Heterocyclic amide compound and use thereof as an mmp-13...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 239/90 (2006.01) A61K 31/505 (2006.01) A61P 19/02 (2006.01) C07D 217/26 (2006.01) C07D 401/12 (2006.01) C07D 405/12 (2006.01) C07D 405/14 (2006.01) C07D 409/14 (2006.01) C07D 413/14 (2006.01) C07D 471/04 (2006.01) C07D 487/04 (2006.01) C07D 491/04 (2006.01) C07D 495/04 (2006.01) C07D 498/04 (2006.01)

Patent

CA 2564085

The present invention provides a novel amide derivative having a matrix metalloproteinase inhibitory activity, and useful as a pharmaceutical agent, which is a compound represented by the formula (I) wherein ring A is an optionally substituted, nitrogen-containing heterocycle, ring B is an optionally substituted monocyclic homocycle or an optionally substituted monocyclic heterocycle, Z is N or NR1 (R1 is a hydrogen atom or an optionally substituted hydrocarbon group), - - - is a single bond or a double bond, R2 is a hydrogen atom or an optionally substituted hydrocarbon group, X is an optionally substituted spacer having 1 to 6 atoms, ring C is (1) an optionnally substituted homocycle or (2) an optionally substituted heterocycle other than a ring represented by (II) (X~ is S, O, SO, or CH2), and at least one of ring B and ring C has substituent(s), provided that N-{(1S,2R)-1-(3,5- difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-5,6-dimethyl-4-oxo- 1,4-dihadrothieno[2,3-d]pyrimidine-2-carboxamide is excluded, or a salt thereof.

La présente invention prévoit un nouveau dérivé d'amide ayant une activité inhibitrice de metalloproteinase de matrice et est utile en tant qu'agent pharmaceutique qui est un compos représenté par la formule (I) dans lequel l'anneau A est un hétérocycle contenant de l'azote optionnellement substitut, l'anneau B est un monocycle monocyclique optionnellement substitué ou un hétérocycle monocyclique optionnellement substitué, Z est N ou NR?1¿ (R?1¿ est un atome d'hydrogène ou un groupe d'hydrocarbone optionnellement substitué),- - - est un lien simple ou double, R?2¿ est un atome d'hydrogène ou un groupe d'hydrocarbone optionnellement substitué, Y est un espaceur optionnellement substitué ayant 1 à 6 atomes, l'anneau C est (1) un homocycle optionnellement substitué ou (2) un hétérocycle optionnellement substitué autrement qu'un anneau représenté par (II) (X~ est S, O, SO, or CH¿2?), et au moins une des bagues B et bagues C est un substitut(s), à condition que N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl) amino]-2-hydroxypropyl}-5,6-dimethyl-4-oxo-1,4-dihadrothieno[2,3-d]pyrimidine-2-carboxamide est exclue ou un sel de ce dernier.

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