New heterocyclic alpha-hydroxycarboxylic acid derivatives useful for treating hypertension, chronic coronary insufficiency, asthma, prostate cancer etc.

摘要

Heterocyclic alpha -hydroxycarboxylic acid derivatives (I) are new. Heterocyclic alpha -hydroxycarboxylic acid derivatives of formula (I) and their salts, enantiomers and diastereomers are new. R<1> = tetrazolyl or CO-R; R = OR<5>, a 5-membered heteroaromatic group bound via an N atom, -O-(CH2)p-S(O)k-R<6> or -NH-SO2-R<7>; A = NR<8>R<9>, N3, OR<10>, SR<10> or 1-4C alkyl; X = O, S, CR<11> or NR<12>, provided that if X = CR<11>, then Y = O, S or NR<14>; Y = O, S, CR<13> or NR<14>; R<2>, R<3> = independently phenyl or naphthyl (which are optionally substituted or optionally bound via a methylene, ethylene, ethenylene, O, S, SO2, NH or N(1-4C alkyl) group) or 5- or 6C cycloalkyl; R<4>, R<11> = H, halo, or optionally substituted 1-4C alkoxy, 1-4C haloalkoxy, 3-6C alkenyloxy, 3-6C alkynyloxy, 1-4C alkylthio, (1-4C alkyl)carbonyl, (1-4C alkoxy)carbonyl, OH, NH2, NH(1-4C alkyl), N(1-4C alkyl)2, 1-4C alkyl, 2-4C alkenyl, 2-4C alkynyl, or CR<4> and CR<11> together form a 5- or 6-membered alkylene or alkenylene ring, which is optionally substituted and one or more of whose CH2 groups may be replaced by O, S, NH or N(1-4C alkyl); R<5> = H, an alkali or alkaline earth metal cation or an organic ammonium ion, or 3-8C cycloalkyl, 1-8C alkyl, benzyl, 3-8C alkenyl, 3-8C alkynyl or optionally substituted phenyl; k = 0-2; p = 1-4; R<6> = 1-4C alkyl, 3-8C cycloalkyl, 3-8C alkenyl, 3-8C alkynyl or optionally substituted phenyl; R<7> = 1-4C alkyl, 3-8C cycloalkyl, 3-8C alkenyl, 3-8C alkynyl, 1-4C haloalkyl or phenyl (all optionally substituted); R<8> = H, 1-8C alkyl, 3-8C alkenyl, 3-8C alkynyl or (1-5C alkyl)carbonyl, phenyl, naphthyl or 3-8C cycloalkyl (all optionally substituted), or R<8> and R<9> together form a 3-7C alkylene chain which may be substituted and whose alkylene chain may contain O or S atoms; R<9> = H or 1-4C alkyl; R<10> = H, 1-8C alkyl, 3-8C alkenyl, 3-8C alkynyl, phenyl, naphthyl or 3-8C cycloalkyl (all optionally substituted); R<12> = H or 1-4C alkyl, or NR<12> and CR<4> together form a 5- or 6-membered alkylene or alkenylene ring, which is optionally substituted and one or more of whose CH2 groups may be replaced by O or S; R<13> = H, halo, 1-4C alkyl, 2-4C alkenyl or 2-4C alkynyl (all optionally substituted); R<14> = H or 1-4C alkyl.