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Synthesis and Antinociceptive Activity of Substituted 2-(3-Cyano-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylamino)-4-oxobut-2-enoates

I. A. Gorbunova, Yu. O. Sharavyeva, Р. Р. Махмудов, D. A. Shipilovskikh, V. M. Shadrin, Н. А. Пулина, Sergei A. Shipilovskikh

2022Russian Journal of General Chemistry27 citationsDOI

Abstract

Abstract A method was proposed for the synthesis of substituted 2-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-ylamino)-4-oxobut-2-enoates containing a nitrile substituent in the thiophene ring by reacting the corresponding 3-thienylimino-3H-furan-2-ones with primary alcohols. The antinociceptive activity and acute toxicity of the obtained compounds were investigated. It was found that the substituted esters have pronounced antinociceptive activity and low toxicity. According to the classification of toxicity of drugs, the obtained substituted of 2-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-ylamino)-4-oxobut-2-enoates belong to the V class toxicity.

Topics & Concepts

ChemistryThiopheneFuranNitrileSubstituentAcute toxicityRing (chemistry)StereochemistryToxicityMedicinal chemistryOrganic chemistryChemical synthesis and pharmacological studiesSynthesis of heterocyclic compoundsSynthesis and Reactivity of Heterocycles
Synthesis and Antinociceptive Activity of Substituted 2-(3-Cyano-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylamino)-4-oxobut-2-enoates | Litcius