Patent ID: 6358983
Filing Date: 2002-03-19
Classification: A61P,C07D

Abstract:
A heterocyclically substituted &agr;-hydroxycarboxylic acid derivative where R1 is tetrazole or a group where R has the following meanings:a) a radical OR5, where R5 is: hydrogen, the cation of an alkali metal, the cation of an alkaline earth metal or a physiologically tolerable organic ammonium ion; C3-C8-cycloalkyl, C1-C8-alkyl, CH2-phenyl, C3-C8-alkenyl, C3-C8-alkynyl or phenyl, in each case unsubstituted or substituted; b) a five-membered heteroaromatic linked via a nitrogen atom; c) a group â€ƒin which k can assume the values 0, 1 or 2, p can assume the values 1, 2, 3 or 4 and R6 is C1-C4-alkyl, C3-C8-cycloalkyl, C3-C8-alkenyl, C3-C8-alkynyl or unsubstituted or substituted phenyl; d) a radical â€ƒwhere R7 is: C1-C4-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, it being possible for these radicals to carry a C2-C4-alkoxy, C1-C4-alkylthio and/or a phenyl radical; C1-C4-haloalkyl or phenyl, which is unsubstituted or substituted; A is NR8R9, azido, OR10, SR10 or C1-C4-alkyl X is oxygen, sulfur, CR11 or NR12; with the proviso that if X=CR11, then Y=oxygen or sulfur or NR14; Y is oxygen, sulfur, CR13 or NR14; with the proviso that if Y=oxygen or sulfur or NR14, then X=CR11; R2 and R3 (which can be identical or different): are phenyl or naphthyl, which is unsubstituted or substituted, or phenyl or naphthyl, which are connected to one another in the ortho-position via a direct bond, a methylene, ethylene or ethenylene group, an oxygen or sulfur atom or an SO2, NH or N(C1-C4-alkyl) group C5-C6-cycloalkyl, which is unsubstituted or substituted; R4 and R11 (which can be identical or different): are hydrogen, halogen, C1-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C1-C4-alkylthio, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, hydroxyl, NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)2 C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, it being possible for these radicals to be unsubstituted or substituted; or CR4, together with CR11, forms a 5- or 6-membered alkylene or alkenylene ring, which can be unsubstituted or substituted, and in which in each case one or more methylene groups can be replaced by oxygen, sulfur, â€”NH or â€”N(C1-C4-alkyl); R8 is hydrogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C1-C5-alkylcarbonyl, it being possible for these radicals to be unsubstituted or substituted; phenyl or naphthyl, which is unsubstituted or substituted; unsubstituted or substituted C3-C8-cycloalkyl; or R8, together with R9, forms a C3-C7-alkylene chain, which can be unsubstituted or substituted and is closed to give a ring, and in which an alkylene group can be replaced by oxygen or sulfur; R9 is hydrogen, C1-C4-alkyl; or R9 is linked with R8 as indicated under R8 to give a ring; R10 is hydrogen, C1-C8-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, it being possible for these radicals to be unsubstituted or substituted; phenyl or naphthyl, which is unsubstituted or substituted; unsubstituted or substituted C3-C8-cycloalkyl; R12 is hydrogen, C1-C4-alkyl; or NR12, together with CR4, forms a 5- or 6-membered alkylene or alkenylene ring, which can be unsubstituted or substituted, and in which in each case one or more methylene groups can be replaced by oxygen or sulfur; R13 is hydrogen, halogen, C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, it being possible for these radicals to be unsubstituted or substituted; R14 is hydrogen, C1-C4-alkyl; and the physiologically tolerable salts, and the possible enantiomerically pure and diastereoisomerically pure forms.