Literature DB >> 9719605

New cyclooxygenase-2/5-lipoxygenase inhibitors. 3. 7-tert-butyl-2, 3-dihydro-3,3-dimethylbenzofuran derivatives as gastrointestinal safe antiinflammatory and analgesic agents: variations at the 5 position.

J M Janusz1, P A Young, J M Ridgeway, M W Scherz, K Enzweiler, L I Wu, L Gan, J Chen, D E Kellstein, S A Green, J L Tulich, T Rosario-Jansen, I J Magrisso, K R Wehmeyer, D L Kuhlenbeck, T H Eichhold, R L Dobson.   

Abstract

We report an expansion of the scope of our initial discovery that 5-keto-substituted 7-tert-butyl-2,3-dihydro-3,3-dimethylbenzofurans (DHDMBFs) are antiinflammatory and analgesic agents. Several other functional groups have been introduced at the 5 position: amides, amidines, ureas, guanidines, amines, heterocycles, heteroaromatics, and heteroaryl ethenyl substituents in the 5 position all provide active compounds. These compounds are dual cyclooxygenase (COX) and 5-lipoxygenase (5-LOX) inhibitors. They inhibit both COX-1 and COX-2 with up to 33-fold selectivity for COX-2.

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Year:  1998        PMID: 9719605     DOI: 10.1021/jm9802416

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  7 in total

1.  Mappability of drug-like space: towards a polypharmacologically competent map of drug-relevant compounds.

Authors:  Pavel Sidorov; Helena Gaspar; Gilles Marcou; Alexandre Varnek; Dragos Horvath
Journal:  J Comput Aided Mol Des       Date:  2015-11-12       Impact factor: 3.686

2.  Consensus Induced Fit Docking (cIFD): methodology, validation, and application to the discovery of novel Crm1 inhibitors.

Authors:  Ori Kalid; Dora Toledo Warshaviak; Sharon Shechter; Woody Sherman; Sharon Shacham
Journal:  J Comput Aided Mol Des       Date:  2012-09-30       Impact factor: 3.686

Review 3.  Rationally designed multitarget agents against inflammation and pain.

Authors:  S H Hwang; A T Wecksler; K Wagner; B D Hammock
Journal:  Curr Med Chem       Date:  2013       Impact factor: 4.530

4.  Effect of 5-LOX/COX-2 common inhibitor DHDMBF30 on pancreatic cancer cell Capan2.

Authors:  Bo Zhang; Chang-Liang Wang; Wen-Hua Zhao; Ming Lv; Chun-Ying Wang; Wei-Xia Zhong; Wu-Yuan Zhou; Wen-Sheng Yu; Yan Zhang; Sheng Li
Journal:  World J Gastroenterol       Date:  2008-04-28       Impact factor: 5.742

5.  Domino C-C/C-O bond formation: palladium-catalyzed regioselective synthesis of 7-iodobenzo[b]furans using 1,2,3-triiodobenzenes and benzylketones.

Authors:  Raed M Al-Zoubi; Walid K Al-Jammal; Michael J Ferguson; Graham K Murphy
Journal:  RSC Adv       Date:  2021-09-08       Impact factor: 4.036

6.  Dynamic simulations on the arachidonic acid metabolic network.

Authors:  Kun Yang; Wenzhe Ma; Huanhuan Liang; Qi Ouyang; Chao Tang; Luhua Lai
Journal:  PLoS Comput Biol       Date:  2007-02-07       Impact factor: 4.475

7.  Stabilising fleeting intermediates of stilbene photocyclization with amino-borane functionalisation: the rare isolation of persistent dihydrophenanthrenes and their [1,5] H-shift isomers.

Authors:  Yong-Gang Shi; Soren K Mellerup; Kang Yuan; Guo-Fei Hu; Francoise Sauriol; Tai Peng; Nan Wang; Pangkuan Chen; Suning Wang
Journal:  Chem Sci       Date:  2018-03-27       Impact factor: 9.825

  7 in total

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