Journal :   Asian Journal of Research in Chemistry

Volume No. :   4

Issue No. :  11

Year :  2011

Pages :   1800-1803

ISSN Print :  0974-4169

ISSN Online :  0974-4150


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Atropisomeric separation of a 2-aryl-imino-N-(2-aryl)-thiazoline compound by reversed phase HPLC using hydroxypropyl--cyclodextrin



Address:   Ahmad Allouch1, Inas EL Hassan1, Abdel Razzak AL Zeine1, Youssef Bakkour1, Mohammad Bouchkara3, Hanna El-Nakat2, Fawaz El Omar1*
1Laboratory of Applied Chemistry (LAC), Faculty of Science III, Lebanese University, P.O. Box 826, Tripoli, Lebanon
2Department of Chemistry, Faculty of Science, University of Balamand, P.O. Box 100, Tripoli, Lebanon
3 Department of Chemistry, University Center of Mascara (29000), Algeria
*Corresponding Author
DOI No:

ABSTRACT:
The fact that atropisomers of a biologically active compound exhibit different activities has attracted worldwide attention. The pharmacological activity of a chiral molecule can vary from one atropisomer to the other. Therefore, it is essential to separate the different atropisomers in order to be able to carry out the various biological tests; an inevitable step in the drug development process. In this study, the separation of racemic-N-[(2Z)-4-methyl-3-(2-methylphenyl)-1,3-thiazol-2(3H)-ylidene]-N-(2-chlorophenyl)amine to collect its atropisomers has been achieved by HPLC using hydroxypropyl-?-cyclodextrin (HP???CD) (to obtain chiral molecules) and hexane-propane-2-ol as a mobile phase. The optimum conditions of resolution were established by systematically studying the effect of the mobile phase, the CD concentrations and the time of incubation of the CD-substrate.
KEYWORDS:
2-aryl-imino-N-(2-aryl)-thiazoline; atropisomeric separation; HPCD; HPLC.
Cite:
Ahmad Allouch, Inas EL Hassan, Abdel Razzak AL Zeine, Youssef Bakkour, Mohammad Bouchkara, Hanna El-Nakat, Fawaz El Omar. Atropisomeric separation of a 2-aryl-imino-N-(2-aryl)-thiazoline compound by reversed phase HPLC using hydroxypropyl--cyclodextrin. Asian J. Research Chem. 4(11): Nov., 2011; Page 1800-1803.
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