Glucopyranosyloxypyrazole derivatives and use thereof in...

C - Chemistry – Metallurgy – 07 – H

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C07H 17/02 (2006.01) A61K 31/7056 (2006.01) A61P 3/04 (2006.01) A61P 3/06 (2006.01) A61P 3/10 (2006.01) A61P 7/10 (2006.01) A61P 9/04 (2006.01) A61P 9/10 (2006.01) A61P 9/12 (2006.01) A61P 19/06 (2006.01) A61P 43/00 (2006.01)

Patent

CA 2432145

The present invention provides glucopyranosyloxypyrazole derivatives represented by the general formula: (see formula I) wherein R represents a hydrogen atom, a lower alkyl group or a group forming a prodrug; one of Q and T represents a group represented by the general formula: (see formula II) (wherein P represents a hydrogen atom or a group forming a prodrug), while the other represents a lower alkyl group or a halo (lower alkyl) group; R2 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a halo (lower alkyl) group or a halogen atom; and with the proviso that P does not represent a hydrogen atom when R represents a hydrogen atom or a lower alkyl group, or pharmaceutically acceptable salts thereof, which exert an inhibitory activity in human SGLT2 and have an improved oral absorption, and therefore are useful as agents for the prevention or treatment of a disease associated with hyperglycemia such as diabetes, diabetic complications or obesity, and pharmaceutically acceptable salts thereof, and pharmaceutical uses thereof.

L'invention concerne des dérivés de glucopyranosiloxypyrazole représentés par la formule générale (I) ou des sels de ceux-ci acceptés d'un point de vue pharmacologique, présentant une activité inhibitrice du SGLT2 humain et une absorbabilité perorale améliorée, et utilisés en tant que médicaments préventifs ou thérapeutiques contre les maladies associées à l'hyperglycémie, par exemple le diabète, les complications du diabète et l'obésité. L'invention concerne également l'utilisation de ces composés ou de leurs sels dans des médicaments. Dans la formule (I), R est hydrogène, alkyle inférieur ou un groupe constituant un promédicament ; un élément parmi Q ou T est un groupe représenté par la formule générale (II) (dans laquelle P est hydrogène ou un groupe constituant un promédicament), l'autre étant alkyle inférieur, ou alkyle inférieur halogéné ; et R2 est hydrogène, alkyle inférieur, alkoxy inférieur, alkyltio inférieur, alkyle inférieur halogéné, ou halogéno, à condition que lorsque R est hydrogène ou alkyle inférieur, P ne soit pas hydrogène.

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