N-benzyldioxothiazolidylbenzamide derivatives and process...

C - Chemistry – Metallurgy – 07 – D

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C07D 277/34 (2006.01) A61K 31/425 (2006.01) C07D 417/12 (2006.01)

Patent

CA 2220698

The present invention provides novel N- benzyldioxothiazolidylbenzamide derivatives that improve the insulin resistance and have potent hypoglycemic and lipid- lowering effects and processes for preparing the same, and relates to N-benzyldioxothiazolidylbenzamide derivatives characterized by being represented by a general formula (1) <See Formula I> [wherein R1 and R2 denote identically or differently hydrogen atoms, lower alkyl groups with carbon atoms of 1 to 4, lower alkoxy groups with carbon atoms of 1 to 3, lower haloalkyl groups with carbon atoms of 1 to 3, lower haloalkoxy groups with carbon atoms of 1 to 3, halogen atoms, hydroxyl groups, nitro groups, amino groups which may be substituted with lower alkyl group(s) with carbon atoms of 1 to 3 or hetero rings, or R1 and R2 link to form a methylenedioxy group, R3 denotes a lower alkoxy group with carbon atoms of 1 to 3, hydroxyl group or halogen atom, and dotted line indicates double bond or single bond in combination with solid line], and processes for preparing the same.

L'invention se rapporte à de nouveaux dérivés de N-benzyldioxothiazolidylbenzamide représentés par la formule générale (1), qui ont pour effet d'améliorer la résistance insulinique et qui présentent de puissants effets hypoglycémiants et hypolipémiants. Dans cette formule, R<1> et R<2> sont identiques ou différents et chacun représente hydrogène, alkyle (C1-4) inférieur, alcoxy (C1-3) inférieur, haloalkyle (C1-3) inférieur, haloalcoxy (C1-3) inférieur, halogéno, hydroxy, nitro, amino éventuellement substitué par alkyle (C1-3) inférieur ou un hétérocycle, ou bien R<1> et R<2> peuvent être liés l'un à l'autre pour former du méthylènedioxy; R<3> représente alcoxy (C1-3) inférieur, hydroxy ou halogèno; et <u>---</u> représente une simple ou double liaison.

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