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US 7,094,794 B2Granted
Substituted thiazole-benzoisothiazole dioxide derivatives, process for their preparation and their use
AssigneeSanofi-Aventis Deutschland GmbH
InventorsStefan Petry, Karl-Heinz Baringhaus, Norbert Tennagels, Guenter Mueller
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Abstract
Substituted thiazole-benzoisothiazole dioxide derivatives, process for their preparation and their use. The invention relates to compounds of the formula I in which the radicals have the stated meanings, and to the physiologically tolerated salts thereof. The compounds are suitable for example as medicaments for lowering the blood glucose and for the prevention and treatment of diabetes.
Claims10
A compound of the formula I
- wherein
- R1, R2 are each, independently of one another, H, aryl, COOH, (C1–C6)-alkylene-COOH, —COO(C1–C6)-akyl, (C1–C6-alkylene-COO(C1–C6)-alkyl, (C1–C6)-alkyl, (C2–C6)-alkenyl, (C1–C6)-alkylene-aryl, heterocycle, (C1–C6)-alkylene-heterocycle, CF3, OCF3, CN, (CH2)1-6—OH, O—(C1–C6)-alkyl, CO—(C1–C6)-alkyl, —C(O)O-alkyl, COOH or CON(R9)(R10),
- wherein said aryl, (C1–C6)-alkylene-aryl, heterocycle and (C1–C6)-alkylene-heterocycle radicals are optionally substituted one or more times by F, Cl, Br, (CH2)0-2OH, (C1–C6)-alkyl, (C2–C6)-alkenyl, (C2–C6)-alkynyl, CF3, OCF3, N(R9)(R10), piperidinone, piperazine, piperazinone, N—(C1–C6-alkylene)piperazine, N—(C1–C6-alkylene)piperazinone, morpholine, thiomorpholine, NO2, CN, O—(C1–C6)-alkyl, S(O)0-2—(C1–C6)-alkyl, SO2—N(R9)(R10), CO—(C1–C6)-alkyl, —COOH, (C1–C6)-alkylene-COOH, COO(C1–C6)-alkyl, (C1–C6)-alkylene-COO(C1–C6)-alkyl, (C3–C10)-cycloalkyl or phenyl,
- wherein said piperidinone, pirazine, piperazinone, N—(C1–C6)-alkylene)piperazine, N—(C1–C6-alkylene)piperazinone, morpholine, thiomorpholine and phenyl are optionally substituted one or more times by F, Cl, Br (CH2)0-2OH, COOH, CN, NO2, —O—(C1–C6)-alkyl, —NH—O—(C1–C6)-alkyl, —(CO)—NH—O—(C1–C6)-alkylene-N(R9)(R10), —(CO)—(C1–C6)-alkyl, —(C1–C6)-alkyl, CF3, OCF3 or N(R9)(R10);
- R3 is H, (C1–C6)-alkyl, (C1–C6)-alkylene aryl, —C(O)-aryl, (C1–C6)-alkylene-heterocycle or CO—(C1–C6)-alkyl,
- wherein said (C1–C6)-alkylene aryl, —C(O)-aryl and (C1–C6)-alkylene-heterocycle radicals are optionally substituted one or more times by F, Cl, Br, (C1–C6)-alkyl, COOH, COO—(C1–C6)-alkyl, CF3 or OCF3;
- R4, R5 are each, independently of one another, H, F, Cl, Br, (C1–C6)-alkyl, CF3, OCF3, NO2, N(R9)(R10), CN, O—(C1–C6)-alkyl, CO—(C1–C6)-alkyl, COOH, (C1–C6)-alkylene-COOH, CON(R9)(R10), (C1–C6)-alkylene-CON(R9)(R10), COO(C1–C6)-alkyl, (C1–C6)-alkylene-COO(C1–C6)-alkyl, S(O)0-2—(C1–C6)-alkyl, S(O)2—N(R9)(R10) or CH2OH, CH2OCH3;
- R6, R7 are each, independently of one another, H, F, Cl, Br, (C1–C6)-alkyl, cyclopropyl, tetrafluorocyclopropyl, or difluorocyclopropyl;
- or
- R6 and R7 together form the group ═CH2;
- R8 is H, CH3, CF3 or CH2OH;
- R9 is H or (C1–C4)-alkyl;
- R10 is H or (C1–C4)-alkyl;
- or
- R9 and R10 form together, with the N atom to which they are bonded, a 3–9 membered ring system;
- and pharmaceutically acceptable salts thereof.
13 more elements
Dependencies are inferred from the claim text.