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-cyclopropylmethylsulfanyl-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).
Unusual Synthesis and Cytotoxicity of N-[2-(Benzothiazol-2-Sulfonyl)-1-Ethoxyethoxy]- 5-(Benzothiazol-2-Ylsulfanyl)PentanamidineAddition of N-hydroxy-5-(benzothiazolylthio)pentanamidine toE-2-(2-chlorovinylsulfonyl)benzothiazole in the presence of NaH was studied. The main product of reaction - N-[2-(benzothiazol-2-sulfonyl)-1-ethoxyethoxy]-5-(benzothiazol-2-ylsulfanyl)pentanamidine exhibits high cytotoxicity.
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