824947-51-5Relevant academic research and scientific papers
Rational design of 6-methylsulfonylindoles as selective cyclooxygenase-2 inhibitors
Campbell, Jeffrey A.,Bordunov, Viola,Broka, Chris A.,Browner, Michelle F.,Kress, James M.,Mirzadegan, Tara,Ramesha, Chakk,Sanpablo, Bong F.,Stabler, Russell,Takahara, Patricia,Villasenor, Armando,Walker, Keith A.M.,Wang, Jin-Hai,Welch, Mary,Weller, Paul
, p. 4741 - 4745 (2007/10/03)
The introduction of 3-arylmethyl, 3-aryloxy and 3-arylthio moieties into a 6-methylsulfonylindole framework using rational drug design led to potent, selective COX-2 inhibitors having efficacy in a rat carrageenan air pouch model. Incorporation of a conformationally more rigid 3-aroyloxy substituent onto the 6-methylsulfonylindole scaffold led to selective, but considerably less potent COX-2 inhibitors. Variation of the hydrophilicity and size of the indole 2-substituent of 3-arylthio-6-methylsulfonylindole inhibitors led to modulation of the COX-2 human whole blood (HWB) potency and selectivity. The introduction of 3-arylmethyl, 3-aryloxy and 3-arylthio moieties into a 6-methylsulfonylindole framework using rational drug design led to potent, selective COX-2 inhibitors having efficacy in a rat carrageenan air pouch model. Incorporation of a conformationally more rigid 3-aroyloxy substituent onto the 6- methylsulfonylindole scaffold led to selective, but considerably less potent COX-2 inhibitors. Variation of the hydrophilicity and size of the indole 2-substituent of 3-arylthio-6-methylsulfonylindole inhibitors led to modulation of the COX-2 human whole blood (HWB) potency and selectivity.
