Literature DB >> 21055613

The novel benzopyran class of selective cyclooxygenase-2 inhibitors-part I: the first clinical candidate.

Jane L Wang1, Jeffery Carter, James R Kiefer, Ravi G Kurumbail, Jennifer L Pawlitz, David Brown, Susan J Hartmann, Matthew J Graneto, Karen Seibert, John J Talley.   

Abstract

In this manuscript, we report the discovery of the substituted 2-trifluoromethyl-2H-benzopyran-3-carboxylic acids as a novel series of potent and selective cyclooxygenase-2 (COX-2) inhibitors. 5c-(S) (SD-8381) was advanced into clinical studies due to its superior in vivo potency. The high plasma protein binding (>99% bound) of 5c-(S) has resulted in a surprisingly long human half life t(1/2)=360 h.
Copyright © 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 21055613     DOI: 10.1016/j.bmcl.2010.07.053

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


  7 in total

1.  Synthesis of Deuterated Benzopyran Derivatives as Selective COX-2 Inhibitors with Improved Pharmacokinetic Properties.

Authors:  Yanmei Zhang; Micky D Tortorella; Yican Wang; Jianqi Liu; Zhengchao Tu; Xiaorong Liu; Yang Bai; Dingsheng Wen; Xin Lu; Yongzhi Lu; John J Talley
Journal:  ACS Med Chem Lett       Date:  2014-07-27       Impact factor: 4.345

2.  The structure of NS-398 bound to cyclooxygenase-2.

Authors:  Alex J Vecchio; Michael G Malkowski
Journal:  J Struct Biol       Date:  2011-08-06       Impact factor: 2.867

3.  Crystal structure of rofecoxib bound to human cyclooxygenase-2.

Authors:  Benjamin J Orlando; Michael G Malkowski
Journal:  Acta Crystallogr F Struct Biol Commun       Date:  2016-09-22       Impact factor: 1.056

4.  Antiproliferative and antiinflammatory coxib-combretastatin hybrids suppress cell cycle progression and induce apoptosis of MCF7 breast cancer cells.

Authors:  Quoc Anh Ngo; Thuy Hang Nguyen Thi; Minh Quan Pham; Domenico Delfino; Thi Thao Do
Journal:  Mol Divers       Date:  2020-06-30       Impact factor: 2.943

5.  Molecular docking-guided synthesis of NSAID-glucosamine bioconjugates and their evaluation as COX-1/COX-2 inhibitors with potentially reduced gastric toxicity.

Authors:  Rachel A Jones Lipinski; Yann Thillier; Christophe Morisseau; Christopher S Sebastiano; Brian C Smith; C Dennis Hall; Alan R Katritzky
Journal:  Chem Biol Drug Des       Date:  2021-05-28       Impact factor: 2.817

6.  Design and Synthesis of Novel Pyrazole-Substituted Different Nitrogenous Heterocyclic Ring Systems as Potential Anti-Inflammatory Agents.

Authors:  Eman S Nossier; Hoda H Fahmy; Nagy M Khalifa; Wafaa I El-Eraky; Marawan A Baset
Journal:  Molecules       Date:  2017-03-24       Impact factor: 4.411

7.  Computational Analysis and Biological Activities of Oxyresveratrol Analogues, the Putative Cyclooxygenase-2 Inhibitors.

Authors:  Nathjanan Jongkon; Boonwiset Seaho; Ngampuk Tayana; Saisuree Prateeptongkum; Nongnaphat Duangdee; Panichakorn Jaiyong
Journal:  Molecules       Date:  2022-04-06       Impact factor: 4.411

  7 in total

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