Synthesis of some 3,5-biphenyl-4H-1,2,4-triazole derivatives as antitumor agents

Bekircan O., Gumrukcuoglu N.

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, vol.44, no.10, pp.2107-2113, 2005 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 44 Issue: 10
  • Publication Date: 2005
  • Journal Name: INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2107-2113
  • Keywords: 1,2,4-triazoles, 4-amino-4H-1,2,4-triazoles, 4-arylidenamino-4H-1,2,4-triazoles, 4-arylmethylamino-4H-1,2,4-triazoles, anticancer activity, ANTIMICROBIAL ACTIVITY
  • Karadeniz Technical University Affiliated: Yes

Abstract

A series of 4-arylidenamino-4H-1,2,4-triazoles 2-14 and 4-(l-aryl)ethylidenamino-4H-1,2,4-triazolcs 28-30 have been synthesized by the treatment of 4-amino-4H-1,2,4-triazole 1 with certain aldehydes and ketones. Compounds 2-14 and 28-30 have been reduced with NaBH4 to afford the corresponding 4-arylmethylamino-4f/-1,2,4-triazoles 15-27 and 4-(1aryl)ethylainino-4H-1,2,4-triazoles 31-33. The compounds 2-33 have been characterized by H-1 NMR, C-13 NMR, IR, Mass and UV-Vis spectral data. Compounds 12, 17, 18, 19, 20, 21, 22, 24, 29 and 32 have been screened on three human tumor cell lines, breast cancer (MCF7), non small cell lung cancer (NCI-H460), and CNS cancer (SF-268) at the National Cancer Institute (NIH), USA. The compounds are found to exhibit low antiproliferative activity in the anticancer tests.