Ppar-(gamma) agonists as agents for the treatment of type ii...

C - Chemistry – Metallurgy – 07 – C

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C07C 237/30 (2006.01) A61K 31/195 (2006.01) A61P 3/00 (2006.01) C07B 61/00 (2006.01) C07C 237/32 (2006.01) C07C 237/38 (2006.01) C07C 323/30 (2006.01) C07C 323/40 (2006.01)

Patent

CA 2370742

Disclosed are compounds of formula (I) or the pharmaceutically acceptable non- toxic salts thereof wherein: Z is aryl or heteroaryl; n and m are 0, 1 or 2; A is a carboxylic acid or ester; or A is formula (II) where D, F and G are hydrogen, (un)substituted amino, (un)substituted alkoxy, methylene or an (un)substituted sulfide; X is N, O, CH2, S, SO or SO2; R4 is oxo, hydrogen, hydroxy, lower alkyl, lower alkoxy, cycloalkyl, keto, acyl, or sulfonyl; Y is hydrogen, (un)substituted amino, (un)substituted alkoxy, methylene, an (un)substituted sulfide, (un)substituted sulfonyl or an (un)substituted sulfoxide; and R5, R6 and R8 are hydrogen, lower alkyl, lower alkoxy, cycloalkyl, keto, acyl, or sulfonyl; or R5 and R6 together form a ring. The compounds are highly selective agonists for the PPAR-.gamma. receptor or prodrugs of agonists for the PPAR-.gamma. receptor. Thus these compounds are useful in the treatment Type II diabetes (NIDDM).

L'invention concerne des composés représentés par la formule (I) dans laquelle: Z représente aryle ou hétéroaryle; n et m valent 0, 1 ou 2; A représente un ester ou un acide carboxylique; ou A représente (II) où D, F et G représentent hydrogène, amino non substitué, alcoxy non substitué, méthylène ou un sulfide non substitué; X représente N, O, CH¿2?, S, SO ou SO¿2?; R¿4? représente oxo, hydrogène, hydroxy, alkyle inférieur, alcoxy inférieur, cycloalkyle, céto, acyle ou sulfonyle; Y représente hydrogène, amino non substitué, alcoxy non substitué, méthylène, un sulfide non substitué, un sulfonyle non substitué ou un sulfoxyde non substitué; et R¿5?, R¿6? et R¿8? représentent hydrogène, alkyle inférieur, alcoxy inférieur, cycloalkyle, céto, acyle ou sulfonyle; ou R¿5? et R¿6? forment ensemble un noyau. Les composés selon l'invention sont des agonistes hautement sélectifs pour le récepteur PPAR-.gamma. ou des promédicaments des agonistes pour le récepteur PPAR-.gamma.. Ces composés conviennent donc pour le traitement du diabète de type II. L'invention concerne également les sels non toxiques pharmaceutiquement acceptables des composés selon l'invention.

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