Synthesis and Properties of Methyl 6-Alkylsulfanyl-4-(2-Chlorophenyl)-1,4-Dihydropyridine-3-Carboxylates

Methyl 6-alkylsulfanyl-1,4-dihydropyridine-3-carboxylates 7 with optimum lipophilicity have been obtained by treatment of methyl 4-(2-chlorophenyl)-6-thioxo-1,4,5,6-tetrahydropyridine-3-carboxylate 5 with alkyl halides 6. Preparation of target compounds 7 was improved using one-pot five-component synthesis. Methyl 6-ethylsulfanyl-, 6-cyclopropylmethyl-sulfanyl- and 6-isobutylsulfanyl-1,4-dihydropyridine-3-carboxylates 7b, e, f have shown calcium channel blocking activity in in vitro models - SH-SY5Y cell lines (human neuroblastoma).