Literature DB >> 22664130

Tri-substituted acylhydrazines as tertiary amide bioisosteres: HCV NS5B polymerase inhibitors.

Eda Canales1, Joseph S Carlson, Todd Appleby, Martijn Fenaux, Johnny Lee, Yang Tian, Neeraj Tirunagari, Melanie Wong, William J Watkins.   

Abstract

The use of a tri-substituted acylhydrazine as an isostere of a tertiary amide was explored in a series of HCV NS5B thumb site II inhibitors. Direct replacement generated an analog with similar conformational and physicochemical properties. The series was extended to produce compounds with potent binding affinities and encouraging levels of cellular potency.
Copyright © 2012 Elsevier Ltd. All rights reserved.

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Year:  2012        PMID: 22664130     DOI: 10.1016/j.bmcl.2012.05.025

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


  7 in total

Review 1.  Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.

Authors:  Shikha Kumari; Angelica V Carmona; Amit K Tiwari; Paul C Trippier
Journal:  J Med Chem       Date:  2020-08-04       Impact factor: 7.446

Review 2.  Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions.

Authors:  Paula Ruiz-Castillo; Stephen L Buchwald
Journal:  Chem Rev       Date:  2016-09-30       Impact factor: 60.622

3.  Combination of pharmacophore hypothesis and molecular docking to identify novel inhibitors of HCV NS5B polymerase.

Authors:  Amaravadhi Harikishore; Enlin Li; Jia Jun Lee; Nam-Joon Cho; Ho Sup Yoon
Journal:  Mol Divers       Date:  2015-04-11       Impact factor: 2.943

4.  Consecutive hydrazino-Ugi-azide reactions: synthesis of acylhydrazines bearing 1,5-disubstituted tetrazoles.

Authors:  Angélica de Fátima S Barreto; Veronica Alves Dos Santos; Carlos Kleber Z Andrade
Journal:  Beilstein J Org Chem       Date:  2017-12-05       Impact factor: 2.883

5.  (R)-2-Phenyl-4,5-Dihydrothiazole-4-Carboxamide Derivatives Containing a Diacylhydrazine Group: Synthesis, Biological Evaluation, and SARs.

Authors:  Feng-Yun Li; Jing-Bo Liu; Jia-Ning Gong; Gen Li
Journal:  Molecules       Date:  2019-12-04       Impact factor: 4.411

6.  Hydrogen/Deuterium Exchange Kinetics Demonstrate Long Range Allosteric Effects of Thumb Site 2 Inhibitors of Hepatitis C Viral RNA-dependent RNA Polymerase.

Authors:  Daniel Deredge; Jiawen Li; Kenneth A Johnson; Patrick L Wintrode
Journal:  J Biol Chem       Date:  2016-03-22       Impact factor: 5.486

7.  Discovery of Novel Hepatitis C Virus NS5B Polymerase Inhibitors by Combining Random Forest, Multiple e-Pharmacophore Modeling and Docking.

Authors:  Yu Wei; Jinlong Li; Jie Qing; Mingjie Huang; Ming Wu; Fenghua Gao; Dongmei Li; Zhangyong Hong; Lingbao Kong; Weiqiang Huang; Jianping Lin
Journal:  PLoS One       Date:  2016-02-04       Impact factor: 3.240

  7 in total

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