5- [4- (azetidin-3-yloxy) -phenyl] -2-phenyl-5h-thiazolo...

C - Chemistry – Metallurgy – 07 – D

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C07D 513/04 (2006.01) A61K 31/437 (2006.01)

Patent

CA 2671765

The present invention relates to a melanin concentrating hormone antagonist compound of formula I: wherein "-----" is absent or is optionally a bond; q is 1 or 2; R1 is independently selected from hydrogen, -C1-C2 alkyl, halo, hydroxy, -C1-C2 haloalkyl, -C1-C3 alkoxy, cyano, -O-C3-C4 cycloalkyl, and -OC1-C2 haloalkyl; R2 is selected from the group consisting of hydrogen, -C1-C3 alkyl, hydroxy, -C1-C3 alkoxy, cyano, -C1-C2 haloalkyl, -OC1-C2 haloalkyl, and halo; R3 is selected from the group consisting of hydrogen, -C1-C4 alkyl, -C2-C4 haloalkyl, -C2-C4 alkylOH, -C3-C6 cycloalkyl, -CH2C3-C6 cyxloalkyl, -C2-C4 alkyl-O-C1-C4 alkyl, -C(O)C1-C4 alkyl, -C(O)C1-C4 haloalkyl, -CH2-thiazole, phenyl, benzyl, tetrahydrothiopyranyl, and tetrahydropyranyl, wherein the cycloalkyl, tetrahydrothiopyranyl, tetrahydropyranyl and thiazolyl group is optionally substituted with one or two groups independently selected from the group consisting of halo, hydroxy, C1-C2 alkyl, and -C1-C2 haloalkyl; or a pharmaceutically acceptable salt, enantiomer, diastereomer or mixture thereof,, useful in the treating, preventing or ameliorating of symptoms associated with obesity and related diseases.

L'invention concerne un composé antagoniste de l'hormone concentrant la mélanine représenté par la formule I dans laquelle '-----' est absent ou est facultativement une liaison; q est 1 ou 2; R1 est indépendamment choisi parmi un atome d'hydrogène, un groupe alkyle en C1-C2, halogéno, hydroxy, halogénoalkyle en C1-C2, alcoxy en C1-C3, cyano, -O-cycloalkyle en C3-C4 et -O-halogénalyle en C1-C2; R2 est choisi dans le groupe consistant en un atome d'hydrogène, un groupe alkyle en C1-C3, hydroxy, alcoxy en C1-C3, cyano, halogénoalkyle en C1-C2, -O-halogénoalkyle en C1-C2 et halogéno; R3 est choisi dans le groupe consistant en un atome d'hydrogène, un groupe alkyle en C1-C4, halogénoalkyle en C2-C4, alkyle en C2-C4-OH, cycloalkyle en C3-C6, -CH2-cycloalkyle en C3-C6, alkyle en C2-C4-O-alkyle en C1-C4, -C(O)alkyle en C1-C4, -C(O)halogénoalkyle en C1-C4, -CH2-thiazole, phényle, benzyle, tétrahydrothiopyranyle, et tétrahydropyranyle, le groupe cycloalkyle, tétrahydrothiopyranyle, tétrahydropyranyle et thiazolyle étant facultativement substitué par un ou deux groupes indépendamment choisis dans le groupe consistant en un groupe halogéno, hydroxy, alkyle en C1-C2 et halogénoalkyle en C1-C2; ou un sel, énantiomère, diastéréoisomère ou mélange pharmaceutiquement acceptable de ceux-ci, utile dans le traitement, la prévention ou l'amélioration des symptômes associés à l'obésité et à des maladies apparentées.

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