An efficient synthesis of benzimidazoles via a microwave technique and evaluation of their biological activities

KAHVECİ B., Mentes E., Ozil M., Ulker S., Erturk M.

MONATSHEFTE FUR CHEMIE, vol.144, no.7, pp.993-1001, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 144 Issue: 7
  • Publication Date: 2013
  • Doi Number: 10.1007/s00706-012-0916-0
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.993-1001
  • Keywords: Benzimidazole drug, Microwave, Iminoester hydrochloride, Antitumor activity, Anti-lipase activity, ONE-POT SYNTHESIS, 2-SUBSTITUTED BENZIMIDAZOLES, LIVER-MICROSOMES, DERIVATIVES, OBESITY, THIABENDAZOLE, OMEPRAZOLE, ANALOGS, DESIGN, ACIDS
  • Recep Tayyip Erdoğan University Affiliated: Yes


A simple and practical protocol was developed for the synthesis of benzimidazoles. The protocol uses iminoester hydrochloride which is very useful in the reaction with 4,5-dichloro-1,2-phenylenediamine under microwave irradiation leading to the products with good yields and in short reaction times. This method can be used as a general technique for synthesizing benzimidazoles. The synthesized compounds were evaluated for their biological properties such as anti-lipase, antiviral, and antitumor activities. Five benzimidazol-1-acetic acid hydrazides showed slight antiviral activity at 25 mu g/cm(3) concentration despite their low toxicity. Substituted 2-benzylbenzimidazoles were active against adenocarcinoma (CT26) and melanoma (B16F10) cancer cell lines at concentrations below 10 mu g/cm(3). Six of the compounds showed anti-lipase activities at various concentrations; the IC50 value of one compound was 0.35 mu g/cm(3), which is similar activity to that of orlistat (0.32 mu g/cm(3)).