Patent ID: 6448248
Filing Date: 2002-09-10
Classification: A61P,C07D

Abstract:
A compound of formula I whereR1 is tetrazole or a group where R has the following meanings:a) a radical OR6 where R6 is: hydrogen, the cation of an alkali metal, the cation of an alkaline earth metal of a physiologically tolerable organic ammonium ion; C3-C8-cycloalkyl, C1-C8-alkyl, unsubstituted or substituted CH2-phenyl, unsubstituted or substituted C3-C8-alkenyl or C3-C8-alkynyl or unsubstituted or substituted phenyl; b) a 5-membered heteroaromatic linked via a nitrogen atom; c) a group where k can assume the values of 0, 1 and 2, p the values 1, 2, 3 and 4 and R7 is C1-C4-alkyl, C3-C8-cycloalkyl, C3-C,-alkenyl, C3-C8-alkynyl or unsubstituted or substituted phenyl;d) a radical where R8 is C1-C4-alkyl, C3-C8-alkenyl, C3-C8-alkynyl, C3-C8-cycloalkyl, it being possible for these radicals to carry a C1-C4-alkoxy, C1-C4-alkylthio and/or a phenyl radical; C1-C4-haloalkyl or unsubstituted or substituted phenyl;X is nitrogen or methine; Y is nitrogen if X is methine and Y is CR9 if X is nitrogen; Z is nitrogen; R2 is C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, it being possible for these radicals to be unsubstituted or substituted; hydrogen, halogen, C1-C4-alkoxy, C1-C4-haloalkyl, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C1-C4-alkylthio, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, NH(C1-C4-alkyl), N(C1-C4-alkyl)2, hydroxyl, carboxyl, amino; or CR2 together with CR9 forms a 5- or 6-membered alkylene or alkenylene ring which can be unsubstituted or substituted, and where in each case one or more methylene group can be replaced by oxygen, sulfur, â€”NH or N(C1-C4-alkyl); R3 and R4 (which can be identical or different) are: phenyl or naphthyl, 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 SO2â€”, NHâ€” or N-alkyl group; unsubstituted or substituted C3-C8-cycloalkyl; R5 is hydrogen, C1-C8-alkyl, C3-C8-alkenyl or C3-C8-alkynyl, it being possible for these radicals to be unsubstituted or substituted; unsubstituted or substituted phenyl or naphthyl; a 5- or 6-membered heteroaromatic, having one to three nitrogen atoms and/or a sulfur or oxygen atom, and which can be unsubstituted or substituted; unsubstituted or substituted C3-C8-cycloalkyl; R9 is hydrogen, hydroxyl, NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)2, halogen, C1-C4-alkoxy, C1-C4-haloalkoxy or C1--C4-alkylthio; C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, it being possible for these radicals to be unsubstituted or substituted; or CR9 is linked with CR2 as indicated above to give a 5- or 6-membered ring; W is sulfur, oxygen or a single bond; Q is oxygen or NH, with the proviso that if Q=NH, then W is a single bond or the physiologically tolerable salts, or the enantiomerically pure and diastereomerically pure forms.