5-substituted picolinic acid compounds and their production...

C - Chemistry – Metallurgy – 12 – N

Patent

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C12N 1/14 (2006.01) A61K 31/44 (2006.01) C07D 213/78 (2006.01) C07D 213/79 (2006.01) C07D 213/81 (2006.01) C07D 213/84 (2006.01) C07D 401/04 (2006.01) C12P 17/12 (2006.01) C12P 17/16 (2006.01)

Patent

CA 2253080

The present invention provides novel 5-substituted picolinic acid compounds of formula (I) or a pharmaceutically acceptable salt thereof: (see fig. I) wherein R1 and R2 are independently H, C2-C6 acyl or halo-substituted benzoyl; and R3 is -C(O)O-C1-C6 alkyl, C(O)OH, CN, CONH2, CONHCH3, CON(CH3)2, 1-methyltetrazole or 2-methyltetrazole, with the proviso that when R2 is acetyl and R3 is methoxycarbonyl, R1 is not H; and that when R3 is CN, CONH2, CONHCH3, CON(CH3)2, 1-methyltetrazole or 2-methyltetrazole, R1 and R2 are H. The present invention also relates to a pharmaceutical composition comprising compound of the present invention, which is useful in the treatment of IL-1 and TNF mediated diseases or the like. The present invention further relates to a process for producing the compounds of the formula (I).

La présente invention porte sur de nouveaux acides picoliniques avec substitution en 5, de formule (I), ou sur un sel pharmacocompatible de ceux-ci (voir fig. I), où R1 et R2 sont indépendamment H, un acyle C2-C6 ou un benzoyle avec substitution par un halogène; R3 est le groupe -C(O)O-alkyl(C1-C6), C(O)OH, CN, CONH2, CONHCH3, CON(CH3)2, 1-méthyltétrazole ou 2-méthyltétrazole, à la condition que, lorsque R2 est un acétyle et R3 un méthoxycarbonyle, R1 ne soit pas H, et que, lorsque R3 est un groupe CN, CONH2, CONHCH3, CON(CH3)2, 1-méthyltétrazole ou 2-méthyltétrazole, R1 et R2 soient H. La présente invention porte également sur une composition pharmaceutique renfermant le composé de la présente invention, utile pour le traitement de maladies où interviennent IL-1 et TNF, ou d'affections semblables. La présente invention porte enfin sur une méthode pour produire les composés de formule (I).

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