TETRAZOLE DERIVATIVES, METHOD OF THEIR SYNTHESIS AND PHARMACEUTICAL COMPOSITION INHIBITING ALDOSE REDUCTASE Russian patent published in 1997 - IPC

FIELD: organic chemistry. SUBSTANCE: invention relates to tetrazole derivatives of the general formula: where: A - alkylene group with 1-4 carbon atoms; R₁ - hydrogen or lower alkyl-group; R₂ - hydrogen, hydroxy, halide, carboxy-C_1-7-alkyl, amido, amino, C_1-7-alkoxy, phenyl, phenylhydroxy, lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl, nitro-group or group of the formula: -NHCOCOO-R₅ where R₅- - hydrogen or lower alkyl, mono- or di-(lower)-alkylaminosulfonyl or group of the formula: (I) where A and R₁ as indicated above; R₃ - hydrogen, halide, nitro, C_1-7-alkyl, C_1-7-alkoxy or hydroxy; R₄- - hydrogen, C_1-7-alkyl, C_1-7-alkoxy or group -NHCOCOO-R₃ where R₅ as indicated above at condition that compound of the formula (I) does not involve the following combination of substituents; where A - methylene group, R₂,R₃ and R₄ - hydrogen atoms and R₁ - hydrogen atom, methyl group or ethyl group; where A - ethylidene group, R₂,R₃ and R₄ - hydrogen atoms and R₁- - hydrogen atom or ethyl group; where A - isopropylidene group, R₂,R₃ and R₄ - hydrogen atoms and R₁- - hydrogen atom or ethyl group; where A - methylene group, R₂- - 4-bromo, 3- or 4-chloro, 3- or 4-methyl, 3- or 4-nitro, or 3-trifluoromethyl group; R₃ and R₄ - hydrogen atoms and R₁ - hydrogen atom or ethyl group; and where A - ethylene group, R₂,R₃ and R₄ - hydrogen atoms and R₁- - hydrogen atom or ethyl group. Compound is synthesized by chlorination of compound of the general formula (II): where - lower alkyl and the synthesized compound (III) is subjected for interaction with sodium azide. Transformation of radical R₁ is possible. The described compounds were used at effective amount in pharmaceutical composition inhibiting aldose reductase activity and they were used as drugs at diabetic complications in medicine. EFFECT: improved method of synthesis. 3 cl, 7 tbl