Literature DB >> 18207393

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 Srivastava1, 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, Amol Dhawas, Pravin Kadam, Bhupendra Mishra, Nisha Sadhwani, Vishal B Unadkat, Prasenjit Mitra, Mukul R Jain, Pankaj R Patel.   

Abstract

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 CB1 antagonistic activity of the ligands without a fine docking simulation for the homology model.

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Year:  2007        PMID: 18207393     DOI: 10.1016/j.bmcl.2007.12.036

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  2 in total

1.  Modulation of food consumption and sleep-wake cycle in mice by the neutral CB1 antagonist ABD459.

Authors:  Anushka V Goonawardena; Andrea Plano; Lianne Robinson; Ruth Ross; Iain Greig; Roger G Pertwee; Robert E Hampson; Bettina Platt; Gernot Riedel
Journal:  Behav Pharmacol       Date:  2015-04       Impact factor: 2.293

2.  5-(4-Chloro-phen-yl)-1-(2,4-dichloro-phen-yl)-4-methyl-N-(3-pyridylmeth-yl)-1H-pyrazole-3-carboxamide.

Authors:  Xinhua He; Wu Zhong; Junhai Xiao; Zhibing Zheng; Song Li
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-04-18
  2 in total

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