Study on condensation of N‐aryl thioureas with 3‐bromo‐acetylacetone: Synthesis of aminothiazoles and iminodihydrothiazoles, and their in vitro antiproliferative activity on human cervical cancer cells

doi:10.1002/JHET.602

Paper

Study on condensation of N‐aryl thioureas with 3‐bromo‐acetylacetone: Synthesis of aminothiazoles and iminodihydrothiazoles, and their in vitro antiproliferative activity on human cervical cancer cells

Published Sep 1, 2011 · Haibo Shi, Shi-jie Zhang, Yan-Fang Lin

Journal of Heterocyclic Chemistry

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Abstract

The condensation of N-aryl thioureas with 3-bromo-acetylacetone in neutral solvent acetone not only led to 5-acetyl-4-methyl-2-(substituted anilino) thiazoles 3 but also 2-imino-3-(substituted phenyl)-4-methyl-5-acetyl-2,3-dihydrothiazoles 4. Further study found that different reaction solvents displayed an important role toward the ratio of aminothiazoles 3 and iminodihydrothiazoles 4, and the reaction scope was extended. A plausible mechanism involving solvent effect and in situ hydrobromic acid catalyzation was proposed. Some selected isomers exhibited moderate in vitro antiproliferative activity on human cervical cancer cell lines (Hela, Siha). J. Heterocyclic Chem., (2011).

In Vitro Study

Study Snapshot

Condensation of N-aryl thioureas with 3-bromo-acetylacetone in acetone leads to aminothiazoles and iminodihydrothiazoles, with some showing moderate in vitro antiproliferative activity on human cervical cancer cell lines.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Study on condensation of N‐aryl thioureas with 3‐bromo‐acetylacetone: Synthesis of aminothiazoles and iminodihydrothiazoles, and their in vitro antiproliferative activity on human cervical cancer cells

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