87666-83-9Relevant academic research and scientific papers
Discovery of 2-hydroxy-N,N-dimethyl-3-{2-[[(R)-1-(5-methylfuran-2-yl) propyl]amino]-3,4-dioxocyclobut-1-enylamino}benzamide (SCH 527123): A potent, orally bioavailable CXCR2/CXCR1 receptor antagonist
Dwyer, Michael P.,Yu, Younong,Chao, Jianping,Aki, Cynthia,Chao, Jianhua,Biju, Purakkattle,Girijavallabhan, Viyyoor,Rindgen, Diane,Bond, Richard,Mayer-Ezel, Rosemary,Jakway, James,Hipkin, R. William,Fossetta, James,Gonsiorek, Waldemar,Bian, Hong,Fan, Xuedong,Terminelli, Carol,Fine, Jay,Lundell, Daniel,Merritt, J. Robert,Rokosz, Laura L.,Kaiser, Bernd,Li, Ge,Wang, Wei,Stauffer, Tara,Ozgur, Lynne,Baldwin, John,Taveras, Arthur G.
, p. 7603 - 7606 (2007/10/03)
Structure-activity studies on lead cyclobutenedione 3 led to the discovery of 4 (SCH 527123), a potent, orally bioavailable CXCR2/CXCR1 receptor antagonist with excellent cell-based activity. Compound 4 displayed good oral bioavailability in rat and may be a potential therapeutic agent for the treatment of various inflammatory diseases.
Asymmetric α-substituted phenethylamines. III. The synthesis and analgesic activity of optically pure (S)- and (R)-1-aryl-2-phenylethylamines
Takahashi,Chida,Suzuki,Yanaura,Suzuki,Masuda
, p. 1659 - 1665 (2007/10/02)
(1S, 1'S)- and (1R, 1'R)-1-aryl-N-2'-hydroxy-1'-isopropylethyl-2-(4-substituted phenyl)ethylamines (7-13 and 18-23) were synthesized by the asymmetric reaction of (E)-(S)- and (E)-(R)-N-(2-hydroxy-1-isopropylethyl)arylmethylideneamines with Grignard reagents. The products showed 100% optical purities; their absolute configurations were determined by means of circular dichroism. These optically pure chiral amines were converted into hydrochlorides and then evaluated for analgesic activity in the acetic acid-induced mouse-writhing assay. Among these compounds, the hydrochlorides of 9 (1S:1'S, Ar = 2-thienyl,R = H), 13 (1S: 1'S, Ar = 2-thienyl, R = MeO), 19 (1R:1'R, Ar = 4-methoxyphenyl, R = H), 20 (1R: 1'R, Ar = 2-thienyl, R = H), and 23 (1S: 1'S, Ar = 2-thienyl, R = OH) showed inhibition of the writhing; they were about equipotent with (-)-pentazocine hydrochloride. Moreover, the hydrochlorides of 8 (1S: 1'S, Ar = 4-methoxyphenyl, R = H), 13 (1S: 1'S, Ar = 2-thienyl, R = MeO), 18 (1R: 1'R, Ar = phenyl, R = H), 19 (1R:1'R, Ar = 4-methoxyphenyl, R = H), 20 (1R: 1'R, Ar = 2-thienyl, R = H), and 21 (1R: 1'R, Ar = 2-thienyl, R = MeO) were not antagonized by (-)-naloxone hydrochloride.
