Thienopyridone carboxamides and their medical use

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 495/04 (2006.01) A61K 31/4365 (2006.01) A61P 37/00 (2006.01)

Patent

CA 2570506

A compound of formula (I) wherein R is methyl, ethyl, n-propyl, iso-propyl, n- butyl or allyl; R~ is hydrogen, C1-C4 alkyl, C1-C3 alkoxy; halogen, trifluoromethyl or OCHxFy, R~~ is hydrogen, fluoro or chloro, that R~~ being fluoro or chloro only when R~ is fluoro or chloro; R3 is hydrogen or C1-C5 alkyl, R4 is hydrogen, CH2OCOC(CH3)3, pharmaceutically acceptable inorganic or organic cations, or COR4~ wherein R4~ is C1-C5 alkyl, phenyl, benzyl or phenethyl; R7 is methyl or ethyl; one of A and B is sulphur and the other is C- R2; when A is S, R2 is selected from hydrogen and methyl, with the proviso that R2 is methyl only when R3 is not hydrogen; and when B is S, R2 is hydrogen; and any tautomer thereof. A pharmaceutical composition comprising a compound of formula (I), a method of treating malignant tumours or diseases resulting from autoimmunity or pathologic inflammation.

La présente invention a trait à un composé de formule (I), dans laquelle: R est méthyle, éthyle, n-propyle, iso-propyle, n-butyle ou allyle; R' est hydrogène, alkyle en C¿1?-C¿4?, alcoxy en C¿1?-C¿3?, halogène, trifluorométhyle ou OCH¿x?F¿y?, R'' est hydrogène, fluoro ou chloro, à condition que R'' soit fluoro ou chloro seulement lorsque R' est fluoro ou chloro; R¿3? est hydrogène ou alkyle en C¿1?-C¿5?; R¿4? est hydrogène, CH¿2?OCOC(CH¿3?)¿3?, des cations organiques ou inorganiques pharmaceutiquement acceptables ou COR¿4?', où R¿4?' est alkyle en C¿1?-C¿5?, phényle, benzyle ou phénéthyle; R¿7? est méthyle ou éthyle; un parmi A et B est soufre et l'autre est C-R¿2?; lorsque A est S, R¿2? est choisi parmi hydrogène et méthyle, à condition que R¿2? soit méthyle seulement lorsque R¿3? n'est pas hydrogène; et lorsque B est S, R¿2? est hydrogène, ou tout autre tautomère de celui-ci. L'invention a également trait à une composition pharmaceutique comportant un composé de formule (I), à un procédé pour le traitement de tumeurs malignes ou de maladies causées par l'auto-immunité ou l'inflammation pathologique.

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