African Journal of
Pharmacy and Pharmacology

  • Abbreviation: Afr. J. Pharm. Pharmacol.
  • Language: English
  • ISSN: 1996-0816
  • DOI: 10.5897/AJPP
  • Start Year: 2007
  • Published Articles: 2288

Full Length Research Paper

Synthesis of 2-(benzylthio)benzimidazole, 2-[(benzimidazol-2-yl)methylthio]benzimidazole and structural analogues against Haemoncus contortus

Sagne Jacques Akpa
  • Sagne Jacques Akpa
  • Laboratoire de Chimie Organique et de Substances Naturelles (LCOSN), UFR SSMT, Université Félix Houphouët Boigny, 22 B.P 582 Abidjan 22, République de Côte d’Ivoire.
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Martial Venance Say
  • Martial Venance Say
  • Laboratoire de Chimie Organique et de Substances Naturelles (LCOSN), UFR SSMT, Université Félix Houphouët Boigny, 22 B.P 582 Abidjan 22, République de Côte d’Ivoire.
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Roger Simplice Pepin Zoakouma*
  • Roger Simplice Pepin Zoakouma*
  • Laboratoire de Chimie Organique et de Substances Naturelles (LCOSN), UFR SSMT, Université Félix Houphouët Boigny, 22 B.P 582 Abidjan 22, République de Côte d’Ivoire.
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Bamba Fante
  • Bamba Fante
  • Laboratoire de Chimie Organique et de Substances Naturelles (LCOSN), UFR SSMT, Université Félix Houphouët Boigny, 22 B.P 582 Abidjan 22, République de Côte d’Ivoire.
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Drissa Sissouma
  • Drissa Sissouma
  • Laboratoire de Chimie Organique et de Substances Naturelles (LCOSN), UFR SSMT, Université Félix Houphouët Boigny, 22 B.P 582 Abidjan 22, République de Côte d’Ivoire.
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Ane Adjou
  • Ane Adjou
  • Laboratoire de Chimie Organique et de Substances Naturelles (LCOSN), UFR SSMT, Université Félix Houphouët Boigny, 22 B.P 582 Abidjan 22, République de Côte d’Ivoire.
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  •  Received: 08 March 2016
  •  Accepted: 04 July 2016
  •  Published: 08 September 2016

Abstract

The coupling of the derivatives of the 2-mercaptobenzimidazole 1 with the derivatives of the (chloromethyl)benzene 2 gives 2-(benzylthio)benzimidazole 4a-k on the one hand, and with the 2-(chlorométhyl)benzimidazole 3 on the other the 2-(benzimidazolyl methylthio) benzimidazole and analogues 5a-k. We determined the structures of all synthesized compounds by Nuclear Magnetic Resonance (NMR) and Mass Spectrometry (MS). The evaluation of the anthelmintic activities of these molecules on Haemonchus contortus showed that the introduction of the nitro group (NO2) in the structure causes a significant increase of the activity. Among the molecules evaluated in vitro for their anti-infectious activity, the compounds 4b, 5d, 5e, 5f and 5h revealed an activity which is comparable to that of the reference molecules (ivermectin and fenbendazole).

Key  words: 2-mercaptobenzimidazole, (chloromethyl)benzene, 2-(chloromethyl) benzimidazole, 2-(methylthio) benzimidazole,  2-(benzylthio)benzimidazole, 2-(benzimidazolyl methylthio)  benzimidazole, anthelmintic, Haemonchus contortus.

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This article is published under the terms of the Creative Commons Attribution License 4.0

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