Literature DB >> 25176194

The discovery of benzenesulfonamide-based potent and selective inhibitors of voltage-gated sodium channel Na(v)1.7.

Shaoyi Sun1, Qi Jia2, Alla Y Zenova2, Mikhail Chafeev2, Zaihui Zhang2, Sophia Lin2, Rainbow Kwan2, Mike E Grimwood2, Sultan Chowdhury2, Clint Young2, Charles J Cohen2, Renata M Oballa2.   

Abstract

The voltage gated sodium channel Nav1.7 represents an interesting target for the treatment of pain. Human genetic studies have identified the crucial role of Nav1.7 in pain signaling. Herein, we report the design and synthesis of a novel series of benzenesulfonamide-based Nav1.7 inhibitors. Structural-activity relationship (SAR) studies were undertaken towards improving Nav1.7 activity and minimizing CYP inhibition. These efforts resulted in the identification of compound 12k, a highly potent Nav1.7 inhibitor with a thousand-fold selectivity over Nav1.5 and negligible CYP inhibition.
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Benzenesulfonamide; Na(v)1.7; Pain; Sodium channel

Mesh：

Substances：

Year:  2014        PMID： 25176194     DOI： 10.1016/j.bmcl.2014.08.017

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


  8 in total

1.  PF-06526290 can both enhance and inhibit conduction through voltage-gated sodium channels.

Authors:  Lingxin Wang; Shannon G Zellmer; David M Printzenhoff; Neil A Castle
Journal:  Br J Pharmacol       Date:  2018-06-03       Impact factor: 8.739

2.  Sulfonamides as Selective NaV1.7 Inhibitors: Optimizing Potency and Pharmacokinetics to Enable in Vivo Target Engagement.

Authors:  Isaac E Marx; Thomas A Dineen; Jessica Able; Christiane Bode; Howard Bregman; Margaret Chu-Moyer; Erin F DiMauro; Bingfan Du; Robert S Foti; Robert T Fremeau; Hua Gao; Hakan Gunaydin; Brian E Hall; Liyue Huang; Thomas Kornecook; Charles R Kreiman; Daniel S La; Joseph Ligutti; Min-Hwa Jasmine Lin; Dong Liu; Jeff S McDermott; Bryan D Moyer; Emily A Peterson; Jonathan T Roberts; Paul Rose; Jean Wang; Beth D Youngblood; Violeta Yu; Matthew M Weiss
Journal:  ACS Med Chem Lett       Date:  2016-09-21       Impact factor: 4.345

3.  Discovery of Aryl Sulfonamides as Isoform-Selective Inhibitors of NaV1.7 with Efficacy in Rodent Pain Models.

Authors:  Thilo Focken; Shifeng Liu; Navjot Chahal; Maxim Dauphinais; Michael E Grimwood; Sultan Chowdhury; Ivan Hemeon; Paul Bichler; David Bogucki; Matthew Waldbrook; Girish Bankar; Luis E Sojo; Clint Young; Sophia Lin; Noah Shuart; Rainbow Kwan; Jodie Pang; Jae H Chang; Brian S Safina; Daniel P Sutherlin; J P Johnson; Christoph M Dehnhardt; Tarek S Mansour; Renata M Oballa; Charles J Cohen; C Lee Robinette
Journal:  ACS Med Chem Lett       Date:  2016-01-19       Impact factor: 4.345

4.  Synthetic Analogues of Huwentoxin-IV Spider Peptide With Altered Human NaV1.7/NaV1.6 Selectivity Ratios.

Authors:  Ludivine Lopez; Jérôme Montnach; Barbara Oliveira-Mendes; Kuldip Khakh; Baptiste Thomas; Sophia Lin; Cécile Caumes; Steven Wesolowski; Sébastien Nicolas; Denis Servent; Charles Cohen; Rémy Béroud; Evelyne Benoit; Michel De Waard
Journal:  Front Cell Dev Biol       Date:  2021-12-20

Review 5.  Pain transduction: a pharmacologic perspective.

Authors:  Dan M McEntire; Daniel R Kirkpatrick; Nicholas P Dueck; Mitchell J Kerfeld; Tyler A Smith; Taylor J Nelson; Mark D Reisbig; Devendra K Agrawal
Journal:  Expert Rev Clin Pharmacol       Date:  2016-05-23       Impact factor: 5.045

6.  Addition of a single methyl group to a small molecule sodium channel inhibitor introduces a new mode of gating modulation.

Authors:  Lingxin Wang; Shannon G Zellmer; David M Printzenhoff; Neil A Castle
Journal:  Br J Pharmacol       Date:  2015-10-15       Impact factor: 8.739

7.  Chemical Synthesis, Proper Folding, Nav Channel Selectivity Profile and Analgesic Properties of the Spider Peptide Phlotoxin 1.

Authors:  Sébastien Nicolas; Claude Zoukimian; Frank Bosmans; Jérôme Montnach; Sylvie Diochot; Eva Cuypers; Stephan De Waard; Rémy Béroud; Dietrich Mebs; David Craik; Didier Boturyn; Michel Lazdunski; Jan Tytgat; Michel De Waard
Journal:  Toxins (Basel)       Date:  2019-06-21       Impact factor: 4.546

8.  Rat NaV1.7 loss-of-function genetic model: Deficient nociceptive and neuropathic pain behavior with retained olfactory function and intra-epidermal nerve fibers.

Authors:  B Grubinska; L Chen; M Alsaloum; N Rampal; D J Matson; C Yang; K Taborn; M Zhang; B Youngblood; D Liu; E Galbreath; S Allred; M Lepherd; R Ferrando; T J Kornecook; S G Lehto; S G Waxman; B D Moyer; S Dib-Hajj; J Gingras
Journal:  Mol Pain       Date:  2019 Jan-Dec       Impact factor: 3.395
  8 in total

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