CARBOXYLIC ACID DERIVATIVES Russian patent published in 2002 - IPC

FIELD: organic synthesis. SUBSTANCE: invention provides novel carboxylic acid derivatives having general formula I: (I) and containing heterocyclic moieties. Compound possess biological activity, in particular they inhibit binding of endothelin to receptors and can be used for treatment of hypertension, myocardial infarction, renal insufficiency, and other maladies. In the formula I, (i) R¹ denotes tetrazole, nitrile, carboxylic group, group COOR⁷, in which R⁷ is C1-C4-alkyl or alkali of alkaliearth cation, group -CONHSO₂R⁸, in which R⁸ is C1-C4-alkyl, or group -CONHSO₂R⁹, in which R⁹ is C1-C4-alkyl; (ii) R² denotes hydroxy group, amino group, di-C1-C4- alkylaino group, or C1-C4-alkoxy group; (iii) X denotes nitrogen or radical CR¹⁰, in which R¹⁰ is hydrogen or C1-C5- alkyl, or CR¹⁰ and CR³ together form 5- or 6-membered alkylene or alkenylene ring optionally substituted by 1 or 2 C1- C4-alkyl group and in which one methylene group can be substituted by oxygen, imino or C1-C4-imino group; (iv) R³ denotes mono- or di-C1-C4-alkyl group, C1- C4-alkyl, C1-C4-alkoxy, or CR³ together with CR¹⁰ form above-described ring; (v) R⁴ and R⁵ each denote phenyl optionally substituted by halogen, C1-C4-alkyl or C1-C4-alkoxy, provided that two phenyls are in ortho-position to each other and linked by an ordinary linkage, methylene or ethylene group, or C3- C7- cycloalkyl group; (vi) R⁶ denotes C1-C8-alkyl or C3-C6-alkenyl optionally substituted by halogen, cyano, C1-C4- alkoxy, C1-C4-alkylthio, or phenyl; phenyl optionally substituted by one or two groups selected from halogen, C1-C4- alkyl, C1-C4-alkoxyl; cycloalkyl optionally substituted by C1-C4-alkyl; or five- or six-membered heterocyclic residue containing one sulfur or oxygen atom and optionally substituted by C1-C4-alkyl; and (vii) Z denotes sulfur, oxygen, sulfinyl or sulfonyl. EFFECT: extended choice of drugs. 3 tbl, 25 ex