.0001 (2.9) 484.1 I-52 [00148] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3318 (1.8); 9.3140 (1.8); 9.2709 (4.7); 9.2689 (4.3); 9.1512 (0.5); 9.1396 (1.3); 9.1276 (1.3); 9.1164 (0.4); 8.3261 (4.6); 8.3240 (4.4); 8.0463 (12.9); 6.2334 (1.2); 6.2160 (1.8); 6.1985 (1.2); 3.3365 (40.0); 2.8695 (7.7); 2.8574 (7.6); 2.5092 (38.2); 2.5050 (47.6); 2.5006 (35.1); 2.3757 (16.0); 2.0787 (0.5); 1.6218 (6.4); 1.6045 (6.3); −0.0002 (0.4) 524.0 I-53 [00149] .sup.1H-NMR (600.1 MHz, CD3CN) δ = 9.1905 (0.9); 9.1887 (0.9); 8.3478 (1.0); 8.3458 (1.0); 8.1585 (0.5); 8.1563 (1.0); 8.1540 (0.5); 7.9670 (0.5); 7.8686 (0.5); 7.8102 (0.2); 7.7983 (0.2); 6.2382 (0.4); 6.2263 (0.5); 6.2145 (0.4); 2.1702 (16.0); 2.0854 (0.1); 2.0773 (0.2); 2.0715 (0.2); 2.0694 (0.2); 2.0633 (0.4); 2.0582 (0.1); 2.0553 (0.2); 2.0496 (0.2); 2.0415 (0.1); 1.9921 (0.7); 1.9840 (0.2); 1.9798 (0.3); 1.9760 (2.4); 1.9720 (4.4); 1.9678 (6.4); 1.9637 (4.4); 1.9596 (2.2); 1.6634 (2.4); 1.6519 (2.4); 1.0710 (0.3); 1.0640 (0.6); 1.0619 (0.3); 1.0575 (0.3); 1.0501 (0.6); 1.0481 (0.3); 1.0452 (0.3); 1.0308 (0.2); 1.0258 (0.1); 1.0235 (0.1); 1.0172 (0.2); 1.0154 (0.1); 1.0076 (0.3); 1.0038 (0.2); 0.9994 (0.3); 0.9955 (0.2); 0.9886 (0.2); 0.9827 (0.3); 0.9808 (0.2); 0.9755 (0.2); 0.9742 (0.2); 0.9680 (0.1); 0.9654 (0.1) 469.0 I-54 [00150] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3912 (7.0); 9.3881 (7.9); 9.3863 (7.9); 9.3831 (6.6); 9.3022 (2.1); 9.2860 (3.3); 9.2710 (2.1); 8.6134 (7.6); 8.6107 (12.1); 8.6080 (7.1); 8.3544 (15.3); 7.9788 (6.7); 7.9751 (6.7); 7.8048 (3.9); 7.7764 (3.8); 7.7233 (6.0); 7.7191 (5.7); 6.2106 (0.6); 6.1935 (2.7); 6.1762 (4.3); 6.1587 (2.7); 6.1410 (0.6); 3.631 (0.3); 3.3306 (324.0); 3.2315 (1.4); 3.2271 (1.5); 3.2052 (3.1); 3.1832 (1.7); 3.1784 (1.6); 2.6801 (0.9); 2.6757 (1.9); 2.6712 (2.6); 2.6666 (1.9); 2.6620 (0.9); 2.5247 (8.8). 25200 (13.7); 2.5112 (160.4); 2.5068 (318.2); 2.5022 (413.4); 2.4976 (299.0); 2.4931 (143.3); 2.3559 (1.7); 2.3447 (1.8); 2.3346 (4.4); 2.3290 (3.3); 2.3243 (5.0); 2.3148 (2.0); 2.3036 (1.8); 2.1393 (2.4); 2.1368 (2.4); 2.1192 (2.4); 2.1163 (2.6); 2.1124 (3.0); 508.1 2.1095 (2.7); 2.0921 (1.9); 2.0896 (1.9); 2.0758 (9.2); 1.6433 (16.0); 1.6259 (15.9); 0.0080 (0.4); −0.0002 (13.0); −0.0084 (0.4) I-55 [00151] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.432 (1.7); 9.4059 (1.8); 9.2399 (3.9); 9.2369 (5.9); 9.2338 (2.7); 8.2958 (6.7); 8.1459 (1.8); 8.1422 (3.8); 8.1384 (3.4); 8.1349 (1.3); 8.0070 (2.8); 8.0029 (5.1); 7.9997 (3.9); 7.9037 (2.6); 7.8129 (2.8); 7.8104 (2.6); 6.2301 (1.3); 6.2128 (2.0); 6.1954 (1.3); 5.7596 (16.0); 4.7481 (0.5); 4.7310 (0.7); 4.7140 (0.6); 3.7927 (0.8); 3.7762 (1.1); 3.7599 (0.8); 3.6540 (1.3); 3.3328 (188.7); 2.8882 (13.1); 2.7497 (9.2); 2.6762 (0.8); 2.6718 (1.1); 2.6672 (0.8); 2.6627 (0.4); 2.5252 (4.0); 2.5205 (6.0); 2.5118 (68.2); 2.5073 (134.2); 2.5028 (174.6); 2.4982 (127.6); 2.4938 (61.9); 2.3386 (0.4); 2.3341 (0.8); 2.3296 (1.1); 2.3251 (0.8); 1.6638 (5.8); 1.6465 (5.8); 1.4205 (0.5); 1.4022 (0.5); 1.1923 (7.1); 558.0 1.1753 (7.1); 1.1469 (6.8); 1.1436 (6.8); 1.1305 (6.8); 1.1273 (6.6); −0.0001 (6.2) I-56 [00152] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4223 (2.0); 9.4053 (2.1); 9.2398 (4.7); 9.2368 (7.2); 9.2339 (3.2); 8.2966 (8.0); 8.0112 (2.6); 8.0080 (7.3); 8.0040 (9.9); 8.0009 (6.4); 7.7986 (3.2); 7.7924 (3.1); 7.7896 (3.6); 7.7869 (3.7); 6.2501 (0.3); 6.2326 (1.5); 6.2153 (2.4); 6.1980 (1.5); 6.1801 (0.3); 4.7485 (0.6); 4.7315 (0.9); 4.7145 (0.7); 3.8102 (0.4); 3.7940 (1.0); 3.7776 (1.4); 3.7611 (1.0); 3.7446 (0.4); 3.6549 (0.6); 3.3318 (74.5); 2.8885 (16.0); 2.7505 (11.4); 2.6765 (0.6); 2.6721 (0.9); 2.6675 (0.6); 2.5256 (2.9); 2.5208 (4.4); 2.5121 (51.9); 2.5077 (104.0); 2.5031 (136.5); 2.4985 (99.7); 2.4940 (48.1); 2.3345 (0.6); 2.3299 (0.8); 2.3254 (0.6); 2.0767 (3.7); 1.6661 (7.0); 1.6487 (7.0); 1.1925 (8.4); 1.1755 (8.4); 1.1473 (7.9); 512.2 1.1436 (7.9); 1.1309 (7.9); 1.1272 (7.7); −0.0002 (2.0) I-57 [00153] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.2550 (2.2); 9.2423 (6.0); 9.2395 (7.0); 9.2336 (4.6); 8.2867 (8.3); 7.9996 (7.6); 7.5505 (4.4); 7.5302 (4.2); 7.2870 (3.9); 6.2365 (0.4); 6.2196 (1.8); 6.2023 (2.9); 6.1850 (1.8); 6.1679 (0.4); 4.7474 (0.7); 4.7305 (1.0); 4.7135 (0.7); 3.8021 (0.4); 3.7856 (1.1); 3.7692 (1.5); 3.7527 (1.1); 3.7363 (0.4); 3.6487 (1.1); 3.3344 (198.7); 2.8874 (16.0); 2.7392 (11.1); 2.6759 (1.0); 2.6718 (1.4); 2.6674 (1.0); 2.5070 (170.6); 2.5028 (213.6); 2.4985 (159.8); 2.3336 (1.0); 2.3295 (1.3); 2.3253 (1.0); 2.0762 (2.0); 2.0657 (1.0); 2.0566 (1.2); 2.0451 (2.0); 2.0333 (1.3); 2.0243 (1.1); 2.0117 (0.5); 1.6651 (8.1); 1.6478 (8.1); 1.4170 (0.5); 1.3988 (0.5); 1.1910 (9.0); 1.1741 (8.9); 1.1440 (8.4); 1.1384 (8.5); 1.1277 (8.5); 1.1220 (8.0); 1.0519 (1.2); 1.0406 518.3 (3.7); 1.0356 (4.0); 1.0198 (3.7); 1.0149 (3.7); 1.0045 (1.2); 0.8068 (1.3); 0.7933 (4.5); 0.7812 (4.2); 0.7690 (1.0); −0.0002 (2.2) I-58 [00154] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.8209 (3.2); 9.8038 (3.3); 9.3195 (11.7); 9.3166 (11.2); 8.6455 (6.5); 8.4724 (3.6); 8.4633 (4.8); 8.4608 (5.3); 8.4585 (4.7); 8.3900 (12.4); 8.3871 (13.3); 8.3817 (4.7); 8.3501 (16.0); 8.1383 (3.3); 7.9582 (1.8); 6.3406 (0.5); 6.3235 (2.2); 6.3062 (3.5); 6.2889 (2.2); 6.2716 (0.4); 5.7638 (7.9); 3.3435 (232.2); 2.8963 (14.2); 2.7370 (11.8); 2.7358 (11.4); 2.6863 (0.3); 2.6821 (0.7); 2.6775 (0.9); 2.6729 (0.7); 2.5310 (3.3); 2.5262 (5.1); 2.5175 (56.9); 2.5131 (111.7); 2.5085 (144.0); 2.5039 (103.6); 2.4994 (48.8); 2.3398 (0.7); 2.3354 (0.9); 2.3308 (0.6); 1.6976 (12.7); 1.6802 (12.6) 554.2 I-59 [00155] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5501 (2.7); 9.5238 (2.7); 9.3245 (8.5); 9.3217 (8.3); 8.4796 (2.9); 8.3855 (8.9); 8.3826 (8.4); 8.3319 (16.0); 8.3277 (7.7); 8.3238 (4.4); 8.2373 (3.9); 8.2328 (5.9); 8.2287 (3.9); 8.1621 (4.3); 8.1577 (6.5); 8.1532 (3.7); 8.1328 (2.8); 6.3059 (0.4); 6.2890 (1.9); 6.2716 (2.9); 6.2542 (1.9); 6.2368 (0.4); 3.4266 (0.4); 3.3638 (289.7); 3.3307 (30.3); 2.6800 (0.4); 2.6755 (0.5); 2.6709 (0.4); 2.5289 (1.9); 2.5240 (2.9); 2.5155 (32.0); 2.5111 (62.4); 2.5065 (80.6); 2.5019 (58.3); 2.4974 (28.0); 2.3378 (0.4); 2.3334 (0.5); 2.3287 (0.4); 1.6726 (10.5); 1.6552 (10.5); −0.0002 (1.9) 450.0 I-60 [00156] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5444 (3.2); 9.5269 (3.3); 9.3252 (10.5); 9.3223 (10.4); 9.1709 (0.8); 9.1591 (2.3); 9.1469 (2.3); 9.1345 (0.8); 8.3761 (10.4); 8.3732 (10.2); 8.3336 (15.3); 8.3259 (4.8); 8.3221 (8.6); 8.3183 (5.1); 8.2335 (4.6); 8.2290 (6.9); 8.2249 (4.7); 8.1613 (5.2); 8.1569 (7.6); 8.1523 (4.3); 6.3047 (0.5); 6.2876 (2.1); 6.2702 (3.4); 6.2528 (2.2); 6.2357 (0.5); 3.6613 (0.5); 3.3315 (231.5); 2.8720 (16.0); 2.8599 (15.9); 2.6805 (0.7); 2.6761 (1.5); 2.6716 (2.1); 2.6669 (1.5); 2.6624 (0.7); 2.5250 (7.5); 2.5203 (11.4); 2.5116 (125.0); 2.5071 (249.5); 2.5026 (326.0); 2.4980 (237.4); 2.4935 (114.4); 2.3382 (0.7); 2.3340 (1.5); 2.3295 (2.0); 2.3248 (1.5); 1.6692 (12.3); 1.6518 (12.2); −0.0002 (1.6) 464.1 I-61 [00157] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5297 (1.5); 9.5120 (1.5); 9.2817 (4.6); 9.2788 (4.5); 8.4536 (1.6); 8.3527 (2.2); 8.3489 (4.1); 8.3448 (3.0); 8.3423 (5.2); 8.3394 (4.8); 8.2565 (2.1); 8.2522 (3.2); 8.2480 (2.1); 8.1610 (2.3); 8.1567 (3.5); 8.1522 (2.0); 8.1073 (1.6); 6.2875 (1.1); 6.2700 (1.7); 6.2524 (1.1); 3.3820 (0.4); 3.3322 (93.6); 2.6763 (0.6); 2.6717 (0.8); 2.6673 (0.6); 2.5252 (2.8); 2.5204 (4.4); 2.5118 (49.2); 2.5074 (97.0); 2.5028 (126.1); 2.4982 (91.5); 2.4937 (44.2); 2.3767 (16.0); 2.3341 (0.6); 2.3296 (0.8); 2.3251 (0.6); 2.0764 (0.8); 1.6486 (5.6); 1.6313 (5.6); −0.0002 (0.5) 464.0 I-62 [00158] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5295 (1.5); 9.5117 (1.6); 9.2837 (4.7); 9.2808 (4.6); 9.1506 (0.4); 9.1390 (1.1); 9.1270 (1.1); 9.1156 (0.4); 8.3512 (2.1); 8.3475 (3.9); 8.3437 (2.3); 8.3341 (4.8); 8.3313 (4.7); 8.2556 (2.1); 8.2511 (3.2); 8.2470 (2.1); 8.1626 (2.3); 8.1582 (3.5); 8.1537 (2.0); 6.2882 (1.1); 6.2707 (1.7); 6.2532 (1.1); 3.3361 (40.8); 2.8694 (7.4); 2.8573 (7.4); 2.5272 (1.0); 2.5224 (1.4); 2.5137 (16.0); 2.5093 (31.6); 2.5048 (41.1); 2.5002 (29.9); 2.4957 (14.5); 2.3821 (16.0); 1.6501 (5.7); 1.6327 (5.7) 478.3 I-63 [00159] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6511 (1.8); 9.6334 (1.8); 9.2165 (6.0); 9.2135 (5.9); 8.5365 (6.3); 8.3404 (2.8); 7.9521 (2.8); 7.9490 (2.8); 7.9448 (3.5); 7.9418 (3.2); 6.2966 (0.7); 6.2920 (0.8); 6.2790 (1.1); 6.2745 (1.3); 6.2616 (0.8); 6.2571 (0.8); 3.6666 (0.5); 3.5287 (0.5); 3.5107 (1.7); 3.4928 (1.8); 3.4750 (0.6); 3.3340 (110.8); 3.2853 (0.6); 3.2675 (1.8); 3.2498 (1.8); 3.2320 (0.6); 3.0049 (11.2); 2.9161 (10.3); 2.6770 (0.6); 2.6724 (0.8); 2.6680 (0.6); 2.5260 (3.0); 2.5212 (4.5); 2.5125 (49.1); 2.5080 (96.9); 2.5035 (126.2); 2.4989 (91.2); 2.4944 (43.3); 2.3521 (16.0); 2.3397 (0.5); 2.3349 (0.7); 2.3302 (0.8); 2.3258 (0.6); 2.0770 (1.0); 1.6723 (6.5); 1.6549 (6.5); 1.1810 (2.2); 1.1631 (4.8); 1.1452 (2.1); 1.1260 (2.3); 1.1085 (5.2); 1.0908 (2.2); 0.0080 (0.4); −0.0002 (13.3); −0.0085 (0.4) 530.4 I-64 [00160] .sup.1H-NMR (600.1 MHz, CD3CN lowT) δ = 9.1541 (2.5); 9.1523 (2.4); 9.1429 (3.5); 9.1411 (3.3); 8.6133 (0.2); 8.5147 (2.7); 8.4501 (0.1); 8.4082 (0.3); 8.3848 (8.4); 8.2816 (1.1); 8.2382 (0.1); 8.2196 (3.6); 8.1344 (1.6); 8.1223 (1.6); 8.1001 (0.2); 8.0788 (6.4); 8.0336 (2.6); 8.0318 (2.5); 8.0275 (3.6); 8.0257 (3.4); 6.3983 (0.4); 6.3865 (1.6); 6.3747 (2.5); 6.3629 (1.6); 6.3512 (0.4); 3.7060 (0.8); 3.5650 (0.6); 3.5533 (2.0); 3.5413 (2.0); 3.5294 (0.7); 3.2856 (0.9); 3.2738 (3.0); 3.2620 (3.0); 3.2503 (0.9); 3.0467 (16.0); 2.9293 (12.4); 2.3212 (23.6); 2.1524 (0.2); 2.1358 (0.1); 2.1212 (0.1); 2.1047 (0.2); 2.0962 (0.1); 2.0924 (0.1); 2.0881 (0.4); 2.0840 (0.7), 2.0799 (1.0); 2.0758 (0.7); 2.0717 (0.4); 2.0089 (0.1); 2.0048 (0.2); 2.0008 (0.4); 1.9932 (27.7); 1.9851 (8.1); 1.9809 (10.0); 1.9772 (66.1); 1.9731 (117.9); 1.9690 (172.4); 1.9649 (118.3); 1.9608 (59.8); 1.9520 (1.1); 1.9351 (0.2); 1.9312 (0.2); 1.9273 (0.2); 1.9236 (0.2); 1.9199 (0.2); 1.9164 (0.2); 1.9123 (0.2); 1.9047 516.2 (0.1); 1.8998 (0.1); 1.8954 (0.1); 1.8917 (0.2); 1.8873 (0.2); 1.8833 (0.2); 1.8776 (0.3); 1.8697 (0.1); 1.8620 (0.4); 1.8580 (0.7); 1.8539 (1.0); 1.8498 (0.7); 1.8457 (0.4); 1.8128 (0.1); 1.8015 (0.1); 1.7066 (10.4); 1.6950 (10.5); 1.6461 (0.1); 1.6340 (0.1); 1.4965 (0.4); 1.4843 (0.4); 1.2681 (0.3); 1.2247 (2.6); 1.2127 (5.5); 1.2007 (2.6); 1.1616 (3.3); 1.1499 (7.1); 1.1381 (3.2) I-65 [00161] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4038 (1.5); 9.3861 (1.6); 9.2720 (4.7); 9.2691 (4.6); 9.1512 (0.4); 9.1399 (1.2); 9.1278 (1.2); 9.1165 (0.4); 8.3307 (4.8); 8.3279 (4.7); 8.1553 (2.1); 8.1516 (3.4); 8.1478 (2.1); 7.8989 (2.2); 7.8228 (2.1); 7.8204 (2.2); 6.2528 (1.1); 6.2353 (1.7); 6.2179 (1.1); 3.3440 (43.3); 2.8715 (7.5); 2.8594 (7.4); 2.5303 (0.6); 2.1568 (12.0); 2.5125 (23.3); 2.5079 (30.0); 2.5034 (21.7); 2.4989 (10.5); 2.3793 (16.0); 2.0810 (0.8); 1.6378 (5.8); 1.6204 (5.8) 530.0 I-66 [00162] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3086 (10.8); 9.3058 (10.6); 9.1515 (3.4); 9.1341 (3.5); 8.4747 (3.7); 8.3717 (10.7); 8.3688 (10.4); 8.3107 (16.0); 8.1316 (3.6); 7.4339 (4.0); 7.3734 (7.4); 7.3701 (5.2); 7.3592 (4.4); 7.3543 (5.4); 7.2489 (8.3); 7.0639 (8.0); 6.2527 (0.5); 6.2356 (2.3); 6.2181 (3.6); 6.2007 (2.3); 6.1832 (0.5); 3.3331 (183.0); 2.6807 (0.6); 2.6764 (1.2); 2.6719 (1.6); 2.6673 (1.2); 2.6628 (0.6); 2.5253 (5.6); 2.5205 (8.6); 2.5118 (96.3); 2.5074 (191.0); 2.5029 (249.1); 2.4983 (182.5); 2.4939 (89.2); 2.3387 (0.5); 2.3342 (1.1); 2.3297 (1.5); 2.3252 (1.1); 2.0765 (0.4); 2.0170 (0.7); 2.0043 (1.5); 1.9958 (1.6); 1.9834 (2.9); 1.9710 (1.7); 1.9626 (1.6); 1.9499 (0.8); 1.6254 (13.3); 1.6351 (13.3); 1.0188 (1.7); 1.0078 (5.0); 1.0022 (5.4); 0.9983 (2.7); 0.9919 444.1 (2.7); 0.9869 (5.1); 0.9813 (5.0); 0.9711 (2.0); 0.7688 (2.1); 0.7583 (5.6); 0.7532 (5.5); 0.7460 (5.3); 0.7409 (5.8); 0.7295 (1.7); −0.0001 (0.9) I-67 [00163] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3133 (9.8); 9.3105 (9.2); 9.1747 (1.0); 9.1636 (2.8); 9.1527 (5.5); 9.1360 (3.8); 8.3704 (9.9); 8.3676 (9.3); 8.3159 (14.7); 7.4362 (3.6); 7.3721 (7.2); 7.3689 (5.2); 7.3609 (4.6); 7.3561 (5.3); 7.2512 (7.4); 7.0660 (8.2); 6.2577 (0.5); 6.2404 (2.2); 6.2231 (3.4); 6.2056 (2.2); 6.1883 (0.5); 3.3385 (138.4); 2.8774 (16.0); 2.8653 (15.8); 2.6811 (0.9); 2.6767 (1.2); 2.6722 (0.8); 2.5300 (4.7); 2.5164 (79.1); 2.5122 (149.2); 2.5077 (188.4); 2.5032 (136.4); 2.4989 (66.5); 2.3390 (0.9); 2.3345 (1.2); 2.3301 (0.8); 2.0809 (3.4); 2.0185 (0.6); 2.0060 (1.4); 1.9975 (1.5); 1.9852 (2.8); 1.9726 (1.6); 1.9642 (1.5); 1.9517 (0.7); 1.6564 (12.7); 1.6391 (12.6); 1.0213 (1.6); 1.0104 (4.8); 1.0047 (5.0); 0.9945 (2.6); 0.9894 (4.8); 0.9839 (4.7); 0.9738 (1.8); 0.7699 458.2 (2.0); 0.7594 (5.3); 0.743 (5.2); 0.7471 (5.1); 0.7421 (5.3); 0.7308 (1.6) I-68 [00164] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 20.0123 (0.3); 9.2472 (6.8); 9.1536 (4.0); 8.2894 (8.3); 8.1834 (0.5); 8.0037 (8.7); 7.4447 (2.6); 7.4140 (6.6); 7.3670 (7.2); 7.2604 (4.7); 7.0730 (8.6); 6.2200 (2.6); 6.2037 (3.7); 6.1870 (2.6); 4.7382 (1.3); 4.7217 (1.0); 3.7954 (1.6); 3.7795 (2.0); 3.7626 (1.5); 3.3400 (127.5); 2.8952 (15.8); 2.7490 (10.7); 2.6780 (2.8); 2.5104 (372.3); 2.3367 (3.0); 1.9995 (3.4); 1.6660 (13.1); 1.6503 (13.0); 1.4197 (0.4); 1.1986 (11.8); 1.1825 (12.1); 1.1499 (16.0); 1.1374 (15.6); 1.0175 (7.4); 1.0006 (7.1); 0.7752 (8.7) 500.2 I-69 [00165] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3503 (2.5); 9.3229 (2.6); 9.3111 (8.1); 9.3083 (7.9); 8.4725 (2.6); 8.3752 (8.0); 8.3723 (7.8); 8.3180 (12.3); 8.1301 (2.6); 7.8666 (13.1); 7.8618 (16.0); 7.8270 (4.5); 7.8223 (6.5); 7.8175 (2.9); 6.2572 (0.4); 6.2399 (1.8); 6.2225 (2.8); 6.2053 (1.8); 6.1881 (0.4); 3.3309 (542.7); 2.7298 (0.4); 2.6756 (4.2); 2.6711 (5.7); 2.6665 (4.2); 2.6622 (2.0); 2.5245 (20.9); 2.5196 (34.9); 2.5111 (350.5); 2.5066 (680.5); 2.5021 (880.6); 2.4975 (638.4); 2.4930 (308.7); 2.3381 (1.8); 2.3334 (3.9); 2.3289 (5.4); 2.3244 (3.8); 2.0758 (0.6); 1.6448 (10.4); 1.6274 (10.4); 0.1459 (5.4); 0.0209 (2.0); 0.0079 406.2 (55.8); −0.0002 (1198.0); −0.0086 (42.4); −0.1496 (5.3) I-70 [00166] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3346 (3.5); 9.3164 (13.9); 9.3136 (12.3); 8.4707 (3.8); 8.3845 (10.5); 8.3817 (10.4); 8.3145 (16.0); 8.1417 (8.1); 8.1375 (6.7); 8.0567 (2.6); 8.0539 (3.6); 8.0504 (2.5); 8.0371 (2.9); 8.0340 (3.8); 7.8319 (3.1); 7.8123 (3.6); 7.6289 (3.9); 7.6094 (6.8); 7.5899 (3.1); 6.8952 (0.7); 6.8866 (1.4); 6.8776 (0.7); 6.7644 (1.4); 6.7557 (2.9); 6.7468 (1.4); 6.6334 (0.7); 6.6249 (1.4); 6.6159 (0.7); 6.2870 (0.5); 6.2699 (2.4); 6.2526 (3.8); 6.2352 (2.4); 6.2179 (0.5); 3.3355 (51.8); 2.6782 (0.4); 2.6738 (0.6); 2.6694 (0.4); 2.5272 (2.1); 2.5137 (37.3); 2.5093 (72.4); 2.508 (93.3); 2.5003 (68.3); 2.4959 (33.5); 530.0 2.3361 (0.4); 2.3316 (0.6); 2.3271 (0.4); 1.6633 (13.8); 1.6459 (13.8); 0.1459 (0.6); 0.0079 (5.9); −0.0002 (122.4); −0.0085 (4.4); −0.1496 (0.6) I-71 [00167] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3348 (1.5); 9.3171 (1.5); 9.2715 (4.6); 9.2686 (4.4); 8.4543 (1.6); 8.3367 (4.8); 8.3339 (4.5); 8.1091 (1.6); 8.0550 (4.8); 8.0512 (10.8); 8.0460 (4.3); 8.0425 (2.6); 8.0377 (1.0); 6.2353 (1.1); 6.2179 (1.7); 6.2004 (1.1); 3.3359 (45.0); 2.6736 (0.4); 2.5271 (1.2); 2.5136 (22.6); 2.5092 (43.6); 2.5046 (55.7); 2.5001 (40.0); 2.4956 (19.0); 2.3718 (16.0); 2.3314 (0.4); 1.6222 (5.8); 1.6049 (5.8); 0.1461 (0.4); 0.0079 (3.6); −0.0002 (78.7); −0.0086 (2.7); −0.1495 (0.4) 510.1 I-72 [00168] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3370 (3.2); 9.3191 (4.0); 9.3149 (10.9); 9.3121 (10.2); 9.1696 (0.8); 9.1584 (2.4); 9.1463 (2.4); 9.1351 (0.8); 8.3720 (10.2); 8.3692 (9.9); 8.3200 (15.2); 7.9450 (4.7); 7.9413 (7.7); 7.9376 (4.6); 7.6449 (3.1); 7.6398 (6.1); 7.6353 (4.4); 7.6212 (4.8); 7.6182 (5.3); 7.5238 (3.7); 7.3405 (7.8); 7.1571 (3.9); 6.2646 (0.5); 6.2472 (2.2); 6.2299 (3.4); 6.2125 (2.2); 6.1949 (0.4); 3.3356 (93.6); 2.8737 (16.0); 2.8616 (15.9); 2.6779 (0.5); 2.6734 (0.7); 2.6689 (0.5); 2.5267 (2.3); 2.5133 (42.7); 2.5089 (83.0); 2.5043 (106.9); 2.4998 (77.4); 2.4953 (37.2); 2.3357 (0.5); 2.3312 (0.7); 2.3266 (0.5); 2.0778 (3.7); 1.6509 (12.6); 498.1 1.6335 (12.6); 0.1459 (0.7); 0.0078 (7.0); −0.0002 (154.7); −0.0086 (5.6); −0.1496 (0.7) I-73 [00169] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4168 (3.5); 9.3995 (3.6); 9.3133 (9.4); 9.3107 (9.7); 9.1686 (0.9); 9.1579 (2.6); 9.1457 (2.5); 9.1343 (0.9); 8.3727 (9.5); 8.3700 (9.8); 8.3259 (14.7); 7.9970 (4.5); 7.9931 (7.2); 7.9894 (4.8); 7.7927 (5.2); 7.7734 (5.1); 7.7713 (5.2); 6.2735 (0.5); 6.2562 (2.2); 6.2389 (3.5); 6.2216 (2.3); 6.2044 (0.5); 3.3385 (131.7); 2.8734 (16.0); 2.8613 (15.9); 2.6788 (0.5); 2.6744 (0.7); 2.6698 (0.5); 2.5275 (2.7); 2.5138 (44.3); 2.5098 (85.2); 2.5053 (110.1); 2.5008 (82.3); 2.3365 (0.5); 2.3322 (0.7); 2.3277 (0.5); 2.0784 (1.5); 1.6584 (13.0); 1.6411 (12.9); 0.0078 (1.0); −0.0002 (27.1); −0.0084 (1.0) 470.2 I-74 [00170] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4157 (3.4); 9.3984 (3.5); 9.3118 (9.2); 9.3093 (9.5); 9.1566 (2.5); 9.1442 (2.5); 8.3715 (9.5); 8.3690 (9.7); 8.3236 (14.6); 8.3191 (5.8); 8.1270 (4.6); 8.1236 (7.6); 8.1201 (4.9); 7.8953 (5.2); 7.7967 (5.3); 6.2705 (0.5); 6.2532 (2.3); 6.2359 (3.5); 6.2186 (2.3); 6.2008 (0.5); 3.3313 (138.8); 3.3075 (2.7); 2.8722 (15.7); 2.8601 (16.0); 2.6765 (1.2); 2.6723 (1.6); 2.6679 (1.2); 2.5254 (5.6); 2.5076 (203.4); 2.5032 (261.8); 2.4989 (197.4); 2.3344 (1.2); 2.3301 (1.6); 2.3257 (1.2); 1.6549 (13.3); 1.6375 (13.3); 1.1101 (0.7); 0.1458 (0.8); −0.0003 (172.8); −0.0082 (7.7); −0.1498 (0.8) 516.1 I-75 [00171] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6516 (1.5); 9.6473 (1.7); 9.6343 (1.6); 9.6300 (1.6); 9.2255 (3.6); 9.2225 (3.6); 9.2123 (4.2); 9.2093 (4.2); 8.5372 (8.0); 8.3374 (3.6); 7.9427 (3.6); 7.9397 (3.8); 7.9349 (4.4); 7.9319 (4.4); 6.3008 (0.9); 6.2930 (1.1); 6.2834 (1.4); 6.2757 (1.6); 6.2658 (0.9); 6.2582 (1.0); 3.3866 (2.6); 3.3693 (2.8); 3.3324 (130.8); 3.1510 (3.0); 3.1337 (3.1); 3.0938 (14.2); 2.9865 (13.5); 2.6769 (0.7); 2.6724 (1.0); 2.6679 (0.7); 2.6632 (0.3); 2.5259 (3.1); 2.5213 (4.5); 2.5125 (57.4); 2.5080 (118.0); 2.5034 (157.2); 2.4988 (115.2); 2.4943 (55.9); 2.3545 (13.8); 2.3503 (16.0); 2.3349 (0.9); 2.3303 (1.1); 2.3258 (0.8); 2.3212 (0.4); 2.0767 (1.6); 1.6739 (9.2); 1.6565 (9.2); 1.1208 (0.4); 1.1142 (0.4); 1.1025 (0.6); 1.0904 (0.4); 1.0830 (0.4); 1.0704 (0.4); 1.0647 (0.3); 1.0528 (0.4); 1.0451 (0.4); 1.0331 (0.7); 1.0208 (0.4); 1.0134 (0.4); 0.5496 (0.5); 0.5389 (1.5); 0.5346 (1.6); 0.5300 (0.8); 0.5245 (0.8); 0.5188 (1.6); 0.5144 (1.6); 0.5044 (0.6); 0.4640 (0.4); 0.4599 (0.4); 0.4523 (1.8); 0.4482 (1.9); 0.4405 (0.8); 0.4371 (0.7); 0.4322 (1.8); 0.4281 (1.9); 0.4210 (0.4); 0.4170 (0.4); 0.3337 (0.6); 556.2 0.3202 (1.9); 0.3114 (1.6); 0.3079 (1.9); 0.2967 (0.5); 0.1456 (1.2); 0.1331 (2.0); 0.1220 (2.0); 0.1099 (0.6); 0.0079 (3.8); −0.0002 (128.8); −0.0086 (4.5); −0.1498 (0.5) I-76 [00172] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6644 (2.0); 9.6478 (2.1); 9.2662 (3.8); 9.2631 (3.8); 9.2534 (4.6); 9.2504 (4.5); 8.5153 (8.5); 8.3392 (3.8); 8.3190 (0.3); 8.3117 (5.9); 8.3072 (7.0); 8.0143 (4.0); 8.0112 (4.2); 8.0080 (5.0); 8.0050 (4.7); 6.3007 (0.9); 6.2952 (1.1); 6.2836 (1.4); 6.2779 (1.7); 6.2660 (0.9); 6.2607 (1.0); 3.6657 (0.6); 3.3929 (2.8); 3.3755 (3.1); 3.3316 (292.2); 3.1476 (3.3); 3.1303 (3.4); 3.1004 (16.0); 2.9893 (14.7); 2.6804 (0.9); 2.6761 (1.9); 2.6714 (2.6); 2.6669 (1.9); 2.6622 (0.9); 2.5250 (8.6); 2.5203 (12.4); 2.5116 (152.4); 2.5071 (309.6); 2.5024 (409.0); 2.4978 (296.3); 2.4933 (141.0); 2.3386 (0.8); 2.3339 (1.8); 2.3293 (2.6); 2.3247 (1.8); 2.3202 (0.8); 1.6949 (9.8); 1.6775 (9.7); 1.1217 (0.4); 1.1142 (0.4); 1.1022 (0.7); 1.0903 (0.4); 1.0823 (0.4); 1.0717 (0.4); 1.0619 (0.5); 1.0539 (0.5); 1.0420 (0.8); 1.0297 (0.5); 1.0220 (0.5); 0.5511 (0.5); 0.5402 (1.6); 0.5360 (1.7); 0.5313 (0.8); 0.5257 (0.8); 0.5202 (1.7); 0.5158 (1.6); 0.5058 (0.6); 0.4651 (0.4); 0.4535 (1.9); 0.4495 (2.0); 0.4417 (0.8); 0.4385 (0.8); 0.4334 (2.0); 0.4293 (2.0); 0.4184 (0.5); 0.3347 (0.6); 0.3209 (1.9); 0.3124 542.2 (1.7); 0.3088 (1.9); 0.2975 (0.5); 0.1514 (0.8); 0.1456 (2.0); 0.1390 (2.2); 0.1286 (2.0); 0.1152 (0.6); 0.0079 (11.7); −0.0003 (378.7); −0.0086 (12.3); −0.0173 (0.7); −0.1496 (1.5) I-77 [00173] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3938 (3.4); 9.3767 (3.5); 9.3138 (10.3); 9.3109 (10.6); 8.4702 (3.5); 8.3782 (10.4); 8.3754 (10.4); 8.3222 (16.0); 8.1870 (4.8); 8.1837 (8.9); 8.1804 (5.3); 8.1298 (3.4); 8.0881 (2.1); 8.0851 (2.3); 8.0819 (2.6); 8.0788 (2.3); 8.0673 (2.1); 8.0639 (2.5); 8.0610 (2.5); 8.0578 (2.2); 8.0057 (2.2); 8.0022 (2.5); 7.9996 (2.4); 7.9959 (2.0); 7.9821 (2.4); 7.9784 (2.7); 7.9722 (2.0); 7.9527 (1.6); 6.2818 (0.5); 6.2647 (2.4); 6.2473 (3.8); 6.2299 (2.4); 6.2121 (0.5); 3.3960 (0.4); 3.3307 (602.4); 2.8908 (11.8); 2.7309 (9.9); 2.6802 (2.0); 2.6758 (4.2); 2.6712 (5.8); 2.6667 (4.2); 2.6620 (2.0); 2.5247 (19.0); 2.5199 (28.9); 2.5112 (344.3); 2.5068 (689.9); 381.2 2.5022 (907.1); 2.4977 (666.3); 2.4932 (326.0); 2.3382 (1.7); 2.3336 (4.0); 2.3291 (5.6); 2.3246 (4.1); 2.3202 (1.9); 1.6597 (13.9); 1.6424 (13.8); 0.1458 (3.2); 0.0079 (25.4); −0.0002 (722.4); −0.0085 (24.6); −0.0383 (0.3); −0.1497 (3.1) I-78 [00174] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.7016 (3.4); 9.6842 (3.5); 9.3298 (10.9); 9.3269 (11.1); 8.6640 (6.6); 8.5273 (5.9); 8.4732 (3.6); 8.4099 (5.9); 8.3880 (10.9); 8.3851 (11.0); 8.3402 (16.0); 8.1316 (3.4); 6.3441 (0.5); 6.3272 (2.3); 6.3098 (3.7); 6.2924 (2.4); 6.2750 (0.5); 3.3847 (37.9); 3.3304 (146.4); 2.6765 (1.3); 2.6719 (1.8); 2.6674 (1.4); 2.5254 (6.1); 2.5207 (9.2); 2.5120 (104.7); 2.5075 (211.0); 2.5029 (278.6); 2.4983 (203.3); 2.4938 (98.4); 2.3388 (0.6); 2.3343 (1.2); 2.3298 (1.7); 2.3252 (1.2); 2.3207 (0.6); 1.6922 (13.3); 1.6748 (13.4); 0.0081 (2.3); −0.0001 (71.6); −0.0084 (2.2) 484.2 I-79 [00175] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3134 (11.5); 9.3104 (11.5); 9.2947 (3.2); 9.2774 (3.2); 8.4724 (3.1); 8.3771 (11.1); 8.3742 (10.9); 8.3159 (16.0); 8.1325 (3.0); 7.9172 (0.9); 7.5972 (2.0); 7.5939 (2.4); 7.5915 (2.3); 7.5881 (2.1); 7.5740 (2.0); 7.5706 (2.6); 7.5683 (2.2); 7.5648 (2.1); 7.5217 (4.5); 7.5080 (4.8); 7.3657 (1.8); 7.3600 (3.1); 7.3544 (1.6); 7.3384 (10.6); 7.3306 (1.5); 7.1552 (4.5); 6.2672 (0.5); 6.2498 (2.2); 6.2325 (3.5); 6.2151 (2.2); 6.1977 (0.4); 3.3591 (6.3); 3.2618 (2.8); 3.1806 (0.5); 3.1463 (2.2); 2.7956 (0.4); 2.7841 (0.4); 2.6813 (0.4); 2.6769 (0.9); 2.6723 (1.2); 2.6677 (0.9); 2.6631 (0.4); 2.5258 (4.3); 2.5211 (6.5); 2.5124 (74.7); 2.5079 (151.0); 2.5033 (198.6); 2.4987 (143.1); 2.4941 (67.8); 2.3392 (0.4); 2.3347 (0.9); 2.3302 (1.3); 2.3256 (0.9); 2.3211 (0.4); 2.0765 (2.6); 1.6558 (13.0); 422.3 1.6385 (12.9); 0.0081 (1.7); −0.0001 (55.4); −0.0085 (1.6) I-80 [00176] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3786 (3.3); 9.3612 (3.4); 9.3103 (10.5); 9.3073 (10.4); 8.4702 (3.2); 8.3776 (10.7); 8.3747 (10.5); 8.3217 (16.0); 8.1303 (3.2); 7.7882 (1.9); 7.7847 (2.3); 7.7826 (2.4); 7.7791 (2.1); 7.7651 (2.0); 7.7617 (2.5); 7.7595 (2.3); 7.7561 (2.1); 7.6915 (4.5); 7.6423 (2.1); 7.6213 (2.1); 6.2734 (0.5); 6.2562 (2.3); 6.2389 (3.6); 6.2215 (2.3); 6.2044 (0.5); 3.3323 (162.2); 2.6814 (0.4); 2.6770 (1.0); 2.6724 (1.3); 2.6678 (0.9); 2.6635 (0.4); 2.5259 (4.5); 2.5212 (6.9); 2.5125 (79.7); 2.5080 (158.7); 2.5034 (206.8); 2.4988 (148.5); 2.4943 (70.2); 2.3394 (0.4); 2.3348 (0.9); 2.3303 (1.3); 2.3257 (0.9); 2.3214 (0.4); 1.6607 (13.3); 1.6433 (13.3); 0.0080 (1.7); −0.0001 (51.9); −0.0085 (1.5) 440.3 I-81 [00177] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.7001 (3.4); 9.6826 (3.5); 9.3314 (9.9); 9.3286 (10.0); 9.1685 (0.9); 9.1572 (2.5); 9.1450 (2.5); 9.1337 (0.8); 8.6605 (6.3); 8.5266 (5.7); 8.4113 (5.7); 8.3811 (9.5); 8.3784 (9.7); 8.3419 (15.6); 8.3185 (0.6); 6.3440 (0.5); 6.3270 (2.2); 6.3096 (3.4); 6.2922 (2.2); 6.2744 (0.5); 3.4042 (0.5); 3.3838 (36.0); 3.3311 (151.5); 3.3078 (0.4); 2.8727 (16.0); 2.8606 (15.9); 2.6766 (1.0); 2.6721 (1.4); 2.6676 (1.0); 2.5255 (4.6); 2.5207 (7.0); 2.5120 (83.6); 2.5076 (167.5); 2.5031 (219.7); 2.4986 (160.9); 2.4942 (78.7); 2.3345 (1.0); 2.3299 (1.4); 2.3255 (1.0); 1.6916 (12.5); 1.6743 (12.5); 0.0080 (1.6); −0.0001 (53.2); −0.0085 (1.7) 498.2 I-82 [00178] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6221 (4.6); 9.6046 (4.7); 9.3203 (12.8); 8.4687 (6.4); 8.4590 (11.5); 8.3819 (13.3); 8.3358 (13.3); 8.3183 (0.4); 8.1346 (11.4); 8.0867 (8.1); 6.3198 (0.7); 6.3035 (2.8); 6.2865 (4.4); 6.2692 (2.9); 6.2517 (0.7); 3.3596 (37.5); 3.3309 (144.3); 2.6710 (2.2); 2.5023 (350.8); 2.3290 (2.2); 1.6814 (16.0); 1.6641 (16.0); −0.0008 (39.6); −0.0023 (38.0) 500.2 I-83 [00179] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.622 (3.1); 9.6047 (3.1); 9.3252 (10.2); 9.3223 (10.1); 9.1678 (0.8); 9.1569 (2.3); 9.1448 (2.2); 9.1331 (0.7); 8.4586 (4.5); 8.4549 (7.9); 8.4513 (4.4); 8.3784 (10.4); 8.3755 (10.1); 8.3386 (15.0); 8.1379 (4.4); 8.1357 (4.2); 8.0895 (4.4); 6.3217 (0.4); 6.3049 (2.1); 6.2875 (3.3); 6.2701 (2.1); 6.2527 (0.4); 3.6663 (0.6); 3.3778 (1.0); 3.3597 (35.9); 3.3314 (113.4); 2.8721 (16.0); 2.8600 (15.9); 2.6809 (0.6); 2.6764 (1.2); 2.6719 (1.6); 2.6673 (1.1); 2.6628 (0.5); 2.5253 (5.8); 2.5206 (8.8); 2.5119 (95.5); 2.5074 (189.1); 2.5029 (246.2); 2.4982 (177.6); 2.4937 (84.5); 2.3389 (0.5); 2.3343 (1.1); 2.3297 (1.5); 2.3251 (1.1); 2.3206 (0.5); 1.9089 (0.8); 1.6822 (12.0); 1.6648 (12.0); 0.0080 (1.9); −0.0002 (58.8); −0.0085 (1.8) 514.2 I-84 [00180] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.7216 (3.5); 9.7043 (3.6); 9.3152 (10.7); 9.3124 (10.4); 8.5508 (4.4); 8.5467 (7.2); 8.5424 (5.1); 8.4957 (6.9); 8.4704 (3.7); 8.4252 (4.0); 8.4214 (6.4); 8.3837 (10.1); 8.3809 (9.7); 8.3412 (16.0); 8.1324 (3.6); 6.3206 (0.5); 6.3035 (2.3); 6.2862 (3.6); 6.2688 (2.3); 6.2513 (0.5); 3.3330 (135.4); 2.6776 (0.8); 2.6731 (1.1); 2.6686 (0.8); 2.5265 (3.8); 2.5217 (5.8); 2.5129 (67.3); 2.5086 (132.4); 2.5041 (172.0); 2.4995 (125.7); 2.4952 (61.3); 2.3354 (0.8); 2.3309 (1.1); 2.3264 (0.8); 2.0774 (2.3); 1.6814 (13.1); 1.6640 (13.0); 0.0080 (1.2); −0.0001 (37.5); −0.0085 (1.2) 504.1 I-85 [00181] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4001 (1.3); 9.3826 (1.4); 9.2689 (4.7); 9.2659 (4.7); 8.4518 (1.3); 8.3377 (4.8); 8.3348 (4.7); 8.1089 (1.3); 8.0222 (2.0); 8.0182 (3.4); 8.0141 (2.0); 7.7938 (4.6); 6.2515 (1.0); 6.2340 (1.6); 6.2166 (1.0); 3.3338 (45.5); 2.6729 (0.4); 2.5266 (1.6); 2.5218 (2.4); 2.5131 (26.9); 2.5086 (53.5); 2.5040 (69.6); 2.4994 (49.9); 2.4948 (23.4); 2.4678 (0.4); 2.3731 (16.0); 2.3354 (0.3); 2.3308 (0.4); 2.3263 (0.3); 1.6371 (5.4); 1.6197 (5.3); −0.0002 (3.6) 470.3 I-86 [00182] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.7215 (3.2); 9.7042 (3.3); 9.3181 (10.2); 9.3153 (10.1); 9.1678 (0.8); 9.1561 (2.4); 9.1440 (2.4); 9.1325 (0.8); 8.5498 (4.3); 8.5457 (7.0); 8.5413 (5.1); 8.4953 (6.4); 8.4254 (3.8); 8.4215 (5.9); 8.3769 (10.1); 8.3741 (9.9); 8.3433 (15.0); 6.3214 (0.5); 6.3041 (2.2); 6.2868 (3.4); 6.2695 (2.2); 6.2521 (0.5); 3.3358 (87.8); 2.8732 (16.0); 2.8610 (15.9); 2.6789 (0.5); 2.6745 (0.7); 2.6699 (0.5); 2.5279 (2.3); 2.5231 (3.7); 2.5144 (41.6); 2.5100 (82.2); 2.5054 (107.0); 2.5009 (78.6); 2.4965 (38.6); 2.3368 (0.5); 2.3323 (0.6); 2.3278 (0.5); 1.6817 (12.5); 1.6643 (12.5); −0.0002 (8.8) 518.2 I-87 [00183] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4003 (1.4); 9.3826 (1.5); 9.2712 (4.7); 9.2683 (4.6); 9.1495 (0.4); 9.1378 (1.0); 9.1257 (1.0); 9.1146 (0.3); 8.3299 (4.9); 8.3270 (4.7); 8.0207 (2.1); 8.0167 (3.7); 8.0126 (2.1); 7.7934 (5.0); 6.2527 (1.0); 6.2353 (1.7); 6.2178 (1.1); 3.3364 (31.4); 2.8696 (7.3); 2.8574 (7.2); 2.5283 (0.9); 2.5236 (1.4); 2.5148 (15.7); 2.5104 (31.0); 2.5058 (40.1); 2.5012 (28.8); 2.4967 (13.5); 2.3778 (16.0); 2.0791 (4.3); 1.6380 (5.6); 1.6206 (5.6); −0.0002 (2.1) 484.3 I-88 [00184] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3171 (1.4); 9.2994 (1.5); 9.2723 (4.7); 9.2694 (4.6); 9.1487 (0.4); 9.1377 (1.1); 9.1254 (1.1); 9.1139 (0.4); 8.3287 (4.6); 8.3258 (4.6); 7.9695 (2.1); 7.9657 (3.7); 7.9620 (2.1); 7.6420 (5.7); 7.6385 (5.9); 7.5252 (1.7); 7.3418 (3.7); 7.1585 (1.8); 6.2438 (1.0); 6.2263 (1.7); 6.2088 (1.1); 3.3347 (35.1); 2.8694 (7.4); 2.8572 (7.3); 2.5269 (1.1); 2.5221 (1.6); 2.5135 (18.3); 2.5090 (36.5); 2.5044 (47.6); 2.4998 (34.5); 2.4953 (16.5); 2.3748 (16.0); 2.0779 (3.7); 1.6301 (5.6); 1.6128 (5.6); −0.0002 (2.1) 512.2 I-89 [00185] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3179 (1.5); 9.3003 (1.5); 9.2706 (4.7); 9.2677 (4.7); 8.4508 (1.5); 8.3367 (4.4); 8.3339 (4.4); 8.1073 (1.5); 7.9731 (2.0); 7.9693 (3.7); 7.9655 (2.1); 7.6426 (6.3); 7.6390 (6.3); 7.5254 (1.8); 7.3421 (3.8); 7.1587 (1.9); 6.2434 (1.0); 6.2259 (1.7); 6.2084 (1.0); 3.3321 (67.3); 2.6765 (0.4); 2.6720 (0.6); 2.6674 (0.4); 2.5255 (2.1); 2.5208 (3.2); 2.5121 (36.2); 2.5077 (72.3); 2.5031 (94.8); 2.4985 (68.7); 2.4940 (33.0); 2.3701 (16.0); 2.3346 (0.4); 2.3299 (0.6); 2.3253 (0.4); 1.6294 (5.6); 1.6120 (5.6); −0.0002 (3.7) 498.1 I-90 [00186] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.8225 (2.7); 9.8054 (2.7); 9.3200 (9.6); 9.3172 (9.4); 9.1742 (0.7); 9.1640 (2.0); 9.1519 (1.9); 9.1406 (0.6); 8.6410 (5.7); 8.4568 (4.2); 8.4545 (3.9); 8.3848 (4.0); 8.3780 (12.4); 8.3751 (11.2); 8.3499 (14.7); 6.3360 (0.4); 6.3187 (2.0); 6.3014 (3.2); 6.2840 (2.0); 6.2667 (0.4); 3.5073 (0.4); 3.3460 (396.6); 2.8710 (16.0); 2.8588 (16.0); 2.7130 (0.6); 2.6823 (0.7); 2.6776 (1.5); 2.6730 (2.0); 2.6684 (1.4); 2.6639 (0.7); 2.5776 (0.4); 2.5434 (189.4); 2.5266 (6.7); 2.5218 (10.3); 2.5131 (117.8); 2.5086 (238.4); 2.5040 (310.5); 2.4994 (223.7); 2.4948 (105.4); 2.3694 (0.5); 2.3399 (0.6); 2.3354 (1.4); 2.3308 (1.9); 2.3263 (1.4); 2.3217 (0.6); 2.0779 (2.3); 1.6913 (11.8); 1.6739 (11.7); −0.0002 (6.7) 568.0 I-91 [00187] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.8262 (2.5); 9.8090 (2.6); 9.3882 (9.5); 9.3852 (9.5); 8.6382 (5.5); 8.6253 (7.6); 8.6231 (7.0); 8.6224 (6.7); 8.4575 (4.0); 8.4552 (3.7); 8.3871 (16.0); 6.2684 (0.4); 6.2515 (2.0); 6.2342 (3.1); 6.2169 (2.0); 6.1992 (0.4); 3.3447 (422.2); 2.7131 (0.5); 2.6815 (0.8); 2.6769 (1.7); 2.6724 (2.3); 2.6678 (1.7); 2.6632 (0.8); 2.5563 (1.0); 2.5428 (168.2); 2.5259 (7.8); 2.5213 (11.5); 2.5125 (135.0); 2.5080 (273.3); 2.5034 (357.3); 2.4987 (257.9); 2.4942 (121.7); 2.3687 (0.5); 2.3393 (0.7); 2.3348 (1.6); 2.3302 (2.2); 2.3256 (1.6); 2.3211 (0.7); 2.0774 (3.9); 1.6772 (11.6); 1.6598 (11.5); −0.0002 (8.3) 536.0 I-92 [00188] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4041 (4.6); 9.3866 (4.4); 9.3221 (4.9); 9.3173 (11.3); 8.4716 (5.3); 8.3816 (11.7); 8.3403 (0.4); 8.3175 (13.9); 8.1930 (7.8); 8.1440 (5.6); 8.1275 (8.4); 7.9248 (4.0); 7.9057 (4.6); 7.7290 (3.2); 7.7096 (5.3); 7.6900 (2.3); 6.2975 (0.8); 6.2804 (2.9); 6.2629 (4.3); 6.2456 (2.7); 6.2288 (0.6); 3.3346 (42.0); 3.3313 (84.3); 2.6762 (1.5); 2.6722 (1.6); 2.5074 (247.0); 2.5031 (263.1); 2.4989 (179.2); 2.3343 (1.5); 2.3298 (1.6); 1.6691 (16.0); 1.6518 (15.3); 0.0041 (21.5); −0.0004 (38.1) 406.3 I-93 [00189] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3175 (14.2); 9.3147 (12.2); 9.3006 (3.5); 8.4812 (3.7); 8.3817 (10.8); 8.3790 (10.1); 8.3206 (16.0); 8.1418 (3.7); 7.5420 (14.5); 7.5365 (14.6); 7.5227 (7.6); 7.3392 (15.8); 7.2387 (3.9); 7.2333 (6.7); 7.2280 (3.4); 7.1559 (7.9); 6.2778 (0.5); 6.2606 (2.4); 6.2433 (3.8); 6.2259 (2.4); 6.2085 (0.5); 3.3430 (68.0); 2.6786 (0.5); 2.6741 (0.7); 2.6697 (0.5); 2.5275 (2.6); 2.5227 (4.0); 2.5141 (41.4); 2.5097 (80.0); 2.5052 (102.2); 2.5006 (74.0); 2.4963 (35.5); 2.3365 (0.5); 2.3320 (0.6); 2.3275 (0.4); 1.6621 (13.7); 1.6447 (13.6); −0.0002 (2.8) 470.3 I-94 [00190] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3185 (13.0); 9.3157 (13.6); 9.2987 (3.1); 9.1753 (0.8); 9.1650 (2.3); 9.1529 (2.2); 9.1411 (0.7); 8.3737 (10.4); 8.3708 (10.2); 8.3215 (15.8); 7.5376 (13.3); 7.5321 (13.6); 7.5210 (7.6); 7.3376 (15.9); 7.2383 (3.5); 7.2328 (6.2); 7.2275 (3.2); 7.1542 (7.9); 6.2765 (0.5); 6.2593 (2.2); 6.2419 (3.4); 6.2244 (2.2); 6.2071 (0.4); 3.3414 (124.0); 2.8726 (16.0); 2.8605 (15.9); 2.6823 (0.4); 2.6776 (0.8); 2.6731 (1.1); 2.6686 (0.8); 2.6644 (0.4); 2.5266 (4.0); 2.5218 (6.1); 2.5131 (63.2); 2.5087 (125.4); 2.5041 (162.9); 2.4995 (118.5); 2.4950 (56.4); 2.3398 (0.3); 2.3354 (0.7); 2.3309 (1.0); 2.3263 (0.7); 2.3220 (0.3); 2.0779 (1.1); 1.6596 (12.5); 1.6422 (12.4); −0.0001 (4.8) 484.3 I-95 [00191] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3314 (1.6); 9.3131 (1.6); 9.2696 (4.7); 9.2667 (4.6); 8.4526 (1.5); 8.3751 (0.5); 8.3723 (0.5); 8.3345 (4.5); 8.3316 (4.4); 8.3185 (0.8); 8.1064 (1.4); 7.8894 (7.7); 7.8846 (8.8); 7.8666 (0.8); 7.8619 (1.0); 7.8294 (2.5); 7.8246 (4.0); 7.8199 (1.9); 6.2360 (1.1); 6.2184 (1.7); 6.2010 (1.1); 3.3310 (183.4); 2.8907 (1.7); 2.7305 (1.5); 2.6759 (1.2); 2.6713 (1.7); 2.6668 (1.2); 2.6622 (0.6); 2.5248 (5.7); 2.5201 (8.7); 2.5113 (102.5); 2.5069 (203.4); 2.5024 (264.3); 2.4978 (191.2); 2.4933 (91.4); 2.3703 (16.0); 2.3383 (0.6); 2.3338 (1.2); 2.3292 (1.6); 2.3247 (1.2); 1.6449 (0.7); 1.6243 (5.8); 1.6069 (5.6); 0.0081 (0.5); −0.0001 (17.3); −0.0084 (0.5) 420.1 I-96 [00192] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3758 (1.5); 9.3581 (1.5); 9.2725 (4.5); 9.2696 (4.4); 8.4503 (1.4); 8.3373 (4.6); 8.3345 (4.5); 8.3238 (0.4); 8.2048 (2.1); 8.2014 (3.8); 8.1981 (2.1); 8.1073 (1.4); 8.0896 (1.0); 8.0864 (1.1); 8.0833 (1.2); 8.0802 (1.0); 8.0687 (1.0); 8.0655 (1.1); 8.0624 (1.1); 8.0593 (1.0); 8.0219 (1.0); 8.0183 (1.1); 8.0157 (1.0); 8.0120 (0.8); 7.9982 (1.1); 7.9946 (1.2); 7.9921 (1.0); 7.9883 (0.8); 6.2600 (1.1); 6.2426 (1.7); 6.2251 (1.1); 5.7598 (1.8); 3.3313 (57.1); 2.8913 (1.9); 2.7311 (1.6); 2.6765 (0.5); 2.6720 (0.7); 2.6674 (0.5); 2.5255 (2.4); 2.5208 (3.5); 2.5120 (42.8); 2.5076 (85.3); 2.5030 (111.2); 2.4984 (80.1); 2.4939 (38.1); 2.3722 (16.0); 2.3344 (0.5); 395.3 2.3299 (0.7); 2.3253 (0.5); 1.6606 (0.4); 1.6389 (5.7); 1.6215 (5.6); 0.0081 (1.0); −0.0001 (31.7); −0.0085 (1.0) I-97 [00193] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3124 (1.8); 9.2952 (1.9); 9.2407 (4.8); 9.2375 (7.2); 9.2345 (3.4); 8.2917 (8.1); 8.0064 (3.9); 8.0043 (7.5); 8.0016 (5.6); 7.5464 (6.4); 7.5410 (10.1); 7.5356 (4.6); 7.5255 (5.1); 7.3422 (10.4); 7.2353 (3.8); 7.1588 (5.2); 6.2502 (0.4); 6.2334 (1.6); 6.2163 (2.5); 6.1989 (1.6); 6.1816 (0.3); 4.7488 (0.7); 4.7319 (0.9); 4.7149 (0.7); 4.0376 (0.9); 4.0198 (0.9); 3.8141 (0.4); 3.7977 (1.0); 3.7813 (1.4); 3.7649 (1.0); 3.7487 (0.4); 3.3323 (87.1); 2.8892 (16.0); 2.7497 (11.2); 2.6761 (0.8); 2.6716 (1.1); 2.6670 (0.9); 2.5250 (4.0); 2.5202 (6.6); 2.5115 (70.2); 2.5072 (140.9); 2.5026 (183.8); 2.4981 (132.9); 2.4937 (6.47); 2.3341 (0.8); 2.3294 (1.1); 2.3249 (0.8); 1.9897 (4.1); 1.6673 (7.6); 1.6500 (7.6); 1.3973 (1.3); 1.1923 (9.4); 1.1749 (10.4); 1.1568 (2.1); 1.1501 (8.2); 1.1463 (8.5); 1.1337 (8.2); 1.1299 (8.2); −0.0002 (1.6) 526.3 I-98 [00194] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.2912 (1.5); 9.2731 (5.6); 9.2704 (5.2); 8.4530 (1.7); 8.3404 (4.5); 8.3377 (4.5); 8.1134 (1.6); 7.5610 (6.1); 7.5556 (6.2); 7.5231 (3.0); 7.3398 (6.2); 7.2394 (1.6); 7.2341 (2.9); 7.2288 (1.5); 7.1564 (3.1); 6.2549 (1.1); 6.2394 (1.7); 6.2219 (1.1); 5.7606 (1.9); 3.3367 (17.9); 2.5273 (0.9); 2.5138 (16.5); 2.5095 (32.5); 2.5050 (41.8); 2.5004 (29.8); 2.4961 (14.3); 2.3716 (16.0); 1.6411 (5.9); 1.6237 (5.9); −0.0002 (0.5) 484.3 I-99 [00195] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.2958 (1.3); 9.2755 (5.9); 9.2726 (5.3); 9.1451 (1.0); 9.1332 (1.0); 9.1218 (0.3); 8.3298 (4.7); 8.3269 (4.6); 7.5571 (6.0); 7.5515 (6.1); 7.5236 (3.5); 7.3402 (7.5); 7.2410 (1.6); 7.2356 (2.8); 7.2301 (1.4); 7.1568 (3.7); 6.2551 (1.0); 6.2375 (1.6); 6.2200 (1.0); 3.3395 (48.0); 2.8674 (7.1); 2.8553 (7.0); 2.6770 (0.4); 2.6725 (0.6); 2.6679 (0.4); 2.5260 (2.2); 2.5213 (3.4); 2.5126 (34.4); 2.5081 (68.1); 2.5035 (88.0); 2.4989 (63.2); 2.4944 (29.6); 2.3734 (16.0); 2.3350 (0.4); 2.3303 (0.6); 2.3258 (0.4); 2.0779 (4.6); 1.6378 (5.5); 1.6204 (5.4); −0.0002 (2.0) 498.3 I-100 [00196] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.2959 (1.5); 9.2790 (1.5); 9.2010 (3.2); 9.1978 (4.5); 9.1943 (2.4); 7.9356 (2.2); 7.9328 (2.3); 7.9277 (3.3); 7.9249 (3.3); 7.5654 (4.8); 7.5605 (7.1); 7.5564 (3.8); 7.5300 (3.6); 7.3466 (7.6); 7.2390 (2.8); 7.1632 (3.8); 6.2295 (1.2); 6.2121 (1.9); 6.1946 (1.2); 4.7412 (0.5); 4.7243 (0.7); 4.7073 (0.5); 3.7949 (0.7); 3.7786 (0.9); 3.7623 (0.7); 3.3388 (74.3); 2.8811 (11.0); 2.7428 (8.0); 2.6764 (0.7); 2.6720 (1.0); 2.6677 (0.7); 2.5253 (3.3); 2.5075 (112.0) 2.5030 (147.0); 2.4986 (109.5); 2.3466 (16.0); 2.3349 (1.1); 2.3300 (1.1); 2.3256 (0.8); 1.6452 (5.7); 1.6279 (5.7); 1.1888 (6.5); 1.1718 (6.5); 1.1447 (6.8); 1.1284 (6.7); 0.0000 (1.7) 540.3 I-101 [00197] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.2876 (1.5); 9.2718 (5.6); 9.2691 (6.1); 8.4522 (1.7); 8.3399 (4.3); 8.3373 (4.3); 8.3201 (0.5); 8.1100 (1.6); 7.9246 (1.6); 7.9054 (1.8); 7.8189 (2.2); 7.6353 (1.2); 7.6152 (2.6); 7.5958 (2.0); 7.5673 (1.6); 7.5466 (0.7); 6.2558 (1.1); 6.2382 (1.8); 6.2207 (1.1); 3.3358 (29.3); 2.6732 (0.4); 2.5267 (1.1); 2.5219 (1.5); 2.5130 (19.2); 2.5087 (39.6); 2.5043 (52.4); 2.4998 (37.9); 2.3693 (16.0); 2.3310 (0.4); 1.6397 (6.2); 1.6223 (6.2); −0.0002 (0.4) 436.4 I-102 [00198] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4915 (3.1); 9.4742 (3.2); 9.3106 (11.6); 9.3076 (11.8); 8.4735 (3.2); 8.3813 (11.4); 8.3783 (11.4); 8.3294 (16.0); 8.3204 (0.4); 8.1351 (3.2); 7.9064 (8.9); 7.9014 (9.4); 7.7643 (3.9); 6.2875 (0.5); 6.2705 (2.3); 6.2532 (3.6); 6.2358 (2.3); 6.2184 (0.5); 3.3365 (124.1); 2.6826 (0.4); 2.6780 (0.8); 2.6734 (1.2); 2.6688 (0.8); 2.6642 (0.4); 2.5270 (3.8); 2.5223 (5.8); 2.5136 (68.6); 2.5091 (141.1); 2.5044 (185.4); 2.4998 (132.2); 2.4952 (62.1); 2.3405 (0.4); 2.3359 (0.8); 2.3312 (1.2); 2.3266 (0.8); 2.3224 (0.4); 2.0780 (0.4); 1.6700 (13.3); 1.6526 (13.2); −0.0002 (2.6) 506.3 I-103 [00199] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3423 (1.8); 9.3251 (1.9); 9.2405 (4.4); 9.2372 (5.8); 9.2332 (3.1); 8.2904 (7.9); 8.0060 (3.1); 8.0018 (5.8); 7.9986 (4.8); 7.9860 (0.4); 7.9653 (2.2); 7.9613 (4.1); 7.9574 (3.6); 7.9525 (1.5); 7.6719 (0.7); 7.6685 (0.7); 7.6444 (3.6); 7.6409 (3.8); 7.6258 (3.8); 7.5286 (2.7); 7.3706 (0.4); 7.3453 (5.6); 7.1620 (2.8); 6.2402 (0.4); 6.2233 (1.7); 6.2060 (2.7); 6.1887 (1.7); 6.1712 (0.4); 4.7491 (0.6); 4.7321 (0.9); 4.7152 (0.7); 3.8108 (0.4); 3.7943 (1.0); 3.7780 (1.4); 3.7615 (1.0); 3.7455 (0.4); 3.6506 (2.1); 3.3325 (38.7); 2.8887 (16.0); 2.7515 (11.2); 2.6764 (0.6); 2.6719 (0.9); 2.6675 (0.6); 2.5254 (2.9); 2.5205 (4.6); 2.5118 (56.2); 2.5075 (114.3); 2.5030 (149.5); 2.4984 (107.7); 2.4940 (51.9); 2.3342 540.1 (0.7); 2.3298 (0.9); 2.3253 (0.7); 2.0766 (3.1); 1.6584 (7.4); 1.6411 (7.4); 1.4146 (0.8); 1.3963 (0.8); 1.9128 (8.9); 1.1758 (8.9); 1.1494 (8.1); 1.1457 (8.4); 1.1330 (8.1); 1.1293 (8.1); −0.0002 (1.6) I-104 [00200] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 10.1909 (1.2); 9.3128 (1.2); 9.2976 (3.5); 9.2801 (3.8); 9.2471 (13.3); 9.2442 (14.2); 8.4976 (1.1); 8.4573 (4.1); 8.3116 (14.0); 8.3087 (14.7); 8.1162 (4.0); 7.9385 (5.5); 7.9347 (10.0); 7.9310 (6.6); 7.6450 (3.6); 7.6398 (7.5); 7.6353 (5.6); 7.6109 (6.6); 7.5265 (4.6); 7.4656 (1.0); 7.3431 (9.5); 7.1889 (0.8); 7.1598 (4.8); 7.0880 (0.9); 6.1999 (3.0); 6.1825 (4.8); 6.1651 (3.1); 3.8939 (1.4); 3.3444 (2993.9). 2.7118 (1.6); 2.6764 (11.4); 2.6718 (15.6); 2.6672 (11.5); 2.6628 (5.5); 2.5422 (314.3); 2.5254 (54.6); 2.5207 (81.2); 2.5120 (893.4); 2.5074 (1802.7). 2.5028 (2349.1); 2.4982 (1693.6); 2.4936 (798.3); 2.3681 (0.8); 2.3388 (4.6); 2.3343 (10.3); 2.3297 (14.5); 2.3251 (10.0); 2.3205 (4.4); 2.1156 (1.8); 2.1065 (1.9); 2.0947 (3.9); 2.0822 (2.6); 2.0769 523.9 (14.3); 2.0615 (1.2); 1.6118 (16.0); 1.5944 (15.8); 1.5702 (1.7); 1.5523 (1.7); 1.4455 (0.9); 1.2347 (1.2); 1.0308 (5.9); 1.0252 (7.2); 1.0099 (5.9); 1.0045 (7.2); 0.9118 (4.2); 0.8998 (4.5); 0.8892 (5.8); 0.8768 (3.3); −0.0002 (15.3) I-105 [00201] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 20.0064 (0.8); 9.6110 (3.5); 9.5936 (3.8); 9.2559 (13.7); 9.2530 (14.4); 8.4843 (14.0); 8.4553 (4.2); 8.3364 (6.0); 8.3183 (14.2); 8.3153 (14.5); 8.1167 (4.1); 6.2680 (3.0); 6.2506 (4.8); 6.2332 (3.1); 3.3439 (2293.8); 2.9969 (0.8); 2.7118 (1.5); 2.6809 (4.8); 2.6764 (9.9), 2.6719 (13.5); 2.6673 (9.8); 2.6628 (4.7); 2.5423 (313.9); 2.5254 (47.1); 2.5207 (70.8); 2.5120 (790.4); 2.5075 (1588.1); 2.5029 (2065.4); 2.4983 (1491.3); 2.4937 (704.7); 2.3689 (1.1); 2.3389 (4.2); 2.3343 (9.2); 2.3297 (12.8); 2.3252 (9.1); 2.3206 (4.0); 2.1319 (0.9); 2.1206 (1.8); 2.1118 (2.0); 2.0996 (3.8); 2.0875 (2.2); 2.0770 (13.0); 2.0667 (1.0); 1.6493 (16.0); 1.6319 (15.8); 1.2352 (0.6); 1.0310 (5.0); 1.0264 (6.6); 1.0101 (5.1); 1.0055 (6.6); 0.9882 (0.9); 0.9391 (1.1); 0.9159 (3.6); 0.9034 (4.2); 0.8892 (4.0); 0.8798 (2.7); −0.0001 (17.2) 514.1 I-106 [00202] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3755 (3.7); 9.3579 (3.8); 9.2444 (13.5); 9.2415 (13.4); 8.4567 (4.2); 8.3121 (14.5); 8.3092 (14.1); 8.1171 (4.1); 7.9840 (5.7); 7.9800 (8.8); 7.9760 (5.9); 7.7969 (5.6); 7.7615 (5.7); 7.7589 (6.0); 7.7563 (4.8); 6.2230 (0.6); 6.2057 (3.0); 6.1883 (4.9); 6.1709 (3.1); 6.1534 (0.6); 3.8433 (0.3); 3.4745 (0.3); 3.3450 (1069.3); 2.7120 (0.8); 2.6811 (2.4); 2.6766 (5.1); 2.6721 (7.0); 2.6675 (5.0); 2.6629 (2.4); 2.5425 (227.1); 2.5256 (24.4); 2.5209 (36.9); 2.5122 (413.5); 2.5077 (834.8); 2.5031 (1087.8). 2.4985 (785.7); 2.4939 (370.9); 2.3689 (0.7); 2.3391 (2.2); 2.3345 (4.9); 2.3299 (6.7); 2.3253 (4.8); 2.3208 (2.1); 2.1307 (0.9); 2.1182 (1.8); 2.1095 (1.9); 2.0975 (3.9); 2.0855 (2.3); 2.0773 (11.6); 2.0646 (1.0); 1.6185 (16.0); 1.6011 (15.8); 1.2338 (0.4); 1.0595 496.0 (0.4); 1.0504 (0.5); 1.0321 (5.1); 1.0266 (7.0); 1.0113 (5.1); 1.0057 (7.0); 0.9890 (0.8); 0.9801 (0.6); 0.9366 (0.9); 0.9241 (1.0); 0.9131 (4.0); 0.9074 (2.1); 0.9009 (4.3); 0.8955 (3.4); 0.8892 (4.2); 0.8846 (2.1); 0.8774 (3.0); 0.8622 (1.0); 0.8532 (0.8); 0.0080 (0.40); −0.0002 (13.7); 0.0085 (0.4) I-107 [00203] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 10.0426 (3.3); 10.0253 (3.4); 9.2591 (11.4); 9.2563 (11.4); 9.0928 (15.9); 9.0887 (16.0); 9.0467 (0.4); 9.0346 (0.4); 8.6659 (6.5); 8.4540 (3.8); 8.3237 (13.0); 8.3208 (12.9); 8.1224 (3.7); 6.3456 (0.6); 6.3278 (2.6); 6.3105 (4.2); 6.2929 (2.7); 6.2751 (0.5); 3.8943 (0.7); 3.3416 (951.7). 3.2850 (0.4); 2.7311 (0.4); 2.7123 (0.8); 2.6950 (0.4); 2.6808 (2.6); 2.6764 (5.5); 2.6718 (7.5); 2.6672 (5.4); 2.6628 (2.6); 2.5935 (0.8); 2.5423 (191.3); 2.5254 (28.0); 2.5207 (41.7); 2.5120 (444.9); 2.5074 (889.8); 2.5028 (1158.3); 2.4892 (837.6); 2.4937 (395.8); 2.3684 (0.6); 2.3388 (2.3); 2.3343 (5.2); 2.3296 (7.2); 2.3251 (5.1); 2.3205 (2.2); 2.1398 (0.7); 2.1275 (1.6); 2.1187 (1.7); 2.1067 (3.5); 2.0946 (2.0); 2.0860 (1.8); 2.0771 (12.0); 1.6748 642.0 (13.9); 1.6575 (13.8); 1.2354 (0.3); 1.0562 (0.7); 1.0393 (4.9); 1.0354 (5.6); 1.0187 (4.8); 1.0145 (5.2); 1.008 (1.1); 0.9879 (0.5); 0.9481 (0.6); 0.9353 (0.8); 0.9297 (2.0); 0.9236 (2.7); 0.9173 (3.9); 0.9119 (4.5); 0.9070 (3.6); 0.8940 (1.7); 0.8892 (1.7); 0.8724 (0.5); 0.0079 (0.7); −0.0002 (22.6); −0.0086 (0.6) I-108 [00204] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6571 (3.7); 9.6394 (3.7); 9.2632 (13.2); 9.2603 (13.5); 8.6531 (8.1); 8.5162 (7.1); 8.4585 (4.3); 8.4091 (7.1) 8.3209 (14.7); 8.3179 (14.7); 8.1182 (4.2); 6.2993 (0.6); 6.2825 (3.1); 6.2650 (4.9); 6.2475 (3.1); 6.2303 (0.6); 3.4173 (0.5); 3.3870 (46.5); 3.3400 (679.1); 2.9972 (2.8); 2.7119 (1.6); 2.6809 (2.0); 2.6764 (4.3); 2.6718 (5.9); 2.6672 (4.3); 2.6627 (2.0); 2.6132 (0.5); 2.5424 (463.8); 2.5254 (21.0); 2.5207 (31.5); 2.5120 (339.5); 2.5075 (690.6); 2.5029 (909.4); 2.4982 (663.3); 2.4937 (317.5); 2.3683 (1.4); 2.3389 (1.8); 2.3342 (4.0); 2.3297 (5.7); 2.3251 (4.0); 2.3206 (1.8); 2.1345 (0.8); 2.1224 (1.9); 2.1139 (1.9); 2.1108 (1.6); 2.1017 (4.0); 2.0895 (2.3); 2.0810 (2.2); 2.0774 (9.0); 2.0687 (1.0); 1.6541 (16.0); 524.1 1.6368 (15.9); 1.0612 (0.4); 1.0491 (0.8); 1.0330 (5.5); 1.0285 (6.9); 1.0123 (5.3); 1.0075 (6.4); 0.9940 (1.1); 0.9825 (0.6); 0.9436 (0.8); 0.9310 (0.9); 0.9243 (2.3); 0.9196 (3.2); 0.9116 (4.4); 0.9071 (5.1); 0.9020 (4.2); 0.8947 (2.3); 0.8891 (2.8); 0.8763 (0.8); 0.8657 (0.6); 0.0081 (0.6); −0.0002 (21.3); −0.0085 (0.6) I-109 [00205] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6757 (3.8); 9.6582 (3.8); 9.2477 (13.2); 9.2448 (13.6); 8.5362 (5.6); 8.5317 (9.2); 8.5277 (6.7); 8.4729 (8.8); 8.4550 (4.5); 8.4218 (7.1); 8.3746 (0.6); 8.3163 (13.3); 8.3134 (13.3); 8.1170 (4.3); 6.2697 (0.6); 6.2527 (3.1); 6.2354 (4.9); 6.2179 (3.0); 6.2000 (0.6); 3.3400 (585.8); 2.8905 (0.4); 2.7304 (0.4); 2.7121 (0.6); 2.6764 (4.5); 2.6718 (6.2); 2.6673 (4.6); 2.6628 (2.2); 2.6075 (0.4); 2.5424 (144.2); 2.5253 (21.2); 2.5206 (32.3); 2.5119 (366.4); 2.5074 (740.1); 2.5029 (973.1); 2.4983 (713.5); 2.4938 (346.0); 2.4505 (0.9); 2.3683 (0.5); 2.3387 (2.0); 2.3342 (4.3); 2.3297 (6.0); 2.3251 (4.4); 2.3208 (2.0); 2.1354 (0.8); 2.1233 (1.9); 2.1144 (1.9); 2.1116 (1.6); 2.1025 (3.8); 2.0902 544.0 (2.2); 2.0818 (2.1); 2.0776 (5.6); 2.0696 (1.0); 1.6411 (16.0); 1.6237 (15.9); 1.2347 (0.6); 1.0637 (0.4); 1.0520 (0.6); 1.0347 (5.4); 1.0302 (6.6); 1.0141 (5.8); 1.0092 (6.4); 0.9940 (1.0); 0.9837 (0.6); 0.9416 (0.9); 0.9319 (0.9); 0.9189 (3.1); 0.9120 (2.6); 0.9058 (5.0); 0.9006 (4.0); 0.8967 (3.5); 0.8891 (2.6); 0.8845 (2.8); 0.8706 (0.9); 0.8618 (0.6); 0.0079 (0.7); −0.0003 (23.2); −0.0084 (0.7) I-110 [00206] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3151 (9.3); 9.3122 (9.8); 9.3036 (3.4); 9.2862 (3.4); 9.1690 (0.8); 9.1578 (2.3); 9.1456 (2.3); 9.1342 (0.8); 8.3726 (8.8); 8.3698 (9.1); 8.3157 (14.4); 7.9053 (2.0); 7.9021 (3.5); 7.8991 (2.4); 7.8864 (2.3); 7.8831 (3.9); 7.8801 (2.6); 7.7936 (4.4); 7.6296 (2.5); 7.6094 (5.6); 7.5901 (4.4); 7.5670 (2.9); 7.5646 (3.2); 7.5619 (2.9); 7.5466 (1.3); 7.5439 (1.4); 7.5414 (1.3); 6.2765 (0.5); 6.2595 (2.3); 6.2421 (3.6); 6.2247 (2.3); 6.2074 (0.5); 3.3339 (174.3); 2.8717 (16.0); 2.8596 (16.0); 2.6809 (0.5); 2.6766 (1.0); 2.6721 (1.3); 2.6676 (1.0); 2.5256 (4.1); 436.3 2.5209 (5.7); 2.5120 (70.1); 2.5076 (147.9); 2.5031 (198.8); 2.4986 (143.7); 2.4942 (68.7); 2.3389 (0.4); 2.3344 (0.9); 2.3299 (1.3); 2.3254 (0.9); 1.6584 (13.3); 1.6410 (13.2); −0.0002 (1.2) I-111 [00207] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3113 (2.1); 9.2940 (2.1); 9.2431 (4.9); 9.2406 (6.3); 8.2888 (8.2); 8.0108 (3.1); 8.0078 (7.2); 8.0048 (4.9); 7.9076 (2.2); 7.8886 (2.6); 7.8129 (3.2); 7.6743 (0.3); 7.6345 (1.5); 7.6143 (3.5); 7.5951 (2.6); 7.5699 (2.3); 7.5673 (2.3); 7.5493 (1.1); 7.5467 (1.1); 6.2558 (0.4); 6.2386 (1.7); 6.2213 (2.7); 6.2039 (1.7); 6.1864 (0.4); 4.7516 (0.7); 4.7346 (0.9); 4.7177 (0.7); 3.8111 (0.4); 3.7947 (1.0); 3.7783 (1.4); 3.7619 (1.0); 3.7454 (0.4); 3.6554 (0.9); 3.3394 (39.9); 2.8907 (16.0); 2.7477 (11.3); 2.5280 (0.8); 2.5233 (1.2); 2.5145 (15.2); 2.5101 (32.1); 478.3 2.5055 (43.2); 2.5010 (31.2); 2.4965 (14.9); 2.0788 (3.5); 1.6701 (7.7); 1.6527 (7.6); 1.5650 (1.0); 1.5471 (1.0); 1.4259 (0.4); 1.4075 (0.4); 1.1933 (8.4); 1.1763 (8.4); 1.1475 (8.2); 1.1440 (8.5); 1.1311 (8.2); 1.1276 (8.2); −0.0002 (0.4) I-112 [00208] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4246 (2.7); 9.4072 (2.8); 9.3153 (10.0); 9.3214 (10.0); 8.4748 (2.8); 8.3827 (9.8); 8.3797 (9.7); 8.3225 (14.1); 8.1331 (2.7); 8.1005 (4.2); 8.0967 (7.1); 8.0928 (4.3); 7.7555 (4.6); 7.7533 (4.2); 7.7467 (4.0); 7.7423 (4.6); 6.9796 (0.5); 6.9721 (1.1); 6.9644 (0.5); 6.8501 (1.1); 6.8428 (2.4); 6.8350 (1.2); 6.7206 (0.5); 6.7135 (1.2); 6.7058 (0.6); 6.2760 (0.4); 6.2586 (1.9); 6.2412 (3.0); 6.2238 (1.9); 6.2067 (0.4); 3.3362 (60.2); 2.6788 (0.4); 2.6743 (0.6); 2.6698 (0.4); 2.5279 (1.7); 2.5232 (2.7); 2.5145 (34.1); 2.5100 (70.8); 2.5054 (92.9); 2.5007 (65.1); 2.4962 (30.1); 2.3368 (0.4); 2.3322 (0.6); 2.3276 (0.4); 2.0786 (16.0); 1.6551 (10.9); 1.6377 (10.9); −0.0002 (0.4) 534.1 I-113 [00209] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4245 (2.1); 9.4071 (2.1); 9.3162 (7.2); 9.3132 (7.2); 8.4750 (2.1); 8.3912 (0.4); 8.3841 (6.4); 8.3812 (6.5); 8.3235 (10.5); 8.1348 (2.0); 7.9668 (3.0); 7.9626 (4.5); 7.9587 (3.0); 7.7295 (3.0); 7.6417 (2.2); 7.6368 (3.6); 7.6316 (1.9); 6.9854 (0.4); 6.9870 (0.8); 6.9703 (0.4); 6.8560 (0.8); 6.8487 (1.9); 6.8409 (0.9); 6.7266 (4); 6.7194 (0.9); 6.7117 (0.4); 6.2610 (1.4); 6.2437 (2.2); 6.2263 (1.4); 3.3390 (41.1); 2.5290 (1.0); 2.5243 (1.6); 2.5156 (19.0); 2.5112 (38.8); 2.5066 (50.6); 2.5020 (35.4); 2.4974 (16.3); 2.0797 (16.0); 1.6582 (7.9); 1.6408 (7.9); 1.6280 (0.5) 488.2 I-114 [00210] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4501 (3.0); 9.4328 (3.2); 9.3160 (11.0); 9.3131 (11.4); 8.4720 (3.3); 8.3818 (10.5); 8.3789 (10.9); 8.3234 (16.0); 8.1310 (3.2); 7.9962 (0.4); 7.9803 (4.5); 7.9761 (6.8); 7.9722 (4.7); 7.7505 (0.4); 7.7352 (4.5); 7.6645 (3.1); 7.6596 (5.2); 7.6548 (2.8); 6.2806 (0.4); 6.2637 (2.1); 6.2464 (3.4); 6.2290 (2.2); 6.2116 (0.4); 3.3316 (93.7); 2.6815 (0.4); 2.6769 (1.0); 2.6723 (1.4); 2.6678 (1.0); 2.6632 (0.4); 2.5260 (4.3); 2.5213 (6.2); 2.5125 (81.2); 2.5080 (169.2); 2.5034 (222.6); 2.4988 (156.2); 2.4942 (72.1); 2.3393 (0.4); 2.3348 (1.0); 2.3302 (1.3); 2.3257 (1.0); 2.3211 (0.4); 2.0771 (3.9); 1.6585 (12.2); 1.6411 (12.2); −0.0002 (0.4 614.1 I-115 [00211] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4997 (1.9); 9.4825 (2.0); 9.2411 (5.2); 9.2383 (6.9); 9.2359 (3.6); 8.3013 (8.1); 8.0098 (6.6); 8.0086 (5.4); 8.0069 (5.9); 7.9173 (6.4); 7.7718 (2.6); 6.2653 (0.3); 6.2481 (1.6); 6.2308 (2.5); 6.2135 (1.6); 4.7487 (0.6); 4.7318 (0.9); 4.7147 (0.6); 3.8154 (0.3); 3.7992 (0.9); 3.7827 (1.3); 3.7663 (1.0); 3.7499 (0.3); 3.3324 (115.7); 2.8894 (16.0); 2.7479 (11.2); 2.6813 (0.3); 2.6767 (0.8); 2.6722 (1.0); 2.6676 (0.7); 2.6630 (0.3); 2.5258 (3.3); 2.5211 (5.0); 2.5123 (63.4); 2.5079 (131.1); 2.5033 (171.7); 2.4986 (120.4); 2.4941 (55.6); 2.3393 (0.4); 2.3347 (0.8); 2.3301 (1.0); 2.3255 (0.7); 2.3210 (0.3); 2.0768 (10.7); 1.6778 (6.7); 1.6604 (6.7); 1.1919 (7.6); 1.749 (7.6); 1.1482 (7.4); 1.438 (7.5); 1.318 (7.4); 1.274 (7.2); −0.0002 (0.6) 562.3 I-116 [00212] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4881 (3.2); 9.4708 (3.2); 9.3119 (10.0); 9.3090 (9.8); 9.1677 (0.8); 9.1564 (2.3); 9.1442 (2.3); 9.1329 (0.8); 8.3738 (9.9); 8.3710 (9.8); 8.3299 (14.7); 8.3193 (0.5); 7.9029 (9.0); 7.8982 (9.3); 7.7630 (4.1); 6.2870 (0.4); 6.2699 (2.2); 6.2526 (3.4); 6.2353 (2.2); 6.2177 (0.4); 3.3334 (182.0); 2.8718 (16.0); 2.8597 (15.9); 2.6773 (1.1); 2.6727 (1.4); 2.6682 (1.0); 2.6641 (0.5); 2.5262 (4.9); 2.5214 (7.9); 2.5127 (89.6); 2.5083 (179.3); 2.5038 (231.9); 2.4992 (164.3); 2.4947 (77.3); 2.3397 (0.5); 2.3350 (1.0); 2.3306 (1.4); 2.3261 (1.0); 1.6687 (12.6); 1.6514 (12.5); −0.0001 (1.0) 520.3 I-117 [00213] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4737 (1.4); 9.4560 (1.4); 9.2660 (4.9); 9.2630 (4.8); 8.4490 (1.4); 8.3393 (4.6); 8.3364 (4.5); 8.1092 (1.3); 7.9241 (3.8); 7.9191 (3.9); 7.7642 (1.7); 6.2651 (1.0); 6.2476 (1.6); 6.2301 (1.0); 3.3327 (77.4); 2.6771 (0.5); 2.6725 (0.7); 2.6679 (0.5); 2.5260 (2.4); 2.5213 (3.7); 2.5126 (43.9); 2.5081 (89.2); 2.5035 (115.4); 2.4989 (80.3); 2.4943 (36.6); 2.3742 (16.0); 2.3348 (0.5); 2.3303 (0.7); 2.3257 (0.5); 1.6479 (5.3); 1.6305 (5.3); −0.0002 (0.5) 520.3 I-118 [00214] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6729 (3.2); 9.6556 (3.3); 9.3169 (10.0); 9.3141 (10.3); 9.2764 (0.4); 9.2544 (0.4); 9.0075 (0.4); 8.8942 (0.3); 8.8886 (0.3); 8.5173 (0.3); 8.5021 (0.4); 8.4956 (0.4); 8.4860 (0.7); 8.4669 (7.4); 8.4627 (8.6); 8.4584 (5.7); 8.4058 (0.3); 8.3863 (10.0); 8.3834 (11.0); 8.3772 (7.8); 8.3735 (4.4); 8.3426 (0.4); 8.3344 (16.0); 8.3183 (0.5); 8.1921 (4.2); 8.1877 (7.2); 8.1833 (4.0); 8.1315 (3.3); 7.9055 (0.7); 7.8840 (0.6); 7.5474 (2.7); 7.4174 (6.2); 7.2875 (3.2); 6.3133 (0.5); 6.2963 (2.3); 6.2791 (3.6); 6.2617 (2.2); 6.2441 (0.5); 4.0041 (1.2); 3.9875 (0.6); 3.9663 (2.5); 3.9575 (1.6); 3.9522 (0.9); 3.9468 (2.2); 3.3311 (83.2); 2.6769 (0.8); 2.6725 (1.2); 2.6679 (0.9); 2.5259 (3.0); 2.5211 (4.4); 2.5124 (66.5); 2.5080 (140.0); 2.5035 (187.0); 2.4989 (132.7); 2.4944 (61.8); 2.3391 (0.3); 2.3348 486.1 (0.8); 2.3303 (1.1); 2.3257 (0.8); 2.3212 (0.3); 2.0765 (11.2); 2.0428 (0.4); 1.9099 (0.7); 1.6750 (13.1); 1.6577 (13.0); 1.6365 (0.4); 1.5438 (0.8); 1.5275 (1.5); 1.5109 (1.0); 1.3263 (0.5); 1.3063 (0.4); 1.2987 (1.2); 1.2847 (0.4); 1.2590 (1.4); 1.2336 (1.8); 0.8536 (0.3); 0.1457 (1.4); 0.0079 (9.8); −0.0001 (304.2); −0.0086 (9.6); −0.0179 (0.5); −0.1498 (1.3) I-119 [00215] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6828 (4.4); 9.6656 (2.5); 9.3883 (8.9); 9.3852 (9.0); 8.6180 (8.6); 8.6149 (8.8); 8.6100 (0.5); 8.4724 (3.6); 8.4679 (5.5); 8.4637 (4.1); 8.3743 (16.0); 8.3694 (3.7); 8.1992 (3.2); 8.1947 (5.5); 8.1903 (3.1); 8.1147 (0.4); 8.1112 (0.4); 8.0793 (0.5); 7.9343 (0.4); 7.5521 (2.2); 7.4222 (5.3); 7.2924 (2.7); 6.2485 (0.3); 6.2315 (1.7); 6.2143 (2.7); 6.1970 (1.7); 6.1796 (0.4); 5.7595 (14.0); 4.0126 (1.7); 3.9817 (1.2); 3.3316 (20.5); 3.0057 (1.0); 2.8940 (1.1); 2.6728 (0.4); 2.5264 (1.0); 2.5216 (1.5); 2.5130 (26.6); 2.5085 (56.4); 2.5039 (75.5); 2.4993 (53.2); 2.4947 (24.6); 2.3353 (0.3); 2.3308 (0.4); 2.3261 (0.3); 2.0772 (0.9); 1.9103 (0.5); 468.1 1.7466 (0.7); 1.7290 (0.7); 1.6618 (10.1); 1.6444 (10.1); 1.2993 (0.4); 1.2592 (0.6); 1.2335 (3.3); 0.8532 (0.4); 0.1458 (0.6); 0.0080 (4.7); −0.0002 (141.8); −0.0086 (4.6); −0.0156 (0.4); −0.1496 (0.6) I-120 [00216] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4026 (3.8); 9.3852 (3.9); 9.3137 (10.0); 9.3112 (9.9); 8.4719 (4.4); 8.3823 (10.2); 8.3800 (9.9); 8.3264 (14.8); 8.1344 (4.3); 7.8215 (8.0); 7.7420 (5.9); 7.4842 (6.0); 6.2898 (0.6); 6.2723 (2.5); 6.2550 (3.9); 6.2377 (2.5); 6.2205 (0.6); 5.7602 (7.6); 3.3492 (26.5); 2.6746 (0.5); 2.6705 (0.4); 2.5101 (64.7); 2.5058 (81.7); 2.5015 (60.6); 2.3325 (0.5); 1.8550 (3.0); 1.8422 (8.3); 1.8349 (8.9); 1.8235 (3.9); 1.7837 (0.5); 1.7000 (0.7); 1.6744 (14.4); 1.6570 (16.0); 1.6493 (10.4); 1.6420 (8.6); 1.6287 (3.2); 1.2318 (0.6); 0.1458 (0.5); −0.0002 (96.3); −0.1494 (0.5) 487.2 I-121 [00217] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4842 (3.2); 9.4669 (3.4); 9.3136 (11.0); 9.3106 (10.8); 8.4694 (3.4); 8.3863 (5.4); 8.3814 (15.2); 8.3785 (13.7); 8.3289 (16.0); 8.3186 (0.6); 8.2408 (4.5); 8.1323 (3.3); 8.1049 (4.3); 8.1025 (4.8); 8.1000 (4.1); 6.2955 (0.5); 6.2782 (2.3); 6.2609 (3.6); 6.2436 (2.3); 6.2264 (0.5); 3.9121 (0.3); 3.3308 (167.6); 2.6809 (0.6); 2.6765 (1.2); 2.6719 (1.7); 2.6674 (1.2); 2.6628 (0.6); 2.5254 (4.8); 2.5206 (7.8); 2.5120 (102.4); 2.5075 (208.9); 2.5030 (273.1); 2.4984 (191.1); 2.4939 (87.3); 2.3390 (0.5); 2.3343 (1.2); 2.3298 (1.6); 2.3252 (1.2); 1.6681 (13.2); 1.6508 (13.1); 0.1458 (1.8); 0.0252 (0.4); 0.0079 (16.3); −0.0002 (442.0); −0.0086 (14.3); −0.0174 (0.6); −0.0218 (0.5); −0.1496 (1.8) 447.1 I-122 [00218] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4179 (2.9); 9.4005 (3.0); 9.3129 (9.1); 9.3100 (9.3); 9.1681 (0.7); 9.1564 (2.1); 9.1442 (2.2); 9.1324 (0.7); 8.3735 (8.5); 8.3707 (8.5); 8.3223 (14.1); 8.0931 (4.0); 8.0892 (7.2); 8.0854 (4.3); 7.7433 (7.6); 7.7386 (5.4); 6.9763 (0.6); 6.9688 (1.2); 6.9612 (0.6); 6.8468 (1.2); 6.8395 (2.6); 6.8317 (1.3); 6.7172 (0.6); 6.7102 (1.3); 6.7025 (0.6); 6.2723 (0.4); 6.2552 (2.0); 6.2379 (3.1); 6.2205 (2.0); 6.2033 (0.4); 3.3321 (71.2); 2.8728 (14.7); 2.8607 (14.7); 2.6774 (0.5); 2.6728 (0.7); 2.6682 (0.5); 2.5263 (1.6); 2.5216 (2.4); 2.5128 (38.0); 2.5084 (81.7); 2.5038 (110.4); 2.4992 (78.2); 2.4947 (36.1); 2.3352 (0.5); 2.3306 (0.7); 2.3262 (0.5); 2.0770 548.1 (16.0); 1.6530 (11.5); 1.6356 (11.5); 0.1458 (0.8); 0.0079 (5.7); −0.0002 (185.4); −0.0086 (5.7); −0.1497 (0.8) I-123 [00219] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4265 (2.0); 9.4093 (2.1); 9.2420 (4.7); 9.2389 (6.3); 9.2357 (2.9); 8.2949 (8.1); 8.1341 (0.4); 8.1128 (2.4); 8.1091 (4.8); 8.1053 (4.2); 8.0095 (3.3); 8.0060 (5.8); 8.0022 (4.4); 7.7651 (3.6); 7.7628 (3.7); 7.7448 (4.1); 6.9825 (0.5); 6.9753 (0.9); 6.9680 (0.5); 6.8532 (1.1); 6.8459 (2.0); 6.8384 (1.0); 6.7236 (0.5); 6.7168 (1.0); 6.7091 (0.5); 6.2512 (0.4); 6.2338 (1.7); 6.2166 (2.7); 6.1992 (1.7); 6.1819 (0.4); 4.7518 (0.7); 4.7347 (0.9); 4.7178 (0.7); 3.8126 (0.4); 3.7962 (1.0); 3.7798 (1.4); 3.7633 (1.0); 3.7469 (0.4); 3.6561 (2.2); 3.3342 (36.9); 2.8902 (16.0); 2.7514 (11.3); 2.6739 (0.4); 2.5272 (1.1); 590.1 2.5138 (24.3); 2.5095 (48.3); 2.5050 (62.2); 2.5005 (44.2); 2.4963 (21.0); 2.3317 (0.4); 2.0778 (8.2); 1.6643 (7.6); 1.6470 (7.6); 1.4216 (0.8); 1.4032 (0.8); 1.1938 (9.0); 1.1768 (8.9); 1.1489 (8.4); 1.1446 (8.4); 1.1325 (8.4); 1.1283 (8.0); 0.1462 (0.4); 0.0078 (4.1); −0.0002 (98.2); −0.0085 (3.9); −0.1494 (0.4) I-124 [00220] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4188 (2.7); 9.4014 (2.8); 9.3148 (9.7); 9.3119 (9.8); 8.5699 (0.4); 8.5668 (0.4); 8.4721 (2.8); 8.3790 (10.0); 8.3761 (9.8); 8.3600 (3.4); 8.3557 (6.3); 8.3519 (4.9); 8.3304 (4.9); 8.3236 (16.0); 8.2861 (5.0); 8.2824 (8.2); 8.2788 (3.9); 8.1311 (2.7); 6.2784 (0.4); 6.2608 (2.0); 6.2434 (3.1); 6.2262 (2.0); 6.2086 (0.4); 3.3324 (257.4); 2.6808 (0.7); 2.6763 (1.6); 2.6718 (2.1); 2.6672 (1.5); 2.6626 (0.7); 2.5253 (6.5); 2.5206 (9.5); 2.5119 (124.8); 2.5074 (259.8); 2.5028 (343.0); 2.4982 (239.0); 2.4936 (108.4); 2.3388 (0.6); 2.3342 (1.4); 2.3297 (2.0); 2.3250 (1.4); 2.3206 (0.6); 2.0760 (6.8); 1.9895 (0.4); 443.0 1.9455 (0.5); 1.9086 (1.6); 1.6537 (11.6); 1.6363 (11.5); 1.3550 (0.4); 0.1458 (1.4); 0.0199 (0.4); 0.0191 (0.4); 0.0155 (0.6); 0.0080 (11.6); −0.0002 (375.1); −0.0085 (11.5); −0.1496 (1.4) I-125 [00221] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4226 (3.1); 9.4052 (3.2); 9.3181 (10.5); 9.3152 (10.5); 8.4742 (3.2); 8.3836 (10.9); 8.3807 (10.7); 8.3266 (1.6); 8.2634 (3.8); 8.2598 (9.3); 8.2562 (6.8); 8.2510 (5.4); 8.2462 (7.1); 8.2425 (3.9); 8.1999 (5.8); 8.1956 (6.9); 8.1910 (4.3); 8.1362 (3.1); 6.2837 (0.5); 6.2665 (2.2); 6.2493 (3.5); 6.2318 (2.2); 6.2144 (0.4); 3.3394 (19.0); 2.6763 (0.3); 2.5299 (1.0); 2.5251 (1.5); 2.5165 (19.7); 2.5120 (40.8); 2.5074 (53.6); 2.5028 (37.5); 2.4983 (17.2); 2.0801 (0.7); 1.6606 (13.0); 1.6432 (12.8); 0.0080 (1.9); −0.0002 (56.9); −0.0086 (1.8) 397.1 I-126 [00222] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4722 (2.4); 9.4548 (2.5); 9.3169 (8.3); 9.3140 (8.4); 8.6500 (3.3); 8.6463 (6.8); 8.6425 (4.0); 8.5725 (16.0); 8.5687 (14.5); 8.4694 (2.4); 8.3817 (8.3); 8.3788 (8.3); 8.3309 (12.6); 8.3178 (0.4); 8.1317 (2.4); 6.2989 (0.4); 6.2820 (1.7); 6.2647 (2.7); 6.2473 (1.7); 6.2299 (0.4); 3.3324 (179.9); 2.6811 (0.4); 2.6766 (0.9); 2.6719 (1.2); 2.6674 (0.8); 2.6628 (0.4); 2.5255 (3.3); 2.5208 (5.0); 2.5121 (71.4); 2.5076 (149.2); 2.5030 (196.9); 2.4984 (137.4); 2.4938 (62.6); 2.3389 (0.4); 2.3344 (0.8); 2.3298 (1.2); 2.3252 (0.8); 2.3209 (0.4); 1.6660 (10.0); 1.6486 (10.0); 0.1458 (0.8); 0.0079 (6.3); −0.0002 (199.5); −0.0086 (5.9); −0.1497 (0.8) 388.2 I-127 [00223] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4011 (1.5); 9.3834 (1.5); 9.2727 (4.6); 9.2698 (4.5); 8.4510 (1.5); 8.3607 (1.3); 8.3563 (3.6); 8.3524 (4.2); 8.3469 (3.8); 8.3422 (1.5); 6.3378 (4.7); 8.3349 (4.5); 8.3182 (1.2); 8.3036 (2.6); 8.3000 (3.9); 8.2963 (2.1); 8.1068 (1.5); 8.2566 (1.0); 6.2393 (1.7); 6.2218 (1.0); 5.7585 (4.4); 3.3314 (177.9); 3.3077 (0.6); 2.6761 (1.2); 2.6716 (1.6); 2.6669 (1.1); 2.6625 (0.5); 2.5251 (4.6); 2.5203 (7.3); 2.5116 (99.6); 2.5072 (202.6); 2.5026 (264.0); 2.4981 (185.3); 2.9436 (86.1); 2.3723 (16.0); 2.3385 (0.6); 2.3340 (1.2); 2.3294 (1.6); 2.3249 (1.1); 2.3204 (0.5); 1.6322 (5.6); 1.6149 (5.6); 0.1460 (1.0); 457.0 0.0080 (8.6); −0.0001 (255.3); −0.0085 (8.5); −0.0152 (0.8); −0.0219 (0.4); −0.0226 (0.4); −0.1495 (1.1) I-128 [00224] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4565 (1.4); 9.4388 (1.4); 9.3182 (0.4); 9.3152 (0.4); 9.2761 (4.7); 9.2732 (4.8); 8.6506 (2.0); 8.6469 (4.1); 8.6431 (2.5); 8.5883 (9.0); 8.5845 (8.1); 8.5737 (0.7); 8.5699 (0.7); 8.4493 (1.4); 8.3825 (0.4); 8.3797 (0.4); 8.3408 (4.8); 8.3379 (4.7); 8.3320 (0.6); 8.1095 (1.3); 6.2777 (1.0); 6.2602 (1.6); 6.2428 (1.0); 3.3338 (29.2); 2.5271 (0.8); 2.5224 (1.1); 2.5136 (16.4); 2.5091 (34.7); 2.5045 (46.2); 2.4999 (32.5); 2.4953 (15.0); 2.3761 (16.0); 1.6672 (0.5); 1.6452 (5.4); 1.6279 (5.3); 0.0080 (1.5); −0.0002 (48.0); −0.0086 (1.4) 402.2 I-129 [00225] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6691 (1.0); 9.6520 (1.0); 9.2604 (3.8); 9.2573 (3.7); 8.5159 (3.5); 8.3375 (1.6); 8.3091 (5.3); 8.0379 (4.1); 8.0348 (3.9); 6.2991 (0.8); 6.2817 (1.2); 6.2643 (0.7); 3.3334 (64.6); 3.0422 (13.3); 2.9509 (16.0); 2.6767 (0.6); 2.6721 (0.8); 2.6676 (0.5); 2.5257 (2.3); 2.5210 (3.6); 2.5122 (46.9); 2.5077 (96.6); 2.5032 (126.2); 2.4985 (87.3); 2.4939 (39.3); 2.3345 (0.6); 2.3300 (0.8); 2.3254 (0.5); 1.6926 (4.4); 1.6752 (4.4); 0.1459 (0.7); 0.0132 (0.5); 0.0080 (6.2); −0.0002 (179.6); −0.0086 (5.3); −0.1496 (0.7) 502.3 I-130 [00226] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6533 (1.1); 9.6358 (1.2); 9.2206 (4.0); 9.2176 (4.0); 8.5374 (4.0); 8.3388 (1.8); 7.9673 (4.2); 7.9642 (4.1); 6.2971 (0.9); 6.2797 (1.4); 6.2622 (0.9); 3.3337 (31.7); 3.0353 (13.6); 2.9476 (16.0); 2.6729 (0.4); 2.5265 (1.4); 2.5218 (2.2); 2.5131 (24.4); 2.5086 (49.4); 2.5040 (64.1); 2.4994 (45.4); 2.4948 (21.1); 2.3529 (13.9); 2.3354 (0.4); 2.3309 (0.4); 2.3263 (0.3); 2.0775 (0.9); 1.6718 (4.7); 1.6544 (4.7); −0.0002 (0.7) 516.2 I-131 [00227] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4038 (1.4); 9.3862 (1.4); 9.2731 (4.4); 9.2702 (4.3); 8.4530 (1.4); 8.3382 (4.5); 8.3353 (4.3); 8.3247 (0.4); 8.2777 (1.9); 8.2741 (3.8); 8.2705 (2.4); 8.2530 (2.1); 8.2480 (2.7); 8.2445 (1.7); 8.2170 (2.5); 8.2130 (2.8); 8.2081 (1.6); 8.1106 (1.3); 6.2585 (1.0); 6.2410 (1.6); 6.2235 (1.0); 3.3353 (115.1); 2.6770 (0.6); 2.6723 (0.7); 2.6677 (0.5); 2.5258 (2.8); 2.5210 (4.8); 2.5124 (45.0); 2.5079 (88.8); 2.5033 (114.1); 2.4987 (78.4); 2.4942 (35.0); 2.3728 (16.0); 2.3347 (0.6); 2.3301 (0.8); 2.3256 (0.5); 1.6563 (0.4); 1.6350 (5.5); 1.6176 (5.4); 0.0080 (2.3); −0.0002 (56.7); −0.0086 (1.6) 411.1 I-132 [00228] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5375 (3.8); 9.5201 (3.9); 9.3109 (10.5); 9.3082 (11.3); 8.5173 (6.8); 8.5044 (7.1); 8.4729 (4.2); 8.3809 (10.4); 8.3783 (10.6); 8.3320 (16.0); 8.3193 (0.9); 8.1343 (4.1); 7.7959 (4.9); 7.7929 (5.2); 7.7830 (4.7); 7.7800 (5.1); 7.6216 (9.5); 6.2829 (0.6); 6.2657 (2.7); 6.2484 (4.3); 6.2310 (2.7); 6.2137 (0.6); 3.3345 (124.1); 3.3113 (0.5); 2.6769 (1.0); 2.6725 (1.5); 2.6681 (1.1); 2.5259 (3.7); 2.5213 (5.4); 2.5079 (167.0); 2.5035 (224.3); 2.4991 (164.0); 2.3347 (1.0); 2.3304 (1.4); 2.3258 (1.1); 1.6624 (16.0); 1.6451 (15.9); −0.0002 (11.4); −0.0084 (0.4) 423.1 I-133 [00229] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5144 (3.5); 9.4971 (3.6); 9.3213 (9.9); 9.3185 (10.6); 8.4753 (3.8); 8.3873 (9.5); 8.3846 (10.0); 8.3213 (16.0); 8.2306 (11.8); 8.1351 (3.7); 7.9434 (5.3); 7.3216 (5.4); 7.1829 (12.6); 7.0443 (5.9); 6.3061 (0.5); 6.2890 (2.5); 6.2716 (3.9); 6.2542 (2.5); 6.2367 (0.5); 3.3369 (45.8); 2.6783 (0.4); 2.6737 (0.6); 2.6692 (0.5); 2.5272 (1.6); 2.5226 (2.4); 2.5135 (34.4); 2.5092 (73.0); 2.5047 (98.4); 2.5002 (70.4); 2.4958 (33.1); 2.3360 (0.4); 2.3315 (0.6); 2.3271 (0.5); 1.6726 (14.5); 1.6552 (14.4); −0.0002 (5.4) 438.1 I-134 [00230] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5123 (3.1); 9.4949 (3.2); 9.3218 (9.3); 9.3189 (9.4); 9.1698 (0.8); 9.1584 (2.2); 9.1462 (2.2); 9.1344 (0.8); 8.3790 (9.0); 8.3762 (9.0); 8.3221 (14.5); 8.2276 (10.1); 7.9421 (4.6); 7.3194 (4.8); 7.1807 (11.2); 7.0421 (5.2); 6.3050 (0.4); 6.2879 (2.2); 6.2705 (3.5); 6.2531 (2.2); 6.2354 (0.5); 3.3344 (115.2); 2.8728 (16.0); 2.8608 (15.9); 2.6812 (0.4); 2.6769 (0.8); 2.6723 (1.2); 2.6679 (0.9); 2.6633 (0.4); 2.5259 (3.4); 2.5212 (4.8); 2.5124 (64.0); 2.5079 (135.5); 2.5034 (181.0); 2.4988 (127.6); 2.4944 (58.7); 2.3392 (0.3); 2.3347 (0.8); 2.3303 (1.1); 2.3257 (0.8); 2.0769 (5.8); 1.6702 (12.9); 1.6528 (12.8); −0.0002 (6.4) 452.1 I-135 [00231] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6598 (2.7); 9.6424 (2.8); 9.3236 (7.9); 9.3207 (8.4); 8.4981 (9.9); 8.4732 (2.8); 8.3863 (7.8); 8.3835 (8.0); 8.3354 (16.0); 8.3194 (0.6); 8.1345 (2.8); 6.3340 (0.4); 6.3170 (1.9); 6.2997 (3.0); 6.2824 (1.9); 6.2650 (0.4); 3.3341 (90.4); 2.6775 (0.8); 2.6729 (1.2); 2.6683 (0.9); 2.6637 (0.4); 2.5356 (0.4); 2.5264 (3.1); 2.5217 (4.4); 2.5128 (62.2); 2.5084 (132.6); 2.5039 (178.0); 2.4994 (126.9); 2.4949 (59.2); 2.3398 (0.4); 2.3353 (0.8); 2.3307 (1.1); 2.3262 (0.8); 2.0875 (0.6); 1.6886 (11.1); 1.6712 (11.1); 1.3717 (0.4); 1.3536 (0.4); −0.0002 (3.1) 474.3 I-136 [00232] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6482 (1.5); 9.6305 (1.5); 9.2827 (4.3); 9.2799 (4.4); 8.5238 (5.3); 8.4542 (1.6); 8.3479 (4.3); 8.3452 (4.3); 8.3336 (2.3); 8.1143 (1.5); 7.9561 (0.7); 6.3183 (1.1); 6.3009 (1.7); 6.2834 (1.1); 3.3385 (23.4); 2.8944 (5.6); 2.7347 (4.6); 2.6921 (1.0); 2.5292 (0.7); 2.5245 (1.0); 2.5157 (13.9); 2.5113 (29.2); 2.5068 (38.8); 2.5022 (27.3); 2.4978 (12.6); 2.3780 (16.0); 1.6697 (5.8); 1.6523 (5.8); 1.3970 (1.3); −0.0002 (0.7) 488.4 I-137 [00233] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.2469 (11.9); 9.2443 (11.4); 9.2040 (4.6); 9.1863 (4.8); 8.4500 (4.9); 8.3188 (1.3); 8.3120 (11.5); 8.3097 (11.0); 8.1118 (4.9); 7.5529 (9.5); 7.4878 (4.5); 7.3423 (7.0); 7.3034 (9.5); 7.2004 (5.1); 7.1961 (7.8); 7.1918 (4.7); 7.1190 (4.8); 6.2131 (0.6); 6.1955 (2.9); 6.1782 (4.7); 6.1607 (2.9); 6.1431 (0.6); 3.3312 (302.2); 2.7025 (0.4); 2.6759 (3.6); 2.6715 (5.0); 2.6671 (3.6); 2.5764 (0.5); 2.5723 (0.5); 2.5289 (55.6); 2.5200 (22.1); 2.5069 (588.9); 2.5025 (772.3); 2.4981 (558.2); 2.3517 (0.4); 2.3338 (3.6); 2.3294 (5.0); 2.3250 (3.6); 2.1262 (0.8); 2.1134 (1.8); 2.1046 (2.0); 2.0930 (3.7); 2.0808 (2.3); 2.0723 (2.0); 2.0598 (1.0); 1.6147 (16.0); 1.5973 (15.9); 1.0473 (0.4); 1.0282 (5.4); 1.0224 (7.2); 1.0075 (5.2); 1.0016 (7.2); 0.9837 (0.8); 0.9768 (0.6); 0.9639 (0.3); 0.9513 (0.3); 0.9360 (1.0); 0.9236 (1.2); 0.9116 (3.8); 0.8995 490.1 (3.9); 8.8936 (3.5); 0.8872 (3.6); 0.8752 (3.3); 0.8588 (1.1); 0.8491 (0.7); 0.1462 (1.1); 0.0079 (7.6); −0.0002 (240.4); −0.0082 (8.1); −0.1494 (1.1) I-138 [00234] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.7188 (3.9); 9.7016 (4.0); 9.3158 (9.7); 9.3134 (10.1); 8.6852 (4.7); 8.6813 (8.5); 8.6775 (5.2); 8.5209 (7.5); 8.4925 (7.2); 8.4716 (4.2); 8.3848 (9.7); 8.3826 (9.8); 8.3692 (0.5); 8.3399 (16.0); 8.3291 (0.4); 8.3250 (0.6); 8.3204 (0.6); 8.1572 (0.6); 8.1342 (4.0); 7.9541 (0.4); 6.3197 (0.6); 6.3027 (2.6); 6.2855 (4.0); 6.2681 (2.6); 6.2508 (0.5); 4.3934 (0.5); 3.3626 (0.5); 3.3350 (96.1); 3.3098 (0.5); 3.2957 (0.4); 3.0028 (1.50); 2.8926 (3.4); 2.8867 (1.7); 2.7329 (2.7); 2.6905 (0.4); 2.6778 (0.8); 2.6735 (1.1); 2.6691 (0.8); 2.6434 (0.5); 2.5268 (3.0); 2.5220 (4.4); 2.5132 (60.9); 2.5089 (127.0); 2.5045 (169.6); 2.5001 (122.0); 2.4959 (58.5); 2.3358 (0.8); 2.3312 (1.1); 2.3269 (0.8); 2.0774 (0.9); 1.6792 (14.7); 1.6618 (14.7); 0.0079 (1.7); −0.0002 (55.2); −0.0084 (1.8) 550.0 I-139 [00235] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5119 (1.4); 9.4945 (1.5); 9.2519 (3.3); 9.2496 (3.6); 8.2936 (5.7); 8.2353 (4.6); 8.0332 (3.5); 8.0311 (3.7); 7.9420 (2.1); 7.3222 (2.0); 7.1836 (4.6); 7.0450 (2.2); 6.2664 (0.9); 6.2491 (1.5); 6.2318 (0.9); 5.7585 (1.9); 3.3334 (43.8); 3.0417 (14.1); 2.9473 (16.0); 2.6719 (0.4); 2.5253 (1.2); 2.5202 (1.7); 2.5115 (22.8); 2.5074 (47.2); 2.5030 (63.3); 2.4986 (45.9); 2.4944 (22.3); 2.3297 (0.4); 1.6748 (5.4); 1.6574 (5.4); 1.2343 (1.4); 0.0077 (0.8); −0.0002 (26.7); −0.0085 (0.9) 466.1 I-140 [00236] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6727 (3.5); 9.6554 (3.6); 9.3174 (8.9); 9.3153 (9.1); 8.5680 (6.2); 8.4921 (3.8); 8.4724 (7.6); 8.3912 (9.0); 8.3891 (9.1); 8.3355 (16.0); 8.3103 (3.2); 8.1392 (3.9); 7.8945 (3.7); 7.9647 (6.7); 7.9450 (3.2); 6.3255 (0.5); 6.3084 (2.4); 6.2911 (3.8); 6.2737 (2.4); 6.2563 (0.5); 3.3422 (30.3); 2.6772 (0.4); 2.5307 (1.1); 2.5258 (1.5); 2.1571 (19.4); 2.5128 (40.1); 2.5084 (53.2); 2.5040 (38.3); 2.5000 (18.4); 2.3352 (0.3); 2.0810 (6.1); 1.6873 (13.7); 1.6699 (13.7); −0.0002 (8.1) 470.1 I-141 [00237] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4024 (3.4); 9.3851 (3.5); 9.3116 (10.7); 9.3088 (10.7); 8.4705 (3.7); 8.3809 (10.7); 8.3780 (10.6); 8.3226 (16.0); 8.1334 (3.6); 7.7157 (11.2); 7.7106 (10.1); 7.5590 (4.1); 7.4707 (4.9); 7.3928 (0.4); 7.3761 (8.6); 7.1932 (4.3); 6.2815 (0.5); 6.2644 (2.5); 6.2471 (4.0); 6.2997 (2.5); 6.2125 (0.5); 3.3334 (85.5); 2.9872 (0.8); 2.8845 (0.8); 2.6818 (0.3); 2.6773 (0.7); 2.6728 (0.9); 2.6682 (0.6); 2.5262 (2.6); 2.5215 (4.1); 2.128 (52.3); 2.5084 (108.7); 2.5039 (144.2); 2.4993 (101.0); 2.4948 (45.7); 2.3352 (0.7); 2.3307 (0.9); 2.3261 (0.6); 1.6657 (14.7); 1.6483 (14.6); 0.1459 (0.7); 0.0080 (5.9); −0.0002 (170.5); −0.0086 (4.9); −0.1496 (0.7) 488.0 I-142 [00238] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3876 (5.4); 9.3723 (1.6); 8.6139 (4.1); 8.3611 (5.4); 7.9263 (3.0); 7.7370 (2.3); 7.5558 (2.3); 6.2085 (1.0); 6.1914 (1.6); 6.1741 (1.0); 3.3308 (64.7); 2.6715 (0.8); 2.5026 (121.6); 2.3293 (0.8); 2.0760 (0.9); 1.7099 (13.1); 1.6545 (16.0); 1.6401 (6.2); 0.1458 (0.4); 0.0074 (2.5); −0.0002 (76.5); −0.1497 (0.4) 464.1 I-143 [00239] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4936 (4.2); 9.4759 (4.4); 9.2561 (11.0); 9.2535 (11.8); 8.4496 (4.6); 8.3631 (4.0); 8.3594 (9.6); 8.3547 (9.1); 8.3533 (9.3); 8.3488 (10.8); 8.3177 (11.5); 8.3151 (11.7); 8.2673 (5.7); 8.2632 (9.8); 8.2591 (5.1); 8.1103 (4.5); 6.2610 (0.6); 6.2439 (3.0); 6.2266 (4.8); 6.2091 (3.0); 6.1916 (0.6); 3.3308 (195.2); 2.6764 (1.4); 2.6718 (2.0); 2.6674 (1.5); 2.5622 (0.4); 2.5252 (4.9); 2.5205 (7.4); 2.5117 (108.6); 2.5074 (230.0); 2.5029 (310.4); 2.4984 (223.6); 2.4941 (106.1); 2.3342 (1.4); 2.3297 (2.0); 2.3252 (1.4); 2.1327 (0.8); 2.1202 (1.8); 2.1115 (1.9); 2.0996 (3.8); 2.0875 (2.2); 2.0789 (2.0); 2.0667 (1.0); 1.8918 (0.5); 1.6320 (16.0); 1.6146 (15.9); 1.0608 (0.3); 1.0483 (0.8); 1.0322 (5.2); 1.0281 (7.2); 1.0127 (5.3); 1.0072 536.0 (6.6); 0.9945 (1.2); 0.9824 (0.6); 0.9709 (0.3); 0.9445 (0.8); 0.9320 (1.0); 0.9201 (3.5); 0.9122 (4.7); 0.9077 (5.5); 0.9014 (4.6); 0.8951 (2.3); 0.8899 (2.3); 0.8792 (0.8); 0.8681 (0.6); 0.1460 (1.6); 0.0079 (10.6); −0.0002 (338.3); −0.0084 (11.4); −0.0192 (0.7); −0.0228 (0.6); −0.0278 (0.4); −0.1496 (1.6) I-144 [00240] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.7110 (4.4); 9.6935 (4.6); 9.2475 (10.3); 9.2450 (12.0); 8.4829 (9.4); 8.4416 (5.0); 8.3503 (6.6); 8.3184 (15.7); 8.1222 (7.2); 7.5741 (3.2); 7.4443 (7.2); 7.3145 (3.8); 6.2782 (0.7); 6.2611 (2.9); 6.2437 (4.7); 6.2263 (3.0); 6.2090 (0.6); 3.3298 (288.0); 3.3059 (2.3); 2.6758 (2.8); 2.6715 (4.0); 2.6672 (3.1); 2.5883 (0.4); 2.5512 (0.7); 2.5245 (8.8); 2.5068 (439.7); 2.5025 (599.9); 2.4983 (456.8); 2.3292 (3.7); 2.3250 (3.0); 2.1342 (0.7); 2.1216 (1.8); 2.1135 (2.0); 2.1012 (3.6); 2.0894 (2.2); 2.0805 (1.9); 2.0683 (0.9); 1.6471 (16.0); 1.6297 (16.0); 1.0614 (0.4); 1.0511 (0.6); 1.0288 (7.0); 1.0123 (5.8); 1.0077 (6.7); 0.9920 (1.0); 0.9810 (0.6); 0.9436 (1.0); 0.9308 (1.1); 0.9196 (3.4); 0.9072 (5.3); 0.9024 (4.4); 0.8854 (2.8); 0.8720 (0.9); 0.8613 (0.7); 0.1457 (2.4); 0.0079 (15.9); 576.0 −0.0002 (505.3); −0.0083 (18.2); −0.0347 (0.4) −0.1498 (2.4) I-145 [00241] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.3025 (2.4); 9.2852 (2.4); 9.2446 (6.8); 9.2418 (7.0); 8.4484 (2.6); 8.3182 (1.6); 8.3117 (7.1); 8.3088 (7.2); 8.1098 (2.5); 8.0416 (2.0); 8.0374 (4.7); 8.0333 (5.4); 8.0247 (16.0); 8.0206 (8.7); 6.2097 (0.4); 6.1927 (1.7); 6.1753 (2.8); 6.1578 (1.8); 6.1403 (0.4); 3.3300 (127.6); 3.3070 (0.6); 2.6762 (1.2); 2.6716 (1.7); 2.6671 (1.2); 2.6628 (0.6); 2.5593 (0.4); 2.5539 (0.4); 2.5495 (0.4); 2.5250 (6.0); 2.5200 (9.8); 2.5116 (98.3); 2.5072 (199.8); 2.5027 (263.8); 2.4982 (188.0); 2.4937 (87.9); 2.4703 (0.7); 2.3381 (0.6); 2.3341 (1.2); 2.3295 (1.7); 2.3250 (1.2); 2.3206 (0.6); 2.1283 (0.5); 2.1161 (1.1); 2.1074 (1.2); 2.0954 (2.2); 2.0832 (1.3); 2.0748 (1.3); 2.0623 (0.6); 1.6050 (9.6); 1.5876 536.0 (9.5); 1.0483 (0.4); 1.0311 (3.3); 1.0257 (4.0); 1.0103 (3.5); 1.0048 (3.9); 0.9895 (0.5); 0.9801 (0.3); 0.9379 (0.6); 0.9259 (0.6); 0.9146 (2.5); 0.9086 (1.5); 0.9022 (2.9); 0.8959 (2.1); 0.8921 (2.2); 0.8800 (1.9); 0.8655 (0.5); 0.8562 (0.4); 0.1458 (1.4); 0.0239 (0.5); 0.0079 (14.0); −0.0002 (338.2); −0.0085 (11.3); −0.0331 (0.4); −0.1496 (1.4) I-146 [00242] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.2396 (11.4); 9.1972 (4.2); 9.1796 (4.3); 8.4484 (4.8); 8.3111 (11.5); 8.1119 (4.8); 7.5020 (14.9); 7.4988 (14.7); 7.2804 (6.4); 6.2090 (0.6); 6.1916 (2.9); 6.1742 (4.6); 6.1568 (2.9); 6.1392 (0.6); 3.3317 (70.6); 2.8915 (2.2); 2.7319 (2.0); 2.6763 (0.9); 2.6723 (1.2); 2.6682 (0.8); 2.5074 (141.0); 2.5033 (175.6); 2.4991 (124.0); 2.3341 (0.9); 2.3303 (1.1); 2.1268 (0.8); 2.1146 (1.8); 2.1059 (2.0); 2.0939 (3.6); 2.0819 (2.2); 2.0729 (2.5); 2.0597 (2.4); 2.0505 (2.0); 2.0382 (3.6); 2.0258 (2.1); 2.0174 (1.9); 2.0046 (1.0); 1.6186 (16.0); 1.6013 (15.8); 1.2313 (0.4); 1.2044 (0.4); 1.1873 (0.4); 1.0475 (2.4); 1.0364 (7.1); 1.0305 (10.8); 1.0221 (9.6); 1.0156 (7.4); 1.0098 (10.1); 1.0015 (8.8); 0.9823 (1.0); 0.9766 (0.7); 0.9635 (0.5); 0.9513 (0.4); 0.9368 (1.1); 0.9246 (1.3); 0.9123 (3.6); 502.1 0.9003 (3.7); 0.8941 (2.7); 0.8861 (3.4); 0.8794 (2.4); 0.8743 (3.1); 0.8573 (1.2); 0.8483 (0.8); 0.7947 (2.5); 0.7840 (6.9); 0.7794 (6.6); 0.7722 (6.4); 0.7673 (6.7); 0.7558 (1.9); 0.1456 (0.6); 0.0068 (6.3); −0.0002 (112.3); −0.0007 (110.6); −0.0084 (4.1); −0.1500 (0.6) I-147 [00243] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4665 (4.4); 9.4490 (4.6); 9.2485 (10.7); 8.7078 (0.6); 8.6974 (0.7); 8.4638 (4.7); 8.4437 (6.5); 8.3178 (11.8); 8.2770 (3.3); 8.2582 (3.6); 8.2199 (16.0); 8.1094 (5.6); 7.9380 (7.5); 7.5072 (0.6); 7.4961 (0.6); 7.4860 (0.7); 7.4752 (0.6); 7.4129 (0.4); 7.3950 (0.4); 7.3683 (0.4); 7.3192 (6.0); 7.2968 (3.0); 7.2875 (3.3); 7.2769 (3.3); 7.2664 (3.1); 7.1195 (0.7); 7.1806 (12.4); 7.1276 (0.5); 7.0848 (0.4); 7.0705 (0.4); 7.0419 (6.1); 6.2559 (0.6); 6.2402 (2.6); 6.2231 (4.2); 6.2054 (2.8); 6.1872 (0.7); 3.5763 (0.4); 3.5193 (0.8); 3.3311 (59.6); 3.1977 (0.5); 3.1679 (0.4); 3.1323 (0.4); 3.0937 (0.4); 3.0670 (0.4); 3.0523 (0.6); 3.0302 (0.7); 3.0251 (0.7); 2.9595 (0.5); 2.9364 (0.6); 2.9214 (0.4); 2.8907 (10.1); 478.1 2.8383 (1.4); 2.7506 (1.1); 2.7310 (6.9); 2.6717 (4.3); 2.5028 (677.1); 2.4053 (0.8); 2.3296 (4.4); 2.1265 (0.8); 2.1147 (1.7); 2.1063 (2.2); 2.0942 (3.4); 2.0822 (2.4); 2.0740 (2.1); 2.0608 (1.0); 1.6344 (14.5); 1.6171 (15.0); 1.3498 (0.3); 1.2972 (0.7); 1.2585 (1.2); 1.2099 (15.8); 1.1941 (13.0); 1.1510 (0.8); 1.1354 (0.4); 1.0206 (7.4); 0.9996 (7.6); 0.9812 (1.0); 0.9239 (1.4); 0.9127 (3.8); 0.9006 (4.5); 0.8948 (4.4); 0.8883 (4.1); 0.8761 (3.6); 0.8598 (1.5); 0.1459 (1.8); 0.0243 (0.4); 0.0076 (17.8); −0.0002 (409.2); −0.0067 (130.3); −0.0617 (0.5); −0.0731 (0.4); −0.0812 (0.4); −0.1498 (2.1) I-148 [00244] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5711 (1.7); 9.5538 (1.8); 9.3102 (4.4); 9.3074 (4.8); 8.5893 (0.4); 8.5865 (0.4); 8.4746 (2.0); 8.3772 (4.4); 8.3745 (4.6); 8.3365 (6.8); 8.1326 (1.8); 8.0355 (16.0); 6.2443 (1.1); 6.2269 (1.8); 6.2096 (1.2); 3.3330 (28.0); 2.5269 (0.6); 2.5222 (0.9); 2.5089 (36.4); 2.5045 (48.9); 2.5001 (36.2); 2.0075 (1.6); 1.9685 (1.6); 1.6477 (6.5); 1.6304 (6.5); 0.0079 (1.4); −0.0002 (46.2); −0.0084 (1.6) 497.0 I-149 [00245] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4967 (4.9); 9.4791 (5.1); 9.2574 (10.9); 9.2556 (11.7); 8.4474 (5.3); 8.3188 (11.4); 8.3173 (11.8); 8.2749 (10.1); 8.1111 (5.2); 7.9411 (7.1); 7.8665 (7.4); 7.6148 (4.3); 7.4322 (9.0); 7.2496 (4.5); 6.2715 (0.7); 6.2548 (3.0); 6.2374 (4.7); 6.2200 (3.0); 6.2023 (0.7); 3.3385 (26.3); 3.3172 (48.0); 2.6758 (1.5); 2.6717 (2.1); 2.6677 (1.6); 2.5248 (5.9); 2.5070 (245.5); 2.5028 (327.4); 2.4987 (246.6); 2.4490 (0.4); 2.3338 (1.5); 2.3296 (2.1); 2.1310 (0.8); 2.1187 (1.8); 2.1101 (2.0); 2.0982 (3.7); 2.0863 (2.3); 2.0775 (2.0); 2.0651 (1.0); 1.6411 (16.0); 1.6237 (16.0); 1.2328 (0.6); 1.0597 (0.4); 1.0474 (0.8); 1.0314 (5.8); 1.0270 (7.2); 1.0109 (5.9); 1.0060 (6.7); 0.9928 (1.3); 0.9808 (0.6); 0.9719 (0.4); 0.9582 (0.3); 0.9432 (1.0); 0.9299 (1.1); 0.9188 (3.7); 0.9063 (5.6); 0.9003 (5.0); 0.8877 (2.8); 0.8767 (0.9); 0.8659 (0.7); 0.1460 522.2 (1.0); 0.0234 (0.5); 0.0076 (6.8); −0.0002 (186.0); −0.0076 (8.0); −0.1496 (0.9) I-150 [00246] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.4968 (3.6); 9.4792 (3.7); 9.2561 (9.1); 9.2534 (10.0); 8.4493 (3.9); 8.3228 (4.7); 8.3182 (16.0); 8.3153 (14.8); 8.2297 (4.4); 8.2243 (7.6); 8.2204 (5.0); 8.1577 (4.8); 8.1533 (7.8); 8.1490 (4.3); 8.1101 (3.8); 6.2626 (0.5); 6.2455 (2.4); 6.2280 (3.9); 6.2106 (2.5); 6.1931 (0.5); 3.9696 (0.4); 3.3320 (155.3); 3.3090 (0.8); 2.6762 (0.9); 2.6718 (1.3); 2.6674 (1.0); 2.5252 (3.2); 2.5204 (4.8); 2.5115 (71.7); 2.5073 (151.0); 2.5029 (203.8); 2.4984 (147.0); 2.4941 (70.0); 2.3340 (0.9); 2.3297 (1.3); 2.3253 (0.9); 2.1323 (0.7); 2.1202 (1.5); 2.1115 (1.6); 2.0995 (3.1); 2.0875 (1.9); 2.0787 (1.7); 2.0665 (0.8); 1.6340 (13.2); 1.6167 (13.2); 1.3319 (0.5); 1.0481 (0.6); 1.0330 (4.3); 1.0278 (6.0); 1.0126 (4.4); 1.0071 (5.6); 0.9944 (1.0); 490.0 0.9823 (0.5); 0.9440 (0.7); 0.9315 (0.8); 0.9198 (3.0); 0.9122 (4.0); 0.9075 (4.7); 0.9012 (4.0); 0.8892 (1.9); 0.8989 (0.6); 0.8683 (0.5); 0.1456 (0.5); 0.0079 (3.3); −0.0002 (110.8); −0.0085 (3.6); −0.1498 (0.5) I-151 [00247] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.6218 (4.4); 9.6043 (4.6); 9.2479 (10.6); 9.2454 (12.3); 8.4462 (13.7); 8.4425 (10.5); 8.3597 (9.4); 8.3184 (11.6); 8.3168 (12.5); 8.1881 (5.0); 8.1838 (8.8); 8.1797 (5.2); 8.1101 (4.8); 7.5466 (3.3); 7.4167 (7.6); 7.2868 (3.9); 6.2656 (0.6); 6.2482 (3.0); 6.2309 (4.7); 6.2135 (3.0); 6.1960 (0.6); 3.3633 (0.4); 3.3318 (254.9); 3.3080 (0.9); 2.6761 (1.7); 2.6718 (2.4); 2.6675 (1.8); 2.5578 (0.4); 2.5524 (0.4); 2.5251 (5.2); 2.5072 (264.4); 2.5028 (357.2); 2.4985 (262.6); 2.3339 (1.5); 2.3297 (2.2); 2.3252 (1.6); 2.1333 (0.8); 2.1212 (1.8); 2.1127 (1.9); 2.1006 (3.7); 2.0885 (2.2); 2.0799 (2.0); 2.0765 (1.5); 2.0678 (1.0); 1.9895 (0.4); 1.6368 (16.0); 1.6195 (16.0); 1.2980 (0.6); 1.2585 (0.8); 1.2327 (1.4); 1.0610 (0.4); 1.0497 (0.7); 526.2 1.0321 (5.6); 1.0282 (6.8); 1.0118 (5.9); 1.0073 (6.5); 0.9929 (1.1); 0.9813 (0.6); 0.9720 (0.3); 0.9434 (0.9); 0.9308 (1.0); 0.9192 (3.4); 0.9072 (5.3); 0.9009 (4.3); 0.8861 (2.8); 0.8729 (0.9); 0.8637 (0.7); 0.1456 (0.8); 0.0080 (4.9); −0.0002 (165.4); −0.0084 (5.7); −0.1498 (0.8) I-152 [00248] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.2683 (3.6); 9.2504 (9.0); 9.2475 (12.2); 8.4525 (4.7); 8.3155 (9.5); 8.1140 (4.6); 7.9537 (1.1); 7.5216 (16.0); 7.5183 (15.8); 7.3352 (9.2); 7.3322 (10.8); 7.2272 (6.0); 7.1518 (4.6); 7.1488 (5.4); 6.2276 (0.5); 6.2100 (2.1); 6.1927 (3.2); 6.1753 (2.1); 6.1590 (0.5); 3.5530 (0.4); 3.5475 (0.4); 3.5400 (0.4); 3.5312 (0.4); 3.4951 (0.9); 3.4891 (0.9); 3.4647 (0.8); 3.4471 (1.2); 3.4367 (1.5); 3.4283 (1.9); 3.3790 (1197.9); 3.3001 (0.9); 3.2379 (0.4); 2.8963 (5.1); 2.8928 (6.0); 2.7360 (4.5); 2.7332 (5.2); 2.6946 (7.9); 2.6907 (8.6); 2.6792 (1.3); 2.6751 (1.2); 2.5100 (180.8); 2.5059 (184.9); 2.4642 (0.4); 2.3367 (1.1); 2.3326 (1.2); 2.1267 (0.6); 2.1150 (1.3); 2.1066 (1.8); 2.0943 (2.6); 2.0856 (1.8); 2.0772 (1.4); 2.0646 (0.7); 2.0615 (0.6); 1.6235 (11.6); 1.6062 (11.4); 1.1912 (0.4); 1.1759 (0.4); 510.1 1.0491 (0.4); 1.0303 (6.0); 1.0095 (6.0); 0.9931 (0.7); 0.9393 (0.8); 9.9130 (3.2); 0.9007 (4.2); 0.8947 (3.8); 0.8816 (2.7); 0.8664 (1.0); 0.8546 (0.6); 0.0117 (1.7); 0.0036 (46.5); −0.0002 (49.6) I-153 [00249] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.2420 (10.2); 9.2395 (12.9); 9.1059 (4.7); 9.0881 (4.7); 8.4484 (5.8); 8.3181 (1.2); 8.3064 (13.0); 8.1098 (5.6); 7.4344 (3.9); 7.3557 (9.8); 7.3532 (9.8); 7.3429 (8.0); 7.2495 (8.0); 7.0621 (9.8); 6.2036 (0.6); 6.1866 (2.9); 6.1692 (4.4); 6.1514 (2.8); 6.1340 (0.6); 3.4053 (0.4); 3.3967 (0.3); 3.3308 (532.9); 3.2984 (0.5); 3.2746 (0.4); 2.7267 (0.3); 2.6713 (5.6); 2.5736 (0.8); 2.5023 (844.0); 2.4462 (0.9); 2.3915 (0.4); 2.3292 (5.2); 2.1230 (0.9); 2.1114 (1.8); 2.1019 (2.2); 2.0906 (3.5); 2.0786 (2.3); 2.0699 (1.9); 2.0571 (1.0); 2.0159 (0.8); 2.0038 (1.8); 1.9947 (2.1); 1.9827 (3.4); 1.9705 (2.3); 1.9627 (1.9); 1.9493 (0.9); 1.9072 (1.0); 1.6130 (16.0); 1.5958 (15.8); 1.3302 (0.8); 1.2975 (0.9); 484.3 1.2586 (1.2); 1.2335 (2.2); 1.1958 (0.3); 1.1897 (0.3); 1.0209 (9.2); 1.0037 (12.7); 1.0007 (12.6); 0.9884 (6.8); 0.9830 (7.1); 0.9727 (2.7); 0.9498 (0.5); 0.9345 (1.4); 0.9217 (1.5); 0.9098 (4.0); 0.8982 (4.4); 0.8932 (4.2); 0.8859 (4.0); 0.8742 (3.6); 0.8576 (1.5); 0.8257 (0.3); 0.8046 (0.4); 0.7682 (2.5); 0.7559 (8.0); 0.7533 (8.0); 0.7451 (7.1); 0.7408 (7.7); 0.7292 (1.9); 0.1456 (1.5); −0.0002 (320.3); −0.1500 (1.5) I-154 [00250] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5814 (1.6); 9.5640 (1.6); 9.1935 (3.5); 9.190 (3.8); 8.4514 (3.3); 8.1363 (2.0); 8.0879 (2.1); 7.9496 (3.6); 7.9470 (4.0); 6.2391 (1.0); 6.2217 (1.6); 6.2042 (1.0); 3.3626 (15.6); 3.3316 (98.6); 3.0340 (14.1); 2.9437 (16.0); 2.6758 (0.5); 2.6714 (0.6); 2.6672 (0.5); 2.5246 (1.6); 2.5110 (36.3); 2.5069 (75.4); 2.5026 (101.5); 2.4982 (74.0); 2.3339 (0.4); 2.3926 (0.6); 2.3252 (0.5); 2.0823 (0.6); 2.0736 (0.6); 2.0616 (1.2); 2.0497 (0.7); 2.0410 (0.6); 1.6490 (5.3); 1.6316 (5.2); 1.0166 (1.8); 1.0119 (2.3); 0.9961 (1.9); 0.9910 (2.2); 0.9198 (0.4); 0.9093 (1.3); 0.9029 (0.8); 0.8967 (1.8); 0.8908 (1.3); 0.8876 (1.3); 0.8751 (1.0); 0.0078 (1.4); −0.0002 (44.6); −0.0084 (1.5) 568.2 I-155 [00251] .sup.1H-NMR (400.2 MHz, d6-DMSO) δ = 9.5753 (3.5); 9.5576 (3.6); 9.2592 (9.4); 9.2565 (10.0); 9.1324 (2.7); 9.1204 (2.7); 9.1086 (0.9); 8.4419 (8.4); 8.4387 (5.6); 8.3140 (9.6); 8.3113 (10.0); 8.1249 (5.5); 8.0892 (5.6); 6.2778 (0.5); 6.2607 (2.4); 6.2433 (3.8); 6.2258 (2.5); 6.2083 (0.5); 3.3639 (36.0); 3.3375 (38.0); 2.8940 (2.0); 2.8689 (16.0); 2.8569 (15.9); 2.7344 (1.6); 2.6801 (0.4); 2.6754 (0.4); 2.5288 (1.0); 2.5108 (47.6); 2.5065 (62.0); 2.5022 (45.8); 2.3334 (0.4); 2.1464 (0.6); 2.1343 (1.5); 2.1255 (1.7); 2.1136 (3.0); 2.1015 (1.8); 2.0930 (1.6); 2.0807 (0.8); 1.6482 (13.0); 1.6308 (13.0); 1.0517 (0.6); 1.0350 (5.0); 1.0311 (5.7); 1.0145 (5.0); 1.0101 (5.4); 0.9963 (0.9); 0.9846 (0.5); 0.9466 (0.8); 0.9340 (0.9); 0.9222 (2.9); 0.9098 (4.5); 0.9045 (4.0); 0.8909 554.2 (2.1); 0.8784 (0.7); 0.8691 (0.5); 0.0076 (1.0); −0.0002 (28.3); −0.0083 (1.0) I-156 [00252] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.7036 (1.3); 9.6919 (1.3); 9.1858 (3.3); 9.1838 (3.3); 8.4952 (1.6); 8.4928 (2.8); 8.4904 (1.6); 8.3598 (1.7); 8.1206 (1.6); 7.9518 (3.5); 7.9498 (3.5); 7.5300 (0.8); 7.4434 (1.8); 7.3569 (0.9); 6.2480 (0.2); 6.2365 (0.9); 6.2249 (1.5); 6.2133 (1.0); 6.2018 (0.2); 3.3232 (10.6); 3.3222 (13.0); 3.3199 (24.4); 3.0362 (13.9); 2.9456 (16.0); 2.8927 (0.2); 2.7332 (0.1); 2.6915 (0.2); 2.6188 (0.2); 2.6157 (0.2); 2.6127 (0.2); 2.5247 (0.5); 2.5216 (0.6); 2.5185 (0.6); 2.5097 (11.2); 2.5067 (24.4); 2.5037 (34.0); 2.5006 (24.6); 2.4976 (11.4); 2.3906 (0.2); 2.3875 (0.2); 2.3846 (0.2); 2.0854 (0.2); 2.0773 (0.6); 2.0716 (0.6); 2.0695 (0.4); 2.0635 (1.1); 2.0554 (0.6); 2.0497 (0.6); 2.0415 (0.3); 1.6513 (4.9); 1.6397 (4.9); 1.0349 (0.1); 1.0187 (0.6); 604.2 1.0166 (0.7); 1.0132 (1.4); 1.0116 (1.6); 1.0067 (0.8); 1.0051 (0.7); 1.0026 (0.6); 0.9993 (1.3); 0.9976 (1.6); 0.9931 (0.6); 0.9804 (0.1); 0.9769 (0.2); 0.9303 (0.2); 0.9270 (0.3); 0.9224 (0.4); 0.9189 (0.3); 0.9103 (0.7); 0.9073 (0.6); 0.9023 (0.8); 0.8992 (0.6); 0.8887 (0.6); 0.8857 (0.8); 0.8820 (0.6); 0.8777 (0.7); 0.8696 (0.4); 0.8666 (0.4); 0.8618 (0.2); 0.8583 (0.2); 0.0968 (0.1); 0.0053 (0.8); −0.0001 (27.1); −0.0057 (0.9); 0.1002 (0.1) I-157 [00253] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.7579 (1.6); 9.7462 (1.6); 9.1851 (3.6); 9.1834 (3.4); 8.6237 (2.9); 8.4422 (2.2); 8.3642 (2.1); 8.3146 (0.3); 7.9511 (3.7); 7.9494 (3.6); 6.2553 (0.2); 6.2439 (1.0); 6.2324 (1.6); 6.2207 (1.0); 6.2093 (0.2); 3.3190 (46.3); 3.2951 (0.2); 3.0593 (0.1); 3.0355 (14.6); 2.9455 (16.0); 2.6179 (0.3); 2.6149 (0.4); 2.5239 (0.9); 2.5209 (1.2); 2.5178 (1.1); 2.5058 (49.7); 2.5029 (68.2); 2.5000 (51.5); 2.3896 (0.3); 2.3871 (0.4); 2.3838 (0.3); 2.0856 (0.3); 2.0774 (0.6); 2.0714 (0.7); 2.0636 (1.3); 2.0556 (0.8); 2.0497 (0.7); 2.0416 (0.4); 1.6558 (5.8); 1.6442 (5.8); 1.0362 (0.1); 1.0127 (2.0); 1.0068 (1.2); 0.9986 (2.0); 0.9853 (0.1); 0.9778 (0.2); 0.9266 (0.4); 0.9216 (0.5); 0.9188 (0.4); 0.9096 (1.0); 0.9017 (1.0); 0.8838 (1.0); 0.8794 (0.8); 0.8755 (1.0); 0.8672 (0.5); 0.8641 (0.5); 0.8597 (0.3); 0.8558 622.2 (0.2); 0.0970 (0.2); 0.0053 (1.6); −0.0001 (45.8); −0.1002 (0.2) I-158 [00254] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.2933 (1.4); 9.2816 (1.5); 9.1767 (2.8); 9.1753 (3.5); 8.0281 (11.1); 7.9525 (2.4); 7.9371 (3.0); 7.9359 (3.5); 6.1743 (0.2); 6.1629 (1.0); 6.1513 (1.5); 6.1397 (1.0); 6.1282 (0.2); 3.5078 (0.1); 3.4858 (0.1); 3.4699 (0.2); 3.4646 (0.2); 3.4568 (0.2); 3.4510 (0.5); 3.4407 (0.2); 2.4350 (0.4); 3.3984 (522.7); 3.3974 (544.0); 3.3757 (0.9); 3.3688 (0.6); 3.3577 (0.3); 3.3530 (0.2); 3.0583 (0.1); 3.0369 (12.9); 3.0072 (0.1); 2.9448 (14.0); 2.8947 (16.0); 2.7351 (14.1); 2.6931 (0.2); 2.6181 (0.2); 2.5267 (0.6); 2.5236 (0.6); 2.5115 (22.8); 2.5088 (31.3); 2.5061 (23.9); 2.3926 (0.2); 2.0804 (0.2); 2.0722 (0.6); 2.0663 (0.6); 2.0585 (1.1); 2.0505 (0.7); 2.0446 (0.6); 2.0365 (0.3); 1.6095 (5.2); 1.5980 (5.2); 564.0 1.0342 (0.1); 1.0147 (1.5); 1.0112 (1.8); 1.0008 (1.4); 0.9972 (1.9); 0.9875 (0.2); 0.9217 (0.3); 0.9165 (0.4); 0.9054 (0.8); 0.8973 (0.9); 0.8883 (0.3); 0.8793 (0.9); 0.8709 (0.8); 8.609 (0.4); 0.8535 (0.3); 0.0053 (0.7); −0.0001 (19.1) I-159 [00255] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.1895 (1.2); 9.1799 (3.9); 9.1779 (4.7); 7.9387 (3.6); 7.9367 (3.6); 7.5283 (1.2); 7.5261 (2.4); 7.5237 (1.6); 7.5122 (1.5); 7.5106 (1.3); 7.2760 (1.5); 6.1779 (0.2); 6.1662 (0.9); 6.1546 (1.4); 6.1429 (0.9); 6.1312 (0.2); 3.3245 (13.7); 3.3222 (36.0); 3.0505 (0.1); 3.0350 (14.1); 2.9371 (16.0); 2.6184 (0.1); 2.6153 (0.2); 2.6122 (0.1); 2.5244 (0.4); 2.5213 (0.5); 2.5181 (0.5); 2.5094 (9.5); 2.5064 (21.2); 2.5033 (29.7); 2.5002 (21.1); 2.4972 (9.4); 2.3902 (0.1); 2.3872 (0.2); 2.3841 (0.1); 2.0766 (0.2); 2.0685 (0.6); 2.0628 (0.6); 2.0606 (0.5); 2.0548 (1.3); 2.0511 (0.7); 2.0486 (0.7); 2.0467 (0.8); 2.0427 (1.1); 2.0372 (0.4); 2.0343 (0.6); 2.0289 (0.5); 2.0205 (0.3); 1.6214 (4.8); 1.6098 (4.8); 530.2 1.0445 (0.5); 1.0371 (1.7); 1.0335 (1.8); 1.0306 (0.7); 1.0264 (0.7); 1.0231 (1.8); 1.0195 (1.8); 1.0122 (1.0); 1.0076 (1.3); 1.0041 (1.6); 1.0005 (0.8); 0.9980 (0.7); 0.9937 (1.2); 0.9901 (1.7); 0.9868 (0.7); 0.9758 (0.1); 0.9714 (0.2); 0.9227 (0.2); 9.198 (0.3); 0.9150 (0.4); 0.9118 (0.4); 0.9039 (0.6); 0.9002 (0.6); 0.8957 (0.6); 0.8920 (0.5); 0.8888 (0.2); 0.8856 (0.1); 0.8801 (0.1); 0.8773 (0.2); 0.8733 (0.5); 0.8707 (0.6); 0.8652 (0.5); 0.8628 (0.6); 0.8608 (0.6); 0.8580 (0.3); 0.8529 (0.4); 0.8499 (0.4); 0.8450 (0.3); 0.8418 (0.2); 0.7988 (0.7); 0.7918 (1.5); 0.7905 (1.4); 0.7881 (1.5); 0.7835 (1.6); 0.7805 (1.5); 0.7730 (0.6); 0.0053 (0.6); −0.0001 (22.3); −0.0057 (0.7) I-160 [00256] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.4837 (1.8); 9.4721 (1.8); 9.1880 (4.2); 9.1869 (3.9); 8.3254 (3.5); 8.3140 (0.2); 8.2299 (3.2); 8.1517 (3.1); 7.9436 (4.4); 7.9423 (3.9); 6.2304 (0.3); 6.2189 (1.1); 6.2073 (1.7); 6.1957 (1.1); 6.1838 (0.2); 3.3285 (15.9); 3.3180 (51.4); 3.2933 (0.1); 3.0604 (0.1); 3.0345 (14.9); 2.9463 (16.0); 2.6138 (0.5); 2.5456 (0.1); 2.5197 (1.4); 2.5177 (1.4); 2.5018 (82.6); 2.3857 (0.5); 2.0827 (0.3); 2.0745 (0.6); 2.0683 (0.8); 2.0608 (1.3); 2.0531 (0.8); 2.0471 (0.7); 2.0388 (0.3); 1.6356 (6.2); 1.6240 (6.2); 1.0318 (0.1); 1.0248 (0.1); 1.0091 (2.4); 0.9952 (2.5); 0.9814 (0.2); 0.9762 (0.2); 0.9254 (0.4); 0.9202 (0.4); 0.9087 (1.4); 0.9007 (1.4); 0.8909 (1.2); 0.8831 (1.2); 0.8718 (0.5); 0.8662 (0.3); 0.0969 518.2 (0.2); 0.0052 (1.7); −0.0001 (47.6); −0.1000 (0.2) I-161 [00257] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.6096 (1.2); 9.5980 (1.3); 9.1827 (3.5); 9.1807 (3.4); 8.4533 (1.6); 8.4504 (2.5); 8.4475 (1.7); 8.3698 (1.6); 8.3672 (2.8); 8.3647 (1.5); 8.3141 (0.1); 8.1842 (1.4); 8.1812 (2.3); 8.1782 (1.3); 7.9471 (3.6); 7.9451 (3.6); 7.5010 (0.8); 7.4143 (1.8); 7.3277 (0.9); 6.2328 (0.2); 6.2214 (0.9); 6.2097 (1.5); 6.1981 (0.9); 6.1866 (0.2); 3.3176 (34.9); 3.0596 (0.1); 3.0351 (14.0); 2.9461 (16.0); 2.6204 (0.1); 2.6174 (0.2); 2.6145 (0.3); 2.6114 (0.2); 2.6083 (0.1); 2.5235 (0.8); 2.5204 (0.9); 2.5173 (0.9); 2.5085 (16.6); 2.5055 (36.6); 2.5024 (51.1); 2.4993 (36.1); 2.4963 (16.1); 2.3924 (0.1); 2.3893 (0.2); 2.3862 (0.3); 2.3833 (0.2); 2.3803 (0.1); 2.0837 (0.2); 2.0744 (1.2); 2.0699 (0.6); 2.0677 (0.4); 2.0619 (1.1); 2.0561 (0.4); 2.0538 (0.6); 2.0480 (0.6); 2.0398 (0.3); 1.6392 (4.8); 1.6276 (4.8); 554.2 1.0330 (0.1); 1.0167 (0.6); 1.0150 (0.6); 1.0120 (1.3); 1.0098 (1.5); 1.0059 (0.7); 1.0029 (0.6); 0.9981 (1.2); 0.9959 (1.5); 0.9921 (0.6); 0.9757 (0.2); 0.9284 (0.2); 0.9251 (0.3); 0.9204 (0.3); 0.9168 (0.3); 0.9084 (0.8); 0.9051 (0.6); 0.9002 (0.8); 0.8971 (0.6); 0.8902 (0.6); 0.8880 (0.5); 0.8859 (0.6); 0.8821 (0.6); 0.8801 (0.5); 0.8776 (0.7); 0.8696 (0.3); 0.8665 (0.3); 0.8615 (0.2); 0.8583 (0.2); 0.0969 (0.2); 0.0053 (1.4); −0.0001 (48.6); −0.0057 (1.4); −0.1003 (0.2) I-162 [00258] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.6038 (0.2); 9.3103 (12.5); 9.3083 (12.4); 9.2989 (0.4); 9.2873 (4.2); 8.5881 (0.1); 8.5860 (0.1); 8.4705 (0.4); 8.4570 (3.6); 8.3798 (11.1); 8.3779 (10.9); 8.3106 (15.7); 8.3050 (0.3); 8.1605 (0.1); 8.1581 (0.2); 8.1559 (0.1); 8.1202 (3.6); 8.1023 (5.9); 8.1000 (10.8); 8.0977 (5.8); 7.7397 (4.2); 7.7362 (5.2); 7.7336 (4.2); 7.6112 (4.3); 7.6084 (5.2); 7.6052 (3.9); 7.4318 (3.9); 7.3327 (0.1); 7.3094 (8.8); 7.1869 (4.2); 6.2491 (0.6); 6.2377 (2.7); 6.2261 (4.3); 6.2145 (2.7); 6.2027 (0.6); 3.3209 (53.7); 2.6224 (0.2); 2.6194 (0.4); 2.6164 (0.5); 2.6133 (0.3); 2.6105 (0.2); 2.5254 (1.1); 2.5223 (1.3); 2.5192 (1.2); 2.5105 (23.8); 2.5074 (52.8); 2.5043 (73.7); 2.5012 (51.9); 2.4982 (22.8); 2.3943 (0.2); 2.3913 (0.3); 2.3882 (0.5); 2.3852 (0.3); 2.3819 (0.1); 2.0877 (2.7); 2.0083 (0.5); 1.9696 (0.5); 1.6458 (15.9); 1.6342 (16.0); 1.3316 (0.2); 530.1 1.3195 (0.2); 1.1721 (0.1); 1.1619 (0.1); 1.1489 (0.1); 1.1378 (0.1); 0.0967 (0.2); 0.0054 (2.0); 0.0001 (70.0); −0.0057 (1.9); −0.1002 (0.2) I-163 [00259] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.3691 (1.9); 9.3574 (2.0); 9.2962 (5.0); 9.2943 (4.9); 8.8793 (1.6); 8.8653 (1.6); 8.3639 (5.1); 8.3620 (4.9); 8.3248 (7.0); 7.9634 (0.2); 7.8091 (2.3); 7.8065 (3.9); 7.8040 (2.4); 7.7370 (0.2); 7.7211 (2.4); 7.4776 (2.4); 6.2683 (0.3); 6.2568 (1.3); 6.2452 (2.0); 6.2335 (1.3); 6.2219 (0.3); 4.1982 (0.3); 4.1872 (0.7); 4.1762 (1.0); 4.1733 (0.8); 4.1651 (0.8); 4.1622 (1.0); 4.1512 (0.7); 4.1401 (0.3); 3.3198 (50.5); 2.6212 (0.1); 2.6182 (0.3); 2.6151 (0.4); 2.6120 (0.3); 2.6089 (0.1); 2.5242 (0.9); 2.5211 (1.1); 2.5180 (1.0); 2.5092 (20.6); 2.5061 (45.8); 2.5031 (64.4); 2.5000 (45.8); 2.4970 (20.6); 2.4775 (0.1); 2.3901 (0.3); 2.3870 (0.4); 2.3839 (0.3); 2.3807 (0.1); 2.0750 (6.3); 1.8689 (0.1); 1.8600 (0.3); 1.8557 (0.2); 1.8426 (1.7); 1.8343 (3.7); 1.8298 529.3 (4.2); 1.8221 (1.9); 1.7946 (0.2); 1.6684 (7.5); 1.6568 (7.6); 1.6462 (2.1); 1.6403 (2.2); 1.6381 (3.8); 1.6331 (3.0); 1.6253 (1.6); 1.6168 (0.1); 1.5997 (0.1); 1.2231 (16.0); 1.2120 (16.0); 1.1939 (0.1); 1.1049 (0.1); 0.0969 (0.2); 0.0053 (1.0); −0.0001 (36.8); −0.0057 (1.1); −0.1002 (0.2) I-164 [00260] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.6454 (1.3); 9.6336 (1.4); 9.1997 (3.3); 9.1977 (3.4); 8.6655 (2.2); 8.5351 (2.0); 8.4086 (1.9); 7.9542 (4.0); 7.9523 (3.7); 6.2735 (0.2); 6.2621 (1.0); 6.2504 (1.5); 6.2388 (1.0); 6.2272 (0.2); 3.3863 (13.6); 3.3222 (23.3); 3.0620 (0.1); 3.0373 (14.0); 2.9485 (16.0); 2.8930 (4.6); 2.7336 (3.6); 2.6165 (0.1); 2.5254 (0.3); 2.5224 (0.3); 2.5193 (0.3); 2.5104 (6.0); 2.5074 (13.2); 2.5044 (18.3); 2.5013 (13.0); 2.4983 (5.8); 2.3883 (0.1); 2.0862 (0.2); 2.0781 (0.6); 2.0723 (0.6); 2.0702 (0.4); 2.0643 (1.1); 2.0562 (0.6); 2.0505 (0.6); 2.0423 (0.3); 1.6602 (4.9); 1.6486 (4.9); 1.0342 (0.1); 1.0167 (0.8); 1.0130 (1.4); 1.0111 (1.5); 1.0032 (0.7); 0.9992 (1.3); 0.9971 (1.6); 0.9841 (0.1); 0.9805 (0.1); 0.9770 552.2 (0.2); 0.9319 (0.2); 0.9288 (0.3); 0.9240 (0.3); 0.9205 (0.3); 0.9128 (0.8); 0.9093 (0.6); 0.9047 (0.9); 0.9010 (0.6); 0.8964 (0.7); 0.8922 (0.8); 0.8883 (0.7); 0.8841 (0.8); 0.8763 (0.3); 0.8733 (0.3); 0.8684 (0.2); 0.8651 (0.2); 0.00533 (0.4); −0.0001 (12.6); −0.0057 (0.4) I-165 [00261] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.4358 (1.2); 9.4242 (1.3); 9.1791 (3.2); 9.1770 (3.2); 7.9536 (0.5); 7.9449 (3.4); 7.9429 (3.4); 7.8889 (3.1); 7.8856 (3.2); 7.7467 (1.3); 6.2041 (0.2); 6.1925 (0.9); 6.1809 (1.5); 6.1692 (1.0); 6.1576 (0.2); 3.4043 (0.3); 3.3925 (0.2); 3.3890 (0.2); 3.3829 (0.2); 3.3808 (0.2); 3.3771 (0.6); 3.3528 (479.8); 3.3326 (0.3); 3.3263 (0.2); 3.3186 (0.2); 3.3090 (0.2); 3.3047 (0.1); 3.0548 (0.1); 3.0359 (14.0); 2.9413 (16.0); 2.8936 (4.3); 2.7341 (3.3); 2.6207 (0.2); 2.6178 (0.3); 2.6146 (0.2); 2.5267 (0.6); 2.5236 (0.7); 2.5205 (0.7); 2.5117 (12.2); 2.5087 (27.2); 2.5057 (38.2); 2.5026 (27.2); 2.4996 (12.2); 2.3926 (0.2); 2.3896 (0.2); 2.3864 (0.2); 2.0814 (0.2); 2.0733 (0.5); 2.0675 (0.6); 2.0654 (0.4); 2.0595 (1.1); 2.0514 (0.6); 2.0456 (0.6); 2.0375 (0.3); 1.6335 (4.9); 1.6219 (4.9); 1.0329 (0.1); 574.2 1.0174 (0.6); 1.0122 (1.3); 1.0096 (1.5); 1.0051 (0.7); 0.9984 (1.2); 0.9956 (1.5); 0.9915 (0.6); 0.9758 (0.2); 0.9253 (0.2); 0.9221 (0.3); 0.9176 (0.4); 0.9141 (0.4); 0.9049 (0.7); 0.9025 (0.5); 0.8968 (0.7); 0.8942 (0.6); 0.8878 (0.2); 0.8854 (0.2); 0.8786 (0.5); 0.8760 (0.7); 0.8705 (0.5); 0.8679 (0.7); 0.8581 (0.4); 0.8549 (0.4); 0.8501 (0.2); 0.8468 (0.2); 0.0968 (0.1); 0.0054 (0.9); −0.0001 (30.1); −0.0057 (0.9); −0.1002 (0.1) I-166 [00262] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.3582 (1.1); 9.3465 (1.2); 9.1784 (3.4); 9.1763 (3.4); 7.9882 (1.7); 7.9855 (2.4); 7.9828 (1.7); 7.9421 (3.8); 7.9401 (3.7); 7.7821 (1.3); 7.7706 (1.5); 7.7688 (1.5); 7.7671 (1.1); 6.1934 (0.2); 6.1818 (0.9); 6.1702 (1.4); 6.1586 (0.9); 6.1469 (0.2); 3.3193 (32.4); 3.0353 (13.9); 2.9432 (16.0); 2.6184 (0.1); 2.6154 (0.2); 2.6123 (0.1); 2.5244 (0.4); 2.5213 (0.5); 2.5182 (0.5); 2.5095 (9.5); 2.5064 (21.0); 2.5034 (29.2); 2.5003 (20.7); 2.4972 (9.2); 2.3903 (0.1); 2.3872 (0.2); 2.3842 (0.1); 2.0806 (0.2); 2.0725 (0.5); 2.0667 (0.5); 2.0645 (0.4); 2.0587 (1.1); 2.0528 (0.4); 2.0505 (0.6); 2.0448 (0.6); 2.0367 (0.3); 1.6227 (4.6); 1.6111 (4.7); 1.0153 (0.6); 1.0108 (1.2); 1.0078 (1.5); 1.0041 (0.7); 524.2 1.0014 (0.6); 0.9970 (1.2); 0.9938 (1.6); 0.9904 (0.6); 0.9746 (0.2); 0.9249 (0.2); 0.9218 (0.3); 0.9171 (0.3); 0.9137 (0.3); 0.9092 (0.2); 0.9051 (0.6); 0.9020 (0.5); 0.8969 (0.6); 0.8939 (0.5); 0.8877 (0.2); 0.8810 (0.5); 0.8785 (0.7); 0.8765 (0.5); 0.8730 (0.5); 0.8703 (0.7); 0.8683 (0.6); 0.8656 (0.3); 0.8604 (0.4); 0.8575 (0.4); 0.8526 (0.2); 0.8493 (0.2); 0.0054 (0.8); −0.0001 (28.3); −0.0057 (0.8) I-167 [00263] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.3447 (1.2); 9.3329 (1.3); 9.1855 (3.6); 9.1834 (3.6); 7.9452 (3.7); 7.9431 (3.6); 7.8123 (1.5); 7.8097 (2.6); 7.8071 (1.6); 7.7345 (1.4); 7.7327 (1.6); 7.7310 (1.4); 7.4782 (1.6); 6.2039 (0.2); 6.1925 (0.9); 6.1808 (1.5); 6.1691 (1.0); 6.1573 (0.2); 3.3201 (24.6); 3.0363 (14.2); 2.9429 (16.0); 2.8925 (0.4); 2.7332 (0.3); 2.6188 (0.1); 2.6158 (0.2); 2.6127 (0.1); 2.5248 (0.3); 2.5217 (0.4); 2.5186 (0.4); 2.5098 (7.4); 2.5068 (16.6); 2.5037 (23.3); 2.5006 (16.5); 2.4976 (7.4); 2.3906 (0.1); 2.3876 (0.2); 2.3846 (0.1); 2.0812 (0.2); 2.0756 (1.6); 2.0731 (0.6); 2.0673 (0.6); 2.0651 (0.4); 2.0593 (1.2); 2.0534 (0.4); 2.0511 (0.6); 2.0454 (0.6); 2.0373 (0.3); 1.9898 (0.4); 1.8524 (0.6); 1.8510 (0.8); 1.8431 (2.0); 1.8388 (2.8); 1.8368 (1.4); 1.8315 (1.0); 1.8042 (0.1); 1.6869 (0.1); 1.6605 (1.4); 1.6544 555.2 (1.4); 1.6523 (2.7); 1.6480 (2.3); 1.6391 (1.8); 1.6360 (4.9); 1.6244 (4.9); 1.6142 (0.2); 1.1833 (0.1); 1.1764 (0.2); 1.646 (0.1); 1.0298 (0.1); 1.0141 (0.6); 1.0098 (1.3); 1.0067 (1.6); 1.0032 (0.7); 1.0002 (0.6); 0.9960 (1.2); 0.9927 (1.7); 0.9895 (0.6); 0.9736 (0.2); 0.9267 (0.2); 0.9238 (0.3); 0.9189 (0.3); 0.9157 (0.3); 0.9073 (0.6); 0.9041 (0.5); 0.8991 (0.7); 0.8959 (0.5); 0.8901 (0.2); 0.8838 (0.5); 0.8812 (0.8); 0.8757 (0.5); 0.8730 (0.7); 0.8710 (0.6); 0.8632 (0.4); 0.8603 (0.4); 0.8554 (0.2); 0.8523 (0.2); 0.0054 (0.5); 0.0001 (18.5); −0.0057 (0.5) I-168 [00264] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.3871 (0.3); 9.3744 (2.6); 9.3659 (1.2); 9.3628 (2.6); 9.3040 (6.6); 9.3020 (6.4); 9.2134 (0.1); 9.2120 (0.1); 9.1939 (1.1); 9.1839 (2.1); 9.1740 (1.0); 8.3717 (7.2); 8.3698 (6.9); 8.3317 (0.8); 8.3236 (9.1); 8.3143 (0.1); 8.2684 (0.1); 7.8122 (3.4); 7.8097 (5.3); 7.8071 (3.1); 7.7291 (2.8); 7.7275 (3.1); 7.4784 (3.3); 6.2725 (0.4); 6.2611 (1.6); 6.2494 (2.6); 6.2378 (1.7); 6.2260 (0.4); 6.2221 (0.2); 5.7548 (11.1); 3.9747 (2.4); 3.3888 (0.9); 3.3769 (3.1); 3.3665 (3.6); 3.3650 (3.6); 3.3547 (3.2); 3.3428 (1.0); 3.3197 (83.9); 2.9908 (0.1); 2.8750 (0.1); 2.6216 (0.2); 2.6186 (0.4); 2.6155 (0.5); 2.6125 (0.3); 2.6093 (0.2); 2.5245 (1.1); 2.5214 (1.3); 2.5183 (1.2); 2.5096 (23.9); 2.5065 (52.9); 2.5035 (73.9); 2.5004 (52.4); 2.4974 (23.4); 2.3935 (0.2); 2.3905 (0.4); 2.3873 (0.5); 2.3843 (0.3); 1.8696 (0.1); 515.2 1.8435 (2.1); 1.8352 (4.9); 1.8307 (5.6); 1.8229 (2.4); 1.8126 (0.1); 1.7957 (0.2); 1.6692 (10.3); 1.6576 (10.5); 1.6480 (3.0); 1.6419 (3.1); 1.6399 (5.2); 1.6350 (4.0); 1.6270 (2.1); 1.6191 (0.2); 1.6013 (0.1); 0.13527 (0.2); 1.3272 (0.2); 1.2597 (0.1); 1.2548 (0.2); 1.2496 (0.1); 1.2331 (0.4); 1.1762 (0.1); 1.1632 (7.4); 1.1512 (16.0); 1.1392 (7.4); 1.0460 (0.2); 1.0437 (0.1); 0.8528 (0.1); 0.8506 (0.1); 0.8198 (0.1); 0.0968 (0.2); 0.0053 (1.4); −0.0001 (48.4); −0.0057 (1.5); −0.1002 (0.2) I-169 [00265] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.3880 (0.2); 9.3752 (1.8); 9.3637 (1.9); 9.2781 (4.8); 9.2761 (4.7); 9.1473 (1.8); 9.1388 (1.8); 8.3723 (0.3); 8.3704 (0.3); 8.3602 (4.8); 8.3583 (4.6); 8.3392 (0.2); 8.3315 (0.5); 8.3250 (7.0); 8.3144 (0.1); 7.8119 (2.3); 7.8093 (3.8); 7.8067 (2.3); 7.7309 (2.0); 7.7293 (2.2); 7.7277 (2.0); 7.4781 (2.4); 6.2684 (0.3); 6.2570 (1.2); 6.2454 (2.0); 6.2338 (1.3); 6.2223 (0.3); 5.7549 (16.0); 3.9751 (1.3); 3.3202 (31.1); 2.9952 (0.2); 2.9862 (0.7); 2.9767 (1.2); 2.9721 (0.4); 2.9678 (1.2); 2.9577 (0.6); 2.9488 (0.2); 2.6191 (0.2); 2.6160 (0.3); 2.6129 (0.2); 2.5250 (0.6); 2.5219 (0.7); 2.5188 (0.7); 2.5101 (14.0); 2.5070 (31.2); 2.5040 (43.9); 2.5009 (31.1); 2.4979 (13.9); 2.3909 (0.2); 2.3879 (0.3); 2.3848 (0.2); 1.8436 (1.5); 1.8353 (3.5); 1.8308 527.2 (4.1); 1.8231 (1.8); 1.7958 (0.2); 1.6668 (7.0); 1.6551 (7.2); 1.6477 (2.2); 1.6417 (2.2); 1.6396 (3.8); 1.6346 (2.9); 1.6267 (1.5); 1.6186 (0.1); 1.4589 (0.3); 1.4475 (0.3); 1.3532 (0.1); 1.3261 (0.7); 1.2330 (0.2); 1.0463 (0.1); 0.7441 (1.6); 0.7404 (5.2); 7.350 (2.0); 0.7302 (14.4); 0.7197 (0.2); 0.0968 (0.1); 0.0053 (0.9); −0.0001 (32.2); −0.0057 (1.0); −0.1001 (0.1) I-170 [00266] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.5815 (3.7); 9.5699 (3.8); 9.3208 (0.2); 9.3187 (0.2); 9.3067 (11.9); 9.3047 (11.6); 8.4555 (3.3); 8.3923 (0.1); 8.3895 (0.2); 8.3786 (11.5); 8.3766 (11.2); 8.3493 (0.1); 8.3354 (15.3); 8.3138 (0.3); 8.1573 (0.1); 8.1205 (3.2); 7.9381 (10.8); 7.9364 (10.7); 7.8618 (0.1); 7.6384 (11.6); 7.6367 (11.2); 7.6043 (0.1); 7.2669 (0.6); 6.2555 (2.7); 6.2440 (4.2); 6.2324 (2.7); 6.2208 (0.6); 3.5952 (0.1); 3.3605 (0.1); 3.3202 (139.4); 2.9885 (0.3); 2.8920 (0.1); 2.8676 (0.3); 2.6210 (0.3); 2.6179 (0.7); 2.6148 (1.1); 2.6117 (0.8); 2.6087 (0.3); 2.5238 (2.3); 2.5207 (2.8); 2.5176 (2.6); 2.5089 (53.4); 2.5058 (119.4); 2.5028 (167.5); 2.4997 (118.1); 457.2 2.4966 (51.9); 2.4770 (0.2); 2.3927 (0.4); 2.3897 (0.8); 2.3867 (1.1); 2.3835 (0.8); 2.3804 (0.3); 1.6828 (0.2); 1.6800 (0.2); 1.6580 (15.9); 1.6464 (16.0); 1.5478 (0.1); 0.0968 (0.4); 0.0054 (2.8); −0.0001 (104.4); −0.0057 (3.0); −0.0168 (0.1); −0.1002 (0.4) I-171 [00267] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.6924 (2.8); 9.6807 (2.9); 9.2459 (9.5); 9.2440 (9.3); 9.1186 (0.7); 9.1108 (2.1); 9.1027 (2.0); 9.0948 (0.6); 8.4789 (3.5); 8.4764 (6.4); 8.4740 (3.5); 8.3447 (3.5); 8.3432 (3.1); 8.3140 (0.9); 8.3117 (9.1); 8.3098 (8.8); 8.1170 (3.2); 7.9528 (0.1); 7.5251 (1.7); 7.4386 (4.4); 7.3520 (2.2); 6.2648 (0.4); 6.2532 (2.2); 6.2416 (3.5); 6.2299 (2.3); 6.2181 (0.4); 3.3462 (0.1); 3.3174 (176.0); 3.2939 (0.1); 2.8914 (1.3); 2.8648 (15.9); 2.8567 (16.0); 2.7326 (1.0); 2.7317 (1.0); 2.6904 (1.0); 2.6203 (0.5); 2.6172 (1.0); 2.6141 (1.4); 2.6110 (1.0); 2.6080 (0.5); 2.5535 (0.1); 2.5508 (0.1); 2.5358 (0.1); 2.5338 (0.1); 2.5304 (0.1); 2.5232 (3.0); 2.5201 (3.7); 2.5170 (3.4); 2.5082 (72.1); 2.5052 (161.7); 2.5021 (227.4); 2.4990 (159.9); 2.4959 (70.0); 2.4725 590.2 (0.2); 2.3922 (0.5); 2.3891 (1.0); 2.3860 (1.4); 2.3829 (1.0); 2.3798 (0.5); 2.1328 (0.6); 2.1296 (0.2); 2.1247 (1.3); 2.1189 (1.4); 2.1167 (1.0); 2.1109 (2.7); 2.1050 (0.8); 2.1027 (1.6); 2.0970 (1.5); 2.0888 (0.8); 1.9091 (0.1); 1.6441 (11.2); 1.6325 (11.3); 1.2708 (0.2); 1.2592 (0.4); 1.2465 (0.3); 1.2321 (0.1); 1.0505 (0.3); 1.0469 (0.2); 1.0421 (0.2); 1.0336 (1.3); 1.0321 (1.4); 1.0269 (3.7); 1.0241 (1.7); 1.0217 (1.5); 1.0199 (1.5); 1.0181 (1.2); 1.0129 (3.8); 1.0103 (1.8); 1.0081 (1.4); 0.9995 (0.2); 0.9948 (0.4); 0.9913 (0.4); 0.9497 (0.1); 0.9389 (0.5); 0.9351 (0.6); 0.9307 (0.8); 0.9268 (0.6); 0.9196 (1.8); 0.9156 (1.7); 0.9114 (1.9); 0.9073 (1.7); 0.9017 (1.8); 0.8971 (1.7); 0.8936 (1.8); 0.8889 (1.7); 0.8813 (0.6); 0.8782 (0.7); 0.8734 (0.5); 0.8699 (0.4); 0.0968 (1.3); 0.0054 (11.4); −0.0001 (427.5); −0.0057 (12.1); −0.0184 (0.4); −0.0202 (0.3); −0.0225 (0.3); −0.0267 (0.3); −0.0300 (0.2); −0.0326 (0.1); −0.0360 (0.1); −0.0427 (0.1); −0.1003 (1.4) I-172 [00268] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.2825 (2.6); 9.2708 (2.7); 9.2408 (7.2); 9.2389 (7.1); 9.1230 (0.6); 9.1154 (1.8); 9.1072 (1.8); 9.0992 (0.6); 8.4569 (0.3); 8.3380 (0.1); 8.3142 (0.5); 8.3011 (7.1); 8.2992 (7.0); 8.0338 (2.5); 8.0308 (5.6); 8.0279 (4.6); 8.1056 (16.0); 8.0127 (11.3); 6.1946 (0.4); 6.1829 (2.0); 6.1712 (3.2); 6.1596 (2.0); 6.1480 (0.4); 3.6184 (0.1); 3.3549 (0.2); 3.3453 (0.2); 3.3191 (95.3); 3.3171 (122.8); 3.2914 (0.1); 3.1456 (0.1); 2.8649 (13.8); 2.8569 (13.8); 2.7476 (0.1); 2.6198 (0.6); 2.6167 (1.3); 2.6138 (1.8); 2.6107 (1.3); 2.6076 (0.6); 2.5515 (0.2); 2.5228 (3.8); 2.5197 (4.7); 2.5166 (4.6); 2.5078 (92.3); 2.5048 (203.2); 2.5017 (284.3); 2.4987 (200.9); 550.0 2.4956 (89.2); 2.3917 (0.6); 2.3887 (1.3); 2.3856 (1.8); 2.3826 (1.3); 2.3794 (0.5); 2.1265 (0.5); 2.1184 (1.2); 2.1126 (1.2); 2.1105 (0.9); 2.1046 (2.4); 2.0988 (0.8); 2.0965 (1.4); 2.0907 (1.3); 2.0825 (0.6); 2.0738 (0.5); 1.6015 (10.5); 1.5899 (10.5); 1.2982 (0.1); 1.2712 (0.7); 1.2598 (0.9); 1.2572 (1.0); 1.2462 (0.9); 1.2318 (0.3); 1.0462 (0.2); 1.0260 (2.8); 1.0232 (3.3); 1.0200 (1.5); 1.0161 (1.4); 1.0121 (2.6); 1.0092 (3.4); 1.0063 (1.4); 0.9957 (0.2); 0.9899 (0.4); 0.9419 (0.1); 0.9327 (0.4); 0.9295 (0.6); 0.9250 (0.7); 0.9213 (0.6); 0.9127 (1.7); 0.9097 (1.3); 0.9046 (1.8); 0.9015 (1.3); 0.8947 (1.1); 0.8915 (1.5); 0.8866 (1.2); 0.8834 (1.5); 0.8738 (0.6); 0.8709 (0.8); 0.8661 (0.5); 0.8628 (0.4); 0.0968 (1.4); 0.0113 (0.3); 0.0053 (10.3); −0.0001 (365.1); −0.0057 (10.7); −0.0233 (0.2); −0.0263 (0.2); −0.0520 (0.1); −0.0949 (0.1); −0.1002 (1.5) I-173 [00269] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.2370 (8.6); 9.2350 (8.7); 9.1764 (2.8); 9.1646 (3.0); 9.1231 (0.7); 9.1154 (2.0); 9.1074 (2.0); 0.0994 (0.7); 8.3147 (0.2); 8.3022 (8.8); 8.3003 (8.7); 7.9536 (0.5); 7.4949 (7.9); 7.4922 (9.0); 7.2737 (3.5); 6.1954 (0.4); 6.1838 (2.2); 6.1721 (3.6); 6.1604 (2.3); 6.1487 (0.4); 3.3215 (40.8); 3.3193 (66.1); 2.8919 (4.6); 2.8660 (16.0); 2.8579 (16.0); 2.7331 (3.4); 2.7323 (3.5); 2.6210 (0.2); 2.6180 (0.5); 2.6149 (0.7); 2.6119 (0.5); 2.6087 (0.2); 2.5240 (1.4); 2.5209 (1.7); 2.5177 (1.6); 2.5090 (32.6); 2.5059 (73.3); 2.5029 (103.3); 2.4998 (73.0); 2.4967 (32.2); 2.3929 (0.2); 2.3898 (0.4); 2.3868 (0.6); 2.3837 (0.5); 2.3806 (0.2); 2.1253 (0.6); 2.1172 (1.3); 2.1114 (1.3); 2.1091 (1.0); 2.1033 (2.7); 516.3 2.0975 (0.9); 2.0952 (1.5); 2.0895 (1.4); 2.0813 (0.7); 2.0574 (0.6); 2.0490 (1.2); 2.0435 (1.2); 2.0408 (0.8); 2.0351 (2.4); 2.0294 (0.8); 2.0267 (1.3); 2.0212 (1.2); 2.0128 (0.6); 1.9893 (0.1); 1.6150 (11.5); 1.6034 (11.6); 1.2593 (0.2); 1.2331 (0.1); 1.0439 (0.3); 1.0370 (1.1); 1.0356 (1.1); 1.0296 (4.4); 1.0260 (5.3); 1.0232 (4.5); 1.0205 (4.9); 1.0158 (5.3); 1.0121 (5.2); 1.0094 (3.5); 1.0065 (4.6); 1.0025 (1.6); 0.9921 (0.3); 0.9867 (0.4); 0.9783 (0.1); 0.9496 (0.1); 0.9418 (0.1); 0.9321 (0.5); 0.9287 (0.7); 0.9243 (0.9); 0.9207 (0.8); 0.9162 (0.6); 0.9115 (1.6); 0.9090 (1.2); 0.9034 (1.7); 0.9009 (1.4); 0.8935 (0.5); 0.8865 (1.4); 0.8840 (1.6); 0.8821 (1.2); 0.8784 (1.2); 0.8758 (1.6); 0.8739 (1.4); 0.8711 (0.7); 0.8660 (1.0); 0.8628 (0.9); 0.8581 (0.6); 0.8546 (0.4); 0.8105 (0.1); 0.8018 (0.1); 0.7942 (0.2); 0.7902 (0.1); 0.7834 (1.8); 0.7748 (3.8); 0.7723 (2.9); 0.7708 (2.5); 0.7668 (3.2); 0.7641 (2.5); 0.7586 (1.5); 0.7523 (0.2); 0.7479 (0.2); 0.0967 (0.4); 0.0054 (3.1); −0.0001 (117.0); −0.0057 (3.2); −0.1003 (0.4) I-174 [00270] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.4760 (2.9); 9.4643 (3.0); 9.2525 (8.6); 9.2505 (8.5); 9.2447 (0.1); 9.1220 (0.7); 9.1143 (2.1); 9.1063 (2.0); 9.0983 (0.7); 8.3137 (4.6); 8.3111 (7.8); 8.3083 (5.4); 8.3072 (9.8); 8.3052 (8.7); 8.2200 (4.0); 8.2169 (6.0); 8.2143 (4.1); 8.1518 (4.3); 8.1488 (6.2); 8.1458 (3.6); 8.0153 (0.1); 7.9523 (0.4); 6.2478 (0.5); 6.2363 (2.2); 6.2247 (3.5); 6.2130 (2.2); 6.2014 (0.4); 3.4382 (0.2); 3.3244 (49.0); 3.3200 (133.8); 3.3168 (197.6); 3.2983 (0.4); 3.2067 (0.2); 2.9775 (0.1); 2.8908 (4.4); 2.8644 (15.9); 2.8563 (16.0); 2.7473 (0.1); 2.7385 (0.1); 2.7319 (3.1); 2.7311 (3.2); 2.6196 (0.8); 2.6166 (1.7); 2.6135 (2.4); 2.6105 (1.7); 2.6073 (0.8); 2.5369 (0.2); 2.5301 (0.3); 2.5225 (4.8); 2.5195 (5.8); 2.5163 (5.5); 2.5076 (115.2); 2.5045 (257.1); 2.5015 504.1 (360.4); 2.4984 (253.5); 2.4953 (110.9); 2.4710 (0.2); 2.3915 (0.7); 2.3885 (1.6); 2.3854 (2.2); 2.3823 (1.6); 2.3792 (0.7); 2.1304 (0.6); 2.1222 (1.3); 2.1164 (1.3); 2.1142 (1.0); 2.1084 (2.7); 2.1003 (1.5); 2.0946 (1.4); 2.0863 (0.7); 2.0735 (1.5); 1.9882 (0.1); 1.6490 (0.2); 1.6301 (11.4); 1.6185 (11.4); 1.5898 (0.1); 1.2590 (0.2); 1.2350 (0.2); 1.1750 (0.1); 1.1635 (0.1); 1.1486 (0.1); 1.0484 (0.3); 1.0419 (0.5); 1.0304 (2.1); 1.0276 (3.4); 1.0254 (3.7); 1.0165 (2.0); 1.0137 (3.2); 1.0115 (3.8); 1.0054 (0.6); 0.9986 (0.5); 0.9917 (0.4); 0.9726 (0.1); 0.9553 (0.1); 0.9467 (0.1); 0.9376 (0.4); 0.9342 (0.6); 0.9299 (0.6); 0.9261 (0.6); 0.9193 (2.1); 0.9148 (1.4); 0.9111 (2.3); 0.9090 (1.8); 0.9068 (2.5); 0.9021 (1.9); 0.89900 (1.5); 0.8941 (1.7); 0.8868 (0.5); 0.8837 (0.7); 0.8786 (0.4); 0.8753 (0.4); 0.0967 (1.3); 0.0054 (10.1); −0.0001 (370.3); −0.0057 (10.4); −0.0273 (0.1); −0.1003 (1.4) I-175 [00271] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.6028 (3.2); 9.5911 (3.4); 9.2457 (7.9); 9.2438 (8.2); 9.1193 (0.8); 9.1114 (2.4); 9.1033 (2.4); 9.0955 (0.8); 8.4435 (3.8); 8.4406 (6.4); 8.4379 (4.2); 8.3583 (3.8); 8.3558 (6.9); 8.3534 (3.9); 8.3015 (8.0); 8.3086 (8.3); 8.1811 (3.5); 8.1781 (6.1); 8.1752 (3.4); 7.4974 (2.0); 7.4108 (4.8); 7.3242 (2.4); 6.2527 (0.5); 6.2413 (2.4); 6.2296 (3.7); 6.2180 (2.4); 6.2064 (0.5); 3.3187 (46.8); 2.8659 (16.0); 2.8578 (16.0); 2.6182 (0.4); 2.6152 (0.6); 2.6122 (0.4); 2.5242 (1.2); 2.51212 (1.4); 2.5181 (1.4); 2.5092 (31.1); 2.5062 (68.9); 2.5032 (97.0); 2.5002 (69.9); 2.4972 (32.0); 2.3901 (0.4); 2.3871 (0.6); 2.3840 (0.4); 2.1324 (0.6); 2.1243 (1.4); 2.1185 (1.4); 2.1165 (1.1); 2.1105 (2.8); 2.1024 (1.6); 2.0966 (1.5); 2.0885 (0.8); 2.0750 (0.8); 1.6350 540.2 (12.3); 1.6234 (12.3); 1.2597 (0.1); 0.10500 (0.3); 1.0464 (0.2); 1.0417 (0.2); 1.0319 (1.8); 1.0268 (4.0); 1.0187 (1.7); 1.0128 (4.0); 0.9956 (0.3); 0.9916 (0.4); 0.9388 (0.5); 0.9354 (0.6); 0.9310 (0.8); 0.9272 (0.7); 0.9199 (2.0); 0.9177 (1.8); 0.9118 (2.2); 0.9095 (1.8); 0.9078 (1.7); 0.9032 (1.9); 0.8993 (1.9); 0.8952 (1.9); 0.8912 (1.9); 0.8835 (0.6); 0.8805 (0.8); 0.8757 (0.5); 0.8723 (0.4); 0.0967 (0.4); 0.0053 (2.3); −0.0001 (81.8); −0.0056 (2.5); −0.1003 (0.4) I-176 [00272] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.6310 (3.0); 9.6192 (3.0); 9.2586 (9.2); 9.2567 (8.9); 9.1215 (0.7); 9.1136 (2.1); 9.1054 (2.1); 9.0974 (0.7); 8.6474 (5.1); 8.5095 (4.4); 8.4032 (4.2); 8.4024 (4.2); 8.3119 (9.2); 8.3099 (8.8); 6.2860 (0.5); 6.2745 (2.2); 6.2629 (3.6); 6.2511 (2.3); 6.2395 (0.4); 4.0235 (0.1); 3.4938 (0.2); 3.3798 (33.1); 3.3567 (1.1); 3.3520 (0.1); 3.3478 (0.2); 3.3169 (246.4); 3.2624 (0.1); 2.8646 (15.9); 2.8565 (16.0); 2.6198 (0.5); 2.6169 (1.2); 2.6138 (1.7); 2.6107 (1.2); 2.6077 (0.5); 2.5383 (0.2); 2.5228 (3.5); 2.5197 (4.3); 2.5166 (4.0); 2.5079 (84.4); 2.5048 (187.8); 2.5017 (262.5); 2.4987 (184.9); 2.4956 (81.0); 2.4723 (0.2); 2.3919 (0.5); 2.3887 (1.2); 2.3856 (1.7); 2.3825 (1.2); 2.3796 (0.5); 2.1322 (0.6); 538.2 2.1241 (1.3); 2.1184 (1.4); 2.1162 (1.0); 2.1103 (2.8); 2.1045 (0.9); 2.1022 (1.6); 2.0965 (1.5); 2.0883 (0.7); 2.0737 (3.0); 1.9886 (0.6); 1.6516 (11.4); 1.6400 (11.5); 1.2328 (0.1); 1.1872 (0.2); 1.1753 (0.3); 1.1635 (0.2); 1.0492 (0.3); 1.0463 (0.2); 1.0425 (0.3); 1.0313 (1.8); 1.0272 (3.5); 1.0260 (3.7); 1.0233 (2.1); 1.0174 (1.8); 1.0120 (4.0); 1.0095 (2.2); 1.0049 (0.5); 0.9977 (0.4); 0.9944 (0.3); 0.9910 (0.4); 0.9500 (0.1); 0.9395 (0.4); 0.9362 (0.6); 0.9317 (0.7); 0.9280 (0.6); 0.9208 (1.8); 0.9180 (1.4); 0.9165 (1.5); 0.9128 (2.0); 0.9080 (2.6); 0.9026 (1.6); 0.8995 (1.6); 0.8943 (1.5); 0.8873 (0.5); 0.8841 (0.7); 0.8792 (0.5); 0.8759 (0.3); 0.0968 (0.9); 0.0054 (7.1); −0.0001 (268.3); −0.0057 (7.7); −0.0323 (0.1); −0.1003 (0.9) I-177 [00273] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.4239 (3.2); 9.4122 (3.3); 9.2404 (8.2); 9.2385 (8.0); 9.1198 (0.8); 9.1119 (2.3); 9.1038 (2.3); 9.0958 (0.7); 8.3149 (0.3); 8.3080 (8.2); 8.3062 (8.0); 7.9549 (0.3); 7.8733 (8.0); 7.8701 (8.2); 7.7499 (3.4); 6.2237 (0.5); 6.2122 (2.3); 6.2005 (3.7); 6.1189 (2.4); 6.1772 (0.5); 3.3497 (0.1); 3.3213 (69.8); 3.3203 (80.5); 2.8932 (2.6); 2.8660 (16.0); 2.8579 (15.9); 2.7339 (2.0); 2.6223 (0.2); 2.6191 (0.4); 2.6161 (0.6); 2.6130 (0.4); 2.6100 (0.2); 2.5251 (1.2); 2.5220 (1.5); 2.5189 (1.4); 2.5101 (30.8); 2.5071 (67.5); 2.5041 (94.2); 2.5010 (66.9); 2.4980 (30.1); 2.4769 (0.1); 2.3939 (0.2); 2.3909 (0.4); 2.3879 (0.6); 2.3848 (0.4); 2.3819 (0.2); 2.1300 (0.6); 2.1220 (1.4); 2.1162 (1.4); 2.1141 (1.0); 2.1082 (2.8); 2.1001 (1.6); 2.0943 (1.5); 2.0861 560.2 (0.8); 1.9900 (0.2); 1.6280 (12.3); 1.6164 (12.4); 1.2601 (0.1); 1.2325 (0.1); 1.1768 (0.1); 1.0484 (0.3); 1.0446 (0.2); 1.0400 (0.2); 1.0324 (1.4); 1.0298 (1.6); 1.0266 (3.5); 1.0250 (3.7); 1.0193 (2.0); 1.0128 (3.2); 1.0110 (3.8); 1.0061 (1.4); 0.9974 (0.2); 0.9938 (0.2); 0.9901 (0.4); 0.9453 (0.1); 0.9352 (0.5); 0.9317 (0.7); 0.9274 (1.0); 0.9238 (0.8); 0.9148 (1.8); 0.9121 (1.4); 0.9069 (2.0); 0.9040 (1.3); 0.8987 (0.6); 0.8888 (1.7); 0.8843 (1.4); 0.8804 (1.8); 0.8722 (1.0); 0.8690 (0.9); 0.8644 (0.6); 0.8607 (0.4); 0.0968 (0.2); 0.0053 (1.3); −0.0001 (45.9); −0.0057 (1.4); −0.1001 (0.2) I-178 [00274] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 20.2466 (0.1); 9.3512 (3.1); 9.3395 (3.2); 9.2384 (8.2); 9.2364 (8.1); 9.1217 (0.7); 9.1141 (2.2); 8.1060 (2.2); 9.0980 (0.7); 8.3084 (0.5); 8.3043 (8.2); 8.3024 (8.0); 7.9725 (3.9); 7.9698 (6.2); 7.9671 (4.1); 7.9527 (0.6); 7.7764 (3.6); 7.7523 (3.7); 7.7507 (4.0); 6.2088 (0.5); 6.1974 (2.3); 6.1858 (3.6); 6.1741 (2.3); 6.1624 (0.5); 3.4413 (0.3); 3.4238 (0.4); 3.4128 (0.5); 3.3609 (595.7); 3.3584 (1495.0); 3.3176 (0.4); 3.3099 (0.5); 3.2854 (0.3); 3.2703 (0.1); 2.8932 (5.2); 2.8664 (16.0); 2.8583 (16.0); 2.7338 (3.9); 2.6205 (0.7); 2.6175 (1.0); 2.6144 (0.7); 2.5264 (2.2); 2.5233 (2.6); 2.5202 (2.6); 2.5115 (50.1); 2.5085 (110.0); 2.5054 (153.2); 2.5023 (108.4); 2.4993 (48.3); 2.3923 (0.7); 2.3893 (1.0); 510.1 2.3862 (0.7); 2.1278 (0.6); 2.1197 (1.3); 2.1139 (1.4); 2.1118 (1.0); 2.1059 (2.8); 2.0978 (1.6); 2.0920 (1.4); 2.0839 (0.7); 2.0732 (2.5); 1.6171 (12.2); 1.6055 (12.2); 1.0583 (0.1); 1.0489 (0.3); 1.0327 (1.4); 1.0276 (3.3); 1.0253 (3.7); 1.0210 (1.7); 1.0189 (1.6); 1.0138 (3.1); 1.0114 (3.8); 1.0073 (1.5); 0.9909 (0.4); 0.9337 (0.5); 0.9304 (0.7); 0.9259 (0.9); 0.9224 (0.8); 0.9134 (1.9); 0.9108 (1.3); 0.9053 (2.0); 0.9026 (1.3); 0.8987 (0.5); 0.8923 (1.3); 0.8886 (1.8); 0.8842 (1.4); 0.8801 (1.6); 0.8717 (0.9); 0.8686 (0.9); 0.8640 (0.6); 8.606 (0.4); 0.0969 (0.4); 0.0053 (3.0); −0.0001 (101.2); −0.0057 (3.0); −0.1002 (0.4) I-179 [00275] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.3318 (3.3); 9.3199 (3.4); 9.2430 (8.2); 9.2412 (8.0); 9.1213 (0.8); 9.1135 (2.4); 9.1053 (2.4); 0.0973 (0.8); 8.3148 (0.2); 8.3062 (8.5); 8.3044 (8.1); 7.9538 (0.3); 7.7896 (3.8); 7.7871 (6.4); 7.7847 (3.9); 7.7127 (4.2); 7.4740 (4.3); 6.2205 (0.5); 6.2091 (2.3); 6.1974 (3.6); 6.1857 (2.3); 6.1740 (0.5); 3.3205 (50.0); 3.3191 (53.5); 2.8922 (2.9); 2.8660 (16.0); 2.8579 (16.0); 2.7329 (2.3); 2.6211 (0.2); 2.6181 (0.5); 2.6151 (0.7); 2.6121 (0.5); 2.6091 (0.2); 2.5241 (1.4); 2.5210 (1.8); 2.5179 (1.7); 2.5091 (37.8); 2.5061 (82.6); 2.5030 (115.0); 2.5000 (81.8); 2.4970 (37.0); 2.4733 (0.1); 2.3931 (0.2); 2.3899 (0.5); 2.3869 (0.7); 2.3838 (0.5); 2.1292 (0.6); 2.1211 (1.3); 2.1153 (1.4); 2.1073 (2.8); 2.0992 (1.6); 2.0934 (1.4); 2.0852 (0.8); 2.0751 (0.2); 1.8735 (0.1); 1.8550 (0.1); 1.8454 (2.6); 541.2 1.8377 (5.3); 1.8334 (6.7); 1.8309 (3.2); 1.8263 (3.2); 1.8160 (0.2); 1.8073 (0.1); 1.7974 (0.2); 1.6765 (0.3); 1.6612 (0.2); 1.6580 (0.4); 1.6485 (3.6); 1.6448 (3.1); 1.6410 (4.7); 1.6381 (4.2); 1.6355 (4.2); 1.6290 (14.9); 1.6173 (12.4); 1.6026 (0.3); 1.2592 (0.1); 1.0436 (0.6); 1.0332 (0.9); 1.0250 (3.4); 1.0228 (3.8); 1.0189 (1.7); 1.0159 (1.7); 1.0112 (3.2); 1.0088 (3.9); 1.0052 (1.6); 0.9948 (0.2); 0.9921 (0.2); 0.9890 (0.5); 0.9535 (0.1); 0.9458 (0.1); 0.9355 (0.5); 0.9322 (0.7); 0.9276 (0.9); 0.9241 (0.8); 0.9154 (2.0); 0.9125 (1.5); 0.9073 (2.1); 0.9044 (1.4); 0.8961 (1.4); 0.8920 (1.8); 0.8881 (1.5); 0.8839 (1.7); 0.8755 (0.8); 0.8726 (0.9); 0.8678 (0.6); 0.8645 (0.4); 0.0969 (0.2); 0.0053 (1.7); −0.0001 (59.9); −0.0057 (1.9); −0.1002 (0.3) I-180 [00276] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.7444 (3.0); 9.7327 (3.1); 9.2452 (8.6); 9.2433 (8.3); 9.1185 (0.8); 9.1105 (2.2); 9.1023 (2.2); 9.0945 (0.7); 8.6017 (5.4); 8.4300 (3.8); 8.3609 (3.4); 8.3141 (0.8); 8.3101 (8.6); 8.3082 (8.3); 7.9530 (0.4); 6.2716 (0.5); 6.2597 (2.3); 6.2481 (3.6); 6.2364 (2.3); 6.2247 (0.4); 4.0354 (0.3); 4.0237 (0.3); 3.3163 (205.4); 2.8914 (3.5); 2.8638 (16.0); 2.8557 (16.0); 2.7317 (2.6); 2.6170 (1.5); 2.6139 (2.2); 2.6109 (1.5); 2.5229 (4.4); 2.5198 (5.3); 2.5167 (5.0); 2.5080 (104.3); 2.5049 (230.1); 2.5109 (321.9); 2.4988 (227.2); 2.4957 (100.6); 2.3888 (1.5); 2.3858 (2.0); 2.3826 (1.4); 2.1337 (0.6); 2.1257 (1.4); 2.1199 (1.4); 2.1119 (2.7); 2.1037 (1.6); 2.0980 (1.4); 2.0899 (0.7); 1.9887 (1.2); 1.6494 (11.8); 1.6378 (11.8); 1.2592 (0.7); 1.1873 (0.4); 608.2 1.1755 (0.7); 1.1635 (0.4); 1.0521 (0.3); 1.0355 (1.3); 1.0333 (1.4); 1.0285 (4.2); 1.0253 (1.8); 1.0221 (2.1); 1.0144 (4.2); 1.0114 (1.9); 1.0087 (1.4); 0.9923 (0.4); 0.9390 (0.5); 0.9354 (0.7); 0.9311 (0.9); 0.9272 (0.7); 0.9198 (1.8); 0.9155 (1.8); 0.9117 (1.9); 0.9074 (1.7); 0.9005 (1.7); 0.8957 (1.8); 0.8924 (1.8); 0.8876 (1.8); 0.8799 (0.8); 0.8768 (0.8); 0.8721 (0.6); 0.8684 (0.4); 0.0968 (1.4); 0.0053 (10.4); −0.0001 (386.1); −0.0057 (11.7); −0.1003 (1.5) I-181 [00277] .sup.1H-NMR (600.1 MHz, d6-DMSO) δ = 9.5280 (4.1); 9.5163 (4.2); 9.3687 (0.1); 9.3570 0.1); 9.3214 (11.5); 9.3194 (11.3); 8.5296 (0.1); 8.4990 (0.1); 8.4916 (0.1); 8.4558 (4.0); 8.4260 (0.1); 8.4055 (0.1); 8.3844 (11.3); 8.3825 (11.0); 8.3669 (0.2); 8.3435 (0.1); 8.3253 (15.3); 8.3135 (0.6); 8.2893 (5.7); 8.2868 (10.1); 8.2844 (5.6); 8.1772 (0.2); 8.1191 (3.9); 7.9533 (4.4); 7.9498 (5.7); 7.9472 (4.4); 7.8690 (4.6); 7.8660 (5.8); 7.8626 (3.9); 7.5482 (3.7); 7.4264 (8.2); 7.3046 (4.0); 6.5282 (0.1); 6.3046 (0.6); 6.2929 (2.8); 6.2813 (4.3); 6.2696 (2.8); 6.2581 (0.6); 4.6463 (0.2); 3.7137 (0.1); 3.7053 (0.1); 3.6802 (0.1); 3.6718 (0.1); 3.5940 (0.3); 3.4264 (0.2); 3.3641 (0.1); 3.3174 (171.9); 3.3127 (53.1); 3.2773 (0.1); 3.2341 482.1 (0.1); 3.1950 (0.2); 2.8844 (1.2); 2.6197 (0.6); 2.6168 (1.3); 2.6138 (1.8); 2.6107 (1.3); 2.6076 (0.6); 2.5228 (4.0); 2.5197 (5.1); 2.5166 (5.4); 2.5078 (95.2); 2.5048 (202.0); 2.5017 (277.5); 2.4987 (198.6); 2.4956 (90.2); 2.4743 (0.4); 2.3917 (0.6); 2.3887 (1.3); 2.3856 (1.8); 2.3825 (1.3); 2.3797 (0.6); 1.6756 (16.0); 1.6640 (16.0); 1.5653 (0.1); 1.5546 (0.1); 1.1866 (0.1); 0.0968 (0.9); 0.0053 (8.4); −0.0001 (244.2); −0.0057 (8.3); −0.0363 (0.2); −0.1003 (0.9) I-182 [00278] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO): δ = 9.2645 (4.3); 9.2616 (4.4); 9.2241 (1.6); 9.2063 (1.6); 8.4488 (1.6); 8.3377 (4.2); 8.3349 (4.2); 8.1090 (1.6); 7.5475 (4.6); 7.5442 (4.6); 7.2836 (2.2); 6.2430 (1.1); 6.2255 (1.7); 6.2080 (1.1); 3.3341 (5.4); 2.5289 (0.4); 2.5242 (0.5); 2.5154 (7.9); 2.5109 (17.0); 2.5063 (23.0); 2.5018 (16.5); 2.4973 (7.8); 2.3718 (16.0); 2.2124 (0.8); 2.0756 (0.4); 2.0632 (0.7); 2.0547 (0.7); 2.0511 (0.6); 2.0423 (1.3); 2.0299 (0.8); 2.0214 (0.7); 2.0088 (0.4); 1.6400 (5.9); 1.6226 (5.8); 1.3899 (0.4); 1.3720 (0.3); 1.0494 (0.9); 1.0382 (2.4); 1.0326 (2.6); 1.0221 (1.3); 1.0173 (2.3); 1.0117 (2.3); 1.0014 (1.0); 0.8008 (1.1); 0.7901 (2.5); 0.7850 (2.5); 0.7778 (2.4); 0.7727 (2.7); 0.7612 (0.9); −0.0002 (0.4) 476.1 I-183 [00279] .sup.1H-NMR (600.1 MHz, d.sub.6-DMSO): δ = 9.7810 (4.4); 9.0664 (4.6); 9.0078 (1.0); 8.6665 (5.5); 8.5454 (0.1); 8.5344 (0.1); 8.4182 (1.2); 8.4061 (1.2); 8.3735 (0.1); 8.2720 (3.9); 8.1981 (2.9); 8.0053 (0.1); 7.9816 (2.8); 6.9298 (0.3); 6.9181 (1.3); 6.9062 (2.0); 6.8944 (1.3); 6.8828 (0.4); 6.7448 (0.4); 6.7385 (0.7); 6.7321 (0.4); 6.6520 (0.8); 6.6457 (1.5); 6.6393 (0.8); 6.5591 (0.4); 6.5528 (0.8); 6.5465 (0.4); 6.0361 (5.8); 4.6666 (0.1); 4.6547 (0.4); 4.6428 (0.4); 4.6310 (0.1); 4.4555 (0.7); 4.4490 (0.8); 4.4450 (0.8); 4.4385 (0.8); 4.4301 (1.4); 4.4235 (1.6); 4.4194 (1.6); 4.4129 (1.4); 4.4045 (0.8); 4.3978 (0.8); 4.3939 (0.8); 4.3873 (0.7); 2.7363 (16.0); 2.6482 (0.4); 2.6442 (0.4); 2.6402 (0.5); 2.6362 (0.4); 2.6149 (0.1); 2.6104 (0.1); 2.6062 (0.1); 2.5772 (0.1); 2.5613 (1.8); 2.5536 (1.7); 2.5372 (21.8); 2.5333 (38.5); 2.5293 (53.9); 2.5253 551.2 (38.1); 2.5213 (20.9); 2.4779 (0.1); 2.4224 (0.2); 2.4184 (0.3); 2.4138 (0.4); 2.4103 (0.3); 2.4062 (0.2); 2.3883 (1.7); 2.3792 (4.8); 2.3751 (4.7); 2.3662 (1.9); 2.3406 (0.2); 2.2828 (8.6); 2.2712 (8.7); 2.2307 (0.2); 2.2189 (0.2); 2.1585 (0.2); 2.1457 (0.1); 2.1324 (1.9); 2.1238 (4.9); 2.1196 (4.8); 2.1103 (1.6); 2.0859 (0.2); 1.9757 (0.2); 1.8741 (0.2); 1.8587 (0.8); 1.8364 (0.2); 1.8170 (0.1); 1.8053 (0.5); 1.7934 (0.9); 1.7816 (0.5); 1.6958 (0.2); 1.4710 (0.2); 1.4592 (0.2); 0.5894 (0.5) I-184 [00280] .sup.1H-NMR (600.4 MHz, d.sub.6-DMSO): δ = 9.7884 (3.1); 9.7768 (3.2); 9.3104 (8.2); 9.3085 (8.0); 8.4432 (2.9); 8.4116 (8.8); 8.4096 (9.0); 8.3831 (8.6); 8.3812 (8.2); 8.3368 (16.0); 8.3093 (0.4); 8.1683 (0.3); 8.1078 (2.8); 6.2986 (0.4); 6.2873 (2.2); 6.2756 (3.4); 6.2640 (2.2); 6.2523 (0.5): 4.3846 (0.4); 4.3728 (0.3); 3.3321 (41.9); 3.3051 (110.2); 3.2830 (0.4); 3.2516 (1.0); 2.7969 (1.6); 2.6190 (0.4); 2.6159 (1.0); 2.6129 (1.5); 2.6100 (1.0); 2.6068 (0.4); 2.5220 (2.9); 2.5189 (3.6); 2.5158 (3.5); 2.5070 (71.0); 2.5040 (158.5); 2.5009 (222.5); 2.4979 (159.1); 2.4948 (72.4); 2.4761 (0.8); 2.4130 (0.3); 2.3911 (0.5); 2.3880 (1.0); 2.3849 (1.5); 2.3891 (1.0); 2.3785 (0.5); 2.0716 (0.5); 1.6669 (12.5); 1.6554 (12.7); 1.3551 (0.3); 1.3432 (0.8); 497.0 1.3313 (0.3); 0.0052 (2.3); −0.0002 (86.3); −0.0057 (2.8); −0.1003 (0.4) I-185 [00281] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO): δ = 9.5390 (3.5); 9.5215 (3.6); 9.3252 (8.9); 9.3224 (8.9); 9.1636 (0.9); 9.1521 (2.6); 9.1400 (2.6); 9.1281 (0.8); 8.3787 (8.4); 8.3759 (8.4); 8.3308 (13.4); 8.2875 (4.4); 8.2840 (8.1); 8.2805 (4.6); 8.1469 (1.3); 7.9532 (3.5); 7.9485 (5.0); 7.9448 (4.0); 7.8734 (3.8); 7.8690 (5.1); 7.8642 (3.3); 7.6121 (3.7); 7.4294 (8.0); 7.2468 (4.0); 6.3158 (0.5); 6.2989 (2.2); 6.2815 (3.5); 6.2641 (2.2); 6.2469 (0.4); 3.3292 (55.8); 3.3146 (42.0); 2.8733 (16.0); 2.8611 (15.9); 2.6763 (0.7); 2.6718 (0.9); 2.6673 (0.7); 2.5253 (2.6); 2.5206 (3.6); 2.5118 (46.4); 2.5074 (97.2); 2.5028 (130.7); 2.4983 (93.4); 2.4939 (43.7); 2.3343 (0.6); 2.3296 (0.9); 2.3250 (0.6); 1.6778 (12.8); 1.6604 (12.8); 0.1462 (0.3); 0.0080 (2.3); −0.0002 (75.6); −0.0085 (2.3); −0.1494 (0.3); 496.1 I-186 [00282] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.6268 (1.3); 9.6095 (1.4); 9.2579 (3.1); 9.2551 (3.4); 8.4699 (1.7); 8.4665 (3.0); 8.4631 (1.9); 8.3091 (4.9); 8.1506 (1.9); 8.1485 (1.8); 8.0891 (1.8); 8.0360 (3.2); 8.0331 (3.4); 6.2853 (0.9); 6.2681 (1.4); 6.2508 (0.9); 3.3607 (14.3); 3.3262 (35.3); 3.0417 (13.7); 2.9544 (16.0); 2.6756 (0.5); 2.6710 (0.7); 2.6666 (0.6); 2.5245 (1.9); 2.5198 (2.6); 2.5109 (33.5); 2.5066 (70.2); 2.5021 (94.7); 2.4976 (68.8); 2.4933 (33.2); 2.3335 (0.5); 2.3290 (0.6); 2.3244 (0.5); 1.6872 (5.2); 1.6698 (5.2); 0.0079 (2.1); −0.0002 (66.4); −0.0084 (2.4) 528.1 I-187 [00283] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.5222 (1.8); 9.5044 (1.8); 9.2828 (4.0); 9.2803 (4.3); 9.1448 (0.4); 9.1336 (1.3); 9.1213 (1.3); 9.1091 (0.4); 8.3360 (3.9); 8.3336 (4.2); 8.3098 (2.1); 8.3064 (3.8); 8.3032 (2.3); 7.9676 (2.5); 7.8743 (1.9); 7.8698 (2.6); 7.8654 (1.7); 7.6147 (1.7); 7.4321 (3.6) 7.2495 (1.8); 6.2986 (1.1); 6.2811 (1.8); 6.2636 (1.2); 3.3280 (36.2); 3.3186 (18.2); 2.8691 (7.7); 2.8570 (7.6); 2.6722 (0.4); 2.5255 (1.0); 2.5207 (1.4); 2.5120 (18.2); 2.5077 (38.3); 2.5033 (51.8); 2.4988 (37.5); 2.4945 (17.9); 2.3804 (16.0); 2.3301 (0.4); 2.0764 (0.5); 1.6565 (6.2); 1.6392 (6.1); −0.0002 (0.4) 510.1 I-188 [00284] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.5231 (1.6); 9.5053 (1.6); 9.2813 (4.2); 9.2785 (4.3); 8.4463 (1.7); 8.3445 (4.0); 8.3417 (4.2); 8.3137 (2.0); 8.3102 (3.7); 8.3067 (2.2); 8.1053 (1.6); 7.9696 (2.3); 7.9659 (1.9); 7.8735 (1.8); 7.8689 (2.5); 7.8644 (1.7); 7.6151 (1.7); 7.4324 (3.7); 7.2498 (1.8); 6.2987 (1.1); 6.2813 (1.8); 6.2637 (1.1); 3.3279 (50.1); 3.3192 (18.1); 2.6764 (0.3); 2.6720 (0.4); 2.6673 (0.3); 2.5254 (1.2); 2.5206 (1.8); 2.5119 (21.9); 2.5075 (46.4); 2.5029 (62.7); 2.4984 (45.0); 2.4940 (21.2); 2.3763 (16.0); 2.3297 (0.4); 2.0757 (1.2); 1.6569 (5.9); 1.6395 (5.8); −0.0002 (1.0) 496.1 I-189 [00285] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 10.0304 (3.3); 10.0132 (3.5); 9.3238 (8.8); 9.3210 (9.3); 8.9390 (15.3); 8.9350 (16.0); 8.4986 (3.8); 8.4950 (6.8); 8.4663 (3.6); 8.3949 (8.6); 8.3922 (8.9); 8.3496 (14.0); 8.3171 (0.3); 8.1319 (3.5); 7.6398 (4.9); 7.5099 (11.6); 7.3802 (5.9); 6.3726 (0.5); 6.3556 (2.2); 6.3383 (3.4); 6.3210 (2.2); 6.3040 (0.5); 3.3279 (89.9); 2.6814 (0.4); 2.6768 (0.8); 2.6723 (1.1); 2.6678 (0.8); 2.5400 (0.3); 2.5257 (2.7); 2.5210 (4.1); 2.5122 (58.1); 2.5078 (123.7); 2.5033 (167.4); 2.4988 (120.8); 2.4945 (57.6); 2.3390 (0.4); 2.3346 (0.8); 2.3301 (1.1); 2.3256 (0.8); 2.0760 (8.7); 1.7042 (12.6); 1.6868 (12.6); 1.1787 (0.4); −0.0002 (10.6); −0.0085 (0.3) 566.1 I-190 [00286] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.9761 (3.5); 9.9585 (3.6); 9.2546 (9.3); 9.2519 (9.2); 8.9123 (16.0); 8.9084 (15.6); 8.4921 (7.3); 8.4414 (4.2); 8.3265 (0.4); 8.3238 (9.0); 8.1104 (4.1); 7.9532 (0.8); 7.6390 (4.9); 7.5091 (11.3); 7.3793 (5.8); 6.2354 (0.6); 6.3081 (2.4); 6.2907 (3.8); 6.2734 (2.4); 6.2560 (0.5); 3.8626 (0.3); 3.3629 (0.4); 3.3279 (170.0); 2.8915 (5.8); 2.7320 (4.8); 2.6760 (1.6); 2.6717 (2.2); 2.6673 (1.6); 2.5250 (6.5); 2.5071 (244.2); 2.5027 (315.8); 2.4983 (229.1); 2.3340 (1.6); 2.3296 (2.1); 2.3252 (1.5); 2.2886 (0.5); 2.1370 (0.6); 2.1246 (1.5); 2.1160 (1.7); 2.1039 (3.0); 2.0918 (1.9); 2.0833 (1.6); 2.0755 (0.7); 2.0710 (0.8); 1.6655 (13.1); 1.6481 (13.1); 1.0523 (0.6); 1.0348 (5.2); 1.0316 (5.6); 1.0144 (5.1); 1.0106 (5.2); 0.9963 (1.0); 0.9838 (0.6); 0.9494 (0.8); 0.9296 (2.0); 0.9241 (2.8); 0.9123 (4.6); 0.9072 (4.0); 0.8941 (2.0); 0.8823 606.1 (0.7); 0.8717 (0.5); 0.0078 (0.7); −0.0002 (19.8); −0.0084 (0.9) I-191 [00287] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.3800 (1.6); 9.3623 (1.6); 9.2667 (4.2); 9.2639 (4.6); 8.4452 (1.7); 8.3383 (4.1); 8.3355 (4.4); 8.1043 (1.7); 7.8407 (1.9); 7.8371 (3.4); 7.8335 (2.3); 7.7590 (2.3); 7.4847 (2.4); 6.2649 (1.1); 6.2473 (1.7); 6.2298 (1.1); 3.3287 (35.3); 2.6767 (0.4); 2.6720 (0.5); 2.6677 (0.4); 2.5255 (1.4); 2.5028 (2.1); 2.5119 (28.0); 2.5076 (59.6); 2.5031 (80.6); 2.4986 (59.2); 2.3737 (16.0); 2.3343 (0.4); 2.3299 (0.6); 2.3255 (0.4); 1.8529 (1.2); 1.8406 (3.3); 1.8331 (3.6); 1.8217 (1.6); 1.6612 (2.0); 1.6494 (9.4); 1.6419 (4.2); 1.6322 (6.4); −0.0002 (2.4) 501.1 I-192 [00288] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.5400 (4.2); 9.5225 (4.4); 9.2419 (10.1); 9.2392 (11.2); 8.4413 (4.8); 8.3134 (10.1); 8.3108 (11.2); 8.1086 (4.7); 7.9300 (12.0); 7.6304 (12.0); 6.2306 (0.6); 6.2136 (2.9); 6.1963 (4.6); 6.1789 (3.0); 6.1619 (0.6); 3.3276 (68.6); 2.6764 (0.9); 2.6722 (1.2); 2.6679 (1.0); 2.5255 (2.9); 2.5076 (133.3); 2.5033 (180.8); 2.4989 (137.9); 2.3343 (0.8); 2.3301 (1.2); 2.3256 (0.9); 2.1364 (0.7); 2.1241 (1.7); 2.1154 (2.0); 2.1035 (3.6); 2.0914 (2.2); 2.0828 (1.9); 2.0705 (1.0); 1.6221 (16.0); 1.6048 (16.0); 1.0524 (1.0); 1.0394 (4.6); 1.0336 (6.6); 1.0187 (4.6); 1.0129 (6.4); 1.0025 (1.5); 0.9895 (0.5); 0.9820 (0.4); 0.9582 (0.4); 0.9447 (0.6); 0.9284 (2.0); 0.9198 (4.9); 0.9154 (5.4); 0.9089 (6.5); 0.9033 (5.0); 0.8749 (0.4); −0.0002 (5.6) 497.1 I-193 [00289] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.2563 (4.5); 9.2461 (11.5); 9.2433 (12.9); 8.4417 (4.7); 8.3163 (10.6); 8.3137 (11.2); 8.1067 (4.6); 7.8871 (4.3); 7.8679 (4.9); 7.7775 (5.9); 7.6307 (3.0); 7.6106 (6.8); 7.5912 (5.0); 7.5605 (4.1); 7.5399 (2.0); 6.2272 (0.6); 6.2099 (2.9); 6.1924 (4.6); 6.1750 (2.9); 6.1576 (0.6); 3.3288 (115.6); 2.6765 (1.0); 2.6721 (1.4); 2.6677 (1.0); 2.5255 (3.7); 2.5206 (5.7); 2.5075 (148.8); 2.5031 (199.3); 2.4987 (147.9); 2.3344 (1.0); 2.3299 (1.3); 2.3258 (1.0); 2.1265 (0.8); 2.1143 (1.7); 2.1055 (1.9); 2.0936 (3.6); 2.0816 (2.2); 2.0729 (1.9); 2.0607 (0.9); 1.9897 (0.8); 1.6220 (16.0); 1.6046 (16.0); 1.1753 (0.4); 1.0544 (0.3); 1.0475 (0.3); 1.0264 (4.9); 1.0207 (6.8); 1.0057 (4.6); 0.9999 (7.1); 0.9802 (0.7); 0.9743 (0.6); 0.9361 (1.1); 0.9240 (1.2); 0.9115 (3.5); 0.8997 (3.5); 0.8912 (2.5); 0.8855 (3.1); 462.1 0.8788 (2.2); 0.8734 (2.9); 0.8563 (1.2); 0.8475 (0.7); −0.0002 (6.5) I-194 [00290] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.4034 (3.3); 9.3859 (3.4); 9.3155 (7.7); 9.3129 (8.5); 8.4689 (3.5); 8.3786 (7.6); 8.3761 (8.4); 8.3189 (12.5); 8.1599 (5.8); 8.1269 (3.4); 8.0021 (5.8); 7.9277 (5.5); 6.2819 (0.5); 6.2647 (2.1); 6.2474 (3.3); 6.2300 (2.1); 6.2129 (0.4); 3.3527 (0.4); 3.3286 (268.6); 2.8823 (0.4); 2.6757 (1.0); 2.6715 (1.5); 2.6670 (1.1); 2.5247 (3.4); 2.5068 (172.6); 2.5024 (233.0); 2.4980 (171.9); 2.3333 (1.1); 2.3292 (1.5); 2.3249 (1.1); 2.0440 (7.2); 1.9965 (16.0); 1.9488 (8.1); 1.6605 (12.2); 1.6431 (12.2); 0.1457 (0.6); 0.0079 (4.3); −0.0002 (138.6); −0.0083 (5.6); −0.0247 (0.4); −0.1498 (0.6) 482.0 I-195 [00291] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.4435 (4.0); 9.4259 (4.2); 9.3253 (10.4); 9.3225 (11.7); 8.4695 (4.3); 8.3963 (4.5); 8.3923 (8.2); 8.3848 (11.6); 8.3820 (11.7); 8.3218 (15.8); 8.1715 (4.0); 8.1683 (3.2); 8.1515 (4.5); 8.1488 (3.6); 8.1268 (4.2); 8.0956 (2.7); 8.0929 (3.6); 8.0916 (3.7); 8.0889 (3.1); 8.0761 (3.0); 8.0719 (4.2); 8.0693 (3.4); 7.7666 (4.1); 7.7470 (7.4); 7.7275 (3.5); 6.3125 (0.6); 6.2955 (2.7); 6.2781 (4.3); 6.2606 (2.7); 6.2430 (0.6); 3.3279 (149.9); 3.2596 (46.6); 2.6759 (1.0); 2.6714 (1.5); 2.6669 (1.1); 2.5249 (3.4); 2.5202 (5.0); 2.5112 (72.8); 2.5069 (157.6); 416.2 2.5024 (216.8); 2.4979 (161.0); 2.4937 (79.4); 2.3338 (1.0); 2.3293 (1.4); 2.3248 (1.1); 1.6744 (16.0); 1.6570 (16.0); 0.1458 (0.9); 0.0080 (6.3); −0.0002 (208.7); −0.0085 (8.0); −0.1497 (0.9) I-196 [00292] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.6144 (2.2); 9.5969 (2.3); 9.2926 (5.9); 9.2898 (6.1); 9.1655 (2.2); 9.1528 (2.3); 8.4548 (2.9); 8.4513 (5.3); 8.4478 (3.1); 8.3664 (5.8); 8.3636 (5.8); 8.3390 (9.1); 8.1311 (3.1); 8.1291 (3.0); 8.0873 (3.1); 6.2983 (1.5); 6.2809 (2.3); 6.2635 (1.5); 6.2461 (0.3); 3.3577 (24.8); 3.3274 (50.9); 2.9917 (0.9); 2.9778 (1.6); 2.9643 (1.5); 2.9500 (0.9); 2.6764 (0.6); 2.6717 (0.8); 2.6673 (0.6); 2.5253 (1.6); 2.5205 (2.5); 2.5117 (40.4); 2.5073 (85.4); 2.5028 (114.8); 2.4983 (82.6); 2.4939 (39.3); 2.3341 (0.5); 2.3296 (0.8); 2.3252 (0.6); 1.6794 (8.5); 1.6620 (8.5); 0.7404 (8.9); 0.7262 (16.0); −0.0002 (6.2) 540.1 I-197 [00293] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.6091 (0.6); 9.5097 (4.3); 9.4924 (4.4); 9.3154 (10.6); 9.3127 (10.7); 9.2917 (0.4); 9.2890 (0.4); 8.5863 (0.7); 8.5324 (0.8); 8.4689 (4.5); 8.3815 (10.5); 8.3789 (10.4); 8.3265 (15.8); 8.3177 (0.6); 8.3051 (0.4); 8.1820 (0.4); 8.1597 (7.8); 8.1287 (4.6); 8.1135 (8.2); 8.0270 (7.2); 7.5535 (0.5); 7.1487 (0.9); 6.2928 (0.6); 6.2755 (2.7); 6.2582 (4.3); 6.2407 (2.8); 6.2237 (0.6); 3.3310 (206.1); 3.1185 (2.0); 2.6773 (0.8); 2.6727 (1.1); 2.6682 (0.8); 2.5260 (2.8); 2.5122 (60.8); 2.5081 (126.0); 2.5037 (168.7); 2.4933 (122.9); 2.3349 (0.8); 2.3305 (1.1); 2.3263 (0.8); 2.0872 (1.7); 2.0071 (2.9); 1.9681 (2.9); 1.6688 (16.0); 1.6514 (15.9); 1.3538 (0.7); 1.3360 (0.7); 1.2590 (0.4); 1.2334 (0.8); 1.1466 (0.4); 1.1353 (0.4); 0.0080 (0.6); −0.0002 (18.3); −0.0084 (0.7) 456.2 I-198 [00294] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.4061 (1.3); 9.3889 (1.4); 9.2504 (3.4); 9.2476 (3.9); 8.2979 (5.2); 8.1490 (1.6); 8.0302 (3.5); 8.0273 (3.9); 7.8316 (2.9); 7.8283 (2.1); 7.7545 (2.0); 7.4838 (2.1); 6.2481 (0.9); 6.2307 (1.4); 6.2133 (0.9); 3.3323 (6.3); 3.0624 (1.4); 3.0421 (14.0); 2.9495 (16.0); 2.8497 (1.3); 2.6721 (0.4); 2.5256 (0.8); 2.5076 (43.4); 2.5031 (59.0); 2.4987 (44.2); 2.3297 (0.4); 2.0759 (1.2); 1.8559 (1.1); 1.8429 (3.3); 1.8357 (3.3); 1.8241 (1.4); 1.6762 (5.6); 1.6589 (5.8); 1.6523 (4.0); 1.6449 (3.3); 1.6312 (1.1); 1.3075 (0.6); 1.2900 (0.6); −0.0002 (6.8) 515.3 I-199 [00295] .sup.1H-NMR (400.2 MHz, d.sub.6-DMSO) δ = 9.3882 (4.5); 9.3711 (7.1); 9.3558 (1.8); 9.3343 (0.6); 9.3315 (10.1); 8.3779 (9.4); 8.3751 (9.9); 8.3324 (14.3); 8.3171 (0.3); 7.8153 (4.2); 7.8116 (7.4); 7.8079 (4.9); 7.7281 (4.9); 7.7257 (4.5); 7.4786 (5.0); 6.2820 (0.5); 6.2650 (2.3); 6.2476 (3.6); 6.2302 (2.3); 6.2129 (0.5); 3.6188 (2.1); 3.6017 (5.3); 3.5859 (5.4); 3.5688 (2.3); 3.3676 (0.5); 3.3319 (207.8); 2.6764 (1.0); 2.6724 (1.7); 2.6677 (1.0); 2.6635 (0.6); 2.6556 (1.2); 2.6446 (1.9); 2.6271 (3.5); 2.6161 (2.2); 2.6097 (2.0); 2.5986 (3.6); 2.5874 (1.0); 2.5183 (1.8); 2.5700 (1.3); 2.5526 (0.8); 2.5427 (0.5); 2.5257 (2.5); 2.5209 (3.8); 2.5121 (58.0); 2.5077 (124.2); 2.5032 (168.3); 2.4987 (121.5); 2.4943 (57.4); 2.3388 (0.4); 2.3346 (0.8); 2.3300 (1.1); 2.3255 (0.8); 2.0758 (1.3); 1.8507 (2.8); 1.8384 (7.0); 1.8310 (7.8); 1.8197 (3.6); 1.7791 (0.4); 1.6926 (0.6); 1.6713 (13.1); 1.6536 (16.0); 1.6409 (7.9); 1.6330 (6.7); 1.6210 (2.9); 0.0080 (0.7); −0.0002 (23.0); −0.0085 (0.7) 583.3

TABLE-US-00002 TABLE 2 (Intermediates) ESI Mass Example Structure.sup.1) NMR Peak List (m/z).sup.2) INT-1 [00296] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): □ = 9.42 (d, J = 1.2 Hz, 1H), 8.74 (brs, 3H), 8.67 (d, J = 1.2 Hz, 1H), 8.56 (s, 1H), 5.50-5.40 (m, 1H), 1.64 (d, J = 6.8 Hz, 3H). 216.1 [amine + H].sup.+ INT-2 [00297] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): □ = 9.38 (s, 1H), 8.58 (s, 1H), 8.33 (s, 1H), 7.61 (d, J = 7.6 Hz, 1H), 5.78-5.68 (m, 1H), 1.44 (d, J = 7.6 Hz, 3H), 1.33 (s, 9H). 316.1 [M + H].sup.+ INT-3 [00298] .sup.1H-NMR (400 MHz, CDCl.sub.3): δ = 1.43 (s, 9H), 1.58 (d, J = 6.8 Hz, 3H), 5.45-5.58 (m, 1H), 5.97-6.10 (m, 1H), 8.02 (s, 1H), 8.32 (d, J = 0.8 Hz, 1H), 9.24 (d, J = 1.2 Hz, 1H). Measured with Bruker AVANCE III 400 MHz. 260.0 [M − C.sub.4H.sub.8 + H].sup.+ INT-4 [00299] 216.1 [amine + H].sup.+ INT-5 [00300] .sup.1H-NMR (400 MHz, CDCl.sub.3): δ = 1.43 (s, 9H), 1.56 (d, J = 6.8 Hz, 3H), 2.45 (s, 3H), 5.37-5.68 (m, 1H), 5.92- 6.17 (m, 1H), 8.25 (d, J = 1.2 Hz, 1H), 9.19 (d, J = 1.2 Hz, 1H). Measured with Bruker AVANCE III 400 MHz. 330.1 INT-6 [00301] 230.1 [amine + H].sup.+ INT-7 [00302] .sup.1H-NMR (400 MHz, MeOD): δ = 9.21 (s, 1H), 8.36 (s, 1H), 5.82 (q, J = 6.8 Hz, 1H), 2.15-2.04 (m, 1H), 1.52 (d, J = 6.8 Hz, 3H), 1.40 (brs, 9H), 1.09-0.98 (m, 4H). Measured with Bruker AVANCE III 400 MHz 356.0 INT-8 [00303] 256.2 [amine + H].sup.+ INT-9 [00304] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ = 9.36 (s, 1H), 8.78 (s, 2H, NH.sub.2), 8.52 (s, 1H), 8.50 (bs, 1H), 8.39 (s, 1H), 8.17 (bs, 1H), 5.07-5.45 (m, 1H), 1.67-1.65 (d, 3H). 234.2 [amine + H].sup.+ INT-10 [00305] 248.2 [amine + H].sup.+ INT-11 [00306] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ = 9.30 (s, 1H), 8.75 (bs, 2H, NH.sub.2), 8.48 (s, 1H), 8.32 (s, 1H), 8.15 (s, 1H), 5.44-5.41 (m, 1H), 2.20-2.14 (m, 1H), 1.64-1.61 (d, 3H), 1.12-1.07 (m, 2H), 1.03-0.98 (m, 2H). 274.2 [amine + H].sup.+ INT-12 [00307] .sup.1H NMR (400 MHz, DMSO-d.sub.6): δ = 14.20 (bs, 1H, COOH), 7.89 (s, 1H), 7.53 (s, 1H), 1.94-1.91 m, 2H), 1.76-1.73 (m, 2H). 221.0.sup.# INT-13 [00308] .sup.1H NMR (400 MHz, DMSO-d.sub.6): δ = 14.37 (bs, 1H, COOH), 8.48 (s, 1H), 8.46 (s, 1H), 8.42 (s, 1H). 337.0.sup.# INT-14 [00309] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ = 13.45 (s, 1H), 7.97 (s, 1H), 7.87 (s, 1H), 7.81 (s, 1H), 3.27 (dd, J = 10.9, 8.5 Hz, 1H), 2.40-2.28 (m, 1H), 2.17-2.06 (m, 1H). Spectrum was recorded on a Varian Gemini 2000. 311.0 INT-15 [00310] .sup.1H-NMR: (400 MHz CDCl.sub.3): δ = 10.69 (brs, 1H), 8.17 (d, J = 1.2 Hz, 1H), 7.89 (s, 1H), 7.64 (s, 1H), 5.78-6.12 (m, 1H). 314.9.sup.# INT-16 [00311] .sup.1H-NMR (400 MHz, DMSO-d.sub.6): δ = 1.66 (s, 3H), 1.72 (s, 3H), 7.66 (s, 1H), 7.75 (m, 1H), 7.99 (m, 1H), 13.56 (s, 1H). Spectrum was recorded on a Bruker AVANCE III 400 MHz. 265.1.sup.# INT-17 [00312] INT-18 [00313] .sup.1H NMR (400 MHz, CDCl.sub.3): δ 9.08 (d, J = 0.73 Hz, 1H), 8.65 (s, 1H), 7.79 (brs, 1H), 5.96-6.07 (m, 1H), 5.81 (brs, 1H), 5.56-5.71 (m, 1H), 2.02-2.12 (m, 1H), 1.55 (d, J = 6.8 Hz, 3H), 1.44 (s, 9H), 0.98- 1.11 (m, 4H). INT-19 [00314] .sup.1H NMR (400 MHz, CDCl.sub.3): δ 9.04 (s, 1H), 8.63 (s, 1H), 7.98 (d, 1H), 6.02-5.99 (m, 1H), 5.63 (d, 1H), 3.09 (d, 3H), 2.10-2.06 (m, 1H), 1.54 (d, 1H), 1.44 (s, 9H), 1.07-1.02 (m, 4H). INT-20 [00315] .sup.1H NMR (400 MHz, CDCl.sub.3): δ 9.07 (s, 1H), 8.12 (s, 1H), 6.02-5.99 (m, 1H), 5.62 (d, 1H), 3.16 (s, 3H), 3.08 (s, 3H), 2.07-2.00 (m, 1H), 1.55 (d, 1H), 1.44 (s, 9H), 1.04-1.00 (m, 4H). INT-21 [00316] .sup.1H NMR (400 MHz, MeOD): δ 9.19 (d, J = 1.00 Hz, 1H), 8.52 (d, J = 1.00 Hz, 1H), 5.59 (q, J = 6.71 Hz, 1H), 3.25-3.38 (m, 2H), 3.00 (s, 3H), 2.11-2.24 (m, 1H), 1.75 (d, J = 6.75 Hz, 3H), 1.01-1.16 (m, 4H). INT-22 [00317] .sup.1H NMR (400 MHz, MeOD): δ 9.17 (d, J = 1.00 Hz, 1H), 8.13 (d, J = 1.00 Hz, 1H), 5.61 (q, J = 6.67 Hz, 1H), 3.18 (s, 3H), 3.10 (s, 3H), 2.11-2.24 (m, 1H), 1.78 (d, J = 6.75 Hz, 3H), 1.05-1.14 (m, 4H). INT-23 [00318] .sup.1H NMR (400 MHz, DMSO-d.sub.6): δ 7.53 (t, 2H), 8.57 (s, 1H), 8.79 (s, 2H), 14.53 (s, 1H). Measured on a Bruker AVANCE III 400 MHz machine. 349.0.sup.# .sup.1)‘abs’ denotes that the compound was obtained in an enantiomerically enriched or pure form with the major stereoisomer having the absolute configuration depicted in the drawing. .sup.2)The stated mass corresponds to the peak from the isotope pattern of the [M + H].sup.+ ion with the highest intensity. .sup.#denotes that the [M − H].sup.− ion was recorded.

BIOLOGICAL EXAMPLES

Rhipicephalus (Boophilus) Microplus—In-Vitro Contact Tests Larval Cattle Tick (Strain Parkhurst, Resistant Against Synthetic Pyrethroids)

[0782] 9 mg compound is solved in 1 mL acetone and diluted with acetone to the desired concentration. 250 μL of the test solution is filled in 25 mL glass test tubes and homogeneously distributed on the inner walls by rotation and tilting on a shaking device (2 h at 30 rpm). With a compound concentration of 900 ppm, an inner surface of 44.7 cm.sup.2 and a homogeneous distribution, a dose of 5 μg/cm.sup.2 is achieved.

[0783] After the solvent has evaporated, each test tube is filled with 20-50 cattle tick larvae (Rhipicephalus microplus), closed with a perforated lid and incubated in a horizontal position at 85% relative humidity and 27° C. in an incubator. After 48 hours efficacy is determined. The larvae are patted on the ground of the tubes and negative geotactic behavior is recorded. Larvae that climb back to the top of the vial in a manner comparable to untreated control larvae are marked as alive, larvae not climbing back up comparable to untreated control larvae but are moving uncoordinatedly or only twitching their legs are marked as moribund, tick larvae remaining on the bottom and not moving at all are counted as dead.

[0784] A compound shows a good efficacy against Rhipicephalus microplus, if at a compound concentration of 5 μg/cm.sup.2 an efficacy of at least 80% is monitored. An efficacy of 100% means all larvae are dead or moribund; 0% means no larvae are dead or moribund.

[0785] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 5 μg/cm.sup.2 (=500 g/ha): I-1, I-2, I-3, I-4, I-5, I-6, I-8, I-10, I-18, I-21, I-22, I-28, I-33, I-34, I-35, I-36, I-37, I-38, I-42, I-46, I-49, I-50, I-51, I-52, I-55, I-56, I-57, I-63, I-64, I-65, I-66, I-67, I-68, I-69, I-73, I-74, I-75, I-76, I-80, I-85, I-87, I-89, I-95, I-98, I-102, I-135, I-141.

Rhipicephalus (Boophilus) Microplus—Dip Test

[0786] Test animal: cattle ticks (Rhipicephalus microplus) strain Parkhurst, SP-resistant

[0787] Solvent: dimethyl sulfoxide

[0788] To produce a suitable preparation of active compound, 10 mg of active compound are dissolved in 0.5 mL solvent, and the concentrate is diluted with water to the desired concentration.

[0789] This compound solution is pipetted into tubes. 8-10 engorged, adult, female cattle ticks (Rhipicephalus microplus) are placed in perforated tubes. These tubes are immersed in the aqueous compound solution until the ticks are completely moistened. After the liquid has drained off, the ticks are transferred to a filter paper in a plastic tray and stored in a climate chamber.

[0790] After 7 days egg deposition of fertile eggs is monitored. Eggs where fertility is not visible are stored in a climate chamber till hatching after about 42 days. An efficacy of 100% means all eggs are infertile; 0% means all eggs are fertile.

[0791] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 100 ppm: I-1.

Rhipicephalus (Boophilus) Microplus—Injection Test

[0792] Solvent: dimethyl sulfoxide

[0793] To produce a suitable preparation of active compound, 10 mg of active compound are dissolved in 0.5 mL solvent, and the concentrate is diluted with solvent to the desired concentration.

[0794] Five adult engorged female ticks (Rhipicephalus microplus) are injected with 1 μL compound solution into the abdomen. The ticks are transferred into replica plates and incubated in a climate chamber.

[0795] After 7 days egg deposition of fertile eggs is monitored. Eggs where fertility is not visible are stored in a climate chamber till hatching after about 42 days. An efficacy of 100% means all eggs are infertile; 0% means all eggs are fertile.

[0796] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 4 μg/animal: I-1, 1-2.

Ctenocephalides felis—Oral Test

[0797] Solvent: dimethyl sulfoxide

[0798] To produce a suitable preparation of active compound, 10 mg of active compound are dissolved in 0.5 mL solvent, and the concentrate is diluted with citrated cattle blood to the desired concentration.

[0799] Approximately 20 adult unfed cat fleas (Ctenocephalides felis) are placed in a flea chamber whose top and bottom is covered with gauze. A chamber whose bottom is sealed with parafilm, is filled with the blood-compound solution and placed on top of the flea chamber, so that the fleas can suck the blood. The blood chamber is heated to 37° C. whereas the flea chamber is kept at room temperature.

[0800] After 2 days mortality in % is determined. 100% means all the fleas have been killed; 0% means none of the fleas have been killed.

[0801] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 100 ppm: 1-1, 1-2.

Ctenocephalides felis—In-Vitro Contact Tests Adult Cat Flea

[0802] 9 mg compound is solved in 1 mL acetone and diluted with acetone to the desired concentration. 250 μL of the test solution is filled in 25 mL glass test tubes and homogeneously distributed on the inner walls by rotation and tilting on a shaking device (2 h at 30 rpm). With a compound concentration of 900 ppm, an inner surface of 44.7 cm.sup.2 and a homogeneous distribution, a dose of 5 μg/cm.sup.2 is achieved.

[0803] After the solvent has evaporated, each test tube is filled with 5-10 adult cat fleas (Ctenocephalides felis), closed with a perforated lid and incubated in a lying position at room temperature and relative humidity. After 48 hours efficacy is determined. The fleas are patted on the ground of the tubes and are incubated on a heating plate at 45-50° C. for at most 5 minutes. Immotile or uncoordinated moving fleas, which are not able to escape the heat by climbing upwards, are marked as dead or moribund.

[0804] A compound shows a good efficacy against Ctenocephalides felis, if at a compound concentration of 5 μg/cm.sup.2 an efficacy of at least 80% is monitored. An efficacy of 100% means all fleas are dead or moribund; 0% means no fleas are dead or moribund.

[0805] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 5 μg/cm.sup.2 (=500 g/ha): I-3, I-21, I-33, I-34, I-46, I-49, I-50, I-51, I-52, I-55, I-56, I-57, I-63, I-64, I-65, I-67, I-68, I-69, I-73, I-74, I-75, I-76, I-80, I-85, I-87, I-89, I-95, I-98, I-102, 1-135, I-141.

[0806] In this test, for example, the following compounds from the preparation examples showed good activity of 90% at an application rate of 5 μg/cm.sup.2 (=500 g/ha): I-5, I-18, I-38, I-42, I-66.

Rhipicephalus sanguineus—In-Vitro Contact Tests with Adult Brown Dog Ticks

[0807] 9 mg compound is solved in 1 mL acetone and diluted with acetone to the desired concentration. 250 μL of the test solution is filled in 25 mL glass test tubes and homogeneously distributed on the inner walls by rotation and tilting on a shaking device (2 h at 30 rpm). With a compound concentration of 900 ppm, an inner surface of 44.7 cm.sup.2 and a homogeneous distribution, a dose of 5 μg/cm.sup.2 is achieved.

[0808] After the solvent has evaporated, each test tube is filled with 5-10 adult brown dog ticks (Rhipicephalus sanguineus), closed with a perforated lid and incubated in a lying position at room temperature and relative humidity. After 48 hours efficacy is determined. The ticks are patted on the ground of the tubes and are incubated on a heating plate at 45-50° C. for at most 5 minutes. Immotile or uncoordinated moving ticks, which are not able to escape the heat by climbing upwards, are marked as dead or moribund.

[0809] A compound shows a good efficacy against Rhipicephalus sanguineus, if at a compound concentration of 5 μg/cm.sup.2 an efficacy of at least 80% is monitored. An efficacy of 100% means all ticks are dead or moribund; 0% means no ticks are dead or moribund.

[0810] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 5 μg/cm.sup.2 (=500 g/ha): 1-1, I-3, I-4, I-5, I-6, I-18, I-21, I-28, I-34, I-42, 1-46, I-50, I-51, I-52, I-55, I-56, I-57, I-63, I-64, I-65, I-67, I-68, I-69, I-73, I-74, I-75, I-76, I-80, I-85, I-87, I-89, I-95, I-98, I-135, I-141.

[0811] In this test, for example, the following compounds from the preparation examples showed good activity of 80% at an application rate of 5 μg/cm.sup.2 (=500 g/ha): 1-33, I-36, I-49, I-102.

Diabrotica balteata—Spray Test [0812] Solvent: 78.0 parts by weight of acetone [0813] 1.5 parts by weight of dimethylformamide [0814] Emulsifier: alkylarylpolyglycol ether

[0815] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent, and the concentrate is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

[0816] Soaked wheat seeds (Triticum aestivum) are placed in a multiple well plate filled with agar and some water and are incubated for 1 day to germinate (5 seeds per well). The germinated wheat seeds are sprayed with a test solution containing the desired concentration of the active ingredient. Afterwards each unit is infected with 10-20 larvae of the banded cucumber beetle (Diabrotica balteata).

[0817] After 7 days efficacy in % is determined. 100% means all the seedlings have grown up like in the untreated, uninfected control; 0% means none of the seedlings have grown.

[0818] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 100 g/ha (=32 μg/well): I-3, I-4, I-5, I-6, I-7, I-8, I-10, I-12, I-13, I-14, I-15, I-16, I-17, I-18, I-19, I-20, I-21, I-22, I-23, I-24, I-25, I-26, I-27, I-28, I-29, I-30, I-31, I-33, I-34, I-35, I-36, I-38, I-39, I-40, I-41, I-42, I-44, I-45, I-46, I-47, I-48, I-49, I-50, I-51, I-52, I-53, I-54, I-55, I-56, I-58, I-59, I-60, I-63, I-64, I-65, I-66, I-67, I-69, I-71, I-73, I-75, I-76, I-77, I-78, I-79, I-80, I-81, I-82, I-83, I-84, I-85, I-86, I-87, I-88, I-89, I-90, I-91, I-92, I-93, I-94, I-95, I-98, I-99, I-101, I-102, I-103, I-104, I-105, I-106, I-107, I-109, I-110, I-112, I-114, I-116, I-117, I-118, I-119, I-120, I-121, I-122, I-124, I-125, I-127, I-128, I-129, I-130, I-131, I-132, I-133, I-134, I-136, I-139, I-140, I-141, I-142, I-145, I-146, I-148, 1-150, I-152, I-153, I-156, I-157, I-158, I-159, I-160, I-161, I-162, I-163, I-165, I-166, I-168, I-169.

[0819] In this test, for example, the following compounds from the preparation examples showed good activity of 80% at an application rate of 100 g/ha (=32 μg/well): I-1, I-2, I-11, I-37, I-43, I-72, I-74, I-115, I-135, 1-137, I-138, I-164, I-167.

[0820] Meloidogyne incognita—test Solvent: 125.0 parts by weight of acetone To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent, and the concentrate is diluted with water to the desired concentration.

[0821] Vessels are filled with sand, a solution of the active ingredient, a suspension containing eggs and larvae of the southern root-knot nematode (Meloidogyne incognita) and salad seeds. The salad seeds germinate and the seedlings grow. Galls develop in the roots.

[0822] After 14 days the nematicidal activity is determined based on the percentage of gall formation. 100% means no galls were found and 0% means the number of galls found on the roots of the treated plants was equal to that in untreated control plants.

[0823] In this test, for example, the following compounds from the preparation examples showed good activity of 90% at an application rate of 20 ppm: 1-21.

Myzus persicae—Oral Test

[0824] Solvent: 100 parts by weight acetone

[0825] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent, and the concentrate is diluted with water to the desired concentration.

[0826] 50 μL compound solution is filled in microtiter plates and 150 μL IPL41 insect medium (33%+15% sugar) is added to obtain a total volume of 200 μL per well. Afterwards the plates are sealed with parafilm through which a mixed population of the green peach aphid (Myzus persicae) can suck on the compound preparation.

[0827] After 5 days mortality in % is determined. 100% means all aphids have been killed and 0% means none of the aphids have been killed.

[0828] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 4 ppm: I-1, 1-2.

Myzus persicae—Spray Test [0829] Solvent: 78.0 parts by weight acetone [0830] 1.5 parts by weight dimethylformamide [0831] Emulsifier: alkylarylpoly glycol ether

[0832] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

[0833] Chinese cabbage (Brassica pekinensis) leaf disks infected with all instars of the green peach aphid (Myzus persicae), are sprayed with a preparation of the active ingredient of the desired concentration.

[0834] After 5 days mortality in % is determined. 100% means all aphids have been killed and 0% means none of the aphids have been killed.

[0835] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 100 g/ha: I-7, I-19, I-20, I-41, I-49, I-55, I-77, I-79, I-80, I-81, I-83, I-85, I-86, I-87, I-88, I-89, I-90, I-92, I-93, I-94, I-98, I-102, I-112, I-116, I-129, I-133, I-139, I-140, I-142, I-143, I-152, I-160, I-163, I-164, I-166, I-167, I-168.

[0836] In this test, for example, the following compounds from the preparation examples showed good activity of 90% at an application rate of 100 g/ha: I-1, I-3, I-5, I-8, I-12, I-18, I-21, I-32, I-34, I-40, I-42, I-45, I-46, I-48, I-50, I-51, I-56, I-58, I-59, I-60, I-64, I-65, I-66, I-67, I-71, I-72, I-74, I-78, I-82, I-84, I-95, I-97, I-99, I-101, I-103, I-110, I-113, I-115, I-118, I-120, I-121, I-124, I-134, I-136, I-141, I-150, I-154, I-156, I-159, I-161, I-162, I-169.

[0837] In this test, for example, the following compounds from the preparation examples showed good activity of 70% at an application rate of 100 g/ha: I-69, I-73, I-125.

Nezara viridula—Spray Test [0838] Solvent: 78.0 parts by weight of acetone [0839] 1.5 parts by weight of dimethylformamide [0840] Emulsifier: alkylarylpolyglycol ether

[0841] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent, and the concentrate is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

[0842] Barley plants (Hordeum vulgare) are sprayed with a test solution containing the desired concentration of the active ingredient and are infested with larvae of the southern green stink bug (Nezara viridula).

[0843] After 4 days mortality in % is determined. 100% means all the stink bugs have been killed; 0% means none of the stink bugs have been killed.

[0844] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 500 g/ha: I-7, I-12, I-18, I-19, I-21, I-22, I-23, I-25, I-30, I-31, I-32, 1-33, I-34, I-38, I-42, I-44, I-45, I-46, I-48, I-49, I-51, I-58, I-59, I-60, I-61, I-62, I-64, I-65, I-66, I-67, I-69, I-72, I-73, I-74, I-75, I-76, I-77, I-78, I-79, I-80, I-81, I-82, I-83, I-84, I-85, I-86, I-87, I-88, I-89, I-90, I-92, I-93, I-94, I-95, I-96, I-98, I-99, I-101, I-102, I-110, I-116, I-117, I-118, I-119, I-120, I-121, I-122, I-124, I-125, I-126, I-127, I-128, I-129, I-130, I-131, I-132, I-135, I-136, I-138, I-139, I-140, I-141, I-142, I-143, I-147, I-148, I-150, I-154, I-155, I-162.

[0845] In this test, for example, the following compounds from the preparation examples showed good activity of 90% at an application rate of 500 g/ha: I-3, I-28, I-41, I-70, I-71.

[0846] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 100 g/ha: I-21, I-34, I-44, I-49, I-51, I-116, I-118, I-120, I-121, I-124, I-125, I-126, I-128, I-135.

[0847] In this test, for example, the following compounds from the preparation examples showed good activity of 90% at an application rate of 100 g/ha: I-3, I-7, I-19, I-32, I-42, I-127.

Nilaparvata lugens—Spray Test [0848] Solvent: 78.0 parts by weight of acetone [0849] 1.5 parts by weight of dimethylformamide [0850] Emulsifier: alkylarylpolyglycol ether

[0851] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

[0852] Rice plants (Oryza sativa) are sprayed with a preparation of the active ingredient of the desired concentration and the plants are infested with the brown planthopper (Nilaparvata lugens).

[0853] After 4 days mortality in % is determined. 100% means all planthoppers have been killed and 0% means none of the planthoppers have been killed.

[0854] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 500 g/ha: I-8, I-23, I-29, I-31, I-33, I-38, I-39, I-44, I-49, I-50, I-51, I-57, I-59, I-60, I-63, I-64, I-67, I-72, I-73, I-74, I-75, I-76, I-77, I-78, I-79, I-80, I-81, I-82, I-83, I-92, I-93, I-94, I-101, I-116, I-118, I-120, I-121, I-122, I-125, I-126, I-128, I-129, I-130, I-133, I-134, I-135, I-136, I-139, I-141, I-142, I-154.

[0855] In this test, for example, the following compounds from the preparation examples showed good activity of 90% at an application rate of 500 g/ha: I-7, I-32, I-61, I-85, I-90, I-102, I-115, I-140.

Spodoptera frugiperda—Spray Test [0856] Solvent: 78.0 parts by weight acetone [0857] 1.5 parts by weight dimethylformamide [0858] Emulsifier: alkylarylpolyglycol ether

[0859] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

[0860] Maize (Zea mays) leaf sections are sprayed with a preparation of the active ingredient of the desired concentration. Once dry, the leaf sections are infested with fall armyworm larvae (Spodoptera frugiperda).

[0861] After 7 days mortality in % is determined. 100% means all caterpillars have been killed and 0% means none of the caterpillars have been killed.

[0862] In this test, for example, the following compounds from the preparation examples showed good activity of 100% at an application rate of 100 g/ha: I-1, I-3, I-4, I-5, I-6, I-7, I-8, I-9, I-10, I-11, I-12, I-13, I-15, 1-16, I-18, I-19, I-20, I-21, I-22, I-24, I-25, I-26, I-27, I-28, I-29, I-30, I-31, I-32, I-33, I-34, I-35, I-36, I-38, I-39, I-40, I-41, I-42, I-43, I-45, I-46, I-47, I-48, I-49, I-50, I-51, I-52, I-54, I-55, I-56, I-57, I-58, I-63, I-64, I-65, I-66, I-67, I-68, I-69, I-70, I-71, I-72, I-73, I-74, I-75, I-76, I-78, I-79, I-80, I-81, I-82, I-83, I-84, I-85, I-86, I-87, I-88, I-89, I-90, I-91, I-92, I-93, I-94, I-95, I-97, I-98, I-99, I-101, I-102, I-103, I-104, I-105, I-106, I-107, I-108, I-109, I-110, I-111, I-112, I-113, I-114, I-115, I-116, I-117, I-118, I-119, I-120, I-121, I-122, I-123, I-124, I-125, I-127, I-129, I-130, I-132, I-133, I-134, I-135, I-136, I-137, I-138, I-140, I-141, I-142, I-143, I-144, I-145, I-146, I-147, I-148, I-150, I-152, I-153, I-154, I-155, I-156, I-157, I-158, I-159, I-161, I-162, I-163, I-165, I-166, I-167, I-168, I-169.

[0863] In this test, for example, the following compounds from the preparation examples showed good activity of 83% at an application rate of 100 g/ha: I-62, I-100, I-151, I-160.

Aedes aegypti Test (AEDSAE Surface Treatment & Contact Assay)

[0864] Solvent: Aceton+2000 ppm rapeseed oil methyl ester (RME)

[0865] In order to produce a sufficient, active ingredient containing solution it is necessary to solve the test compound in the solvent-mix (acetone at 2 mg/ml/RME 2000 ppm). This solution is pipetted onto a glazed tile and after evaporation of the acetone, adult mosquitoes of the species Aedes aegypti strain MONHEIM are placed onto the dried surface. The exposure time is 30 minutes. Mortality in percent (%) is determined 24 hours after contact of the insects to the treated surface. 100% mortality means that all tested insects are dead, whereas 0% means that no insect died.

[0866] The following examples showed in this test efficacy of 80-100% at a surface concentration of 20 mg/m.sup.2: I-1, I-2, I-3, I-4, I-5, I-7, I-8, I-10, I-19, I-20, I-21, I-25, I-33, I-34, I-36, I-40, I-42, I-49, I-51, I-73, I-74, I-86, I-90, I-93, I-102.

[0867] The following examples showed in this test efficacy of 80-100% at a surface concentration of 4 mg/m.sup.2: I-1, I-2, I-8, I-10, I-19, I-20, I-21, I-25, I-33, I-34, I-41, I-42, I-49, I-51, I-73, I-74, I-86, I-90, I-93, I-102.

Culex quinquefasciatus Test (CULXFA Surface Treatment & Contact Assay)

[0868] Solvent: Aceton+2000 ppm rapeseed oil methyl ester (RME)

[0869] In order to produce a sufficient, active ingredient containing solution it is necessary to solve the test compound in the solvent-mix (acetone at 2 mg/ml/RME 2 000 ppm). This solution is pipetted onto a glazed tile and after evaporation of the acetone, adult mosquitoes of the species Culex quinquefasciatus strain P00 are placed onto the dried surface. The exposure time is 30 minutes. Mortality in percent (%) is determined 24 hours after contact of the insects to the treated surface. 100% mortality means that all tested insects are dead, whereas 0% means that no insect died.

[0870] The following examples showed in this test efficacy of 80-100% at a surface concentration of 20 mg/m.sup.2: I-20, I-33, I-49, I-51, I-73, I-74, I-90, I-93, I-102.

[0871] The following examples showed in this test efficacy of 80-100% at a surface concentration of 4 mg/m.sup.2: I-21, I-33, I-42, I-49, I-51, I-73, I-74, I-90, I-93, I-102.

Musca domestica Test (MUSCDO Surface Treatment & Contact Assay)

[0872] Solvent: Aceton+2000 ppm rapeseed oil methyl ester (RME)

[0873] In order to produce a sufficient, active ingredient containing solution it is necessary to solve the test compound in the solvent-mix (acetone at 2 mg/ml/RME 2000 ppm). This solution is pipetted onto a glazed tile and after evaporation of the acetone, adult flies of the species Musca domestica strain WHO-N are placed onto the dried surface. The exposure time is 30 minutes. Mortality in percent (%) is determined 24 hours after contact of the insects to the treated surface. 100% mortality means that all tested insects are dead, whereas 0% means that no insect died.

[0874] The following examples showed in this test efficacy of 80-100% at a surface concentration of 20 mg/m.sup.2: I-1, I-10, I-20, I-21, I-33, I-36, I-39, I-42, I-49, I-51, I-73, I-74, I-8, I-86, I-90, I-93, I-102.

[0875] The following examples showed in this test efficacy of 80-100% at a surface concentration of 4 mg/m.sup.2: I-21, I-33, I-36, I-39, I-42, I-49, I-51, I-73, I-74, I-90, I-93, I-102.

Blattella germanica Test (BLTTGE Surface Treatment & Contact Assay)

[0876] Solvent: Aceton+2000 ppm rapeseed oil methyl ester (RME)

[0877] In order to produce a sufficient, active ingredient containing solution it is necessary to solve the test compound in the solvent-mix (acetone at 2 mg/ml/RME 2000 ppm). This solution is pipetted onto a glazed tile and after evaporation of the acetone, adult animals of the species Blattella germanica strain PAULINIA are placed onto the dried surface. The exposure time is 30 minutes.

[0878] Mortality in percent (%) is determined 24 hours after contact of the insects to the treated surface. 100% mortality means that all tested insects are dead, whereas 0% means that no insect died.

[0879] The following examples showed in this test efficacy of 80-100% at a surface concentration of 20 mg/m.sup.2: I-21, I-49, I-51, I-73, I-74, I-90, I-93, I-102.

[0880] The following examples showed in this test efficacy of 80-100% at a surface concentration of 4 mg/m.sup.2: I-21, I-49, I-51, I-73, I-74, I-93, I-102.

Comparison Examples

[0881] Spodoptera frugiperda—Spray Test (SPODFR) [0882] Solvent: 78.0 parts by weight acetone [0883] 1.5 parts by weight dimethylformamide [0884] Emulsifier: alkylarylpolyglycol ether

[0885] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

[0886] Maize (Zea mays) leaf sections are sprayed with a preparation of the active ingredient of the desired concentration. Once dry, the leaf sections are infested with fall armyworm larvae (Spodoptera frugiperda).

[0887] After the specified period of time, mortality in % is determined. 100% means all caterpillars have been killed and 0% means none of the caterpillars have been killed.

[0888] In this test, for example, the following compound from the preparation examples shows a superior level of activity compared to the prior state of the art: see table 3 and 4.

Myzus persicae—Oral Test (MYZUPE Oral)

[0889] Solvent: 100 parts by weight acetone

[0890] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent, and the concentrate is diluted with water to the desired concentration.

[0891] 50 μL compound solution is filled in microtiter plates and 150 μL IPL41 insect medium (33%+15% sugar) is added to obtain a total volume of 200 μL per well. Afterwards the plates are sealed with parafilm through which a mixed population of the green peach aphid (Myzus persicae) can suck on the compound preparation.

[0892] After 5 days mortality in % is determined. 100% means all aphids have been killed and 0% means none of the aphids have been killed.

[0893] In this test, for example, the following compound from the preparation examples shows a superior level of activity compared to the prior state of the art: see table 3.

Myzus persicae—Spray Test (MYZUPE) [0894] Solvent: 78.0 parts by weight acetone [0895] 1.5 parts by weight dimethylformamide [0896] Emulsifier: alkylarylpolyglycol ether

[0897] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

[0898] Chinese cabbage (Brassica pekinensis) leaf disks infected with all instars of the green peach aphid (Myzus persicae), are sprayed with a preparation of the active ingredient of the desired concentration.

[0899] After the specified period of time, mortality in % is determined. 100% means all aphids have been killed and 0% means none of the aphids have been killed.

[0900] In this test, for example, the following compounds from the preparation examples show a superior level of activity compared to the prior state of the art: see table 4.

TABLE-US-00003 TABLE 3 Comparison Examples (I) Substance Structure Object Concentration % Efficacy dat Ex.-No. I-146 Known from WO 2019197468 [00319] SPODFR MYZUPE oral   20 g ai/ha 0.16 ppm  33 7 dat  0 5 dat Ex.-No. I-148 Known from WO 2019197468 [00320] SPODFR MYZUPE oral   20 g ai/ha 0.16 ppm  33 7 dat  0 5 dat Ex.-No. I-1 According to the invention [00321] SPODFR MYZUPE oral   20 g ai/ha 0.16 ppm 100 7 dat 100 5 dat dat = days after treatment

TABLE-US-00004 TABLE 4 Comparison Examples (II) Substance Structure Object Concentration % Efficacy dat Ex.-No. I-068 Known from WO 2019197468 [00322] MYZUPE 100 g ai/ha  20 g ai/ha  0 5 dat  0 5 dat Ex.-No. I-075 Known from WO 2019197468 [00323] SPODFR MYZUPE 100 g ai/ha  20 g ai/ha 100 g ai/ha  20 g ai/ha 100 7 dat  33 7 dat  90 5 dat  70 5 dat Ex.-No. I-84 According to the invention [00324] SPODFR MYZUPE 100 g ai/ha  20 g ai/ha 100 g ai/ha  20 g ai/ha  4 g ai/ha 100 7 dat 100 7 dat  90 5 dat 100 5 dat  90 5 dat Ex.-No. I-86 According to the invention [00325] SPODFR MYZUPE 100 g ai/ha  20 g ai/ha 100 g ai/ha  20 g ai/ha  4 g ai/ha 100 7 dat 100 7 dat 100 5 dat 100 5 dat 100 5 dat dat = days after treatment