Pesticidally active heterocyclic derivatives with sulfur containing substituents

Abstract

Compounds of formula (I), wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides and can be prepared in a manner known per se. ##STR00001##

Claims

1. A compound of formula I ##STR00087## wherein A is CH or N; X is S, SO or SO.sub.2; R.sub.1 is C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl or C.sub.3-C.sub.6cycloalkyl-C.sub.1-C.sub.4alkyl; R.sub.7 and R.sub.8 are, independently from each other, C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6haloalkyl, C.sub.3-C.sub.6cycloalkyl, C.sub.1-C.sub.6cyanoalkyl, C.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, pyridyl or phenyl, wherein said pyridyl or phenyl can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4haloalkyl, C.sub.1-C.sub.4haloalkoxy, C.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4haloalkylsulfanyl, C.sub.1-C.sub.4haloalkylsulfinyl, C.sub.1-C.sub.4haloalkylsulfonyl and C(O)C.sub.1-C.sub.4haloalkyl; or R.sub.7 and R.sub.8, together with the sulfur atom to which they are attached, form a four- to six-membered, saturated ring system, said ring system can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy and C.sub.1-C.sub.4haloalkyl; and said ring system may contain one heteroatom selected from the group consisting of nitrogen, oxygen and sulfur; n is 0 or 1; Q is a radical selected from the group consisting of formula Q.sub.1 to Q.sub.3 ##STR00088## wherein the arrow denotes the point of attachment to the ring incorporating the radical A; and wherein X.sub.1 is O, S or NR.sub.3, wherein R.sub.3 is C.sub.1-C.sub.4alkyl; R.sub.2 is halogen, C.sub.1-C.sub.6haloalkyl, C.sub.1-C.sub.4haloalkylsulfanyl, C.sub.1-C.sub.4haloalkylsulfinyl, C.sub.1-C.sub.4haloalkylsulfonyl or C.sub.1-C.sub.6haloalkoxy; G.sub.1 is N or CH; G.sub.2 and G.sub.3 are, independently from each other, N or CH; and agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of the compounds of formula I.

2. The compound of claim 1, wherein R.sub.1 is methyl, ethyl, n-propyl, i-propyl or cyclopropylmethyl.

3. The compound of claim 1, wherein Q is Q.sub.1; and R.sub.2 is methyl, ethyl, n-propyl, i-propyl or cyclopropylmethyl.

4. The compound of claim 1, wherein Q is Q.sub.1; X.sub.1 is NR.sub.3, and R.sub.3 is methyl; X is SO.sub.2; R.sub.1 is ethyl; A is CH or N; R.sub.2 is C.sub.1-C.sub.6haloalkyl; G.sub.1 is N or CH; n is 0 or 1; and R.sub.7 and R.sub.8 are, independently from each other, C.sub.1-C.sub.6alkyl, C.sub.3-C.sub.6cycloalkyl or phenyl monosubstituted by C.sub.1-C.sub.4alkyl, or R.sub.7 and R.sub.8, together with the sulfur atom to which they are attached, form a four- to six-membered, saturated ring system which can contain one oxygen atom.

5. The compound of claim 1, wherein Q is Q.sub.2; and R.sub.1 is methyl, ethyl, n-propyl, i-propyl or cyclopropylmethyl.

6. The compound of claim 1, wherein Q is Q.sub.2; X is SO.sub.2; R.sub.1 is ethyl; A is CH or N; R.sub.2 is C.sub.1-C.sub.6haloalkyl; G.sub.3 is N or CH; n is 0 or 1; and R.sub.7 and R.sub.8 are, independently from each other, C.sub.1-C.sub.6alkyl, C.sub.3-C.sub.6cycloalkyl or phenyl monosubstituted by C.sub.1-C.sub.4alkyl; or R.sub.7 and R.sub.8, together with the sulfur atom to which they are attached, form a four- to six-membered, saturated ring system, and said ring system can contain one oxygen atom.

7. The compound of claim 1, wherein X is SO.sub.2; R.sub.1 is ethyl; A is CH or N; n is 0 or 1; R.sub.7 and R.sub.8 are, independently from each other, C.sub.1-C.sub.6alkyl, C.sub.3-C.sub.6cycloalkyl or phenyl monosubstituted by C.sub.1-C.sub.4alkyl; or R.sub.7 and R.sub.8, together with the sulfur atom to which they are attached, form a four- to six-membered, saturated ring system, and said ring system can contain one oxygen atom; and Q is a radical selected from the group consisting of formula Q.sub.1a, Q.sub.1b, Q.sub.2a and Q.sub.3a ##STR00089## wherein the arrow denotes the point of attachment to the ring incorporating the radical A; and R.sub.2 is C.sub.1-C.sub.6haloalkyl.

8. The compound of claim 1, wherein Q is Q.sub.3; and R.sub.1 is methyl, ethyl, n-propyl, i-propyl or cyclopropylmethyl.

9. The compound of claim 1, wherein Q is Q.sub.2; X is SO.sub.2; R.sub.1 is ethyl; A is CH or N; R.sub.2 is C.sub.1-C.sub.6haloalkyl; G.sub.2 is CH; G.sub.3 is N or CH; n is 0 or 1; and R.sub.7 and R.sub.8 are, independently from each other, C.sub.1-C.sub.6alkyl, C.sub.3-C.sub.6cycloalkyl or phenyl which phenyl is monosubstituted by C.sub.1-C.sub.4alkyl; or R.sub.7 and R.sub.8, together with the sulfur atom to which they are attached, form a four- to six-membered, saturated ring system, and said ring system can contain one oxygen atom.

10. A pesticidal composition, which comprises a compound of formula I according to claim 1 or, where appropriate, a tautomer thereof, in free form or in agrochemically utilizable salt form, as active ingredient and at least one auxiliary.

11. A method for controlling pests, which comprises applying a composition according to claim 10 to the pests or their environment with the exception of a method for treatment of the human or animal body by surgery or therapy and diagnostic methods practiced on the human or animal body.

12. A method for the protection of plant propagation material from the attack by pests, which comprises treating the propagation material or the site, where the propagation material is planted, with a composition according to claim 10.

13. A process for the preparation of a compound of formula (XI-A) ##STR00090## or a salt thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; comprising a. reacting a compound of formula 14 ##STR00091## wherein Y.sub.1 is independently halogen or C.sub.1-C.sub.4-alkoxy; or the two radicals Y.sub.1 in a compound of formula 14 together form a group O(CH.sub.2).sub.mO, wherein m is 2, 3 or 4; with a compound of formula 15 ##STR00092## wherein Rf is C.sub.1-C.sub.6haloalkyl; and Y.sub.2 is C.sub.1-C.sub.6alkoxy, chloro, fluoro or C.sub.1-C.sub.6dialkylamino; in the presence of a base to produce a compound of formula 16 ##STR00093## or a salt thereof; or tautomers and E/Z isomers thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and Y.sub.1 is independently halogen or C.sub.1-C.sub.4-alkoxy; or the two radicals Y.sub.1 in a compound of formula 16 together form a group O(CH.sub.2).sub.mO, wherein m is 2, 3 or 4; and b. reacting a compound of formula 16 ##STR00094## or a salt thereof; or tautomers and E/Z isomers thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and Y.sub.1 is independently halogen or C.sub.1-C.sub.4-alkoxy; or the two radicals Y.sub.1 in a compound of formula 16 together form a group O(CH.sub.2).sub.mO, wherein m is 2, 3 or 4; with ammonia, or a salt thereof; to produce a compound of formula 17 ##STR00095## or tautomers and E/Z isomers thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and Y.sub.1 is independently halogen or C.sub.1-C.sub.4-alkoxy; or the two radicals Y.sub.1 in a compound of formula 17 together form a group O(CH.sub.2).sub.mO, in which m is 2, 3 or 4; and c. reacting a compound of formula 17 ##STR00096## or tautomers and E/Z isomers thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and Y.sub.1 is independently halogen or C.sub.1-C.sub.4-alkoxy; or the two radicals Y.sub.1 in a compound of formula 17 together form a group O(CH.sub.2).sub.mO, in which m is 2, 3 or 4; with an ammonium salt; in the presence of an acid to produce a compound of formula 10 ##STR00097## or a salt thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and d. reacting a compound of formula 10 ##STR00098## or a salt thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; with a halogenating agent; to produce a compound of formula 11 ##STR00099## or a salt thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and Hal is a halogen; and e. reacting a compound of formula 11 ##STR00100## or a salt thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and Hal is a halogen; with methylamine, or a salt thereof; to produce the compound of formula (XI-A) ##STR00101## or a salt thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl.

14. A process for the preparation of a compound of formula 10 according to claim 13 comprising b1. reacting a compound of formula 16 ##STR00102## or a salt thereof; or tautomers and E/Z isomers thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and Y.sub.1 is independently halogen or C.sub.1-C.sub.4-alkoxy; or the two radicals Y.sub.1 in a compound of formula 16 together form a group O(CH.sub.2).sub.mO, wherein m is 2, 3 or 4; with ammonia, or a salt thereof; to produce a reaction mixture comprising a compound of formula 17 ##STR00103## or tautomers and E/Z isomers thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and Y.sub.1 is independently halogen or C.sub.1-C.sub.4-alkoxy; or the two radicals Y.sub.1 in a compound of formula 17 together form a group O(CH.sub.2).sub.mO, wherein m is 2, 3 or 4; and b2. reacting said mixture directly with an ammonium salt; in the presence of an acid to produce the compound of formula 10 ##STR00104## or a salt thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl.

15. A compound of the formula 17 ##STR00105## or tautomers and E/Z isomers thereof; wherein Rf is C.sub.1-C.sub.6haloalkyl; and Y.sub.1 is independently halogen or C.sub.1-C.sub.4-alkoxy; or the two radicals Y.sub.1 in a compound of formula 17 together form a group O(CH.sub.2).sub.mO, in which m is 2, 3 or 4.

16. The compound of claim 15, wherein wherein Rf is CF.sub.3.

17. The compound of claim 16, wherein the compound is ##STR00106##

18. A compound, wherein the compound is selected from the group consisting of ##STR00107## ##STR00108## ##STR00109## ##STR00110##

19. The compound of claim 18, wherein the compound is selected from the group consisting of ##STR00111##

20. The compound of claim 18, wherein the compound is selected from the group consisting of ##STR00112##

21. The compound of claim 18, wherein the compound is selected from the group consisting of ##STR00113## ##STR00114##

22. The compound of claim 18, wherein the compound is selected from the group consisting of ##STR00115##

Description

PREPARATORY EXAMPLES

(1) Mp means melting point in C. Free radicals represent methyl groups. .sup.1H NMR measurements were recorded on a Brucker 400 MHz spectrometer, chemical shifts are given in ppm relevant to a TMS standard. Spectra measured in deuterated solvents as indicated. Either one of the LCMS methods below was used to characterize the compounds. The characteristic LCMS values obtained for each compound were the retention time (Rt, recorded in minutes) and the measured molecular ion (M+H).sup.+.

(2) LCMS and GCMS Methods:

(3) Method 1:

(4) Spectra were recorded on a Mass Spectrometer from Waters (ZQ Single quadrupole mass spectrometer) equipped with an electrospray source (Polarity: positive or negative ions, Capillary: 3.00 kV, Cone range: 30-60 V, Extractor: 2.00 V, Source Temperature: 150 C., Desolvation Temperature: 350 C., Cone Gas Flow: 0 L/Hr, Desolvation Gas Flow: 650 L/Hr, Mass range: 100 to 900 Da) and an Acquity UPLC from Waters: Binary pump, heated column compartment and diode-array detector. Solvent degasser, binary pump, heated column compartment and diode-array detector. Column: Waters UPLC HSS T3, 1.8 m, 302.1 mm, Temp: 60 C., DAD Wavelength range (nm): 210 to 500, Solvent Gradient: A=water+5% MeOH+0.05% HCOOH, B=Acetonitrile+0.05% HCOOH: gradient: 0 min 0% B, 100% A; 1.2-1.5 min 100% B; Flow (ml/min) 0.85.

(5) Method 2:

(6) Spectra were recorded on a Mass Spectrometer from Waters (SQD or ZQ Single quadrupole mass spectrometer) equipped with an electrospray source (Polarity: positive or negative ions, Capillary: 3.00 kV, Cone range: 30-60 V, Extractor: 2.00 V, Source Temperature: 150 C., Desolvation Temperature: 350 C., Cone Gas Flow: 0 L/Hr, Desolvation Gas Flow: 650 L/Hr, Mass range: 100 to 900 Da) and an Acquity UPLC from Waters: Binary pump, heated column compartment and diode-array detector. Solvent degasser, binary pump, heated column compartment and diode-array detector. Column: Waters UPLC HSS T3, 1.8 m, 302.1 mm, Temp: 60 C., DAD Wavelength range (nm): 210 to 500, Solvent Gradient: A=water+5% MeOH+0.05% HCOOH, B=Acetonitrile+0.05% HCOOH; gradient: 0 min 0% B, 100% A; 2.7-3.0 min 100% B; Flow (ml/min) 0.85.

(7) Method 3:

(8) Spectra were recorded on a Mass Spectrometer from Agilent Technologies (6410 Triple Quadruple Mass Spectrometer) equipped with an electrospray source (Polarity: Positive and Negative Polarity Switch, Capillary: 4.00 kV, Fragmentor: 100.00 V, Gas Temperature: 350 C., Gas Flow: 11 L/min, Nebulizer Gas: 45 psi, Mass range: 110-1000 Da, DAD Wavelength range: 210-400 nm). Column: KINETEX EVO C18, length 50 mm, diameter 4.6 mm, particle size 2.6 m. Column oven temperature 40 C. Solvent gradient: A=Water with 0.1% formic acid: Acetonitrile (95:5 v/v). B=Acetonitrile with 0.1% formic acid. Gradient=0 min 90% A, 10% B; 0.9-1.8 min 0% A, 100% B, 2.2-2.5 min 90% A, 10% B. Flow rate 1.8 mL/min.

(9) Method 4:

(10) Spectra were recorded on a Mass Spectrometer from Waters (Acquity SDS Mass Spectrometer) equipped with an electrospray source (Polarity: Positive and Negative Polarity Switch, Capillary: 3.00 kV, Cone Voltage: 41.00 V, Source temperature: 150 C., Desolvation Gas Flow: 1000 L/Hr, Desolvation temperature: 500 C., Gas Flow @Cone: 50 L/hr, Mass range: 110-800 Da, PDA wavelength range: 210-400 nm. Column: Acquity UPLC HSS T3 C18, length 30 mm, diameter 2.1 mm, particle size 1.8 m. Column oven temperature 40 C. Solvent gradient: A=Water with 0.1% formic acid: Acetonitrile (95:5 v/v). B=Acetonitrile with 0.05% formic acid. Gradient=0 min 90% A, 10% B; 0.2 min 50% A, 50% B; 0.7-1.3 min 0% A, 100% B; 1.4-1.6 min 90% A, 10% B. Flow rate 0.8 mL/min.

(11) Method 5:

(12) Spectra were recorded on a Mass Spectrometer from Waters (SQ detector 2 single quadrupole mass spectrometer) equipped with an electrospray source (Polarity: positive or negative ions, Capillary: 2.50 kV, Cone voltage: 41 V, Extractor: 3.00 V, Source Temperature: 150 C., Desolvation Temperature: 500 C., Cone Gas Flow: 50 L/Hr, Desolvation Gas Flow: 1000 L/Hr, Mass range: 100 to 600 Da) and an Acquity UPLC from Waters: Quaternary pump, heated column compartment and diode-array detector. Column used Waters UPLC HSS T3, 1.8 m, 302.1 mm. Column oven temperature 40 C. DAD Wavelength range (nm): 200 to 350. Solvent Gradient: A=water+5% Acetonitrile+0.05% HCOOH, B=Acetonitrile+0.05% HCOOH. Gradient=0 min 90% A, 10% B; 0.2 min 50% A, 50% B; 0.7-1.3 min 0% A, 100% B; 1.4-1.6 min 90% A, 10% B. Flow rate 0.6 mL/min.

a) Preparation of Examples of Compounds of Formula (I)

Example P1: Preparation of [5-ethylsulfonyl-6-[7-(trifluoromethyl)imidazo[1,2-c]pyrimidin-2-yl]-3-pyridyl]imino-dimethyl-oxo-.SUP.6.-sulfane (compound P1)

(13) ##STR00053##

(14) To a solution of 2-(5-chloro-3-ethylsulfonyl-2-pyridyl)-7-(trifluoromethyl)imidazo[1,2-c]pyrimidine (WO16/071214) (0.4 g, 1.024 mmol) in toluene (8.2 mL) in a microwave vial under argon was added (S)-()-BINAP (0.1971 g, 0.3071 mmol), cesium carbonate (0.8338 g, 2.559 mmol), palladium(II) acetate (0.046 g, 0.2047 mmol) followed by imino-dimethyl-oxo-.sup.6-sulfane (0.2479 g, 2.661 mmol). The vial was sealed and the mixture stirred in the microwave at 160 C. for 30 minutes. The reaction mixture was filtered over HYFLO and the filtrate evaporated under reduced pressure. The residue was purified by Combiflash over silicagel (0-5% methanol gradient in dichloromethane) and the fractions containing product were combined and concentrated. The residue was stirred in diethyl ether for 30 minutes, the suspension filtered and the solid dried in vacuo to afford [5-ethylsulfonyl-6-[7-(trifluoromethyl)imidazo[1,2-c] pyrimidin-2-yl]-3-pyridyl]imino-dimethyl-oxo-.sup.6-sulfane (compound P1) as a solid (150 mg), mp 241-243 C. LCMS (method 1): 448 (M+H).sup.+, retention time 0.75 min.

Example P2: Preparation of [5-ethylsulfonyl-6-[3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridin-2-yl]-3-pyridyl]imino-dimethyl-.SUP.4.-sulfane (compound P17)

(15) ##STR00054##

(16) To a suspension of 5-ethylsulfonyl-6-[3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridin-2-yl]pyridin-3-amine (WO16/091731) (200 mg, 0.52 mmol) and phosphorus pentoxide (147 mg, 1.04 mmol) in dry chloroform (5 ml) under argon was added a mixture of dimethylsulfoxide (142 mg, 0.13 ml, 1.82 mmol) and triethylamine (55 mg, 76 l, 0.54 mmol) dropwise while keeping the internal temperature below 35-40 C. The mixture was stirred at room temperature overnight. The reaction mixture was carefully poured into an ice-cold aqueous NaOH solution (in excess to phosphorus pentoxide) while keeping the internal temperature below 10 C. The aqueous phase was extracted several times with chloroform, the combined organic layers washed with water and brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by Combiflash over silicagel (5% methanol in ethyl acetate) to afford [5-ethylsulfonyl-6-[3-methyl-6-(trifluoromethyl) imidazo[4,5-c]pyridin-2-yl]-3-pyridyl]imino-dimethyl-.sup.4-sulfane (compound P17) as a solid (108 mg), mp 208-210 C. LCMS (method 1): 446 (M+H).sup.+, retention time 0.66 min.

(17) TABLE-US-00014 TABLE P Examples of compounds of formula (I) LCMS R.sub.t [M + H].sup.+ Mp No. IUPAC name Structures (min) (measured) Method ( C.) P1 [5-ethylsulfonyl-6-[7- (trifluoromethyl)imidazo[1,2- c]pyrimidin-2-yl]-3- pyridyl]imino-dimethyl-oxo-.sup.6- sulfane 0.75 448 1 241- 243 P2 [5-ethylsulfonyl-6-[3-methyl-6- (trifluoromethyl)imidazo[4,5- c]pyridin-2-yl]-3-pyridyl]imino- dimethyl-oxo-.sup.6-sulfane 0.80 462 1 190- 192 P3 cyclopropyl-[[5-ethylsulfonyl-6- [3-methyl-6- (trifluoromethyl)imidazo[4,5- c]pyridin-2-yl]-3-pyridyl]imino]- methyl-oxo-.sup.6-sulfane 0.88 488 1 166- 168 P4 diethyl-[[5-ethylsulfonyl-6-[3- methyl-6- (trifluoromethyl)imidazo[4,5- c]pyridin-2-yl]-3-pyridyl]imino]- oxo-.sup.6-sulfane 0.90 490 1 168- 170 P5 4-[[5-ethylsulfonyl-6-[3-methyl- 6-(trifluoromethyl)imidazo[4,5- c]pyridin-2-yl]-3-pyridyl]imino]- 1,4-oxathiane 4-oxide 0.85 504 1 198- 200 P6 1-[[5-ethylsulfonyl-6-[3-methyl- 6-(trifluoromethyl)imidazo[4,5- c]pyridin-2-yl]-3- pyridyl]imino]thiolane 1-oxide 0 0.87 488 1 192- 194 P7 cyclopropyl-[[5-ethylsulfonyl-6- [7-methyl-3- (trifluoromethyl)imidazo[4,5- c]pyridazin-6-yl]-3- pyridyl]imino]-methyl-oxo-.sup.6- sulfane 0.86 489 1 P8 cyclopropyl-[[5-ethylsulfonyl-6- [7-(trifluoromethyl)imidazo[1,2- c]pyrimidin-2-yl]-3- pyridyl]imino]-methyl-oxo-.sup.6- sulfane 0.82 474 1 P9 [5-ethylsulfonyl-6-[7-methyl-3- (trifluoromethyl)imidazo[4,5- c]pyridazin-6-yl]-3- pyridyl]imidno-dimethyl-oxo-.sup.6- sulfane 0.80 463 1 P10 [5-ethylsulfonyl-6-[7- (trifluoromethyl)imidazo[1,2- c]pyrimidin-2-yl]-3- pyridyl]imino-methyl-oxo-(p- tolyl)-.sup.6-sulfane 0.94 524 1 155- 157 P11 1-[[5-ethylsulfonyl-6-[3-methyl- 6-(trifluoromethyl)imidazo[4,5- c]pyridin-2-yl]-3- pyridyl]imino]thietane 1-oxide 0.84 474 1 P12 cyclopropyl-[[5-ethylsulfonyl-6- [6- (trifluoromethyl)pyrazolo[4,3- c]pyridin-2-yl]-3-pyridyl]imino]- methyl-oxo-.sup.6-sulfane 0.91 474 4 203- 205 P13 1-[[5-ethylsulfonyl-6-[7- (trifluoromethyl)imidazo[1,2- c]pyrimidin-2-yl]-3- pyridyl]imino]thietane 1-oxide 0.82 460 1 226- 228 P14 [3-ethylsulfonyl-4-[7- (trifluoromethyl)imidazo[1,2- c]pyrimidin-2-yl]phenyl]imino- dimethyl-oxo-.sup.6-sulfane 0.80 447 1 177- 179 P15 cyclopropyl-[3-ethylsulfonyl-4- [7-(trifluoromethyl)imidazo[1,2- c]pyrimidin-2-yl]phenyl]imino- methyl-oxo-.sup.6-sulfane 0.87 473 1 P16 [5-ethylsulfonyl-6-[6- (trifluoromethyl)pyrazolo[4,3- c]pyridin-2-yl]-3-pyridyl]imino- dimethyl-oxo-.sup.6-sulfane 0 0.88 448 4 258- 260 P17 [5-ethylsulfonyl-6-[3-methyl-6- (trifluoromethyl)imidazo[4,5- c]pyridin-2-yl]-3-pyridyl]imino- dimethyl-.sup.4-sulfane 0.66 446 1 208- 210 P18 diethyl-[[5-ethylsulfonyl-6-[3- methyl-6-(trifluoromethyl) imidazo[4,5-c]pyridin-2-yl]-3- pyridyl]imino-.sup.4-sulfane 0.71 474 1 173- 173 P19 ethyl-[[5-ethylsulfonyl-6-[3- methyl-6-(trifluoromethyl) imidazo[4,5-c]pyridin-2-yl]-3- pyridyl]imino]-methyl-oxo-.sup.6- sulfane 0.85 476 1 164- 164 P20 [5-ethylsulfanyl-6-[3-methyl-6- (trifluoromethyl)imidazo[4,5- c]pyridin-2-yl]-3-pyridyl]imino- dimethyl-oxo-.sup.6-sulfane 0.85 430 1 196- 198 P21 4-[3-ethylsulfonyl-4-[3-methyl- 6-(trifluoromethyl)imidazo[4,5- c]pyridin-2-yl]phenyl]imino-1,4- oxathiane 4-oxide 0.84 503 1 237- 238 P22 4-[[5-ethylsulfonyl-6-[7- (trifluoromethyl)imidazo[1,2- c]pyrimidin-2-yl]-3- pyridyl]imino]-1,4-oxathiane 4- oxide 0.81 490 1 232- 235 P23 4-[[5-ethylsulfonyl-6-[7-methyl- 3-(trifluoromethyl)imidao[4,5- c]pyridazin-6-yl]-3- pyridyl]imino]-1,4-oxathiane 4- oxide 0.85 505 1 P24 4-[3-ethylsulfanyl-4-[7-methyl- 3-(trifluoromethyl)imidazo[4,5- c]pyridazin-6-yl]phenyl]imino- 1,4-oxathiane 4-oxide 0.91 472 1 P25 4-[3-ethylsulfonyl-4-[7-methyl- 3-(trifluoromethyl)imidazo[4,5- c]pyridazin-6-yl]phenyl]imino- 1,4-oxathiane 4-oxide 0.82 504 1 253- 255 P26 2-[3-ethylsulfonyl-5-(1,4- oxathian-4-ylideneamino)-2- pyridyl]-3-methyl-6-(trifluoro- methyl)imidazo[4,5-c]pyridine 0 0.98 488 2 214 (dec)

b) Preparation of Intermediates of Formula 16, 17, 10, 11, 12 and (XI-A, wherein Rf is CF.SUB.3.)

Example P-I1: (Z)-6,6,6-trifluoro-5-hydroxy-1,1-dimethoxy-hex-4-en-3-one (compound 16-A)

(18) ##STR00081##

(19) To a stirred mixture of 4,4-dimethoxybutan-2-one (47.39 g) and ethyl trifluoroacetate (76.54 g) was added a sodium methoxide solution in methanol (25 mass %, 123 mL) dropwise at room temperature and stirring was continued at the same temperature for 6 hours. The reaction mixture was then cooled to 10 C. and an aqueous 20% H.sub.3PO.sub.4 solution (150 mL) was added dropwise till pH 4. The reaction mixture was partitioned between water and ethyl acetate and the organic layer was separated. The aqueous phase was re-extracted twice with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure to afford (Z)-6,6,6-trifluoro-5-hydroxy-1,1-dimethoxy-hex-4-en-3-one (16-A) as brown oil (64.05 g). LCMS (method 5): 227.26 (MH.sup.+), retention time 0.53 min.

(20) .sup.1H NMR (400 MHz, CDCl.sub.3) ppm 5.98 (s, 1H), 4.79 (t, J=5.7 Hz, 1H), 3.39-3.35 (m, 7H), 2.76 (d, J=5.6 Hz, 2H).

Example P-I2: (Z)-4-amino-1,1,1-trifluoro-6,6-dimethoxy-hex-3-en-2-one (compound 17-A)

(21) ##STR00082##

(22) A stirred solution of (Z)-6,6,6-trifluoro-5-hydroxy-1,1-dimethoxy-hex-4-en-3-one (16-A) (8.50 g) in dioxane was purged using gaseous NH.sub.3 for 1 hour. The vessel was sealed and heated at 40 C. for 8 hours. The reaction mixture was then cooled to room temperature and concentrated under reduced pressure. The residue was purified by flash chromatography to afford (Z)-4-amino-1,1,1-trifluoro-6,6-dimethoxy-hex-3-en-2-one (17-A) as a brown oil (5.92 g). LCMS (method 5): 226.28 (M+H.sup.+), retention time 0.88 min.

(23) .sup.1H NMR (400 MHz, DMSO-d.sub.6) ppm 2.60 (d, J=5.8 Hz, 2H), 3.26 (s, 6H), 4.66 (t, J=5.8 Hz, 1H), 5.35 (s, 1H), 8.93 (br s, 1H), 9.88 (br s, 1H).

Example P-I3: 2-(trifluoromethyl)pyridin-4-amine (compound 10-A)

(24) ##STR00083##

(25) Method-A: From Compound (17-A)

(26) To a stirred solution of (Z)-4-amino-1,1,1-trifluoro-6,6-dimethoxy-hex-3-en-2-one (17-A) (4.34 g) in acetonitrile was added NH.sub.4OAc (7.35 g) followed by the addition of acetic acid (3.1 mL). The vessel was sealed and heated at 150 C. for 8 hours. The reaction mixture was then cooled to room temperature, diluted with water and extracted twice with CH.sub.2Cl.sub.2. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The crude was purified by flash chromatography to afford 2-(trifluoromethyl)pyridin-4-amine (10-A) as a yellowish oil (1.86 g). LCMS (method 5): 163.24 (M+H.sup.+), retention time 0.19 min.

(27) .sup.1H NMR (400 MHz, DMSO-d.sub.6) 6.56 (br. s., 2H) 6.65 (dd, J=5.6, 1.96 Hz, 1H) 6.89 (d, J=2.1 Hz, 1H) 8.09 (d, J=5.6 Hz, 1H).

(28) Method-B: Via Smiles Rearrangement

(29) To a stirred solution of 2-(trifluoromethyl)pyridin-4-ol (4.7 g) in N,N-dimethylacetamide (50 mL) was added potassium carbonate (9.96 g) followed by the addition of 2-chloro-acetamide (3.23 g) at room temperature. The reaction mixture was heated to 90 C. and continued stirring at the same temperature for 3 hours. The reaction temperature was further increased to 150 C. and allowed to stir at the same temperature for 3 hours. The reaction mixture was partitioned between water and t-butylmethylether TBME. The organic layer was separated and the aqueous layer was re-extracted twice with TBME. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated under reduced pressure to afford 2-(trifluoro-methyl)pyridin-4-amine (10-A) as a yellowish oil (3.97 g). The sample generated with Method-B showed the same analytical data as the one produced with Method-A.

(30) Method-C: From Compound (12-A)

(31) To a stirred suspension of 4-chloro-2-(trifluoromethyl)pyridine (12-A) (0.180 g) in DMSO (2 mL) was added CuI (0.038 g) followed by the addition of L-proline (0.0461 g), potassium carbonate (0.208 g) and ammonium hydroxide (25%, 1.39 g) The reaction vessel was sealed and heated at 100 C. for 5 hours. The reaction mixture was partitioned between TBME and a saturated aqueous solution of NaHCO.sub.3. The organic layer was separated and the aqueous layer was re-extracted with TBME. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by flash chromatography to afford 2-(trifluoromethyl)pyridin-4-amine (10-A) as a yellowish oil.

(32) The sample generated with Method-C showed the same analytical data as the one produced with Method-A.

(33) Method-D: From Compound (16-A)

(34) A stirred solution of (Z)-6,6,6-trifluoro-5-hydroxy-1,1-dimethoxy-hex-4-en-3-one (16-A) (0.90 g) in propionitrile was saturated using gaseous NH.sub.3 for 1 hour. The reaction vessel was sealed and heated at 50 C. for 6 hours. The reaction mixture was then cooled to room temperature and NH.sub.4OAc (0.94 g) followed by acetic acid (0.71 g) were added. The vessel was sealed and heated at 150 C. for 8 hours. The reaction vessel was closed and heated at 150 C. for 6 h. The reaction mixture was then cooled to room temperature, diluted with water and extracted twice with CH.sub.2Cl.sub.2. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The crude was purified by flash chromatography to afford 2-(trifluoromethyl)pyridin-4-amine (10-A) as a yellowish oil (0.315 g).

(35) The sample generated with Method-D showed the same analytical data as the one produced with Method-A.

Example P-I4: 5-bromo-2-(trifluoromethyl)pyridin-4-amine (compound 11-A)

(36) ##STR00084##

(37) To a stirred solution of 2-(trifluoromethyl)pyridin-4-amine (10-A) (4.84 g) in acetic acid (50 mL) was added ammonium bromide (3.77 g) and the mixture was heated to 70 C. To the reaction mixture was added hydrogen peroxide (30% in water, 4.58 mL) dropwise over a period of 1 hour at 70 C. and heating was continued at the same temperature for 1 hour. The reaction mixture was cooled down to room temperature and carefully poured on a 10% sodium bisulfite aqueous solution (150 mL). A solid precipitated, which was filtered off and dried to afford 5-bromo-2-(trifluoromethyl)pyridin-4-amine (11-A) as a white solid (5.59 g). LCMS (method 5): 241.06 (M+H.sup.+), retention time 0.77 min.

(38) .sup.1H NMR (400 MHz, CDCl.sub.3) ppm 6.96 (s, 1H) 8.43-8.51 (m, 1H).

Example P-I5: N3-methyl-6-(trifluoromethyl)pyridine-3,4-diamine (compound XI-A, wherein Rf is CF.SUB.3.)

(39) ##STR00085##

(40) To a stirred suspension of 5-bromo-2-(trifluoromethyl)pyridin-4-amine (11-A) (1.89 g) and methyl amine MeNH.sub.2 (40% in water, 10.2 mL) in water was added CuI (0.076 g) followed by the addition of 1-(2-pyridyl)ethanone oxime (0.0678 g). The reaction vessel was sealed and heated at 85 C. for 6 hours. The reaction mixture was partitioned between TBME and a saturated aqueous solution of NaHCO.sub.3. The organic layer was separated and the aqueous layer was re-extracted with TBME. Combined organic layers were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by flash chromatography to afford N3-methyl-6-(trifluoromethyl)pyridine-3,4-diamine (XI-A, wherein Rf is CF.sub.3) as a white solid (1.10 g), mp 138-140 C. LCMS (method 5): 192.33 (M+H.sup.+), retention time 0.15 min.

(41) .sup.1H NMR (400 MHz, DMSO-d.sub.6) ppm 2.80 (d, J=4.9 Hz, 3H) 5.22 (br d, J=5.0 Hz, 1H) 5.82 (s, 2H) 6.84 (s, 1H) 7.58 (s, 1H).

Example P-I6: 4-chloro-2-(trifluoromethyl)pyridine (compound 12-A)

(42) ##STR00086##

(43) To a stirred solution of 2-(trifluoromethyl)pyridin-4-ol (9.4 g) in 50 mL cyclohexane and a drop of DMF, oxalyl dichloride (2.6 equiv.) was added dropwise over a period of 5 minutes at 25 C. After addition, the reaction mixture was heated to 80 C. for 3 hours. The reaction mixture was cooled to room temperature and 50 mL of water were added dropwise. The aqueous phase was extracted with 3100 mL TBME. The combined TBME layers were washed with 70 ml of a saturated aqueous solution of sodium bicarbonate. The organic layers were dried over sodium sulfate and concentrated under reduced pressure to obtain 4-chloro-2-(trifluoromethyl)pyridine (12-A) as a yellow liquid (7.31 g). LCMS (method 5): 192 (M+H.sup.+), retention time 0.96 min.

(44) .sup.1H NMR (400 MHz, CDCl.sub.3) ppm 7.51 (dd, J=5.2, 1.5 Hz, 1H) 7.71 (d, J=1.6 Hz, 1H) 8.64 (d, J=5.3 Hz, 1H).

(45) The activity of the compositions according to the invention can be broadened considerably, and adapted to prevailing circumstances, by adding other insecticidally, acaricidally and/or fungicidally active ingredients. The mixtures of the compounds of formula I with other insecticidally, acaricidally and/or fungicidally active ingredients may also have further surprising advantages which can also be described, in a wider sense, as synergistic activity. For example, better tolerance by plants, reduced phytotoxicity, insects can be controlled in their different development stages or better behaviour during their production, for example during grinding or mixing, during their storage or during their use. Suitable additions to active ingredients here are, for example, representatives of the following classes of active ingredients: organophosphorus compounds, nitrophenol derivatives, thioureas, juvenile hormones, formamidines, benzophenone derivatives, ureas, pyrrole derivatives, carbamates, pyrethroids, chlorinated hydrocarbons, acylureas, pyridylmethyleneamino derivatives, macrolides, neonicotinoids and Bacillus thuringiensis preparations.

(46) The following mixtures of the compounds of formula I with active ingredients are preferred (the abbreviation TX means one compound selected from the group consisting of the compounds described in Tables 1 to 9 and Table P of the present invention):

(47) an adjuvant selected from the group of substances consisting of petroleum oils (alternative name) (628)+TX,

(48) an acaricide selected from the group of substances consisting of 1,1-bis(4-chlorophenyl)-2-ethoxyethanol (IUPAC name) (910)+TX, 2,4-dichlorophenyl benzenesulfonate (IUPAC/Chemical Abstracts name) (1059)+TX, 2-fluoro-N-methyl-N-1-naphthylacetamide (IUPAC name) (1295)+TX, 4-chlorophenyl phenyl sulfone (IUPAC name) (981)+TX, abamectin (1)+TX, acequinocyl (3)+TX, acetoprole [CCN]+TX, acrinathrin (9)+TX, aldicarb (16)+TX, aldoxycarb (863)+TX, alpha-cypermethrin (202)+TX, amidithion (870)+TX, amidoflumet [CCN]+TX, amidothioate (872)+TX, amiton (875)+TX, amiton hydrogen oxalate (875)+TX, amitraz (24)+TX, aramite (881)+TX, arsenous oxide (882)+TX, AVI 382 (compound code)+TX, AZ 60541 (compound code)+TX, azinphos-ethyl (44)+TX, azinphos-methyl (45)+TX, azobenzene (IUPAC name) (888)+TX, azocyclotin (46)+TX, azothoate (889)+TX, benomyl (62)+TX, benoxafos (alternative name) [CCN]+TX, benzoximate (71)+TX, benzyl benzoate (IUPAC name) [CCN]+TX, bifenazate (74)+TX, bifenthrin (76)+TX, binapacryl (907)+TX, brofenvalerate (alternative name)+TX, bromo-cyclen (918)+TX, bromophos (920)+TX, bromophos-ethyl (921)+TX, bromopropylate (94)+TX, buprofezin (99)+TX, butocarboxim (103)+TX, butoxycarboxim (104)+TX, butylpyridaben (alternative name)+TX, calcium polysulfide (IUPAC name) (111)+TX, camphechlor (941)+TX, carbanolate (943)+TX, carbaryl (115)+TX, carbofuran (118)+TX, carbophenothion (947)+TX, CGA 50439 (development code) (125)+TX, chinomethionat (126)+TX, chlorbenside (959)+TX, chlordimeform (964)+TX, chlordimeform hydrochloride (964)+TX, chlorfenapyr (130)+TX, chlorfenethol (968)+TX, chlorfenson (970)+TX, chlorfensulfide (971)+TX, chlorfenvinphos (131)+TX, chlorobenzilate (975)+TX, chloromebuform (977)+TX, chloromethiuron (978)+TX, chloropropylate (983)+TX, chlorpyrifos (145)+TX, chlorpyrifos-methyl (146)+TX, chlorthiophos (994)+TX, cinerin I (696)+TX, cinerin II (696)+TX, cinerins (696)+TX, clofentezine (158)+TX, closantel (alternative name) [CCN]+TX, coumaphos (174)+TX, crotamiton (alternative name) [CCN]+TX, crotoxyphos (1010)+TX, cufraneb (1013)+TX, cyanthoate (1020)+TX, cyflumetofen (CAS Reg. No.: 400882-07-7)+TX, cyhalothrin (196)+TX, cyhexatin (199)+TX, cypermethrin (201)+TX, DCPM (1032)+TX, DDT (219)+TX, demephion (1037)+TX, demephion-O (1037)+TX, demephion-S (1037)+TX, demeton (1038)+TX, demeton-methyl (224)+TX, demeton-O (1038)+TX, demeton-O-methyl (224)+TX, demeton-S (1038)+TX, demeton-S-methyl (224)+TX, demeton-S-methylsulfon (1039)+TX, diafenthiuron (226)+TX, dialifos (1042)+TX, diazinon (227)+TX, dichlofluanid (230)+TX, dichlorvos (236)+TX, dicliphos (alternative name)+TX, dicofol (242)+TX, dicrotophos (243)+TX, dienochlor (1071)+TX, dimefox (1081)+TX, dimethoate (262)+TX, dinactin (alternative name) (653)+TX, dinex (1089)+TX, dinex-diclexine (1089)+TX, dinobuton (269)+TX, dinocap (270)+TX, dinocap-4 [CCN]+TX, dinocap-6 [CCN]+TX, dinocton (1090)+TX, dinopenton (1092)+TX, dinosulfon (1097)+TX, dinoterbon (1098)+TX, dioxathion (1102)+TX, diphenyl sulfone (IUPAC name) (1103)+TX, disulfiram (alternative name) [CCN]+TX, disulfoton (278)+TX, DNOC (282)+TX, dofenapyn (1113)+TX, doramectin (alternative name) [CCN]+TX, endosulfan (294)+TX, endothion (1121)+TX, EPN (297)+TX, eprinomectin (alternative name) [CCN]+TX, ethion (309)+TX, ethoate-methyl (1134)+TX, etoxazole (320)+TX, etrimfos (1142)+TX, fenazaflor (1147)+TX, fenazaquin (328)+TX, fenbutatin oxide (330)+TX, fenothiocarb (337)+TX, fenpropathrin (342)+TX, fenpyrad (alternative name)+TX, fenpyroximate (345)+TX, fenson (1157)+TX, fentrifanil (1161)+TX, fenvalerate (349)+TX, fipronil (354)+TX, fluacrypyrim (360)+TX, fluazuron (1166)+TX, flubenzimine (1167)+TX, flucycloxuron (366)+TX, flucythrinate (367)+TX, fluenetil (1169)+TX, flufenoxuron (370)+TX, flumethrin (372)+TX, fluorbenside (1174)+TX, fluvalinate (1184)+TX, FMC 1137 (development code) (1185)+TX, formetanate (405)+TX, formetanate hydrochloride (405)+TX, formothion (1192)+TX, formparanate (1193)+TX, gamma-HCH (430)+TX, glyodin (1205)+TX, halfenprox (424)+TX, heptenophos (432)+TX, hexadecyl cyclopropanecarboxylate (IUPAC/Chemical Abstracts name) (1216)+TX, hexythiazox (441)+TX, iodomethane (IUPAC name) (542)+TX, isocarbophos (alternative name) (473)+TX, isopropyl O-(methoxyaminothiophosphoryl)salicylate (IUPAC name) (473)+TX, ivermectin (alternative name) [CCN]+TX, jasmolin I (696)+TX, jasmolin II (696)+TX, jodfenphos (1248)+TX, lindane (430)+TX, lufenuron (490)+TX, malathion (492)+TX, malonoben (1254)+TX, mecarbam (502)+TX, mephosfolan (1261)+TX, mesulfen (alternative name) [CCN]+TX, methacrifos (1266)+TX, methamidophos (527)+TX, methidathion (529)+TX, methiocarb (530)+TX, methomyl (531)+TX, methyl bromide (537)+TX, metolcarb (550)+TX, mevinphos (556)+TX, mexacarbate (1290)+TX, milbemectin (557)+TX, milbemycin oxime (alternative name) [CCN]+TX, mipafox (1293)+TX, monocrotophos (561)+TX, morphothion (1300)+TX, moxidectin (alternative name) [CCN]+TX, naled (567)+TX, NC-184 (compound code)+TX, NC-512 (compound code)+TX, nifluridide (1309)+TX, nikkomycins (alternative name) [CCN]+TX, nitrilacarb (1313)+TX, nitrilacarb 1:1 zinc chloride complex (1313)+TX, NNI-0101 (compound code)+TX, NNI-0250 (compound code)+TX, omethoate (594)+TX, oxamyl (602)+TX, oxydeprofos (1324)+TX, oxydisulfoton (1325)+TX, pp-DDT (219)+TX, parathion (615)+TX, permethrin (626)+TX, petroleum oils (alternative name) (628)+TX, phenkapton (1330)+TX, phenthoate (631)+TX, phorate (636)+TX, phosalone (637)+TX, phosfolan (1338)+TX, phosmet (638)+TX, phosphamidon (639)+TX, phoxim (642)+TX, pirimiphos-methyl (652)+TX, polychloroterpenes (traditional name) (1347)+TX, polynactins (alternative name) (653)+TX, proclonol (1350)+TX, profenofos (662)+TX, promacyl (1354)+TX, propargite (671)+TX, propetamphos (673)+TX, propoxur (678)+TX, prothidathion (1360)+TX, prothoate (1362)+TX, pyrethrin 1 (696)+TX, pyrethrin 11 (696)+TX, pyrethrins (696)+TX, pyridaben (699)+TX, pyridaphenthion (701)+TX, pyrimidifen (706)+TX, pyrimitate (1370)+TX, quinalphos (711)+TX, quintiofos (1381)+TX, R-1492 (development code) (1382)+TX, RA-17 (development code) (1383)+TX, rotenone (722)+TX, schradan (1389)+TX, sebufos (alternative name)+TX, selamectin (alternative name) [CCN]+TX, SI-0009 (compound code)+TX, sophamide (1402)+TX, spirodiclofen (738)+TX, spiromesifen (739)+TX, SSI-121 (development code) (1404)+TX, sulfiram (alternative name) [CCN]+TX, sulfluramid (750)+TX, sulfotep (753)+TX, sulfur (754)+TX, SZI-121 (development code) (757)+TX, tau-fluvalinate (398)+TX, tebufenpyrad (763)+TX, TEPP (1417)+TX, terbam (alternative name)+TX, tetrachlorvinphos (777)+TX, tetradifon (786)+TX, tetranactin (alternative name) (653)+TX, tetrasul (1425)+TX, thiafenox (alternative name)+TX, thiocarboxime (1431)+TX, thiofanox (800)+TX, thiometon (801)+TX, thioquinox (1436)+TX, thuringiensin (alternative name) [CCN]+TX, triamiphos (1441)+TX, triarathene (1443)+TX, triazophos (820)+TX, triazuron (alternative name)+TX, trichlorfon (824)+TX, trifenofos (1455)+TX, trinactin (alternative name) (653)+TX, vamidothion (847)+TX, vaniliprole [CCN] and YI-5302 (compound code)+TX,

(49) an algicide selected from the group of substances consisting of bethoxazin [CCN]+TX, copper dioctanoate (IUPAC name) (170)+TX, copper sulfate (172)+TX, cybutryne [CCN]+TX, dichlone (1052)+TX, dichlorophen (232)+TX, endothal (295)+TX, fentin (347)+TX, hydrated lime [CCN]+TX, nabam (566)+TX, quinoclamine (714)+TX, quinonamid (1379)+TX, simazine (730)+TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347)+TX,

(50) an anthelmintic selected from the group of substances consisting of abamectin (1)+TX, crufomate (1011)+TX, doramectin (alternative name) [CCN]+TX, emamectin (291)+TX, emamectin benzoate (291)+TX, eprinomectin (alternative name) [CCN]+TX, ivermectin (alternative name) [CCN]+TX, milbemycin oxime (alternative name) [CCN]+TX, moxidectin (alternative name) [CCN]+TX, piperazine [CCN]+TX, selamectin (alternative name) [CCN]+TX, spinosad (737) and thiophanate (1435)+TX,

(51) an avicide selected from the group of substances consisting of chloralose (127)+TX, endrin (1122)+TX, fenthion (346)+TX, pyridin-4-amine (IUPAC name) (23) and strychnine (745)+TX, a bactericide selected from the group of substances consisting of 1-hydroxy-1H-pyridine-2-thione (IUPAC name) (1222)+TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748)+TX, 8-hydroxyquinoline sulfate (446)+TX, bronopol (97)+TX, copper dioctanoate (IUPAC name) (170)+TX, copper hydroxide (IUPAC name) (169)+TX, cresol [CCN]+TX, dichlorophen (232)+TX, dipyrithione (1105)+TX, dodicin (1112)+TX, fenaminosulf (1144)+TX, formaldehyde (404)+TX, hydrargaphen (alternative name) [CCN]+TX, kasugamycin (483)+TX, kasugamycin hydrochloride hydrate (483)+TX, nickel bis(dimethyldithiocarbamate) (IUPAC name) (1308)+TX, nitrapyrin (580)+TX, octhilinone (590)+TX, oxolinic acid (606)+TX, oxytetracycline (611)+TX, potassium hydroxyquinoline sulfate (446)+TX, probenazole (658)+TX, streptomycin (744)+TX, streptomycin sesquisulfate (744)+TX, tecloftalam (766)+TX, and thiomersal (alternative name) [CCN]+TX,

(52) a biological agent selected from the group of substances consisting of Adoxophyes orana GV (alternative name) (12)+TX, Agrobacterium radiobacter (alternative name) (13)+TX, Amblyseius spp. (alternative name) (19)+TX, Anagrapha falcifera NPV (alternative name) (28)+TX, Anagrus atomus (alternative name) (29)+TX, Aphelinus abdominalis (alternative name) (33)+TX, Aphidius colemani (alternative name) (34)+TX, Aphidoletes aphidimyza (alternative name) (35)+TX, Autographa californica NPV (alternative name) (38)+TX, Bacillus firmus (alternative name) (48)+TX, Bacillus sphaericus Neide (scientific name) (49)+TX, Bacillus thuringiensis Berliner (scientific name) (51)+TX, Bacillus thuringiensis subsp. aizawai (scientific name) (51)+TX, Bacillus thuringiensis subsp. israelensis (scientific name) (51)+TX, Bacillus thuringiensis subsp. japonensis (scientific name) (51)+TX, Bacillus thuringiensis subsp. kurstaki (scientific name) (51)+TX, Bacillus thuringiensis subsp. tenebrionis (scientific name) (51)+TX, Beauveria bassiana (alternative name) (53)+TX, Beauveria brongniartii (alternative name) (54)+TX, Chrysoperla carnea (alternative name) (151)+TX, Cryptolaemus montrouzieri (alternative name) (178)+TX, Cydia pomonella GV (alternative name) (191)+TX, Dacnusa sibirica (alternative name) (212)+TX, Diglyphus isaea (alternative name) (254)+TX, Encarsia formosa (scientific name) (293)+TX, Eretmocerus eremicus (alternative name) (300)+TX, Helicoverpa zea NPV (alternative name) (431)+TX, Heterorhabditis bacteriophora and H. megidis (alternative name) (433)+TX, Hippodamia convergens (alternative name) (442)+TX, Leptomastix dactylopii (alternative name) (488)+TX, Macrolophus caliginosus (alternative name) (491)+TX, Mamestra brassicae NPV (alternative name) (494)+TX, Metaphycus helvolus (alternative name) (522)+TX, Metarhizium anisopliae var. acridum (scientific name) (523)+TX, Metarhizium anisopliae var. anisopliae (scientific name) (523)+TX, Neodiprion sertifer NPV and N. lecontei NPV (alternative name) (575)+TX, Orius spp. (alternative name) (596)+TX, Paecilomyces fumosoroseus (alternative name) (613)+TX, Phytoseiulus persimilis (alternative name) (644)+TX, Spodoptera exigua multicapsid nuclear polyhedrosis virus (scientific name) (741)+TX, Steinernema bibionis (alternative name) (742)+TX, Steinernema carpocapsae (alternative name) (742)+TX, Steinernema feltiae (alternative name) (742)+TX, Steinernema glaseri (alternative name) (742)+TX, Steinernema riobrave (alternative name) (742)+TX, Steinernema riobravis (alternative name) (742)+TX, Steinernema scapterisci (alternative name) (742)+TX, Steinernema spp. (alternative name) (742)+TX, Trichogramma spp. (alternative name) (826)+TX, Typhlodromus occidentalis (alternative name) (844) and Verticillium lecanii (alternative name) (848)+TX,

(53) a soil sterilant selected from the group of substances consisting of iodomethane (IUPAC name) (542) and methyl bromide (537)+TX,

(54) a chemosterilant selected from the group of substances consisting of apholate [CCN]+TX, bisazir (alternative name) [CCN]+TX, busulfan (alternative name) [CCN]+TX, diflubenzuron (250)+TX, dimatif (alternative name) [CCN]+TX, hemel [CCN]+TX, hempa [CCN]+TX, metepa [CCN]+TX, methiotepa [CCN]+TX, methyl apholate [CCN]+TX, morzid [CCN]+TX, penfluron (alternative name) [CCN]+TX, tepa [CCN]+TX, thiohempa (alternative name) [CCN]+TX, thiotepa (alternative name) [CCN]+TX, tretamine (alternative name) [CCN] and uredepa (alternative name) [CCN]+TX,

(55) an insect pheromone selected from the group of substances consisting of (E)-dec-5-en-1-yl acetate with (E)-dec-5-en-1-ol (IUPAC name) (222)+TX, (E)-tridec-4-en-1-yl acetate (IUPAC name) (829)+TX, (E)-6-methylhept-2-en-4-ol (IUPAC name) (541)+TX, (E,Z)-tetradeca-4,10-dien-1-yl acetate (IUPAC name) (779)+TX, (Z)-dodec-7-en-1-yl acetate (IUPAC name) (285)+TX, (Z)-hexadec-11-enal (IUPAC name) (436)+TX, (Z)-hexadec-11-en-1-yl acetate (IUPAC name) (437)+TX, (Z)-hexadec-13-en-11-yn-1-yl acetate (IUPAC name) (438)+TX, (Z)-icos-13-en-10-one (IUPAC name) (448)+TX, (Z)-tetradec-7-en-1-al (IUPAC name) (782)+TX, (Z)-tetradec-9-en-1-ol (IUPAC name) (783)+TX, (Z)-tetradec-9-en-1-yl acetate (IUPAC name) (784)+TX, (7E,9Z)-dodeca-7,9-dien-1-yl acetate (IUPAC name) (283)+TX, (9Z,11E)-tetradeca-9,11-dien-1-yl acetate (IUPAC name) (780)+TX, (9Z,12E)-tetradeca-9,12-dien-1-yl acetate (IUPAC name) (781)+TX, 14-methyloctadec-1-ene (IUPAC name) (545)+TX, 4-methylnonan-5-ol with 4-methylnonan-5-one (IUPAC name) (544)+TX, alpha-multistriatin (alternative name) [CCN]+TX, brevicomin (alternative name) [CCN]+TX, codlelure (alternative name) [CCN]+TX, codlemone (alternative name) (167)+TX, cuelure (alternative name) (179)+TX, disparlure (277)+TX, dodec-8-en-1-yl acetate (IUPAC name) (286)+TX, dodec-9-en-1-yl acetate (IUPAC name) (287)+TX, dodeca-8+TX, 10-dien-1-yl acetate (IUPAC name) (284)+TX, dominicalure (alternative name) [CCN]+TX, ethyl 4-methyloctanoate (IUPAC name) (317)+TX, eugenol (alternative name) [CCN]+TX, frontalin (alternative name) [CCN]+TX, gossyplure (alternative name) (420)+TX, grandlure (421)+TX, grandlure I (alternative name) (421)+TX, grandlure II (alternative name) (421)+TX, grandlure III (alternative name) (421)+TX, grandlure IV (alternative name) (421)+TX, hexalure [CCN]+TX, ipsdienol (alternative name) [CCN]+TX, ipsenol (alternative name) [CCN]+TX, japonilure (alternative name) (481)+TX, lineatin (alternative name) [CCN]+TX, litlure (alternative name) [CCN]+TX, looplure (alternative name) [CCN]+TX, medlure [CCN]+TX, megatomoic acid (alternative name) [CCN]+TX, methyl eugenol (alternative name) (540)+TX, muscalure (563)+TX, octadeca-2,13-dien-1-yl acetate (IUPAC name) (588)+TX, octadeca-3,13-dien-1-yl acetate (IUPAC name) (589)+TX, orfralure (alternative name) [CCN]+TX, oryctalure (alternative name) (317)+TX, ostramone (alternative name) [CCN]+TX, siglure [CCN]+TX, sordidin (alternative name) (736)+TX, sulcatol (alternative name) [CCN]+TX, tetradec-11-en-1-yl acetate (IUPAC name) (785)+TX, trimedlure (839)+TX, trimedlure A (alternative name) (839)+TX, trimedlure B.sub.1 (alternative name) (839)+TX, trimedlure B.sub.2 (alternative name) (839)+TX, trimedlure C (alternative name) (839) and trunc-call (alternative name) [CCN]+TX,

(56) an insect repellent selected from the group of substances consisting of 2-(octylthio)ethanol (IUPAC name) (591)+TX, butopyronoxyl (933)+TX, butoxy(polypropylene glycol) (936)+TX, dibutyl adipate (IUPAC name) (1046)+TX, dibutyl phthalate (1047)+TX, dibutyl succinate (IUPAC name) (1048)+TX, diethyltoluamide [CCN]+TX, dimethyl carbate [CCN]+TX, dimethyl phthalate [CCN]+TX, ethyl hexanediol (1137)+TX, hexamide [CCN]+TX, methoquin-butyl (1276)+TX, methylneodecanamide [CCN]+TX, oxamate [CCN] and picaridin [CCN]+TX,

(57) an insecticide selected from the group of substances consisting of 1-dichloro-1-nitroethane (IUPAC/Chemical Abstracts name) (1058)+TX, 1,1-dichloro-2,2-bis(4-ethylphenyl)ethane (IUPAC name) (1056), +TX, 1,2-dichloropropane (IUPAC/Chemical Abstracts name) (1062)+TX, 1,2-dichloropropane with 1,3-dichloropropene (IUPAC name) (1063)+TX, 1-bromo-2-chloroethane (IUPAC/Chemical Abstracts name) (916)+TX, 2,2,2-trichloro-1-(3,4-dichlorophenyl)ethyl acetate (IUPAC name) (1451)+TX, 2,2-dichlorovinyl 2-ethylsulfinylethyl methyl phosphate (IUPAC name) (1066)+TX, 2-(1,3-dithiolan-2-yl)phenyl dimethylcarbamate (IUPAC/Chemical Abstracts name) (1109)+TX, 2-(2-butoxyethoxy)ethyl thiocyanate (IUPAC/Chemical Abstracts name) (935)+TX, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenyl methylcarbamate (IUPAC/Chemical Abstracts name) (1084)+TX, 2-(4-chloro-3,5-xylyloxy)ethanol (IUPAC name) (986)+TX, 2-chlorovinyl diethyl phosphate (IUPAC name) (984)+TX, 2-imidazolidone (IUPAC name) (1225)+TX, 2-isovalerylindan-1,3-dione (IUPAC name) (1246)+TX, 2-methyl(prop-2-ynyl)aminophenyl methylcarbamate (IUPAC name) (1284)+TX, 2-thiocyanatoethyl laurate (IUPAC name) (1433)+TX, 3-bromo-1-chloroprop-1-ene (IUPAC name) (917)+TX, 3-methyl-1-phenylpyrazol-5-yl dimethylcarbamate (IUPAC name) (1283)+TX, 4-methyl(prop-2-ynyl)amino-3,5-xylyl methylcarbamate (IUPAC name) (1285)+TX, 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate (IUPAC name) (1085)+TX, abamectin (1)+TX, acephate (2)+TX, acetamiprid (4)+TX, acethion (alternative name) [CCN]+TX, acetoprole [CCN]+TX, acrinathrin (9)+TX, acrylonitrile (IUPAC name) (861)+TX, alanycarb (15)+TX, aldicarb (16)+TX, aldoxycarb (863)+TX, aldrin (864)+TX, allethrin (17)+TX, allosamidin (alternative name) [CCN]+TX, allyxycarb (866)+TX, alpha-cypermethrin (202)+TX, alpha-ecdysone (alternative name) [CCN]+TX, aluminium phosphide (640)+TX, amidithion (870)+TX, amidothioate (872)+TX, aminocarb (873)+TX, amiton (875)+TX, amiton hydrogen oxalate (875)+TX, amitraz (24)+TX, anabasine (877)+TX, athidathion (883)+TX, AVI 382 (compound code)+TX, AZ 60541 (compound code)+TX, azadirachtin (alternative name) (41)+TX, azamethiphos (42)+TX, azinphos-ethyl (44)+TX, azinphos-methyl (45)+TX, azothoate (889)+TX, Bacillus thuringiensis delta endotoxins (alternative name) (52)+TX, barium hexafluorosilicate (alternative name) [CCN]+TX, barium polysulfide (IUPAC/Chemical Abstracts name) (892)+TX, barthrin [CCN]+TX, Bayer 22/190 (development code) (893)+TX, Bayer 22408 (development code) (894)+TX, bendiocarb (58)+TX, benfuracarb (60)+TX, bensultap (66)+TX, beta-cyfluthrin (194)+TX, beta-cypermethrin (203)+TX, bifenthrin (76)+TX, bioallethrin (78)+TX, bioallethrin S-cyclopentenyl isomer (alternative name) (79)+TX, bioethanomethrin [CCN]+TX, biopermethrin (908)+TX, bioresmethrin (80)+TX, bis(2-chloroethyl) ether (IUPAC name) (909)+TX, bistrifluron (83)+TX, borax (86)+TX, brofenvalerate (alternative name)+TX, bromfenvinfos (914)+TX, bromocyclen (918)+TX, bromo-DDT (alternative name) [CCN]+TX, bromophos (920)+TX, bromophos-ethyl (921)+TX, bufencarb (924)+TX, buprofezin (99)+TX, butacarb (926)+TX, butathiofos (927)+TX, butocarboxim (103)+TX, butonate (932)+TX, butoxycarboxim (104)+TX, butylpyridaben (alternative name)+TX, cadusafos (109)+TX, calcium arsenate [CCN]+TX, calcium cyanide (444)+TX, calcium polysulfide (IUPAC name) (111)+TX, camphechlor (941)+TX, carbanolate (943)+TX, carbaryl (115)+TX, carbofuran (118)+TX, carbon disulfide (IUPAC/Chemical Abstracts name) (945)+TX, carbon tetrachloride (IUPAC name) (946)+TX, carbophenothion (947)+TX, carbosulfan (119)+TX, cartap (123)+TX, cartap hydrochloride (123)+TX, cevadine (alternative name) (725)+TX, chlorbicyclen (960)+TX, chlordane (128)+TX, chlordecone (963)+TX, chlordimeform (964)+TX, chlordimeform hydrochloride (964)+TX, chlorethoxyfos (129)+TX, chlorfenapyr (130)+TX, chlorfenvinphos (131)+TX, chlorfluazuron (132)+TX, chlormephos (136)+TX, chloroform [CCN]+TX, chloropicrin (141)+TX, chlorphoxim (989)+TX, chlorprazophos (990)+TX, chlorpyrifos (145)+TX, chlorpyrifos-methyl (146)+TX, chlorthiophos (994)+TX, chromafenozide (150)+TX, cinerin I (696)+TX, cinerin 11 (696)+TX, cinerins (696)+TX, cis-resmethrin (alternative name)+TX, cismethrin (80)+TX, clocythrin (alternative name)+TX, cloethocarb (999)+TX, closantel (alternative name) [CCN]+TX, clothianidin (165)+TX, copper acetoarsenite [CCN]+TX, copper arsenate [CCN]+TX, copper oleate [CCN]+TX, coumaphos (174)+TX, coumithoate (1006)+TX, crotamiton (alternative name) [CCN]+TX, crotoxyphos (1010)+TX, crufomate (1011)+TX, cryolite (alternative name) (177)+TX, CS 708 (development code) (1012)+TX, cyanofenphos (1019)+TX, cyanophos (184)+TX, cyanthoate (1020)+TX, cyclethrin [CCN]+TX, cycloprothrin (188)+TX, cyfluthrin (193)+TX, cyhalothrin (196)+TX, cypermethrin (201)+TX, cyphenothrin (206)+TX, cyromazine (209)+TX, cythioate (alternative name) [CCN]+TX, d-limonene (alternative name) [CCN]+TX, d-tetramethrin (alternative name) (788)+TX, DAEP (1031)+TX, dazomet (216)+TX, DDT (219)+TX, decarbofuran (1034)+TX, deltamethrin (223)+TX, demephion (1037)+TX, demephion-O (1037)+TX, demephion-S (1037)+TX, demeton (1038)+TX, demeton-methyl (224)+TX, demeton-O (1038)+TX, demeton-O-methyl (224)+TX, demeton-S (1038)+TX, demeton-S-methyl (224)+TX, demeton-S-methylsulphon (1039)+TX, diafenthiuron (226)+TX, dialifos (1042)+TX, diamidafos (1044)+TX, diazinon (227)+TX, dicapthon (1050)+TX, dichlofenthion (1051)+TX, dichlorvos (236)+TX, dicliphos (alternative name)+TX, dicresyl (alternative name) [CCN]+TX, dicrotophos (243)+TX, dicyclanil (244)+TX, dieldrin (1070)+TX, diethyl 5-methylpyrazol-3-yl phosphate (IUPAC name) (1076)+TX, diflubenzuron (250)+TX, dilor (alternative name) [CCN]+TX, dimefluthrin [CCN]+TX, dimefox (1081)+TX, dimetan (1085)+TX, dimethoate (262)+TX, dimethrin (1083)+TX, dimethylvinphos (265)+TX, dimetilan (1086)+TX, dinex (1089)+TX, dinex-diclexine (1089)+TX, dinoprop (1093)+TX, dinosam (1094)+TX, dinoseb (1095)+TX, dinotefuran (271)+TX, diofenolan (1099)+TX, dioxabenzofos (1100)+TX, dioxacarb (1101)+TX, dioxathion (1102)+TX, disulfoton (278)+TX, dithicrofos (1108)+TX, DNOC (282)+TX, doramectin (alternative name) [CCN]+TX, DSP (1115)+TX, ecdysterone (alternative name) [CCN]+TX, EI 1642 (development code) (1118)+TX, emamectin (291)+TX, emamectin benzoate (291)+TX, EMPC (1120)+TX, empenthrin (292)+TX, endosulfan (294)+TX, endothion (1121)+TX, endrin (1122)+TX, EPBP (1123)+TX, EPN (297)+TX, epofenonane (1124)+TX, eprinomectin (alternative name) [CCN]+TX, esfenvalerate (302)+TX, etaphos (alternative name) [CCN]+TX, ethiofencarb (308)+TX, ethion (309)+TX, ethiprole (310)+TX, ethoate-methyl (1134)+TX, ethoprophos (312)+TX, ethyl formate (IUPAC name) [CCN]+TX, ethyl-DDD (alternative name) (1056)+TX, ethylene dibromide (316)+TX, ethylene dichloride (chemical name) (1136)+TX, ethylene oxide [CCN]+TX, etofenprox (319)+TX, etrimfos (1142)+TX, EXD (1143)+TX, famphur (323)+TX, fenamiphos (326)+TX, fenazaflor (1147)+TX, fenchlorphos (1148)+TX, fenethacarb (1149)+TX, fenfluthrin (1150)+TX, fenitrothion (335)+TX, fenobucarb (336)+TX, fenoxacrim (1153)+TX, fenoxycarb (340)+TX, fenpirithrin (1155)+TX, fenpropathrin (342)+TX, fenpyrad (alternative name)+TX, fensulfothion (1158)+TX, fenthion (346)+TX, fenthion-ethyl [CCN]+TX, fenvalerate (349)+TX, fipronil (354)+TX, flonicamid (358)+TX, flubendiamide (CAS. Reg. No.: 272451-65-7)+TX, flucofuron (1168)+TX, flucycloxuron (366)+TX, flucythrinate (367)+TX, fluenetil (1169)+TX, flufenerim [CCN]+TX, flufenoxuron (370)+TX, flufenprox (1171)+TX, flumethrin (372)+TX, fluvalinate (1184)+TX, FMC 1137 (development code) (1185)+TX, fonofos (1191)+TX, formetanate (405)+TX, formetanate hydrochloride (405)+TX, formothion (1192)+TX, formparanate (1193)+TX, fosmethilan (1194)+TX, fospirate (1195)+TX, fosthiazate (408)+TX, fosthietan (1196)+TX, furathiocarb (412)+TX, furethrin (1200)+TX, gamma-cyhalothrin (197)+TX, gamma-HCH (430)+TX, guazatine (422)+TX, guazatine acetates (422)+TX, GY-81 (development code) (423)+TX, halfenprox (424)+TX, halofenozide (425)+TX, HCH (430)+TX, HEOD (1070)+TX, heptachlor (1211)+TX, heptenophos (432)+TX, heterophos [CCN]+TX, hexaflumuron (439)+TX, HHDN (864)+TX, hydramethylnon (443)+TX, hydrogen cyanide (444)+TX, hydroprene (445)+TX, hyquincarb (1223)+TX, imidacloprid (458)+TX, imiprothrin (460)+TX, indoxacarb (465)+TX, iodomethane (IUPAC name) (542)+TX, IPSP (1229)+TX, isazofos (1231)+TX, isobenzan (1232)+TX, isocarbophos (alternative name) (473)+TX, isodrin (1235)+TX, isofenphos (1236)+TX, isolane (1237)+TX, isoprocarb (472)+TX, isopropyl O-(methoxy-aminothiophosphoryl)salicylate (IUPAC name) (473)+TX, isoprothiolane (474)+TX, isothioate (1244)+TX, isoxathion (480)+TX, ivermectin (alternative name) [CCN]+TX, jasmolin I (696)+TX, jasmolin 11 (696)+TX, jodfenphos (1248)+TX, juvenile hormone I (alternative name) [CCN]+TX, juvenile hormone II (alternative name) [CCN]+TX, juvenile hormone Ill (alternative name) [CCN]+TX, kelevan (1249)+TX, kinoprene (484)+TX, lambda-cyhalothrin (198)+TX, lead arsenate [CCN]+TX, lepimectin (CCN)+TX, leptophos (1250)+TX, lindane (430)+TX, lirimfos (1251)+TX, lufenuron (490)+TX, lythidathion (1253)+TX, m-cumenyl methylcarbamate (IUPAC name) (1014)+TX, magnesium phosphide (IUPAC name) (640)+TX, malathion (492)+TX, malonoben (1254)+TX, mazidox (1255)+TX, mecarbam (502)+TX, mecarphon (1258)+TX, menazon (1260)+TX, mephosfolan (1261)+TX, mercurous chloride (513)+TX, mesulfenfos (1263)+TX, metaflumizone (CCN)+TX, metam (519)+TX, metam-potassium (alternative name) (519)+TX, metam-sodium (519)+TX, methacrifos (1266)+TX, methamidophos (527)+TX, methanesulfonyl fluoride (IUPAC/Chemical Abstracts name) (1268)+TX, methidathion (529)+TX, methiocarb (530)+TX, methocrotophos (1273)+TX, methomyl (531)+TX, methoprene (532)+TX, methoquin-butyl (1276)+TX, methothrin (alternative name) (533)+TX, methoxychlor (534)+TX, methoxyfenozide (535)+TX, methyl bromide (537)+TX, methyl isothiocyanate (543)+TX, methylchloroform (alternative name) [CCN]+TX, methylene chloride [CCN]+TX, metofluthrin [CCN]+TX, metolcarb (550)+TX, metoxadiazone (1288)+TX, mevinphos (556)+TX, mexacarbate (1290)+TX, milbemectin (557)+TX, milbemycin oxime (alternative name) [CCN]+TX, mipafox (1293)+TX, mirex (1294)+TX, monocrotophos (561)+TX, morphothion (1300)+TX, moxidectin (alternative name) [CCN]+TX, naftalofos (alternative name) [CCN]+TX, naled (567)+TX, naphthalene (IUPAC/Chemical Abstracts name) (1303)+TX, NC-170 (development code) (1306)+TX, NC-184 (compound code)+TX, nicotine (578)+TX, nicotine sulfate (578)+TX, nifluridide (1309)+TX, nitenpyram (579)+TX, nithiazine (1311)+TX, nitrilacarb (1313)+TX, nitrilacarb 1:1 zinc chloride complex (1313)+TX, NNI-0101 (compound code)+TX, NNI-0250 (compound code)+TX, nornicotine (traditional name) (1319)+TX, novaluron (585)+TX, noviflumuron (586)+TX, O-5-dichloro-4-iodophenyl O-ethyl ethylphosphonothioate (IUPAC name) (1057)+TX, O,O-diethyl O-4-methyl-2-oxo-2H-chromen-7-yl phosphorothioate (IUPAC name) (1074)+TX, O,O-diethyl O-6-methyl-2-propylpyrimidin-4-yl phosphorothioate (IUPAC name) (1075)+TX, O,O,O,O-tetrapropyl dithiopyrophosphate (IUPAC name) (1424)+TX, oleic acid (IUPAC name) (593)+TX, omethoate (594)+TX, oxamyl (602)+TX, oxydemeton-methyl (609)+TX, oxydeprofos (1324)+TX, oxydisulfoton (1325)+TX, pp-DDT (219)+TX, para-dichlorobenzene [CCN]+TX, parathion (615)+TX, parathion-methyl (616)+TX, penfluron (alternative name) [CCN]+TX, pentachlorophenol (623)+TX, pentachlorophenyl laurate (IUPAC name) (623)+TX, permethrin (626)+TX, petroleum oils (alternative name) (628)+TX, PH 60-38 (development code) (1328)+TX, phenkapton (1330)+TX, phenothrin (630)+TX, phenthoate (631)+TX, phorate (636)+TX, phosalone (637)+TX, phosfolan (1338)+TX, phosmet (638)+TX, phosnichlor (1339)+TX, phosphamidon (639)+TX, phosphine (IUPAC name) (640)+TX, phoxim (642)+TX, phoxim-methyl (1340)+TX, pirimetaphos (1344)+TX, pirimicarb (651)+TX, pirimiphos-ethyl (1345)+TX, pirimiphos-methyl (652)+TX, polychlorodicyclopentadiene isomers (IUPAC name) (1346)+TX, polychloroterpenes (traditional name) (1347)+TX, potassium arsenite [CCN]+TX, potassium thiocyanate [CCN]+TX, prallethrin (655)+TX, precocene I (alternative name) [CCN]+TX, precocene II (alternative name) [CCN]+TX, precocene III (alternative name) [CCN]+TX, primidophos (1349)+TX, profenofos (662)+TX, profluthrin [CCN]+TX, promacyl (1354)+TX, promecarb (1355)+TX, propaphos (1356)+TX, propetamphos (673)+TX, propoxur (678)+TX, prothidathion (1360)+TX, prothiofos (686)+TX, prothoate (1362)+TX, protrifenbute [CCN]+TX, pymetrozine (688)+TX, pyraclofos (689)+TX, pyrazophos (693)+TX, pyresmethrin (1367)+TX, pyrethrin 1 (696)+TX, pyrethrin II (696)+TX, pyrethrins (696)+TX, pyridaben (699)+TX, pyridalyl (700)+TX, pyridaphenthion (701)+TX, pyrimidifen (706)+TX, pyrimitate (1370)+TX, pyriproxyfen (708)+TX, quassia (alternative name) [CCN]+TX, quinalphos (711)+TX, quinalphos-methyl (1376)+TX, quinothion (1380)+TX, quintiofos (1381)+TX, R-1492 (development code) (1382)+TX, rafoxanide (alternative name) [CCN]+TX, resmethrin (719)+TX, rotenone (722)+TX, RU 15525 (development code) (723)+TX, RU 25475 (development code) (1386)+TX, ryania (alternative name) (1387)+TX, ryanodine (traditional name) (1387)+TX, sabadilla (alternative name) (725)+TX, schradan (1389)+TX, sebufos (alternative name)+TX, selamectin (alternative name) [CCN]+TX, SI-0009 (compound code)+TX, SI-0205 (compound code)+TX, SI-0404 (compound code)+TX, SI-0405 (compound code)+TX, silafluofen (728)+TX, SN 72129 (development code) (1397)+TX, sodium arsenite [CCN]+TX, sodium cyanide (444)+TX, sodium fluoride (IUPAC/Chemical Abstracts name) (1399)+TX, sodium hexafluorosilicate (1400)+TX, sodium pentachlorophenoxide (623)+TX, sodium selenate (IUPAC name) (1401)+TX, sodium thiocyanate [CCN]+TX, sophamide (1402)+TX, spinosad (737)+TX, spiromesifen (739)+TX, spirotetrmat (CCN)+TX, sulcofuron (746)+TX, sulcofuron-sodium (746)+TX, sulfluramid (750)+TX, sulfotep (753)+TX, sulfuryl fluoride (756)+TX, sulprofos (1408)+TX, tar oils (alternative name) (758)+TX, tau-fluvalinate (398)+TX, tazimcarb (1412)+TX, TDE (1414)+TX, tebufenozide (762)+TX, tebufenpyrad (763)+TX, tebupirimfos (764)+TX, teflubenzuron (768)+TX, tefluthrin (769)+TX, temephos (770)+TX, TEPP (1417)+TX, terallethrin (1418)+TX, terbam (alternative name)+TX, terbufos (773)+TX, tetrachloroethane [CCN]+TX, tetrachlorvinphos (777)+TX, tetramethrin (787)+TX, theta-cypermethrin (204)+TX, thiacloprid (791)+TX, thiafenox (alternative name)+TX, thiamethoxam (792)+TX, thicrofos (1428)+TX, thiocarboxime (1431)+TX, thiocyclam (798)+TX, thiocyclam hydrogen oxalate (798)+TX, thiodicarb (799)+TX, thiofanox (800)+TX, thiometon (801)+TX, thionazin (1434)+TX, thiosultap (803)+TX, thiosultap-sodium (803)+TX, thuringiensin (alternative name) [CCN]+TX, tolfenpyrad (809)+TX, tralomethrin (812)+TX, transfluthrin (813)+TX, transpermethrin (1440)+TX, triamiphos (1441)+TX, triazamate (818)+TX, triazophos (820)+TX, triazuron (alternative name)+TX, trichlorfon (824)+TX, trichlormetaphos-3 (alternative name) [CCN]+TX, trichloronat (1452)+TX, trifenofos (1455)+TX, triflumuron (835)+TX, trimethacarb (840)+TX, triprene (1459)+TX, vamidothion (847)+TX, vaniliprole [CCN]+TX, veratridine (alternative name) (725)+TX, veratrine (alternative name) (725)+TX, XMC (853)+TX, xylylcarb (854)+TX, YI-5302 (compound code)+TX, zeta-cypermethrin (205)+TX, zetamethrin (alternative name)+TX, zinc phosphide (640)+TX, zolaprofos (1469) and ZXI 8901 (development code) (858)+TX, cyantraniliprole [736994-63-19+TX, chlorantraniliprole [500008-45-7]+TX, cyenopyrafen [560121-52-0]+TX, cyflumetofen [400882-07-7]+TX, pyrifluquinazon [337458-27-2]+TX, spinetoram [187166-40-1+187166-15-0]+TX, spirotetramat [203313-25-1]+TX, sulfoxaflor [946578-00-3]+TX, flufiprole [704886-18-0]+TX, meperfluthrin [915288-13-0]+TX, tetramethylfluthrin [84937-88-2]+TX, triflumezopyrim (disclosed in WO 2012/092115)+TX, fluxametamide (WO 2007/026965)+TX, epsilon-metofluthrin [240494-71-7]+TX, epsilon-momfluorothrin [1065124-65-3]+TX, fluazaindolizine [1254304-22-7]+TX, chloroprallethrin [399572-87-3]+TX, fluxametamide [928783-29-3]+TX, cyhalodiamide [1262605-53-7]+TX, tioxazafen [330459-31-9]+TX, broflanilide [1207727-04-5]+TX, flufiprole [704886-18-0]+TX, cyclaniliprole [1031756-98-5]+TX, tetraniliprole [1229654-66-3]+TX, guadipyr (described in WO2010/060231)+TX, cycloxaprid (described in WO2005/077934)+TX,

(58) a molluscicide selected from the group of substances consisting of bis(tributyltin) oxide (IUPAC name) (913)+TX, bromoacetamide [CCN]+TX, calcium arsenate [CCN]+TX, cloethocarb (999)+TX, copper acetoarsenite [CCN]+TX, copper sulfate (172)+TX, fentin (347)+TX, ferric phosphate (IUPAC name) (352)+TX, metaldehyde (518)+TX, methiocarb (530)+TX, niclosamide (576)+TX, niclosamide-olamine (576)+TX, pentachlorophenol (623)+TX, sodium pentachlorophenoxide (623)+TX, tazimcarb (1412)+TX, thiodicarb (799)+TX, tributyltin oxide (913)+TX, trifenmorph (1454)+TX, trimethacarb (840)+TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347)+TX, pyriprole [394730-71-3]+TX,

(59) a nematicide selected from the group of substances consisting of AKD-3088 (compound code)+TX, 1,2-dibromo-3-chloropropane (IUPAC/Chemical Abstracts name) (1045)+TX, 1,2-dichloropropane (IUPAC/Chemical Abstracts name) (1062)+TX, 1,2-dichloropropane with 1,3-dichloropropene (IUPAC name) (1063)+TX, 1,3-dichloropropene (233)+TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide (IUPAC/Chemical Abstracts name) (1065)+TX, 3-(4-chlorophenyl)-5-methylrhodanine (IUPAC name) (980)+TX, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid (IUPAC name) (1286)+TX, 6-isopentenylaminopurine (alternative name) (210)+TX, abamectin (1)+TX, acetoprole [CCN]+TX, alanycarb (15)+TX, aldicarb (16)+TX, aldoxycarb (863)+TX, AZ 60541 (compound code)+TX, benclothiaz [CCN]+TX, benomyl (62)+TX, butylpyridaben (alternative name)+TX, cadusafos (109)+TX, carbofuran (118)+TX, carbon disulfide (945)+TX, carbosulfan (119)+TX, chloropicrin (141)+TX, chlorpyrifos (145)+TX, cloethocarb (999)+TX, cytokinins (alternative name) (210)+TX, dazomet (216)+TX, DBCP (1045)+TX, DCIP (218)+TX, diamidafos (1044)+TX, dichlofenthion (1051)+TX, dicliphos (alternative name)+TX, dimethoate (262)+TX, doramectin (alternative name) [CCN]+TX, emamectin (291)+TX, emamectin benzoate (291)+TX, eprinomectin (alternative name) [CCN]+TX, ethoprophos (312)+TX, ethylene dibromide (316)+TX, fenamiphos (326)+TX, fenpyrad (alternative name)+TX, fensulfothion (1158)+TX, fosthiazate (408)+TX, fosthietan (1196)+TX, furfural (alternative name) [CCN]+TX, GY-81 (development code) (423)+TX, heterophos [CCN]+TX, iodomethane (IUPAC name) (542)+TX, isamidofos (1230)+TX, isazofos (1231)+TX, ivermectin (alternative name) [CCN]+TX, kinetin (alternative name) (210)+TX, mecarphon (1258)+TX, metam (519)+TX, metam-potassium (alternative name) (519)+TX, metam-sodium (519)+TX, methyl bromide (537)+TX, methyl isothiocyanate (543)+TX, milbemycin oxime (alternative name) [CCN]+TX, moxidectin (alternative name) [CCN]+TX, Myrothecium verrucaria composition (alternative name) (565)+TX, NC-184 (compound code)+TX, oxamyl (602)+TX, phorate (636)+TX, phosphamidon (639)+TX, phosphocarb [CCN]+TX, sebufos (alternative name)+TX, selamectin (alternative name) [CCN]+TX, spinosad (737)+TX, terbam (alternative name)+TX, terbufos (773)+TX, tetrachlorothiophene (IUPAC/Chemical Abstracts name) (1422)+TX, thiafenox (alternative name)+TX, thionazin (1434)+TX, triazophos (820)+TX, triazuron (alternative name)+TX, xylenols [CCN]+TX, YI-5302 (compound code) and zeatin (alternative name) (210)+TX, fluensulfone [318290-98-1]+TX,

(60) a nitrification inhibitor selected from the group of substances consisting of potassium ethylxanthate [CCN] and nitrapyrin (580)+TX,

(61) a plant activator selected from the group of substances consisting of acibenzolar (6)+TX, acibenzolar-S-methyl (6)+TX, probenazole (658) and Reynoutria sachalinensis extract (alternative name) (720)+TX,

(62) a rodenticide selected from the group of substances consisting of 2-isovalerylindan-1,3-dione (IUPAC name) (1246)+TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748)+TX, alpha-chlorohydrin [CCN]+TX, aluminium phosphide (640)+TX, antu (880)+TX, arsenous oxide (882)+TX, barium carbonate (891)+TX, bisthiosemi (912)+TX, brodifacoum (89)+TX, bromadiolone (91)+TX, bromethalin (92)+TX, calcium cyanide (444)+TX, chloralose (127)+TX, chlorophacinone (140)+TX, cholecalciferol (alternative name) (850)+TX, coumachlor (1004)+TX, coumafuryl (1005)+TX, coumatetralyl (175)+TX, crimidine (1009)+TX, difenacoum (246)+TX, difethialone (249)+TX, diphacinone (273)+TX, ergocalciferol (301)+TX, flocoumafen (357)+TX, fluoroacetamide (379)+TX, flupropadine (1183)+TX, flupropadine hydrochloride (1183)+TX, gamma-HCH (430)+TX, HCH (430)+TX, hydrogen cyanide (444)+TX, iodomethane (IUPAC name) (542)+TX, lindane (430)+TX, magnesium phosphide (IUPAC name) (640)+TX, methyl bromide (537)+TX, norbormide (1318)+TX, phosacetim (1336)+TX, phosphine (IUPAC name) (640)+TX, phosphorus [CCN]+TX, pindone (1341)+TX, potassium arsenite [CCN]+TX, pyrinuron (1371)+TX, scilliroside (1390)+TX, sodium arsenite [CCN]+TX, sodium cyanide (444)+TX, sodium fluoroacetate (735)+TX, strychnine (745)+TX, thallium sulfate [CCN]+TX, warfarin (851) and zinc phosphide (640)+TX,

(63) a synergist selected from the group of substances consisting of 2-(2-butoxyethoxy)ethyl piperonylate (IUPAC name) (934)+TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone (IUPAC name) (903)+TX, farnesol with nerolidol (alternative name) (324)+TX, MB-599 (development code) (498)+TX, MGK 264 (development code) (296)+TX, piperonyl butoxide (649)+TX, piprotal (1343)+TX, propyl isomer (1358)+TX, S421 (development code) (724)+TX, sesamex (1393)+TX, sesasmolin (1394) and sulfoxide (1406)+TX,

(64) an animal repellent selected from the group of substances consisting of anthraquinone (32)+TX, chloralose (127)+TX, copper naphthenate [CCN]+TX, copper oxychloride (171)+TX, diazinon (227)+TX, dicyclopentadiene (chemical name) (1069)+TX, guazatine (422)+TX, guazatine acetates (422)+TX, methiocarb (530)+TX, pyridin-4-amine (IUPAC name) (23)+TX, thiram (804)+TX, trimethacarb (840)+TX, zinc naphthenate [CCN] and ziram (856)+TX,

(65) a virucide selected from the group of substances consisting of imanin (alternative name) [CCN] and ribavirin (alternative name) [CCN]+TX,

(66) a wound protectant selected from the group of substances consisting of mercuric oxide (512)+TX, octhilinone (590) and thiophanate-methyl (802)+TX,

(67) and biologically active compounds selected from the group consisting of azaconazole (60207-31-0]+TX, bitertanol [70585-36-3]+TX, bromuconazole [116255-48-2]+TX, cyproconazole [94361-06-5]+TX, difenoconazole [119446-68-3]+TX, diniconazole [83657-24-3]+TX, epoxiconazole [106325-08-0]+TX, fenbuconazole [114369-43-6]+TX, fluquinconazole [136426-54-5]+TX, flusilazole [85509-19-9]+TX, flutriafol [76674-21-0]+TX, hexaconazole [79983-71-4]+TX, imazalil [35554-44-0]+TX, imibenconazole [86598-92-7]+TX, ipconazole [125225-28-7]+TX, metconazole [125116-23-6]+TX, myclobutanil [88671-89-0]+TX, pefurazoate [101903-30-4]+TX, penconazole [66246-88-6]+TX, prothioconazole [178928-70-6]+TX, pyrifenox [88283-41-4]+TX, prochloraz [67747-09-5]+TX, propiconazole [60207-90-1]+TX, simeconazole [149508-90-7]+TX, tebuconazole [107534-96-3]+TX, tetraconazole [112281-77-3]+TX, triadimefon [43121-43-3]+TX, triadimenol [55219-65-3]+TX, triflumizole [99387-89-0]+TX, triticonazole [131983-72-7]+TX, ancymidol [12771-68-5]+TX, fenarimol [60168-88-9]+TX, nuarimol [63284-71-9]+TX, bupirimate [41483-43-6]+TX, dimethirimol [5221-53-4]+TX, ethirimol [23947-60-6]+TX, dodemorph [1593-77-7]+TX, fenpropidine [67306-00-7]+TX, fenpropimorph [67564-91-4]+TX, spiroxamine [118134-30-8]+TX, tridemorph [81412-43-3]+TX, cyprodinil [121552-61-2]+TX, mepanipyrim [110235-47-7]+TX, pyrimethanil [53112-28-0]+TX, fenpiclonil [74738-17-3]+TX, fludioxonil [131341-86-1]+TX, benalaxyl [71626-11-4]+TX, furalaxyl [57646-30-7]+TX, meta-laxyl [57837-19-1]+TX, R-metalaxyl [70630-17-0]+TX, ofurace [58810-48-3]+TX, oxadixyl [77732-09-3]+TX, benomyl [17804-35-2]+TX, carbendazim [10605-21-7]+TX, debacarb [62732-91-6]+TX, fuberidazole [3878-19-1]+TX, thiabendazole [148-79-8]+TX, chlozolinate [84332-86-5]+TX, dichlozoline [24201-58-9]+TX, iprodione [36734-19-7]+TX, myclozoline [54864-61-8]+TX, procymidone [32809-16-8]+TX, vinclozoline [50471-44-8]+TX, boscalid [188425-85-6]+TX, carboxin [5234-68-4]+TX, fenfuram [24691-80-3]+TX, flutolanil [66332-96-5]+TX, mepronil [55814-41-0]+TX, oxycarboxin [5259-88-1]+TX, penthiopyrad [183675-82-3]+TX, thifluzamide [130000-40-7]+TX, guazatine [108173-90-6]+TX, dodine [2439-10-3] [112-65-2] (free base)+TX, iminoctadine [13516-27-3]+TX, azoxystrobin [131860-33-8]+TX, dimoxystrobin [149961-52-4]+TX, enestroburin {Proc. BCPC, Int. Congr., Glasgow, 2003, 1, 93}+TX, fluoxastrobin [361377-29-9]+TX, kresoxim-methyl [143390-89-0]+TX, metominostrobin [133408-50-1]+TX, trifloxystrobin [141517-21-7]+TX, orysastrobin [248593-16-0]+TX, picoxystrobin [117428-22-5]+TX, pyraclostrobin [175013-18-0]+TX, ferbam [14484-64-1]+TX, mancozeb [8018-01-7]+TX, maneb [12427-38-2]+TX, metiram [9006-42-2]+TX, propineb [12071-83-9]+TX, thiram [137-26-8]+TX, zineb [12122-67-7]+TX, ziram [137-30-4]+TX, captafol [2425-06-1]+TX, captan [133-06-2]+TX, dichlofluanid [1085-98-9]+TX, fluoroimide [41205-21-4]+TX, folpet [133-07-3]+TX, tolylfluanid [731-27-1]+TX, bordeaux mixture [8011-63-0]+TX, copperhydroxid [20427-59-2]+TX, copperoxychlorid [1332-40-7]+TX, coppersulfat [7758-98-7]+TX, copperoxid [1317-39-1]+TX, mancopper [53988-93-5]+TX, oxine-copper [10380-28-6]+TX, dinocap [131-72-6]+TX, nitrothal-isopropyl [10552-74-6]+TX, edifenphos [17109-49-8]+TX, iprobenphos [26087-47-8]+TX, isoprothiolane [50512-35-1]+TX, phosdiphen [36519-00-3]+TX, pyrazophos [13457-18-6]+TX, tolclofos-methyl [57018-04-9]+TX, acibenzo-lar-S-methyl [135158-54-2]+TX, anilazine [101-05-3]+TX, benthiavalicarb [413615-35-7]+TX, blasticidin-S [2079-00-7]+TX, chinomethionat [2439-01-2]+TX, chloroneb [2675-77-6]+TX, chlorothalonil [1897-45-6]+TX, cyflufenamid [180409-60-3]+TX, cymoxanil [57966-95-7]+TX, dichlone [117-80-6]+TX, diclocymet [139920-32-4]+TX, diclomezine [62865-36-5]+TX, dicloran [99-30-9]+TX, diethofencarb [87130-20-9]+TX, dimethomorph [110488-70-5]+TX, SYP-LI90 (Flumorph) [211867-47-9]+TX, dithianon [3347-22-6]+TX, ethaboxam [162650-77-3]+TX, etridiazole [2593-15-9]+TX, famoxadone [131807-57-3]+TX, fenamidone [161326-34-7]+TX, fenoxanil [115852-48-7]+TX, fentin [668-34-8]+TX, ferimzone [89269-64-7]+TX, fluazinam [79622-59-6]+TX, fluopicolide [239110-15-7]+TX, flusulfamide [106917-52-6]+TX, fenhexamid [126833-17-8]+TX, fosetyl-aluminium [39148-24-8]+TX, hymexazol [10004-44-1]+TX, iprovalicarb [140923-17-7]+TX, IKF-916 (Cyazofamid) [120116-88-3]+TX, kasugamycin [6980-18-3]+TX, methasulfocarb [66952-49-6]+TX, metrafenone [220899-03-6]+TX, pencycuron [66063-05-6]+TX, phthalide [27355-22-2]+TX, polyoxins [11113-80-7]+TX, probenazole [27605-76-1]+TX, propamocarb [25606-41-1]+TX, proquinazid [189278-12-4]+TX, pyroquilon [57369-32-1]+TX, quinoxyfen [124495-18-7]+TX, quintozene [82-68-8]+TX, sulfur [7704-34-9]+TX, tiadinil [223580-51-6]+TX, triazoxide [72459-58-6]+TX, tricyclazole [41814-78-2]+TX, triforine [26644-46-2]+TX, validamycin [37248-47-8]+TX, zoxamide (RH7281) [156052-68-5]+TX, mandipropamid [374726-62-2]+TX, isopyrazam [881685-58-1]+TX, sedaxane [874967-67-6]+TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide (dislosed in WO 2007/048556)+TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3,4,5-trifluoro-biphenyl-2-yl)-amide (disclosed in WO 2006/087343)+TX, [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-[(cyclopropylcarbonyl)oxy]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihyd roxy-4,6a, 12b-trimethyl-1-oxo-9-(3-pyridinyl)-2H, 11 Hnaphtho[2,1-b]pyrano[3,4-e]pyran-4-yl]methyl-cyclopropanecarboxylate [915972-17-7]+TX, 1,3,5-trimethyl-N-(2-methyl-1-oxopropyl)-N-[3-(2-methylpropyl)-4-[2,2,2-trifluoro-1-methoxy-1-(trifluoromethyl)ethyl]phenyl]-1H-pyrazole-4-carboxamide [926914-55-8]+TX; lancotrione [1486617-21-3], florpyrauxifen [943832-81-3], ipfentrifluconazole[1417782-08-1], mefentrifluconazole [1417782-03-6], quinofumelin [861647-84-9], chloroprallethrin [399572-87-3], cyhalodiamide [1262605-53-7], fluazaindolizine [1254304-22-7], fluxametamide [928783-29-3], epsilon-metofluthrin [240494-71-7], epsilon-momfluorothrin [1065124-65-3], pydiflumetofen [1228284-64-7], kappa-bifenthrin [439680-76-9], broflanilide [1207727-04-5], dicloromezotiaz [1263629-39-5], dipymetitrone [16114-35-5], pyraziflumid [942515-63-1], kappa-tefluthrin [391634-71-2], fenpicoxamid [517875-34-2], fluindapyr [1383809-87-7], alpha-bromadiolone [28772-56-7], flupyrimin [1689566-03-7], benzpyrimoxan [1449021-97-9], acynonapyr [1332838-17-1], inpyrfluxam [1352994-67-2], isoflucypram [1255734-28-1], tyclopyrazoflor [1477919-27-9], spiropidion [1229023-00-0] and pyrapropoyne [1803108-03-3]; and

(68) microbials including: Acinetobacter lwoffii+TX, Acremonium alternatum+TX+TX, Acremonium cephalosporium+TX+TX, Acremonium diospyri+TX, Acremonium obclavatum+TX, Adoxophyes orana granulovirus (AdoxGV) (Capex)+TX, Agrobacterium radiobacter strain K84 (Galltrol-A)+TX, Alternaria alternate+TX, Alternaria cassia+TX, Alternaria destruens (Smolder)+TX, Ampelomyces quisqualis (AQ10)+TX, Aspergillus flavus AF36 (AF36)+TX, Aspergillus flavus NRRL 21882 (Aflaguard)+TX, Aspergillus spp.+TX, Aureobasidium pullulans+TX, Azospirillum+TX, (MicroAZ+TX, TAZO B)+TX, Azotobacter+TX, Azotobacter chroocuccum (Azotomeal)+TX, Azotobacter cysts (Bionatural Blooming Blossoms)+TX, Bacillus amyloliquefaciens+TX, Bacillus cereus+TX, Bacillus chitinosporus strain CM-1+TX, Bacillus chitinosporus strain AQ746+TX, Bacillus licheniformis strain HB-2 (Biostart Rhizoboost)+TX, Bacillus licheniformis strain 3086 (EcoGuard+TX, Green Releaf)+TX, Bacillus circulans+TX, Bacillus firmus (BioSafe+TX, BioNem-WP+TX, VOTiVO)+TX, Bacillus firmus strain 1-1582+TX, Bacillus macerans+TX, Bacillus marismortui+TX, Bacillus megaterium+TX, Bacillus mycoides strain AQ726+TX, Bacillus papillae (Milky Spore Powder)+TX, Bacillus pumilus spp.+TX, Bacillus pumilus strain GB34 (Yield Shield)+TX, Bacillus pumilus strain AQ717+TX, Bacillus pumilus strain QST 2808 (Sonata+TX, Ballad Plus)+TX, Bacillus spahericus (VectoLex)+TX, Bacillus spp.+TX, Bacillus spp. strain AQ175+TX, Bacillus spp. strain AQ177+TX, Bacillus spp. strain AQ178+TX, Bacillus subtilis strain QST 713 (CEASE+TX, Serenade+TX, Rhapsody)+TX, Bacillus subtilis strain QST 714 (JAZZ)+TX, Bacillus subtilis strain AQ153+TX, Bacillus subtilis strain AQ743+TX, Bacillus subtilis strain QST3002+TX, Bacillus subtilis strain QST3004+TX, Bacillus subtilis var. amyloliquefaciens strain FZB24 (Taegro+TX, Rhizopro)+TX, Bacillus thuringiensis Cry 2Ae+TX, Bacillus thuringiensis Cry1Ab+TX, Bacillus thuringiensis aizawai GC 91 (Agree)+TX, Bacillus thuringiensis israelensis (BMP123+TX, Aquabac+TX, VectoBac)+TX, Bacillus thuringiensis kurstaki (Javelin+TX, Deliver+TX, CryMax+TX, Bonide+TX, Scutella WP+TX, Turilav WP+TX, Astuto+TX, Dipel WP+TX, Biobit+TX, Foray)+TX, Bacillus thuringiensis kurstaki BMP 123 (Baritone)+TX, Bacillus thuringiensis kurstaki HD-1 (Bioprotec-CAF/3P)+TX, Bacillus thuringiensis strain BD#32+TX, Bacillus thuringiensis strain AQ52+TX, Bacillus thuringiensis var. aizawai (XenTari+TX, DiPel)+TX, bacteria spp. (GROWMEND+TX, GROWSWEET+TX, Shootup)+TX, bacteriophage of Clavipacter michiganensis (AgriPhage)+TX, Bakflor+TX, Beauveria bassiana (Beaugenic+TX, Brocaril WP)+TX, Beauveria bassiana GHA (Mycotrol ES+TX, Mycotrol O+TX, BotaniGuard)+TX, Beauveria brongniartii (Engerlingspilz+TX, Schweizer Beauveria+TX, Melocont)+TX, Beauveria spp.+TX, Botrytis cineria+TX, Bradyrhizobium japonicum (TerraMax)+TX, Brevibacillus brevis+TX, Bacillus thuringiensis tenebrionis (Novodor)+TX, BtBooster+TX, Burkholderia cepacia (Deny+TX, Intercept+TX, Blue Circle)+TX, Burkholderia gladii+TX, Burkholderia gladioli+TX, Burkholderia spp.+TX, Canadian thistle fungus (CBH Canadian Bioherbicide)+TX, Candida butyri+TX, Candida famata+TX, Candida fructus+TX, Candida glabrata+TX, Candida guilliermondii+TX, Candida melibiosica+TX, Candida oleophila strain O+TX, Candida parapsilosis+TX, Candida pelliculosa+TX, Candida pulcherrima+TX, Candida reukaufii+TX, Candida saitoana (Bio-Coat+TX, Biocure)+TX, Candida sake+TX, Candida spp.+TX, Candida tenius+TX, Cedecea dravisae+TX, Cellulomonas flavigena+TX, Chaetomium cochliodes (Nova-Cide)+TX, Chaetomium globosum (Nova-Cide)+TX, Chromobacterium subtsugae strain PRAA4-1T (Grandevo)+TX, Cladosporium cladosporioides+TX, Cladosporium oxysporum+TX, Cladosporium chlorocephalum+TX, Cladosporium spp.+TX, Cladosporium tenuissimum+TX, Clonostachys rosea (EndoFine)+TX, Colletotrichum acutatum+TX, Coniothyrium minitans (Cotans WG)+TX, Coniothyrium spp.+TX, Cryptococcus albidus (YIELDPLUS)+TX, Cryptococcus humicola+TX, Cryptococcus infirmo-miniatus+TX, Cryptococcus laurentii+TX, Cryptophlebia leucotreta granulovirus (Cryptex)+TX, Cupriavidus campinensis+TX, Cydia pomonella granulovirus (CYD-X)+TX, Cydia pomonella granulovirus (Madex+TX, Madex Plus+TX, Madex Max/Carpovirusine)+TX, Cylindrobasidium laeve (Stumpout)+TX, Cylindrocladium+TX, Debaryomyces hansenii+TX, Drechslera hawaiinensis+TX, Enterobacter cloacae+TX, Enterobacteriaceae+TX, Entomophtora virulenta (Vektor@)+TX, Epicoccum nigrum+TX, Epicoccum purpurascens+TX, Epicoccum spp.+TX, Filobasidium floriforme+TX, Fusarium acuminatum+TX, Fusarium chlamydosporum+TX, Fusarium oxysporum (Fusaclean/Biofox C)+TX, Fusarium proliferatum+TX, Fusarium spp.+TX, Galactomyces geotrichum+TX, Gliocladium catenulatum (Primastop+TX, Prestop)+TX, Gliocladium roseum+TX, Gliocladium spp. (SoilGard)+TX, Gliocladium virens (Soilgard)+TX, Granulovirus (Granupom)+TX, Halobacillus halophilus+TX, Halobacillus litoralis+TX, Halobacillus trueperi+TX, Halomonas spp.+TX, Halomonas subglaciescola+TX, Halovibrio variabilis+TX, Hanseniaspora uvarum+TX, Helicoverpa armigera nucleopolyhedrovirus (Helicovex)+TX, Helicoverpa zea nuclear polyhedrosis virus (Gemstar)+TX, Isoflavoneformononetin (Myconate)+TX, Kloeckera apiculata+TX, Kloeckera spp.+TX, Lagenidium giganteum (Laginex)+TX, Lecanicillium longisporum (Vertiblast)+TX, Lecanicillium muscarium (Vertikil)+TX, Lymantria Dispar nucleopolyhedrosis virus (Disparvirus)+TX, Marinococcus halophilus+TX, Meira geulakonigii+TX, Metarhizium anisopliae (Met52)+TX, Metarhizium anisopliae (Destruxin WP)+TX, Metschnikowia fruticola (Shemer)+TX, Metschnikowia pulcherrima+TX, Microdochium dimerum (Antibot)+TX, Micromonospora coerulea+TX, Microsphaeropsis ochracea+TX, Muscodor albus 620 (Muscudor)+TX, Muscodor roseus strain A3-5+TX, Mycorrhizae spp. (AMykor+TX, Root Maximizer)+TX, Myrothecium verrucaria strain AARC-0255 (DiTera)+TX, BROS PLUS+TX, Ophiostoma piliferum strain D97 (Sylvanex)+TX, Paecilomyces farinosus+TX, Paecilomyces fumosoroseus (PFR-97+TX, PreFeRal)+TX, Paecilomyces linacinus (Biostat WP)+TX, Paecilomyces lilacinus strain 251 (MeloCon WG)+TX, Paenibacillus polymyxa+TX, Pantoea agglomerans (BlightBan C9-1)+TX, Pantoea spp.+TX, Pasteuria spp. (Econem)+TX, Pasteuria nishizawae+TX, Penicillium aurantiogriseum+TX, Penicillium billai (Jumpstart+TX, TagTeam)+TX, Penicillium brevicompactum+TX, Penicillium frequentans+TX, Penicillium griseofulvum+TX, Penicillium purpurogenum+TX, Penicillium spp.+TX, Penicillium viridicatum+TX, Phlebiopsis gigantean (Rotstop)+TX, phosphate solubilizing bacteria (Phosphomeal)+TX, Phytophthora cryptogea+TX, Phytophthora palmivora (Devine)+TX, Pichia anomala+TX, Pichia guilermondii+TX, Pichia membranaefaciens+TX, Pichia onychis+TX, Pichia stipites+TX, Pseudomonas aeruginosa+TX, Pseudomonas aureofasciens (Spot-Less Biofungicide)+TX, Pseudomonas cepacia+TX, Pseudomonas chlororaphis (AtEze)+TX, Pseudomonas corrugate+TX, Pseudomonas fluorescens strain A506 (BlightBan A506)+TX, Pseudomonas putida+TX, Pseudomonas reactans+TX, Pseudomonas spp.+TX, Pseudomonas syringae (Bio-Save)+TX, Pseudomonas viridiflava+TX, Pseudomons fluorescens (Zequanox)+TX, Pseudozyma flocculosa strain PF-A22 UL (Sporodex L)+TX, Puccinia canaliculata+TX, Puccinia thlaspeos (Wood Warrior)+TX, Pythium paroecandrum+TX, Pythium oligandrum (Polygandron+TX, Polyversum)+TX, Pythium periplocum+TX, Rhanella aquatilis+TX, Rhanella spp.+TX, Rhizobia (Dormal+TX, Vault)+TX, Rhizoctonia+TX, Rhodococcus globerulus strain AQ719+TX, Rhodosporidium diobovatum+TX, Rhodosporidium toruloides+TX, Rhodotorula spp.+TX, Rhodotorula glutinis+TX, Rhodotorula graminis+TX, Rhodotorula mucilagnosa+TX, Rhodotorula rubra+TX, Saccharomyces cerevisiae+TX, Salinococcus roseus+TX, Sclerotinia minor+TX, Sclerotinia minor (SARRITOR)+TX, Scytalidium spp.+TX, Scytalidium uredinicola+TX, Spodoptera exigua nuclear polyhedrosis virus (Spod-X+TX, Spexit)+TX, Serratia marcescens+TX, Serratia plymuthica+TX, Serratia spp.+TX, Sordaria fimicola+TX, Spodoptera littoralis nucleopolyhedrovirus (Littovir)+TX, Sporobolomyces roseus+TX, Stenotrophomonas maltophilia+TX, Streptomyces ahygroscopicus+TX, Streptomyces albaduncus+TX, Streptomyces exfoliates+TX, Streptomyces galbus+TX, Streptomyces griseoplanus+TX, Streptomyces griseoviridis (Mycostop)+TX, Streptomyces lydicus (Actinovate)+TX, Streptomyces lydicus WYEC-108 (ActinoGrow)+TX, Streptomyces violaceus+TX, Tilletiopsis minor+TX, Tilletiopsis spp.+TX, Trichoderma asperellum (T34 Biocontrol)+TX, Trichoderma gamsii (Tenet)+TX, Trichoderma atroviride (Plantmate)+TX, Trichoderma hamatum TH 382+TX, Trichoderma harzianum rifai (Mycostar)+TX, Trichoderma harzianum T-22 (Trianum-P+TX, PlantShield HC+TX, RootShield+TX, Trianum-G)+TX, Trichoderma harzianum T-39 (Trichodex)+TX, Trichoderma inhamatum+TX, Trichoderma koningii+TX, Trichoderma spp. LC 52 (Sentinel)+TX, Trichoderma lignorum+TX, Trichoderma longibrachiatum+TX, Trichoderma polysporum (Binab T)+TX, Trichoderma taxi+TX, Trichoderma virens+TX, Trichoderma virens (formerly Gliocladium virens GL-21) (SoilGuard)+TX, Trichoderma viride+TX, Trichoderma viride strain ICC 080 (Remedier)+TX, Trichosporon pullulans+TX, Trichosporon spp.+TX, Trichothecium spp.+TX, Trichothecium roseum+TX, Typhula phacorrhiza strain 94670+TX, Typhula phacorrhiza strain 94671+TX, Ulocladium atrum+TX, Ulocladium oudemansii (Botry-Zen)+TX, Ustilago maydis+TX, various bacteria and supplementary micronutrients (Natural II)+TX, various fungi (Millennium Microbes)+TX, Verticillium chlamydosporium+TX, Verticillium lecanii (Mycotal+TX, Vertalec)+TX, Vip3Aa20 (VIPtera)+TX, Virgibaclillus marismortui+TX, Xanthomonas campestris pv. Poae (Camperico)+TX, Xenorhabdus bovienii+TX, Xenorhabdus nematophilus; and

(69) Plant extracts including: pine oil (Retenol)+TX, azadirachtin (Plasma Neem Oil+TX, AzaGuard+TX, MeemAzal+TX, Molt-X+TX, Botanical IGR (Neemazad+TX, Neemix)+TX, canola oil (Lilly Miller Vegol)+TX, Chenopodium ambrosioides near ambrosioides (Requiem)+TX, Chrysanthemum extract (Crisant)+TX, extract of neem oil (Trilogy)+TX, essentials oils of Labiatae (Botania)+TX, extracts of clove rosemary peppermint and thyme oil (Garden insect Killer)+TX, Glycinebetaine (Greenstim)+TX, garlic+TX, lemongrass oil (GreenMatch)+TX, neem oil+TX, Nepeta cataria (Catnip oil)+TX, Nepeta catarina+TX, nicotine+TX, oregano oil (MossBuster)+TX, Pedaliaceae oil (Nematon)+TX, pyrethrum+TX, Quillaja saponaria (NemaQ)+TX, Reynoutria sachalinensis (Regalia+TX, Sakalia)+TX, rotenone (Eco Roten)+TX, Rutaceae plant extract (Soleo)+TX, soybean oil (Ortho Ecosense)+TX, tea tree oil (Timorex Gold)+TX, thymus oil+TX, AGNIQUE MMF+TX, BugOil+TX, mixture of rosemary sesame pepermint thyme and cinnamon extracts (EF 300)+TX, mixture of clove rosemary and peppermint extract (EF 400)+TX, mixture of clove pepermint garlic oil and mint (Soil Shot)+TX, kaolin (Screen)+TX, storage glucam of brown algae (Laminarin); and

(70) pheromones including: blackheaded fireworm pheromone (3M Sprayable Blackheaded Fireworm Pheromone)+TX, Codling Moth Pheromone (Paramount dispenser-(CM)/Isomate C-Plus)+TX, Grape Berry Moth Pheromone (3M MEC-GBM Sprayable Pheromone)+TX, Leafroller pheromone (3M MECLR Sprayable Pheromone)+TX, Muscamone (Snip7 Fly Bait+TX, Starbar Premium Fly Bait)+TX, Oriental Fruit Moth Pheromone (3M oriental fruit moth sprayable Pheromone)+TX, Peachtree Borer Pheromone (Isomate-P)+TX, Tomato Pinworm Pheromone (3M Sprayable Pheromone)+TX, Entostat powder (extract from palm tree) (Exosex CM)+TX, (E+TX,Z+TX,Z)-3+TX,8+TX,11 Tetradecatrienyl acetate+TX, (Z+TX,Z+TX,E)-7+TX,11+TX,13-Hexadecatrienal+TX, (E+TX,Z)-7+TX,9-Dodecadien-1-yl acetate+TX, 2-Methyl-1-butanol+TX, Calcium acetate+TX, Scenturion+TX, Biolure+TX, Check-Mate+TX, Lavandulyl senecioate; and Macrobials including: Aphelinus abdominalis+TX, Aphidius ervi (Aphelinus-System)+TX, Acerophagus papaya+TX, Adalia bipunctata (Adalia-System)+TX, Adalia bipunctata (Adaline)+TX, Adalia bipunctata (Aphidalia)+TX, Ageniaspis citricola+TX, Ageniaspis fuscicollis+TX, Amblyseius andersoni (Anderline+TX, Andersoni-System)+TX, Amblyseius californicus (Amblyline+TX, Spical)+TX, Amblyseius cucumeris (Thripex+TX, Bugline cucumeris)+TX, Amblyseius fallacis (Fallacis)+TX, Amblyseius swirskii (Bugline swirskii+TX, Swirskii-Mite)+TX, Amblyseius womersleyi (WomerMite)+TX, Amitus hesperidum+TX, Anagrus atomus+TX, Anagyrus fusciventris+TX, Anagyrus kamali+TX, Anagyrus loecki+TX, Anagyrus pseudococci (Citripar)+TX, Anicetus benefices+TX, Anisopteromalus calandrae+TX, Anthocoris nemoralis (Anthocoris-System)+TX, Aphelinus abdominalis (Apheline+TX, Aphiline)+TX, Aphelinus asychis+TX, Aphidius colemani (Aphipar)+TX, Aphidius ervi (Ervipar)+TX, Aphidius gifuensis+TX, Aphidius matricariae (Aphipar-M)+TX, Aphidoletes aphidimyza (Aphidend)+TX, Aphidoletes aphidimyza (Aphidoline)+TX, Aphytis lingnanensis+TX, Aphytis melinus+TX, Aprostocetus hagenowii+TX, Atheta coriaria (Staphyline)+TX, Bombus spp.+TX, Bombus terrestris (Natupol Beehive)+TX, Bombus terrestris (Beeline+TX, Tripol)+TX, Cephalonomia stephanoderis+TX, Chilocorus nigritus+TX, Chrysoperla carnea (Chrysoline)+TX, Chrysoperla carnea (Chrysopa)+TX, Chrysoperla rufilabris+TX, Cirrospilus ingenuus+TX, Cirrospilus quadristriatus+TX, Citrostichus phyllocnistoides+TX, Closterocerus chamaeleon+TX, Closterocerus spp.+TX, Coccidoxenoides perminutus (Planopar)+TX, Coccophagus cowperi+TX, Coccophagus lycimnia+TX, Cotesia flavipes+TX, Cotesia plutellae+TX, Cryptolaemus montrouzieri (Cryptobug+TX, Cryptoline)+TX, Cybocephalus nipponicus+TX, Dacnusa sibirica+TX, Dacnusa sibirica (Minusa)+TX, Diglyphus isaea (Diminex)+TX, Delphastus catalinae (Delphastus)+TX, Delphastus pusillus+TX, Diachasmimorpha krausii+TX, Diachasmimorpha Iongicaudata+TX, Diaparsis jucunda+TX, Diaphorencyrtus aligarhensis+TX, Diglyphus isaea+TX, Diglyphus isaea (Miglyphus+TX, Digline)+TX, Dacnusa sibirica (DacDigline+TX, Minex)+TX, Diversinervus spp.+TX, Encarsia citrina+TX, Encarsia formosa (Encarsia Max+TX, Encarline+TX, En-Strip)+TX, Eretmocerus eremicus (Enermix)+TX, Encarsia guadeloupae+TX, Encarsia haitiensis+TX, Episyrphus balteatus (Syrphidend)+TX, Eretmoceris siphonini+TX, Eretmocerus californicus+TX, Eretmocerus eremicus (Ercal+TX, Eretline e)+TX, Eretmocerus eremicus (Bemimix)+TX, Eretmocerus hayati+TX, Eretmocerus mundus (Bemipar+TX, Eretline m)+TX, Eretmocerus siphonini+TX, Exochomus quadripustulatus+TX, Feltiella acarisuga (Spidend)+TX, Feltiella acarisuga (Feltiline)+TX, Fopius arisanus+TX, Fopius ceratitivorus+TX, Formononetin (Wirless Beehome)+TX, Franklinothrips vespiformis (Vespop)+TX, Galendromus occidentalis+TX, Goniozus legneri+TX, Habrobracon hebetor+TX, Harmonia axyridis (HarmoBeetle)+TX, Heterorhabditis spp. (Lawn Patrol)+TX, Heterorhabditis bacteriophora (NemaShield HB+TX, Nemaseek+TX, Terranem-Nam+TX, Terranem+TX, Larvanem+TX, B-Green+TX, NemAttack+TX, Nematop)+TX, Heterorhabditis megidis (Nemasys H+TX, BioNem H+TX, Exhibitline hm+TX, Larvanem-M)+TX, Hippodamia convergens+TX, Hypoaspis aculeifer (Aculeifer-System+TX, Entomite-A)+TX, Hypoaspis miles (Hypoline m+TX, Entomite-M)+TX, Lbalia leucospoides+TX, Lecanoideus floccissimus+TX, Lemophagus errabundus+TX, Leptomastidea abnormis+TX, Leptomastix dactylopii (Leptopar)+TX, Leptomastix epona+TX, Lindorus lophanthae+TX, Lipolexis oregmae+TX, Lucilia caesar (Natufly)+TX, Lysiphlebus testaceipes+TX, Macrolophus caliginosus (Mirical-N+TX, Macroline c+TX, Mirical)+TX, Mesoseiulus longipes+TX, Metaphycus flavus+TX, Metaphycus lounsburyi+TX, Micromus angulatus (Milacewing)+TX, Microterys flavus+TX, Muscidifurax raptorellus and Spalangia cameroni (Biopar)+TX, Neodryinus typhlocybae+TX, Neoseiulus californicus+TX, Neoseiulus cucumeris (THRYPEX)+TX, Neoseiulus fallacis+TX, Nesideocoris tenuis (NesidioBug+TX, Nesibug)+TX, Ophyra aenescens (Biofly)+TX, Orius insidiosus (Thripor-I+TX, Oriline i)+TX, Orius laevigatus (Thripor-L+TX, Oriline I)+TX, Orius majusculus (Oriline m)+TX, Orius strigicollis (Thripor-S)+TX, Pauesia juniperorum+TX, Pediobius foveolatus+TX, Phasmarhabditis hermaphrodita (Nemaslug)+TX, Phymastichus coffea+TX, Phytoseiulus macropilus+TX, Phytoseiulus persimilis (Spidex+TX, Phytoline p)+TX, Podisus maculiventris (Podisus)+TX, Pseudacteon curvatus+TX, Pseudacteon obtusus+TX, Pseudacteon tricuspis+TX, Pseudaphycus maculipennis+TX, Pseudleptomastix mexicana+TX, Psyllaephagus pilosus+TX, Psyttalia concolor (complex)+TX, Quadrastichus spp.+TX, Rhyzobius lophanthae+TX, Rodolia cardinalis+TX, Rumina decollate+TX, Semielacher petiolatus+TX, Sitobion avenae (Ervibank)+TX, Steinernema carpocapsae (Nematac C+TX, Millenium+TX, BioNem C+TX, NemAttack+TX, Nemastar+TX, Capsanem)+TX, Steinernema feltiae (NemaShield+TX, Nemasys F+TX, BioNem F+TX, Steinernema-System+TX, NemAttack+TX, Nemaplus+TX, Exhibitline sf+TX, Scia-rid+TX, Entonem)+TX, Steinernema kraussei (Nemasys L+TX, BioNem L+TX, Exhibitline srb)+TX, Steinernema riobrave (BioVector+TX, BioVektor)+TX, Steinernema scapterisci (Nematac S)+TX, Steinernema spp.+TX, Steinernematid spp. (Guardian Nematodes)+TX, Stethorus punctillum (Stethorus)+TX, Tamarixia radiate+TX, Tetrastichus setifer+TX, Thripobius semiluteus+TX, Torymus sinensis+TX, Trichogramma brassicae (Tricholine b)+TX, Trichogramma brassicae (Tricho-Strip)+TX, Trichogramma evanescens+TX, Trichogramma minutum+TX, Trichogramma ostriniae+TX, Trichogramma platneri+TX, Trichogramma pretiosum+TX, Xanthopimpla stemmator; and

(71) other biologicals including: abscisic acid+TX, bioSea+TX, Chondrostereum purpureum (Chontrol Paste)+TX, Colletotrichum gloeosporioides (Collego)+TX, Copper Octanoate (Cueva)+TX, Delta traps (Trapline d)+TX, Erwinia amylovora (Harpin) (ProAct+TX, Ni-HIBIT Gold CST)+TX, Ferri-phosphate (Ferramol)+TX, Funnel traps (Trapline y)+TX, Gallex+TX, Grower's Secret+TX, Homo-brassonolide+TX, Iron Phosphate (Lilly Miller Worry Free Ferramol Slug & Snail Bait)+TX, MCP hail trap (Trapline f)+TX, Microctonus hyperodae+TX, Mycoleptodiscus terrestris (Des-X)+TX, BioGain+TX, Aminomite+TX, Zenox+TX, Pheromone trap (Thripline ams)+TX, potassium bicarbonate (MilStop)+TX, potassium salts of fatty acids (Sanova)+TX, potassium silicate solution (Sil-Matrix)+TX, potassium iodide+potassiumthiocyanate (Enzicur)+TX, SuffOil-X+TX, Spider venom+TX, Nosema locustae (Semaspore Organic Grasshopper Control)+TX, Sticky traps (Trapline YF+TX, Rebell Amarillo)+TX and Traps (Takitrapline y+b)+TX.

(72) The references in brackets behind the active ingredients, e.g. [3878-19-1] refer to the Chemical Abstracts Registry number. The above described mixing partners are known. Where the active ingredients are included in The Pesticide Manual [The Pesticide ManualA World Compendium; Thirteenth Edition; Editor: C. D. S. TomLin; The British Crop Protection Council], they are described therein under the entry number given in round brackets hereinabove for the particular compound; for example, the compound abamectin is described under entry number (1). Where [CCN] is added hereinabove to the particular compound, the compound in question is included in the Compendium of Pesticide Common Names, which is accessible on the internet [A. Wood; Compendium of Pesticide Common Names, Copyright 1995-2004]; for example, the compound acetoprole is described under the internet address http://www.alanwood.net/pesticides/acetoprole.html.

(73) Most of the active ingredients described above are referred to hereinabove by a so-called common name, the relevant ISO common name or another common name being used in individual cases. If the designation is not a common name, the nature of the designation used instead is given in round brackets for the particular compound; in that case, the IUPAC name, the IUPAC/Chemical Abstracts name, a chemical name, a traditional name, a compound name or a development code is used or, if neither one of those designations nor a common name is used, an alternative name is employed. CAS Reg. No means the Chemical Abstracts Registry Number.

(74) The active ingredient mixture of the compounds of formula I selected from Tables 1 to 9 and Table P with active ingredients described above comprises a compound selected from Tables 1 to 9 and Table P and an active ingredient as described above preferably in a mixing ratio of from 100:1 to 1:6000, especially from 50:1 to 1:50, more especially in a ratio of from 20:1 to 1:20, even more especially from 10:1 to 1:10, very especially from 5:1 and 1:5, special preference being given to a ratio of from 2:1 to 1:2, and a ratio of from 4:1 to 2:1 being likewise preferred, above all in a ratio of 1:1, or 5:1, or 5:2, or 5:3, or 5:4, or 4:1, or 4:2, or 4:3, or 3:1, or 3:2, or 2:1, or 1:5, or 2:5, or 3:5, or 4:5, or 1:4, or 2:4, or 3:4, or 1:3, or 2:3, or 1:2, or 1:600, or 1:300, or 1:150, or 1:35, or 2:35, or 4:35, or 1:75, or 2:75, or 4:75, or 1:6000, or 1:3000, or 1:1500, or 1:350, or 2:350, or 4:350, or 1:750, or 2:750, or 4:750. Those mixing ratios are by weight.

(75) The mixtures as described above can be used in a method for controlling pests, which comprises applying a composition comprising a mixture as described above to the pests or their environment, with the exception of a method for treatment of the human or animal body by surgery or therapy and diagnostic methods practised on the human or animal body.

(76) The mixtures comprising a compound of formula I selected from Tables 1 to 9 and Table P and one or more active ingredients as described above can be applied, for example, in a single ready-mix form, in a combined spray mixture composed from separate formulations of the single active ingredient components, such as a tank-mix, and in a combined use of the single active ingredients when applied in a sequential manner, i.e. one after the other with a reasonably short period, such as a few hours or days. The order of applying the compounds of formula I selected from Tables 1 to 9 and Table P and the active ingredients as described above is not essential for working the present invention.

(77) The compositions according to the invention can also comprise further solid or liquid auxiliaries, such as stabilizers, for example unepoxidized or epoxidized vegetable oils (for example epoxidized coconut oil, rapeseed oil or soya oil), antifoams, for example silicone oil, preservatives, viscosity regulators, binders and/or tackifiers, fertilizers or other active ingredients for achieving specific effects, for example bactericides, fungicides, nematocides, plant activators, molluscicides or herbicides.

(78) The compositions according to the invention are prepared in a manner known per se, in the absence of auxiliaries for example by grinding, screening and/or compressing a solid active ingredient and in the presence of at least one auxiliary for example by intimately mixing and/or grinding the active ingredient with the auxiliary (auxiliaries). These processes for the preparation of the compositions and the use of the compounds I for the preparation of these compositions are also a subject of the invention.

(79) The application methods for the compositions, that is the methods of controlling pests of the abovementioned type, such as spraying, atomizing, dusting, brushing on, dressing, scattering or pouringwhich are to be selected to suit the intended aims of the prevailing circumstancesand the use of the compositions for controlling pests of the abovementioned type are other subjects of the invention. Typical rates of concentration are between 0.1 and 1000 ppm, preferably between 0.1 and 500 ppm, of active ingredient. The rate of application per hectare is generally 1 to 2000 g of active ingredient per hectare, in particular 10 to 1000 g/ha, preferably 10 to 600 g/ha.

(80) A preferred method of application in the field of crop protection is application to the foliage of the plants (foliar application), it being possible to select frequency and rate of application to match the danger of infestation with the pest in question. Alternatively, the active ingredient can reach the plants via the root system (systemic action), by drenching the locus of the plants with a liquid composition or by incorporating the active ingredient in solid form into the locus of the plants, for example into the soil, for example in the form of granules (soil application). In the case of paddy rice crops, such granules can be metered into the flooded paddy-field.

(81) The compounds of the invention and compositions thereof are also be suitable for the protection of plant propagation material, for example seeds, such as fruit, tubers or kernels, or nursery plants, against pests of the abovementioned type. The propagation material can be treated with the compound prior to planting, for example seed can be treated prior to sowing. Alternatively, the compound can be applied to seed kernels (coating), either by soaking the kernels in a liquid composition or by applying a layer of a solid composition. It is also possible to apply the compositions when the propagation material is planted to the site of application, for example into the seed furrow during drilling. These treatment methods for plant propagation material and the plant propagation material thus treated are further subjects of the invention. Typical treatment rates would depend on the plant and pest/fungi to be controlled and are generally between 1 to 200 grams per 100 kg of seeds, preferably between 5 to 150 grams per 100 kg of seeds, such as between 10 to 100 grams per 100 kg of seeds.

(82) The term seed embraces seeds and plant propagules of all kinds including but not limited to true seeds, seed pieces, suckers, corns, bulbs, fruit, tubers, grains, rhizomes, cuttings, cut shoots and the like and means in a preferred embodiment true seeds.

(83) The present invention also comprises seeds coated or treated with or containing a compound of formula I. The term coated or treated with and/or containing generally signifies that the active ingredient is for the most part on the surface of the seed at the time of application, although a greater or lesser part of the ingredient may penetrate into the seed material, depending on the method of application. When the said seed product is (re)planted, it may absorb the active ingredient. In an embodiment, the present invention makes available a plant propagation material adhered thereto with a compound of formula (I). Further, it is hereby made available, a composition comprising a plant propagation material treated with a compound of formula (I).

(84) Seed treatment comprises all suitable seed treatment techniques known in the art, such as seed dressing, seed coating, seed dusting, seed soaking and seed pelleting. The seed treatment application of the compound formula (I) can be carried out by any known methods, such as spraying or by dusting the seeds before sowing or during the sowing/planting of the seeds.

BIOLOGICAL EXAMPLES

Example B1: Activity Against Plutella xylostella (Diamond Back Moth)

(85) 24-well microtiter plates with artificial diet were treated with aqueous test solutions prepared from 10'000 ppm DMSO stock solutions by pipetting. After drying, the plates were infested with L2 larvae (10 to 15 per well). The samples were assessed for mortality and growth inhibition in comparison to untreated samples 5 days after infestation.

(86) The following compounds gave an effect of at least 80% in at least one of the two categories (mortality or growth inhibition) at an application rate of 200 ppm: P1, P2, P3, P4, P5, P6, P7, P8, P9, P11, P12, P13, P14, P15, P16, P19, P22 and P23.

Example B2: Activity Against Myzus persicae (Green Peach Aphid)

(87) Sunflower leaf discs were placed on agar in a 24-well microtiter plate and sprayed with aqueous test solutions prepared from 10'000 ppm DMSO stock solutions. After drying, the leaf discs were infested with an aphid population of mixed ages. The samples were assessed for mortality 6 days after infestation.

(88) The following compounds resulted in at least 80% mortality at an application rate of 200 ppm: P1, P2, P3, P4, P5, P6, P7, P8, P9, P11, P12, P13, P14, P15, P16, P17, P18, P19, P20, P22 and P23.

Example B3: Activity Against Myzus persicae (Green Peach Aphid)

(89) Roots of pea seedlings infested with an aphid population of mixed ages were placed directly in the aqueous test solutions prepared from 10'000 DMSO stock solutions. The samples were assessed for mortality 6 days after placing seedlings in test solutions.

(90) The following compounds resulted in at least 80% mortality at a test rate of 24 ppm: P1, P2, P5, P6, P7, P8, P9, P11, P13, P14, P16, P19, P20, P21, P22 and P23.

Example B4: Activity Against Frankliniella occidentalis (Western Flower Thrips)

(91) Sunflower leaf discs were placed on agar in 24-well microtiter plates and sprayed with aqueous test solutions prepared from 10'000 DMSO stock solutions. After drying the leaf discs were infested with a Frankliniella population of mixed ages. The samples were assessed for mortality 7 days after infestation.

(92) The following compounds resulted in at least 80% mortality at an application rate of 200 ppm: P1, P2, P3, P5, P6, P7, P8, P9, P11, P12, P13, P16, P19, P20 and P22.

Example B5: Activity Against Bemisia tabaci (Cotton White Fly)

(93) Cotton leaf discs were placed on agar in 24-well microtiter plates and sprayed with aqueous test solutions prepared from 10'000 ppm DMSO stock solutions. After drying the leaf discs were infested with adult white flies. The samples were checked for mortality 6 days after incubation.

(94) The following compounds resulted in at least 80% mortality at an application rate of 200 ppm: P1, P2, P3, P4, P5, P6, P7, P8, P9, P11, P12, P13, P14, P16, P19, P21, P22 and P23.

Example B6: Activity Against Euschistus heros (Neotropical Brown Stink Bug)

(95) Soybean leaf on agar in 24-well microtiter plates were sprayed with aqueous test solutions prepared from 10'000 ppm DMSO stock solutions. After drying the leaf were infested with N-2 nymphs. The samples were assessed for mortality and growth inhibition in comparison to untreated samples 5 days after infestation.

(96) The following compounds gave an effect of at least 80% in at least one of the two categories (mortality or growth inhibition) at an application rate of 200 ppm: P1, P2, P3, P4, P5, P6, P7, P8, P9, P11, P12, P13, P14, P15, P16, P17, P18, P19, P20, P21, P22 and P23.

Example B7: Activity Against Diabrotica Balteata (Corn Root Worm)

(97) Maize sprouts placed onto an agar layer in 24-well microtiter plates were treated with aqueous test solutions prepared from 10'000 ppm DMSO stock solutions by spraying. After drying, the plates were infested with L2 larvae (6 to 10 per well). The samples were assessed for mortality and growth inhibition in comparison to untreated samples 4 days after infestation.

(98) The following compounds gave an effect of at least 80% in at least one of the two categories (mortality or growth inhibition) at an application rate of 200 ppm: P2, P3, P4, P7, P8, P9, P11, P12, P15, P16, P17, P18, P19 and P20.

Example B7: Activity Against Spodoptera littoralis (Egyptian Cotton Leaf Worm)

(99) Cotton leaf discs were placed onto agar in 24-well microtiter plates and sprayed with aqueous test solutions prepared from 10'000 ppm DMSO stock solutions. After drying the leaf discs were infested with five L1 larvae. The samples were assessed for mortality, anti-feeding effect, and growth inhibition in comparison to untreated samples 3 days after infestation. Control of Spodoptera littoralis by a test sample is given when at least one of the categories mortality, anti-feedant effect, and growth inhibition is higher than the untreated sample.

(100) The following compounds resulted in at least 80% control at an application rate of 200 ppm: P1, P2, P3, P4, P5, P7, P8, P9, P11, P12, P13, P16 and P22.

Example B7: Activity Against Spodoptera littoralis (Egyptian Cotton Leaf Worm)

(101) Test compounds were applied by pipette from 10'000 ppm DMSO stock solutions into 24-well plates and mixed with agar. Lettuce seeds were placed onto the agar and the multi well plate was closed by another plate which contained also agar. After 7 days the compound was absorbed by the roots and the lettuce grew into the lid plate. The lettuce leaves were then cut off into the lid plate. Spodoptera eggs were pipetted through a plastic stencil onto a humid gel blotting paper and the lid plate was closed with it. The samples were assessed for mortality, anti-feedant effect and growth inhibition in comparison to untreated samples 6 days after infestation.

(102) The following compounds gave an effect of at least 80% in at least one of the three categories (mortality, anti-feeding, or growth inhibition) at a test rate of 12.5 ppm: P3 and P7.

Example B7: Activity Against Tetranychus urticae (Two-Spotted Spider Mite)

(103) Bean leaf discs on agar in 24-well microtiter plates were sprayed with aqueous test solutions prepared from 10'000 ppm DMSO stock solutions. After drying the leaf discs were infested with a mite population of mixed ages. The samples were assessed for mortality on mixed population (mobile stages) 8 days after infestation.

(104) The following compounds resulted in at least 80% mortality at an application rate of 200 ppm: P2, P3, P4, P7, P11 and P23.

Example B7: Activity Against Thrips tabaci (Onion Thrips)

(105) Sunflower leaf discs were placed on agar in 24-well microtiter plates and sprayed with aqueous test solutions prepared from 10'000 ppm DMSO stock solutions. After drying the leaf discs were infested with a Thrips population of mixed ages. The samples were assessed for mortality 6 days after infestation.

(106) The following compounds resulted in at least 80% mortality at an application rate of 200 ppm: P2 and P9.