title: An efficacious protocol for C-4 substituted 3,4-dihydropyrimidinones. Synthesis and calcium channel binding studies.
abstract: Ethyl 1,2-dihydro-1,6-dimethyl/6-methyl-2-oxopyrimidine-5-carboxylates react with C-nucleophiles as well as anion of enantiopure chiral auxiliary (1R,2S,5R)-(-)-methyl (S)-p-toluenesulfinate to afford C-4 substituted and enantiopure congeners of medicinally potent Biginelli dihydropyrimidinones. The calcium channel blocking activity of some of the compounds was evaluated and compared with nifedipine for their ability to relax a membrane depolarization induced contraction.
authors.affiliation: Organic Synthesis Laboratory, Department of Applied Chemical Sciences & Technology, Guru Nanak Dev University, Amritsar - 143 005, India.
authors.forename: Kamaljit
authors.initials: K
authors.lastname: Singh
authors.forename: Divya
authors.initials: D
authors.lastname: Arora
authors.forename: Danielle
authors.initials: D
authors.lastname: Falkowski
authors.forename: Qingxin
authors.initials: Q
authors.lastname: Liu
authors.forename: Robert S
authors.initials: RS
authors.lastname: Moreland
keywords: Biginelli reaction; chiral sulfoxide; lithiation; regioselective addition; vascular smooth muscles