BICYCLE DERIVATIVES OF CARBOXYLIC ACID OR THEIR GEOMETRIC OR OPTICAL ISOMERS OR THEIR PHARMACEUTICALLY ACCEPTABLE SALTS WITH BASES, METHOD OF THEIR SYNTHESIS AND PHARMACEUTICAL COMPOSITION SHOWING PROPERTIES OF LEUKOTRIENE B ANTAGONIST Russian patent published in 1996 - IPC

FIELD: organic chemistry. SUBSTANCE: product: BICYCLE derivatives of carboxylic acid of the formula (I) where: X means -O- or -CH₂;; Y means -O-, -CH₂--CH₂-, -C≡C- or -OCH₂C₆H₄-; Z means -CH₂-CH₂-, -CHCH-; R₁ means C₁-C₇-alkyl or phenyl-C₁-C₇-alkyl; A means -B or -O-B-; B means mono- or BICYCLE aromatic or heteroaromatic moiety taken from the group naphthalenyl, phenyl, thienyl, furyl, benzofuranyl or quinolyl substituted with -COR₂-group, -(O)t-(W)_s-COR₂ or -(CHCH)_pCOR₂ and can contain also up to 3 additional substituents taken independently form the group consisting of halogen atom, (C₁-C₇)-alkanoyl, or at condition that not more that one of indicated substituents - or ; E means COR₂ or R₂; W means -COR₃R₄; Q means -O- or carbonyl; R₂ means hydroxyl, C₁-C₂-alkoxy-group or NR₃R₄; R₃ and R₄,, every time, means independently hydrogen atom or C₁-C₇-alkyl; f, h, k, m, and t mean independently 0 or 1; n, s and s' mean independently the whole number from 1 to 12; p means the whole number from 1 to 2; s'' and s''' - independently the whole number from 0 to 12; and C₆H₄ means 1,2-, 1,3- or 1,4-phenyl residues, their geometric or optical isomers and, when R₂ means hydroxy, their pharmaceutically acceptable salts with bases. Reagent 1: compound of the formula (II) where X - O or CH₂; R₁-(C₁-C₇)--alkyl, phenyl--alkyl; m = 0 or 1. Reagent 2: compound of the formula (III) : L-(CH₂)_n-(Z)_h-A where Z, n and h have value indicated above; A means -B or -O-B where B has values indicated above; L - desplitting group, for example, halogen atom, lower alkylsulfonylhydroxy-group, arylsulfonylhydroxy-group, for example, p-toluenesulfonylhydroxy-group. Synthesized compound is saponified if necessary for synthesis of compound of the formula (I) where R₂ - hydroxy-group and the latter can be subjected for interaction with amine of the formula HNR₃R₄ where R₃ and R₄ have values indicated above or converted its to the pharmaceutically acceptable salt. These compounds are the powerful antagonists of leukotriene B₄ and, therefore, can be used for treatment inflammatory diseases (psoriasis, intestine inflammatory diseases, asthma, allergy, arthritis, dermatitis, gout, pulmonary diseases, ischemic disorders, spinal cord damages). EFFECT: improved method of synthesis. 8 tbl