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Bioisosteric replacement of dihydropyrazole of 4S-(-)-3-(4-chlorophenyl)-N-methyl-N '-[(4-chlorophenyl)-sulfonyl]-4-phenyl-4,5-dihydro-1H-pyrazole-1-caboxamidine (SLV-319) a potent CB1 receptor antagonist by imidazole and oxazole
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Bioisosteric replacement of dihydropyrazole of 4S-(-)-3-(4-chlorophenyl)-N-methyl-N '-[(4-chlorophenyl)-sulfonyl]-4-phenyl-4,5-dihydro-1H-pyrazole-1-caboxamidine (SLV-319) a potent CB1 receptor antagonist by imidazole and oxazole

Brijesh Kumar Srivastava, Rina Soni, Amit Joharapurkar, Kalapatapu V. V. M. Sairam, Jayendra Z. Patel, Amitgiri Goswami, Sandeep A. Shedage, Sidhartha S. Kar, Rahul P. Salunke, Shivaji B. Gugale, …
Bioorganic & medicinal chemistry letters, Vol.18(3), pp.963-968
01/02/2008
DOI: https://doi.org/10.1016/j.bmcl.2007.12.036
PMID: 18207393

Abstract

Chemistry Chemistry, Medicinal Chemistry, Organic Life Sciences & Biomedicine Pharmacology & Pharmacy Physical Sciences Science & Technology
Design, synthesis and conformational analysis of few imidazole and oxazole as bioisosters of 4S-(-)-3-(4-chlorophenyl)-N-methyl-N'-[(4-chlorophenyl)-sulfonyl]-4-phenyl-4,5-dihydro-1H-pyrazole-1-caboxamidine (SLV-319) 2 is reported. Computer assisted conformational analysis gave a direct clue for the loss of CBI antagonistic activity of the ligands without a fine docking simulation for the homology model. (C) 2007 Elsevier Ltd. All rights reserved.

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