Literature DB >> 21075633

Novel pyrazole-3-carboxamide derivatives as cannabinoid-1 (CB1) antagonists: journey from non-polar to polar amides.

Pradip K Sasmal1, D Srinivasa Reddy, Rashmi Talwar, B Venkatesham, D Balasubrahmanyam, M Kannan, P Srinivas, K Shiva Kumar, B Neelima Devi, Vikram P Jadhav, Sanjoy K Khan, Priya Mohan, Hira Chaudhury, Debnath Bhuniya, Javed Iqbal, Ranjan Chakrabarti.   

Abstract

The synthesis and biological evaluation of novel pyrazole-3-carboxamide derivatives as CB1 antagonists are described. As a part of eastern amide SAR, various chemically diverse motifs were introduced. In general, a range of modifications were well tolerated. Several molecules with high polar surface area were also identified as potent CB1 receptor antagonists. The in vivo proof of principle for weight loss is exemplified with a lead compound from this series.
Copyright © 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 21075633     DOI: 10.1016/j.bmcl.2010.10.055

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


  7 in total

1.  Exploring structural requirements for peripherally acting 1,5-diaryl pyrazole-containing cannabinoid 1 receptor antagonists for the treatment of obesity.

Authors:  Mayank Kumar Sharma; Prashant R Murumkar; Rajani Giridhar; Mange Ram Yadav
Journal:  Mol Divers       Date:  2015-07-17       Impact factor: 2.943

2.  Towards rational design of cannabinoid receptor 1 (CB1) antagonists for peripheral selectivity.

Authors:  Alan Fulp; Katherine Bortoff; Yanan Zhang; Herbert Seltzman; Rodney Snyder; Rangan Maitra
Journal:  Bioorg Med Chem Lett       Date:  2011-08-11       Impact factor: 2.823

3.  Diphenyl purine derivatives as peripherally selective cannabinoid receptor 1 antagonists.

Authors:  Alan Fulp; Katherine Bortoff; Yanan Zhang; Herbert Seltzman; James Mathews; Rodney Snyder; Tim Fennell; Rangan Maitra
Journal:  J Med Chem       Date:  2012-11-09       Impact factor: 7.446

4.  Pyrazole antagonists of the CB1 receptor with reduced brain penetration.

Authors:  Alan Fulp; Yanan Zhang; Katherine Bortoff; Herbert Seltzman; Rodney Snyder; Robert Wiethe; George Amato; Rangan Maitra
Journal:  Bioorg Med Chem       Date:  2016-01-18       Impact factor: 3.641

5.  Design and synthesis of cannabinoid receptor 1 antagonists for peripheral selectivity.

Authors:  Alan Fulp; Katherine Bortoff; Herbert Seltzman; Yanan Zhang; James Mathews; Rodney Snyder; Tim Fennell; Rangan Maitra
Journal:  J Med Chem       Date:  2012-03-09       Impact factor: 7.446

6.  Combining rimonabant and fentanyl in a single entity: preparation and pharmacological results.

Authors:  Cristina Fernández-Fernández; Luis F Callado; Rocío Girón; Eva Sánchez; Amaia M Erdozain; José Antonio López-Moreno; Paula Morales; Fernando Rodríguez de Fonseca; Javier Fernández-Ruiz; Pilar Goya; J Javier Meana; M Isabel Martín; Nadine Jagerovic
Journal:  Drug Des Devel Ther       Date:  2014-02-20       Impact factor: 4.162

7.  New role of phenothiazine derivatives as peripherally acting CB1 receptor antagonizing anti-obesity agents.

Authors:  Mayank Kumar Sharma; Jatin Machhi; Prashant Murumkar; Mange Ram Yadav
Journal:  Sci Rep       Date:  2018-01-26       Impact factor: 4.379

  7 in total

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