Functionalised dihydroazo pyrimidine derivatives from Morita–Baylis–Hillman acetates: synthesis and studies against acetylcholinesterase as its inhibitors. Issue 81 (16th August 2016)

• Record Type: Journal Article
• Authors: Koti Reddy, Eeda; C., Remya; Sajith, Ayyiliath M.; K. V., Dileep; C., Sadasivan; Anwar, Shaik
• Is Part Of: RSC advances. Volume 6:Issue 81(2016)
• Page Start: 77431
• Page End: 77439
• Publication Date: 2016-08-16
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra12507g
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Dihydroazo pyrimidine derivatives were synthesized at room temperature using MBH acetates and aminoazole derivatives. The in vitro studies carried on a couple of derivatives exhibited much higher potency for Alzheimer's disease (AD). Abstract : A wide array of dihydro[1, 5]azo[1, 2- a ]pyrimidine 2-esters have been synthesised at room temperature in moderate to good yields through one-pot reaction between nitrostyrene derived MBH acetates and aminoazole derivatives with γ-α cyclisation. The reaction involves a cascade SN 2 reaction followed by intramolecular Michael addition–cyclisation with the generation of two new carbon–nitrogen bonds. The structure was further confirmed by single X-ray crystal analysis. Docking and in vitro studies of dihydrobenzimidazo pyrimidine derivatives against acetylcholinesterase (AChE) have been performed and the compounds3d and3e exhibit potent inhibitory activities with an IC50 of 46.8 nM and 42.5 nM respectively.