Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Design, Synthesis, and Antimicrobial Activity, of New 1,4-disubstituted Octahydroquinoxaline-2,3-dione Derivatives

  • Hussein, Mostafa A. (Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Assiut University)
  • Received : 2010.11.15
  • Accepted : 2011.03.07
  • Published : 2011.05.20
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Abstract

A series of 1,4-disubstituted octahydroquinoxaline-2,3-dione derivatives was prepared through two steps reaction. The latter involves the formation of N,N-disubstituted cyclohexane-1,2-diamine derivatives (la-j) through reductive alkylation of 1,2-cyclohexanediamine with different aldehydes in presence of sodium cyanoborohydride. Fusion of compounds (1a-j) with diethyl oxalate affording the target compounds (2a-j). Elucidation of structures of compounds (2a-j) was based upon different spectral data as well as the elemental methods of analyses. In addition, mass spectrometry and X-ray diffraction analyses were carried out. Moreover, the lipophilicity of the target compounds as expressed from the Clog P. Most of the test compounds (2a-j) showed weak to moderate antibacterial and antifungal activities against most of the used bacterial and fungal strains in comparison to chloramphenicol and clotrimazole as reference drugs respectively.

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  1. ChemInform Abstract: Design, Synthesis, and Antimicrobial Activity, of New 1,4-Disubstituted Octahydroquinoxaline-2,3-dione Derivatives. vol.42, pp.43, 2011, https://doi.org/10.1002/chin.201143156