Synthesis of 2-[4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio]-N- (thiazole-2-yl)acetamide derivatives and their anticancer activities

DURAN M., Demirayak Ş.

Medicinal Chemistry Research, vol.22, no.9, pp.4110-4124, 2013 (Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 22 Issue: 9
  • Publication Date: 2013
  • Doi Number: 10.1007/s00044-012-0411-5
  • Journal Name: Medicinal Chemistry Research
  • Journal Indexes: Scopus
  • Page Numbers: pp.4110-4124
  • Keywords: Imidazole, Thiazole, Anticancer, Melanoma, Acetamide
  • Istanbul Medipol University Affiliated: Yes

Abstract

In this work, 2-(4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio)-N- (thiazol-2-yl) acetamide derivatives were synthesized by reacting 4,5-dimethyl-1-(phenylamino)-1H-imidazole-2(3H)-thione derivatives with some 2-chloro-N-(thiazol-2-yl)acetamide compounds. The structure of synthesized compounds was confirmed by IR, 1H NMR, and mass spectra. Anticancer activities of the compounds selected by the National Cancer Institute were investigated by testing against a panel of 60 different human tumor cell lines derived from nine neoplastic cancer types. Compounds 7, 13, and 23 exhibited reasonable anticancer activity against the screened cancer types with relatively low GI50 values. The compounds showed high activity against melanoma-type cell lines. © 2012 Springer Science+Business Media New York.