US2008045590A1PendingUtilityA1
Use of substituted cyclopropane acid derivatives for producing drugs for use in the treatment of metabolic syndrome
Est. expiryDec 14, 2024(expired)· nominal 20-yr term from priority
A61P 9/12A61P 3/04A61P 9/10A61P 9/00A61P 7/02A61P 43/00A61P 5/50A61P 9/06A61P 3/06A61P 25/16A61P 25/28A61P 3/10A61P 3/00A61P 29/00A61P 35/00A61P 19/02A61P 19/06A61P 17/00A61P 17/02A61P 1/04A61K 31/215A61P 11/00A61K 31/12
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Claims
Abstract
Disclosed is the use of certain substituted cyclopropane acid derivatives of Formula 1 as defined herein and of their physiologically tolerated salts for treating metabolic syndrome and related disorders.
Claims
exact text as granted — not AI-modified1 . A method for the treatment of metabolic syndrome in a mammal, which comprises administering to said mammal a therapeutically effective amount of a compound of formula I,
in which
R1 is selected from H, as well as from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, and heterocyclyl, where the alkyl, alkenyl, alkynyl, aryl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )-alkyl, CONH 2 , CONH(C 1 -C 6 )-alkyl, CON[(C 1 -C 6 )-alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl), SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 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, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(Aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2.;
R2 is selected from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, (C 3 -C 7 )-cycloalkyl, and heterocycle, where the alkyl, alkenyl, alkynyl, aryl, cycloalkyl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )alkyl, CONH 2 , CONH(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 2 where n may be 0-6, and the aryl radical or heterocyclyl radical may be substituted up to twice by a substituent selected from F, Cl, Br, OH, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(Aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2 ; and
R3, R4, R5, and R6 are, independently of one another, selected from H, F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , (C 1 -C 6 )-alkyl, and O—(C 1 -C 6 )-alkyl;
or a physiologically tolerated salt thereof.
2 . The method of claim 1 , wherein
R1 is H, or (C 1 -C 20 )-alkyl; R2 is selected from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, (C 3 -C 7 )-cycloalkyl, and heterocycle, where the alkyl, alkenyl, alkynyl, aryl, cycloalkyl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )alkyl, CONH 2 , CONH(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, O—CO—(C 1 -C 6 )-heterocyclyl, PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 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, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2 ; and R3, R4, R5, and R6 are, independently of one another, selected from H, F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , (C 1 -C 6 )-alkyl, and O—(C 1 -C 6 )-alkyl.
3 . The method of claim 1 , wherein
R1 is H; R2 is selected from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, and (C 3 -C 7 )-cycloalkyl, where the alkyl, alkenyl, alkynyl and cycloalkyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )alkyl, CONH 2 , CONH(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2, (C 3 -C 7 )-cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-alkyl, and O—CO—(C 1 -C 6 )-aryl, as well as from NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—COO-aryl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N(aryl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl N(aryl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , aryl, and O—(CH 2 ) n -aryl; and R3, R4, R5, and R6 are, independently of one another, selected from H, F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , (C 1 -C 6 )-alkyl, and O—(C 1 -C 6 )-alkyl.
4 . The method of claim 1 , wherein
R1 is H; R2 is selected from (C 1 -C 10 )-alkyl, (C 2 -C 10 )-alkenyl, (C 2 -C 10 )-alkynyl, where the alkyl, alkenyl and alkynyl radicals may be substituted one or more times by F, Cl, Br, CF 3 , NO 2 , CN, COOH, COO(C 1 -C 6 )alkyl, (C 3 -C 7 )-cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-alkyl, and O—CO—(C 1 -C 6 )-aryl; and R3, R4, R5, and R6 are, independently of one another, selected from H, F, and (C 1 -C 4 )-alkyl.
5 . A method for reducing plasma lipids in a mammal, which comprises administering to said mammal a therapeutically effective amount of a compound of formula I,
in which
R1 is selected from H, as well as from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, and heterocyclyl, where the alkyl, alkenyl, alkynyl, aryl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )-alkyl, CONH 2 , CONH(C 1 -C 6 )-alkyl, CON[(C 1 -C 6 )-alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 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, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(Aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2.;
R2 is selected from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, (C 3 -C 7 )-cycloalkyl, and heterocycle, where the alkyl, alkenyl, alkynyl, aryl, cycloalkyl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )alkyl, CONH 2 , CONH(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 2 where n may be 0-6, and the aryl radical or heterocyclyl radical may be substituted up to twice by a substituent selected from F, Cl, Br, OH, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(Aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2 ; and
R3, R4, R5, and R6 are, independently of one another, selected from H, F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , (C 1 -C 6 )-alkyl, and O—(C 1 -C 6 )-alkyl;
or a physiologically tolerated salt thereof.
6 . A method for reducing plasma free fatty acids (FFA) in a mammal, which comprises administering to said mammal a therapeutically effective amount of a compound of formula I,
in which
R1 is selected from H, as well as from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, and heterocyclyl, where the alkyl, alkenyl, alkynyl, aryl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )-alkyl, CONH 2 , CONH(C 1 -C 6 )-alkyl, CON[(C 1 -C 6 )-alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 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, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(Aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2.;
R2 is selected from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, (C 3 -C 7 )-cycloalkyl, and heterocycle, where the alkyl, alkenyl, alkynyl, aryl, cycloalkyl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )alkyl, CONH 2 , CONH(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 2 where n may be 0-6, and the aryl radical or heterocyclyl radical may be substituted up to twice by a substituent selected from F, Cl, Br, OH, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(Aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2 ; and
R3, R4, R5, and R6 are, independently of one another, selected from H, F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , (C 1 -C 6 )-alkyl, and O—(C 1 -C 6 )-alkyl;
or a physiologically tolerated salt thereof.
7 . A method for reducing plasma glycerol in a mammal, which comprises administering to said mammal a therapeutically effective amount of a compound of formula I,
in which
R1 is selected from H, as well as from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, and heterocyclyl, where the alkyl, alkenyl, alkynyl, aryl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )-alkyl, CONH 2 , CONH(C 1 -C 6 )-alkyl, CON[(C 1 -C 6 )-alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 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, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(Aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO-NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2.;
R2 is selected from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, (C 3 -C 7 )-cycloalkyl, and heterocycle, where the alkyl, alkenyl, alkynyl, aryl, cycloalkyl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )alkyl, CONH 2 , CONH(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 2 where n may be 0-6, and the aryl radical or heterocyclyl radical may be substituted up to twice by a substituent selected from F, Cl, Br, OH, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(Aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2 ; and
R3, R4, R5, and R6 are, independently of one another, selected from H, F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , (C 1 -C 6 )-alkyl, and O—(C 1 -C 6 )-alkyl;
or a physiologically tolerated salt thereof.
8 . A method for reducing plasma triglycerides in a mammal, which comprises administering to said mammal a therapeutically effective amount of a compound of formula I,
in which
R1 is selected from H, as well as from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, and heterocyclyl, where the alkyl, alkenyl, alkynyl, aryl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )-alkyl, CONH 2 , CONH(C 1 -C 6 )-alkyl, CON[(C 1 -C 6 )-alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 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, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(Aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2.;
R2 is selected from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, (C 3 -C 7 )-cycloalkyl, and heterocycle, where the alkyl, alkenyl, alkynyl, aryl, cycloalkyl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )alkyl, CONH 2 , CONH(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 2 where n may be 0-6, and the aryl radical or heterocyclyl radical may be substituted up to twice by a substituent selected from F, Cl, Br, OH, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(Aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2 ; and
R3, R4, R5, and R6 are, independently of one another, selected from H, F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , (C 1 -C 6 )-alkyl, and O—(C 1 -C 6 )-alkyl;
or a physiologically tolerated salt thereof.
9 . A method for the prophylaxis of type 2 diabetes in a mammal, which comprises administering to said mammal a therapeutically effective amount of a compound of formula I,
in which
R1 is selected from H, as well as from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, and heterocyclyl, where the alkyl, alkenyl, alkynyl, aryl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )-alkyl, CONH 2 , CONH(C 1 -C 6 )-alkyl, CON[(C 1 -C 6 )-alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl), SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 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, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(Aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2.;
R2 is selected from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, (C 3 -C 7 )-cycloalkyl, and heterocycle, where the alkyl, alkenyl, alkynyl, aryl, cycloalkyl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )alkyl, CONH 2 , CONH(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 2 where n may be 0-6, and the aryl radical or heterocyclyl radical may be substituted up to twice by a substituent selected from F, Cl, Br, OH, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(Aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2 ; and
R3, R4, R5, and R6 are, independently of one another, selected from H, F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , (C 1 -C 6 )-alkyl, and O—(C 1 -C 6 )-alkyl;
or a physiologically tolerated salt thereof.
10 . A method for the treatment of diabetic dyslipidemia in a mammal, which comprises administering to said mammal a therapeutically effective amount of a compound of formula I,
in which
R1 is selected from H, as well as from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, and heterocyclyl, where the alkyl, alkenyl, alkynyl, aryl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )-alkyl, CONH 2 , CONH(C 1 -C 6 )-alkyl, CON[(C 1 -C 6 )-alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl), SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 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, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(Aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2.;
R2 is selected from (C 1 -C 20 )-alkyl, (C 2 -C 20 )-alkenyl, (C 2 -C 20 )-alkynyl, aryl, (C 3 -C 7 )-cycloalkyl, and heterocycle, where the alkyl, alkenyl, alkynyl, aryl, cycloalkyl and heterocyclyl radicals may be substituted one or more times by a substituent selected from F, Cl, Br, I, CF 3 , NO 2 , N 3 , CN, COOH, COO(C 1 -C 6 )alkyl, CONH 2 , CONH(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2, cycloalkyl, (C 1 -C 10 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, O—(C 1 -C 6 )-alkyl O—CO—(C 1 -C 6 )-alkyl, O—CO—(C 1 -C 6 )-aryl, and O—CO—(C 1 -C 6 )-heterocyclyl; as well as from PO 3 H 2 , P(O)(O-alkyl) 2 , (C 1 -C 6 )-alkylene-P(O)(O-alkyl) 2 , O—P(O)(OH) 2 , O—P(O)(O-alkyl) 2 , SO 3 H, SO 2 —NH 2 , SO 2 NH(C 1 -C 6 )-alkyl, SO 2 N[(C 1 -C 6 )-alkyl] 2 , S—(C 1 -C 6 )-alkyl, S—(CH 2 ) n -aryl, S—(CH 2 ) n -heterocyclyl, SO—(C 1 -C 6 )-alkyl, SO—(CH 2 ) n -aryl, SO—(CH 2 ) n -heterocyclyl, SO 2 —(C 1 -C 6 )-alkyl, SO 2 —(CH 2 ) n -aryl, SO 2 —(CH 2 ) n -heterocyclyl, SO 2 —NH(CH 2 ) n -aryl, SO 2 —NH(CH 2 ) n -heterocyclyl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -aryl, SO 2 —N((C 1 -C 6 )-alkyl)(CH 2 ) n -heterocyclyl, SO 2 —N((CH 2 ) n -aryl) 2 , and SO 2 —N((CH 2 ) n -(heterocyclyl) 2 where n may be 0-6, and the aryl radical or heterocyclyl radical may be substituted up to twice by a substituent selected from F, Cl, Br, OH, CF 3 , SF 5 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, and NH 2 ; as well as from
C(NH)(NH 2 ), NH 2 , NH—(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , NH(C 1 -C 7 )-acyl, NH—CO—(C 1 -C 6 )-alkyl, NH—COO—(C 1 -C 6 )-alkyl, NH—CO-aryl, NH—CO-heterocyclyl, NH—COO-aryl, NH—COO-heterocyclyl, NH—CO—NH—(C 1 -C 6 )-alkyl), NH—CO—NH-aryl, NH—CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-COO—(C 1 -C 6 )-alkyl, N[(C 1 -C 6 )-alkyl]-CO-aryl, N[(C 1 -C 6 )-alkyl]-CO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-COO-aryl, N[(C 1 -C 6 )-alkyl]-COO-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—NH—(C 1 -C 6 )-alkyl), N[(C 1 -C 6 )-alkyl]-CO—NH-aryl, N[(C 1 -C 6 )-alkyl]-CO—NH-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-aryl, N[(C 1 -C 6 )-alkyl]-CO—N((C 1 -C 6 )-alkyl)-heterocyclyl, N[(C 1 -C 6 )-alkyl]-CO—N(aryl) 2 , N[(C 1 -C 6 )-alkyl]-CO—N(heterocyclyl) 2 , N(aryl)-CO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—(C 1 -C 6 )-alkyl, N(aryl)-COO—(C 1 -C 6 )-alkyl, N(heterocyclyl)-COO—(C 1 -C 6 )-alkyl, N(aryl)-CO-aryl, N(heterocyclyl)-CO-aryl, N(aryl)-COO-aryl, N(heterocyclyl)-COO-aryl, N(aryl)-CO—NH—(C 1 -C 6 )-alkyl, N(heterocyclyl)-CO—NH—(C 1 -C 6 )-alkyl, N(aryl)-CO—NH-aryl, N(heterocyclyl)-CO—NH-aryl, N(aryl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(heterocyclyl)-CO—N((C 1 -C 6 )-alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(heterocyclyl)-CO—N[(C 1 -C 6 )-alkyl]-aryl, N(aryl)-CO—N(Aryl) 2 , N(heterocyclyl)-CO—N(aryl) 2 , Aryl, O—(CH 2 ) n -aryl, and O—(CH 2 ) n -heterocyclyl, where n may be 0-6, where the aryl or heterocyclyl radical may be substituted one to 3 times by a substituent selected from F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 6 )-alkyl, N((C 1 -C 6 )-alkyl) 2 , SF 5 , SO 2 —CH 3 , COOH, COO—(C 1 -C 6 )-alkyl, and CONH 2 ; and
R3, R4, R5, and R6 are, independently of one another, selected from H, F, Cl, Br, I, OH, CF 3 , NO 2 , CN, OCF 3 , (C 1 -C 6 )-alkyl, and O—(C 1 -C 6 )-alkyl;
or a physiologically tolerated salt thereof.Join the waitlist — get patent alerts
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