Pharmacophoric 2-hydroxyalkyl benzenesulfonamide: A single-step synthesis from benzenesulfonamide via hemiaminal

被引:7
|
作者
Singh, Sunil K.
Shivaramakrishna, S.
Saibaba, V.
Rao, K. Srinivas
Ganesh, K. Ravi
Vasudev, R.
Kumar, P. Praveen
Babu, J. Moses
Vyas, K.
Rao, Y. Koteswar
Iqbal, J.
机构
[1] Dr Reddys Labs Ltd, Discovery Res, Discovery Chem, Hyderabad 500049, Andhra Pradesh, India
[2] Dr Reddys Labs Ltd, Discovery Res, Analyt Chem, Hyderabad 500049, Andhra Pradesh, India
关键词
benzenesulfonamides; benzisothiazoles; hemiaminal-carbonyl mixture; 2-hydroxyalkyl benzenesulfonamide;
D O I
10.1016/j.ejmech.2006.09.021
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
ortho-Acylation attempt of benzenesulfonamide afforded the corresponding hemiaminal as major product. The in situ reduction of the reaction mixture, reported herein, directly provided 2-hydroxyalkyl benzenesulfonamide, an important pharmacophoric element for designing drug-like scaffolds. Its application is demonstrated through designing a novel series of 1,5-diarylpyrazoles for cyclooxygenase-2 (COX-2) inhibition. (c) 2006 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:456 / 462
页数:7
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