C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 271/113 (2006.01) A61K 31/4245 (2006.01) A61P 3/10 (2006.01) C07D 413/12 (2006.01)
Patent
CA 2383731
The invention relates to substituted 3-phenyl-5-alkoxi-1,3,4-oxdiazol-2-ones of formula (1) and their physiologically compatible salts and optical isomers, R1 meaning C1-C6-alkyl, C3-C9-cycloalkyl, both of which can be optionally substituted, and R2 and R3 meaning, independently of each other, hydrogen, C6- C10-aryl, C3-C8-cycloalkyl, C6-C10-aryloximethyl, O-benzyl, O-C6-C10-aryl, O- C3-C8-cycloalkyl, O-C1-C6-alkyl, SO2-NH-C1-C6-alkyl, SO2-NH-(2,2,6,6- tetramethylpiperidin-4-yl), SO2-NH-C3-C8-cycloalkyl, SO2-N(C1-C6-alkyl)2 or COX, X representing O-C1-C6-alkyl, NH-C1-C6-alkyl, NH-C3-C8-cycloalkyl or N(C1- C6-alkyl)2; on the condition that the substituents R2 and R3 can be partially optionally substituted and that they do not mean hydrogen at the same time. The invention also relates to a method for producing the inventive 3-phenyl-5- alkoxi-1,3,4-oxdiazol-2-ones. The compounds present an inhibiting effect on the hormone-sensitive lipase HSL.
L'invention concerne des 3-phényl-5-alcoxi-1,3,4-oxdiazol-2-ones substituées de la formule (1) et leurs sels physiologiquement compatibles et isomères optiques, où R?1¿ représente C¿1?-C¿6?-alkyle, C¿3?-C¿9?-cycloalkyle, les deux étant éventuellement substitués, et R?2¿ et R?3¿ représentent indépendamment l'un de l'autre de l'hydrogène, C¿6?-C¿10?-aryle, C¿3?-C¿8?-cycloalkyle, C¿6?-C¿10?-aryloximéthyle, O-benzyle, O-C¿6?-C¿10?-aryle, O-C¿3?-C¿8?-cycloalkyle, O-C¿1?-C¿6?-alkyle, SO¿2?-NH-C¿1?-C¿6?-alkyle, SO¿2?-NH-(2,2,6,6-tétraméthylpipéridin-4-yle), SO¿2?-NH-C¿3?-C¿8?-cycloalkyle, SO¿2?-N(C¿1?-C¿6?-alkyle)¿2? ou COX, sachant que X représente O-C¿1?-C¿6?-alkyle, NH-C¿1?-C¿6?-alkyle, NH-C¿3?-C¿8?-cycloalkyle ou N(C¿1?-C¿6?-alkyle)¿2?, sous réserve que les substituants R?2¿ et R?3¿ soient éventuellement partiellement substitués et qu'ils ne représentent pas simultanément de l'hydrogène. L'invention concerne également le procédé de production de ces 3-phényl-5-alcoxi-1,3,4-oxdiazol-2-ones. Ces composés ont une action inhibitrice sur la lipase hormono-sensible HSL.
Baringhaus Karl-Heinz
Mueller Guenter
Petry Stefan
Schoenafinger Karl
Aventis Pharma Deutschland Gmbh
Bereskin & Parr Llp/s.e.n.c.r.l.,s.r.l.
Sanofi-Aventis Deutschland Gmbh
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