Hydroxybiphenyl carboxylic acids and derivatives, method for producing the same and their use

A compound of the formula I,

• in which:
• R1 is selected from —(C1-C6)-alkyl, —(C1-C4)-alkyl-O—(C1-C4)-alkyl, —(C2-C6)-alkenyl, —(C3-C8)-cycloalkyl, -aryl, —(C1-C6)-alkyl-aryl, —(C2-C6)-alkenyl-aryl, —(C1-C6)-alkyl-cycloalkyl, and —(C2-C6)-alkenyl-cycloalkyl, where the alkyl, alkenyl, aryl and cycloalkyl radicals may be substituted by a substituent selected from F, Cl, Br, I, CF3, NO2, N3, CN, COOH, COO(C1-C6)alkyl, CONH2, CONH(C1-C6)alkyl, CON[(C1-C6)alkyl]2, cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, O—(C1-C6)-alkyl O—CO—(C1-C6)-alkyl, O—CO—(C1-C6)-aryl, and O—CO—(C1-C6)-heterocycle;
• as well as PO3H2, SO3H, SO2—NH2, SO2NH(C1-C6)-alkyl, SO2N[(C1-C6)-alkyl]2, S—(C1-C6)-alkyl, S—(CH2)n-aryl, S—(CH2)n-heterocycle, SO—(C1-C6)-alkyl, SO—(CH2)n-aryl, SO—(CH2)n-heterocycle, SO2—(C1-C6)-alkyl, SO2—(CH2)n-aryl, SO2—(CH2)n-heterocycle, SO2—NH(CH2)n-aryl, SO2—NH(CH2)n-heterocycle, SO2—N(C1-C6)-alkyl)(CH2)n-aryl, SO2—N(C1-C6)-alkyl)(CH2)n-heterocycle, SO2—N((CH2)n-aryl)2, SO2—N((CH2)n-(heterocycle)2 where n may be 0-6, and the aryl radical or heterocyclic radical may be substituted up to twice by a substituent selected from F, Cl, Br, OH, CF3, NO2, CN, OCF3, O—(C1-C6)-alkyl, (C1-C6)-alkyl, NH2;
• C(NH)(NH2), NH2, NH—(C1-C6)-alkyl, N((C1-C6)-alkyl)2, NH(C1-C7)-acyl, NH—CO—(C1-C6)-alkyl, NH—COO—(C1-C6)-alkyl, NH—CO-aryl, NH—CO-heterocycle, NH—COO-aryl, NH—COO-heterocycle, NH—CO—NH—(C1-C6)-alkyl, NH—CO—NH-aryl, NH—CO—NH-heterocycle, N(C1-C6)-alkyl —CO—(C1-C6)-alkyl, N(C1-C6)-alkyl —COO—(C1-C6)-alkyl, N(C1-C6)-alkyl —CO-aryl, N(C1-C6)-alkyl —CO-heterocycle, N(C1-C6)-alkyl —COO-aryl, N(C1-C6)-alkyl —COO-heterocycle, N(C1-C6)-alkyl —CO—NH—(C1-C6)-alkyl), N(C1-C6)-alkyl —CO—NH-aryl, N(C1-C6)-alkyl —CO—NH-heterocycle, N((C1-C6)-alkyl)-CO—N—(C1-C6)-alkyl)2, N((C1-C6)-alkyl)-CO—N((C1-C6)-alkyl)-aryl, N((C1-C6)-alkyl)-CO—N((C1-C6)-alkyl)-heterocycle, N((C1-C6)-alkyl)-CO—N-(aryl)2, N((C1-C6)-alkyl)-CO—N-(heterocycle)2, N(aryl)-CO—(C1-C6)-alkyl, N(heterocycle)-CO—(C1-C6)-alkyl, N(aryl)-COO—(C1-C6)-alkyl, N(heterocycle)-COO—(C1-C6)-alkyl, N(aryl)-CO-aryl, N(heterocycle)-CO-aryl, N(aryl)-COO-aryl, N(heterocycle)-COO-aryl, N(aryl)-CO—NH—(C1-C6)-alkyl), N(heterocycle)-CO—NH—(C1-C6)-alkyl), N(aryl)-CO—NH-aryl, N(heterocycle)-CO—NH-aryl, N(aryl)-CO—N—(C1-C6)-alkyl)2, N(heterocycle)-CO—N—(C1-C6)-alkyl)2, N(aryl)-CO—N((C1-C6)-alkyl)-aryl, N(heterocycle)-CO—N((C1-C6)-alkyl)-aryl, N(aryl)-CO—N-(aryl)2, N(heterocycle)-CO—N-(aryl)2, aryl, O—(CH2)n-aryl, and O—(CH2)n-heterocycle, where n may be 0-6, where the aryl radical or heterocyclic radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF3, NO2, CN, OCF3, O—(C1-C6)-alkyl, (C1-C6)-alkyl, NH2, NH(C1-C6)-alkyl, N((C1-C6)-alkyl)2, SO2—CH3, COOH, COO—(C1-C6)-alkyl, and CONH2;
• R2 is selected from —(C1-C6)-alkyl, —(C1-C4)-alkyl-O—(C1-C4)-alkyl, —(C2-C6)-alkenyl, —(C3-C8)-cycloalkyl, —(C1-C6)-alkyl-aryl, —(C2-C6)-alkenyl-aryl, heterocycle, —(C1-C6)-alkyl-heterocycle, —(C2-C6)-alkenyl-heterocycle, —(C1-C6)-alkyl-cycloalkyl, and —(C2-C6)-alkenyl-cycloalkyl, where the alkyl, alkenyl, aryl, heterocyclyl and cycloalkyl radicals may be substituted by a substituent selected from F, Cl, Br, I, CF3, NO2, N3, CN, COOH, COO(C1-C6)alkyl, CONH2, CONH(C1-C6)alkyl, CON[(C1-C6)alkyl]2, cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, O—(C1-C6)-alkyl O—CO—(C1-C6)-alkyl, O—CO—(C1-C6)-aryl, and O—CO—(C1-C6)-heterocycle;
• as well as PO3H2, SO3H, SO2—NH2, SO2NH(C1-C6)-alkyl, SO2N[(C1-C6)-alkyl]2, S—(C1-C6)-alkyl, S—(CH2)n-aryl, S—(CH2)n-heterocycle, SO—(C1-C6)-alkyl, SO—(CH2)n-aryl, SO—(CH2)n-heterocycle, SO2—(C1-C6)-alkyl, SO2—(CH2)n-aryl, SO2—(CH2)n-heterocycle, SO2—NH(CH2)n-aryl, SO2—NH(CH2)n-heterocycle, SO2—N(C1-C6)-alkyl)(CH2)n-aryl, SO2—N(C1-C6)-alkyl)(CH2)n-heterocycle, SO2—N((CH2)n-aryl)2, and SO2—N((CH2)n-(heterocycle)2, where n may be 0-6, and the aryl radical or heterocyclic radical may be substituted up to twice by a substituent selected from F, Cl, Br, OH, CF3, NO2, CN, OCF3, O—(C1-C6)-alkyl, (C1-C6)-alkyl, and NH2;
• as well as C(NH)(NH2), NH2, NH—(C1-C6)-alkyl, N((C1-C6)-alkyl)2, NH(C1-C7)-acyl, NH—CO—(C1-C6)-alkyl, NH—COO—(C1-C6)-alkyl, NH—CO-aryl, NH—CO-heterocycle, NH—COO-aryl, NH—COO-heterocycle, NH—CO—NH—(C1-C6)-alkyl, NH—CO—NH-aryl, NH—CO—NH-heterocycle, N(C1-C6)-alkyl —CO—(C1-C6)-alkyl, N(C1-C6)-alkyl —COO—(C1-C6)-alkyl, N(C1-C6)-alkyl —CO-aryl, N(C1-C6)-alkyl —CO-heterocycle, N(C1-C6)-alkyl —COO-aryl, N(C1-C6)-alkyl —COO-heterocycle, N(C1-C6)-alkyl —CO—NH—(C1-C6)-alkyl), N(C1-C6)-alkyl —CO—NH-aryl, N(C1-C6)-alkyl —CO—NH-heterocycle, N((C1-C6)-alkyl)-CO—N—(C1-C6)-alkyl)2, N((C1-C6)-alkyl)-CO—N((C1-C6)-alkyl)-aryl, N((C1-C6)-alkyl)-CO—N((C1-C6)-alkyl)-heterocycle, N((C1-C6)-alkyl)-CO—N-(aryl)2, N((C1-C6)-alkyl)-CO—N-(heterocycle)2, N(aryl)-CO—(C1-C6)-alkyl, N(heterocycle)-CO—(C1-C6)-alkyl, N(aryl)-COO—(C1-C6)-alkyl, N(heterocycle)-COO—(C1-C6)-alkyl, N(aryl)-CO-aryl, N(heterocycle)-CO-aryl, N(aryl)-COO-aryl, N(heterocycle)-COO-aryl, N(aryl)-CO—NH—(C1-C6)-alkyl), N(heterocycle)-CO—NH—(C1-C6)-alkyl), N(aryl)-CO—NH-aryl, N(heterocycle)-CO—NH-aryl, N(aryl)-CO—N—(C1-C6)-alkyl)2, N(heterocycle)-CO—N—(C1-C6)-alkyl)2, N(aryl)-CO—N((C1-C6)-alkyl)-aryl, N(heterocycle)-CO—N((C1-C6)-alkyl)-aryl, N(aryl)-CO—N-(aryl)2, N(heterocycle)-CO—N-(aryl)2, aryl, O—(CH2)n-aryl, and O—(CH2)n-heterocycle, where n may be 0-6, where the aryl radical or heterocyclic radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF3, NO2, CN, OCF3, O—(C1-C6)-alkyl, (C1-C6)-alkyl, NH2, NH(C1-C6)-alkyl, N((C1-C6)-alkyl)2, SO2—CH3, COOH, COO—(C1-C6)-alkyl, and CONH2;
• A is selected from a bond, O, NH, and S;
• and the physiologically tolerated salts thereof.