Synthesis and Antitubercular Evaluation of Some Novel 1,2,3,6-tetrahydropyrimidine-5-carbonitrile

Authors

  • Mouna Boukthir Laboratoire de Chimie Appliquée : Hétérocycles, Corps gras et Polymères à la Faculté des Sciences de Sfax. Route de Soukra Km 3.5. BP 802. Sfax 3000
  • Zribi Fethi Laboratoire de Chimie Appliquée : Hétérocycles, Corps gras et Polymères à la Faculté des Sciences de Sfax. Route de Soukra Km 3.5. BP 802. Sfax 3000
  • Iman Halloum Laboratoire de Dynamique des Interactions Membranaires Normales et Pathologiques, CNRS UMR5235, Université Montpellier 2, Montpellier
  • Laurent Kremer Laboratoire de Dynamique des Interactions Membranaires Normales et Pathologiques, CNRS UMR5235, Université Montpellier 2, Montpellier, France Inserm, DIMNP, Place Eugène Bataillon, 34095 Montpellier Cedex 05
  • Fakher Chabchoub Laboratoire de Chimie Appliquée : Hétérocycles, Corps gras et Polymères à la Faculté des Sciences de Sfax. Route de Soukra Km 3.5. BP 802. Sfax 3000

DOI:

https://doi.org/10.24297/jac.v9i3.1014

Keywords:

1, 2, 3, 6-tetrahydropyrimidine-5-carbonitrile, ethyl N-ethoxycarbonylbenzimidate, cyanoacetanilide derivatives, antitubercular activity.

Abstract

         In an attempt to find a new class of antitubercular agents, a series of 1,2,3,6-tetrahydropyrimidine-5-carbonitrile were prepared via the reaction  of ethyl N-ethoxycarbonylbenzimidate 2a-b with cyanoacetanilide derivatives 1a-c. These compounds were screened for their antitubercular activity against M. tuberculosis. Several analogues, such as 2,6-dioxo-1-phenyl-4-p-tolyl-1,2,3,6-tetrahydropyrimidine-5-carbonitrile 3a, 1-benzyl-2, 6-dioxo-4-p-tolyl-1,2,3,6-tetrahydropyrimidine-5-carbonitrile 3c and 1-benzyl-2, 6-dioxo-4-phenyl-1,2,3,6-tetrahydropyrimidine-5-carbonitrile 3d exhibited a potent antitubercular activity with an MIC values ranging from 10-35 µg/ml. Structures of the newly synthesized compounds were established by spectral data and HRMS.

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Published

2013-12-01

How to Cite

Boukthir, M., Fethi, Z., Halloum, I., Kremer, L., & Chabchoub, F. (2013). Synthesis and Antitubercular Evaluation of Some Novel 1,2,3,6-tetrahydropyrimidine-5-carbonitrile. JOURNAL OF ADVANCES IN CHEMISTRY, 9(3), 2072–2077. https://doi.org/10.24297/jac.v9i3.1014

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