2-heterosubstituted-3-(4-methylsulfonyl)phenyl-5-trifluoromethyl pyridines as selective and orally active cyclooxygenase-2 inhibitors

被引：33

作者：

Dubé, D ^{[1
]}

Brideau, C ^{[1
]}

Deschênes, D ^{[1
]}

Fortin, R ^{[1
]}

Friesen, RW ^{[1
]}

Gordon, R ^{[1
]}

Girard, Y ^{[1
]}

Riendeau, D ^{[1
]}

Savoie, C ^{[1
]}

Chan, CC ^{[1
]}

机构：

[1] Merck Frosst Ctr Therapeut Res, Pointe Claire, PQ H9R 4P8, Canada

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 12期

关键词：

D O I：

10.1016/S0960-894X(99)00264-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel 2-alkoxy, 2-thioalkoxy and 2-amino-3-(4-methylsulfonyl)phenylpyridines has been synthesized and shown to be highly potent and selective cyclooxygenase-2 (COX-2) inhibitors. Structure-activity relationship studies have demonstrated that central pyridine ring substituents play an important role in the COX-2 potency, selectivity vs the COX-1 enzyme, and oral activity. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：1715 / 1720

页数：6

共 30 条

[1]

BATT DG, Patent No. 10012

[2] From indomethacin to a selective COX-2 inhibitor: Development of indolalkanoic acids as potent and selective cyclooxygenase-2 inhibitors [J].

Black, WC ;

Bayly, C ;

Belley, M ;

Chan, CC ;

Charleson, S ;

Denis, D ;

Gauthier, JY ;

Gordon, R ;

Guay, D ;

Kargman, S ;

Lau, CK ;

Leblanc, Y ;

Mancini, J ;

Ouellet, M ;

Percival, D ;

Roy, P ;

Skorey, K ;

Tagari, P ;

Vickers, P ;

Wong, E ;

Xu, L ;

Prasit, P .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (06) :725-730

[3] A human whole blood assay for clinical evaluation of biochemical efficacy of cyclooxygenase inhibitors [J].

Brideau, C ;

Kargman, S ;

Liu, S ;

Dallob, AL ;

Ehrich, EW ;

Rodger, IW ;

Chan, CC .

INFLAMMATION RESEARCH, 1996, 45 (02) :68-74

[4]

DUBE D, 1999, Patent No. 5861419

[5]

DUCHARME Y, Patent No. 00501

[6] Novel 1,2-diarylcyclobutenes: Selective and orally active COX-2 inhibitors [J].

Friesen, RW ;

Dube, D ;

Fortin, R ;

Frenette, R ;

Prescott, S ;

Cromlish, W ;

Greig, GM ;

Kargman, S ;

Wong, E ;

Chan, CC ;

Gordon, R ;

Xu, LJ ;

Riendeau, D .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (22) :2677-2682

[7] 2-pyridinyl-3-(4-methylsulfonyl)phenylpyridines:: Selective and orally active cyclooxygenase-2 inhibitors [J].

Friesen, RW ;

Brideau, C ;

Chan, CC ;

Charleson, S ;

Deschênes, D ;

Dubé, D ;

Ethier, D ;

Fortin, R ;

Gauthier, JY ;

Girard, Y ;

Gordon, R ;

Greig, GM ;

Riendeau, D ;

Savoie, C ;

Wang, ZY ;

Wong, E ;

Visco, D ;

Xu, LJ ;

Young, RN .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (19) :2777-2782

[8]

GANS KR, 1990, J PHARMACOL EXP THER, V254, P180

[9]

Graul A., 1997, Drugs of the Future, V22, P711

[10]

Griswold DE, 1996, MED RES REV, V16, P181, DOI 10.1002/(SICI)1098-1128(199603)16:2<181::AID-MED3>3.0.CO

← 1 2 3 →