88149-83-1Relevant academic research and scientific papers
Studies on anti-inflammatory agents. VI. Synthesis and pharmacological properties of 2,3-diarylthiophenes
Tsuji, Kiyoshi,Nakamura, Katsuya,Ogino, Takashi,Konishi, Nobukiyo,Tojo, Takashi,Ochi, Takehiro,Seki, Nobuo,Matsuo, Masaaki
, p. 279 - 286 (2007/10/03)
A series of novel 5-substituted-2,3-diarylthiophenes has been synthesized and found to be active in the rat adjuvant arthritis (AA) model and/or in the yeast-induced hyperalgesia (Randall-Selitto) assay. Among the compounds synthesized herein, 2-(4-fluorophenyl)-3-[4- (methylsulfonyl)phenyl]-S-(trifluoromethyl)thiophene (6a) exhibited the most potent activities on AA, collagen-Induced arthritis (CIA) and the delayed- type hypersensitivity response to type II collagen. 5-Bromo-2-[4- (methylamino)phenyl]-3-[4-(methylsulfinyl)phenyl]thiophene (38) is also a potent inhibitor of AA, CIA, hyperalgesia and in vitro tumor necrosis factor- α production.
Chemistry and pharmacokinetics of diarylthiophenes and terphenyls as selective COX-2 inhibitors
Pinto, Donald J.P.,Copeland, Robert A.,Covington, Maryanne B.,Pitts, William J.,Batt, Douglas G.,Orwat, Michael J.,Lam, Gilbert N.,Joshi, Amita,Chan, Yuk-Charn,Wang, Shuaige,Trzaskos, James M.,Magolda, Ronald L.,Kornhauser, David M.
, p. 2907 - 2912 (2007/10/03)
DuP697, 2-bromo-4-(4'-sulfonylmethyl)phenyl-5-(4'-fluoro)phenylthiophene, is a selective type 2 cyclooxygenase (COX-2) inhibitor. Its relatively weak COX-2 selectivity coupled with a poor human pharmacokinetic profile led us to seek improvements on the in vitro selectivity while at the same time, addressing some of its pharmacokinetic liabilities. In this paper we discuss some strategies at solving the PK issue within a class of COX-2 inhibitors. The result of these efforts led to the discovery of a new class of COX-2 inhibitors the terphenyls, which prove to be superior alternatives to the diarylthiophenes.
