HETEROCYCLIC NITROGEN-CONTAINING DERIVATIVES OF CARBOXYLIC ACID, METHOD OF THEIR SYNTHESIS, PHARMACEUTICAL COMPOSITION Russian patent published in 1999 - IPC

FIELD: organic chemistry, pharmacy. SUBSTANCE: invention proposes heterocyclic nitrogen-containing derivatives of carboxylic acid or their salt of the formula (I) where R₁ - hydrogen atom, group R₃-(C= O)- and group R₁₈S-; R₂ and R₁₉ - hydrogen atom, (C₁-C₇)-alkyl, group aryl-(CH₂)_m where aryl - phenyl or naphthalenyl; group heteroaryl-(CH₂)_n where heteroaryl - thienyl; n = 0 or 1; m = 0-6; R₃ is (C₁-C₇)--alkyl, aryl-(CH₂)_m where aryl - phenyl; R₁₈ is (C₁-C₇)-alkyl; X₁ - a group of the formula (III) where R₄ and R₅ - hydrogen atom; R₆ and R₇ - hydrogen atom and others or X₁ - a group of the formula (IV) where R₆, R₇, R₈ and R₉ - hydrogen atom or phenyl-(CH₂)_m- where m - as indicated above, S=O, r = 1 or X_1/ - a group of the formula (V) or a group of the formula (VI) where Y₁ - oxygen, sulfur atom or a group -CH₂- and -CH₂-CH₂- or X₁ - a group of the formula (VIII) or (IX) where Y₂ - sulfur atom or a group -CH₂- and ; v = 1 or 2; w = 1 or 2; or X₁ - a group of the formula (XI) where Z - oxygen atom; v = 1 or 2, or X_1/ - a group of the formula (XII) where Z - oxygen atom or two hydrogen atoms, or X₁ - a group of the formula (XIII) where Y₃ is -CH₂-; R₁₃ - hydrogen atom. Compounds of the formula (I) are synthesized by interaction of acylmercaptocarboxylic acid of the formula (XIV) with an intermediate compound of the formula (XV): H-X₁ that results to formation of compound of the formula (XVI) followed by removal of acyl group R₃-(C=O)- and ester protective group R₁₂. Compounds of the formulas (XIV), (XV) and (XVI) are given in description of invention. Invention proposes also a pharmaceutical composition showing activity that inhibits angiotensin-converting enzyme and neural endopeptidase and contains compounds of the formula (I) and pharmaceutically acceptable carrier. EFFECT: improved method of synthesis, enhanced effectiveness of compounds. 8 cl