203198-46-3Relevant academic research and scientific papers
Microwave-Assisted synthesis of 30-indolyl substituted 4H-chromenes catalyzed by DMAP and their antimicrobial activity
Kathrotiya, Harshad G.,Patel, Manish P.
, p. 3406 - 3416 (2012)
A new series of indole-based chromene derivatives 4a-4p has been synthesized by one pot cyclocondensation reaction of 2-phenyl-1H-indole-3- carbaldehyde 1a-1h; malononitrile 2; and 1,3-cyclohexanedione/dimedone 3a/b under microwave irradiation catalyzed by an organocatalyst 4-(N,N-dimethylamino) pyridine. Easy experimental procedure, high yield, selectivity, and shorter reaction time are the imperative features of this method. All the compounds were screened against a representative panel of bacteria and fungi. Some of the compounds are found to be equipotent or more potent than that of standard drugs as evident from SAR study. Springer Science+Business Media, LLC 2011.
Design and synthesis of some 5-substituted-2-(4-(azido or methylsulfonyl)phenyl)-1h-indole derivatives as selective cyclooxygenase (cox-2) inhibitors
Zarghi, Afshin,Tahghighi, Azar,Soleimani, Zohreh,Daraie, Bahram,Dadrass, Orkideh Gorban,Hedayati, Mehdi
, p. 361 - 376 (2008/12/23)
A group of 5-substituted-2-(4-azido or (methylsulfonyl)phenyl)-1H-indoles were designed and synthesized as selective cyclooxygenase (COX-2) inhibitors. In vitro COX-1 and COX-2 isozyme inhibition studies were carried out to investigate the effect of different substituents (H, F, CI, Me, OMe) at C-5 position and different pharmacophore groups (azido or methylsulfonyl) at para position of phenyl ring at C-2 position of the 1H-indole ring on COX-2 selectivity and potency. The structure-activity relationship study of these compounds indicated that the introduction of a methoxy substituent at C-5 position and 4-(methylsulfonyl) phenyl group at C-2 position of the 1H-indole ring (compound 4e) had the best COX-2 selectivity (S.I = 291.2). A molecular modeling study where 4e was docked in the binding site of COX-2 showed that the methylsulfonyl group at para position of phenyl ring is oriented in the vicinity of the COX-2 secondary pocket. Osterrechische Apotheker- Verlagsgedellschaft m.b.H.
