The present invention discloses a nicotinyl alcohol ether derivative, a preparation method therefor, and a pharmaceutical composition and uses thereof. Specifically, the invention relates to nicotinyl alcohol ether derivatives represented by formula (I), a pharmaceutically-acceptable salt thereof, a stereoisomer thereof, a preparation method therefor, a pharmaceutical composition containing the one or more compounds, and uses of the compounds in treating diseases related to PD-1/PD-L1 signal channels, such as cancers, infectious diseases and autoimmune diseases.

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The present invention discloses a benzyl phenyl ether derivative, a preparation method therefor, and a pharmaceutical composition and uses thereof. Specifically, the invention relates to benzyl phenyl ether derivatives represented by formula (I), a pharmaceutically-acceptable salt thereof, a stereoisomer thereof, a preparation method therefor, a pharmaceutical composition containing the one or more compounds, and uses of the compounds in treating diseases related to PD-1/PD-L1 signal channels, such as cancers, infectious diseases and autoimmune diseases. ##STR00001##

The present invention discloses a benzyl phenyl ether derivative, a preparation method therefor, and a pharmaceutical composition and uses thereof. Specifically, the invention relates to benzyl phenyl ether derivatives represented by formula (I), a pharmaceutically-acceptable salt thereof, a stereoisomer thereof, a preparation method therefor, a pharmaceutical composition containing the one or more compounds, and uses of the compounds in treating diseases related to PD-1/PD-L1 signal channels, such as cancers, infectious diseases and autoimmune diseases. ##STR00001##

An object of the present invention is to provide a simple, low-cost, and industrial method of producing a compound having a polyene skeleton containing hydrogen and fluorine and/or chlorine.

A method of producing a halogenated diene represented by formula (1): A.sup.1A.sup.2CCA.sup.3-CA.sup.4CA.sup.5A.sup.6[A.sup.1, A.sup.2, A.sup.5, and A.sup.6 are each independently hydrogen, fluorine, chlorine, a (perfluoro)alkyl group having 1 to 3 carbon atoms, or a (perfluoro)alkenyl group; A.sup.3 and A.sup.4 are each independently hydrogen, fluorine, or chlorine; at least one of A.sup.1 to A.sup.6 is hydrogen; at least one of A.sup.1 to A.sup.6 is fluorine or chlorine] comprises a step of subjecting the same or different halogenated olefin(s) represented by formula (2): A.sup.7A.sup.8CCA.sup.9X[A.sup.7 and A.sup.8 are each independently hydrogen, fluorine, chlorine, a (perfluoro)alkyl group having 1 to 3 carbon atoms, or a (perfluoro)alkenyl group; A.sup.9 is each independently hydrogen, fluorine, or chlorine; X is bromine or iodine] to a coupling reaction in the presence of a zero-valent metal and a metal salt.

Disclosed is a catalytic test paper prepared by compositing metal particle-embedded bacterial cellulose with plant fibers, and a preparation method therefor. Hydroxyl groups of bacterial cellulose are bonded with a nitrogen-containing or phosphorus-containing organic small molecule compound. By means of a chelation between a nitrogen or phosphorus atom with a metal, transition metal ions are adsorbed to a nanoporous surface of bacterial cellulose, and the transition metal ions are reduced in situ to obtain bacterial cellulose embedded with metal nanoparticles. The bacterial cellulose is composited with the plant fiber, and the catalytic test paper is prepared by a papermaking method. The catalytic test paper has the advantages of convenient use and recovery, high reusability, simple design, low manufacturing cost, higher catalytic efficiency, a green degradable support material, etc.

Disclosed is a catalytic test paper prepared by compositing metal particle-embedded bacterial cellulose with plant fibers, and a preparation method therefor. Hydroxyl groups of bacterial cellulose are bonded with a nitrogen-containing or phosphorus-containing organic small molecule compound. By means of a chelation between a nitrogen or phosphorus atom with a metal, transition metal ions are adsorbed to a nanoporous surface of bacterial cellulose, and the transition metal ions are reduced in situ to obtain bacterial cellulose embedded with metal nanoparticles. The bacterial cellulose is composited with the plant fiber, and the catalytic test paper is prepared by a papermaking method. The catalytic test paper has the advantages of convenient use and recovery, high reusability, simple design, low manufacturing cost, higher catalytic efficiency, a green degradable support material, etc.

The present invention discloses a phenylate derivative, a preparation method therefor, and a pharmaceutical composition and uses thereof. Specifically, the invention relates to phenylate derivatives represented by formula (I), a pharmaceutically-acceptable salt thereof, a stereoisomer thereof, a preparation method therefor, a pharmaceutical composition containing the one or more compounds, and uses of the compounds in treating diseases related to PD-1/PD-L1 signal channels, such as cancers, infectious diseases and autoimmune diseases. ##STR00001##

The present invention discloses a phenylate derivative, a preparation method therefor, and a pharmaceutical composition and uses thereof. Specifically, the invention relates to phenylate derivatives represented by formula (I), a pharmaceutically-acceptable salt thereof, a stereoisomer thereof, a preparation method therefor, a pharmaceutical composition containing the one or more compounds, and uses of the compounds in treating diseases related to PD-1/PD-L1 signal channels, such as cancers, infectious diseases and autoimmune diseases. ##STR00001##

The present invention provides a method for preparing a compound of formula (I) F(CF.sub.2).sub.n(CH.sub.2).sub.mR.sub.o (I), wherein n is an integer from 2 to 12, m is an integer from 0 to 7, R.sub.o is a linear or branched saturated alkyl group and o depicts the number of carbon atoms, o is an integer from 1 to 12, and wherein m+o is an integer from 2 to 12; comprising reacting a fluorinated compound of formula (II) F(CF.sub.2).sub.n(CH.sub.2).sub.mX (II), wherein X is Cl, Br, I, MgCl, MgBr, or MgI, and n and m have the same meaning as in formula (I), with a non-fluorinated compound of formula (III) R.sub.oY (III), wherein Y is Cl, Br, I, MgCl, MgBr, or MgI, with the proviso that when X is Cl, Br or I, Y is MgCl, MgBr or MgI, and when X is MgCl, MgBr or MgI, Y is Cl, Br or I, and R.sub.o has the same meaning as in formula (I).

Provided is a method for preparing 2-hydroxy-4-(2, 3-disubstituted benzyloxy)-5-substituted benzaldehyde derivative represented by formula (I). The method comprises the following steps: (1) preparing 3-aryl-2-substituted toluene derivative 2 by using 3-iodo-2-substituted toluene derivative 1 and aryl boronic acid 5 or aryl boronate as starting materials; (2) preparing a benzyl halide derivative 3 by using 3-aryl-2-substituted toluene derivative 2 as starting materials; and (3) preparing 4-(2, 3-disubstituted benzyloxy)-2-hydroxy-5-substituted benzaldehyde derivative (I) by using benzyl halide derivative 3 and 2,4-dihydroxy-5-substituted benzaldehyde 6. ##STR00001##