Literature DB >> 17097771

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

Sunil K Singh1, S Shivaramakrishna, V Saibaba, K Srinivas Rao, K Ravi Ganesh, R Vasudev, P Praveen Kumar, J Moses Babu, K Vyas, Y Koteswar Rao, J Iqbal.   

Abstract

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.

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Year:  2006        PMID: 17097771     DOI: 10.1016/j.ejmech.2006.09.021

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  5 in total

1.  2-(2-Oxo-2-phenyl-ethyl)-1,2-benziso-thia-zol-3(2H)-one 1,1-dioxide.

Authors:  Matloob Ahmad; Hamid Latif Siddiqui; Muhammad Azam; Iftikhar Hussain Bukhari; Masood Parvez
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-02-13

2.  2-[2-(3-Methoxy-phen-yl)-2-oxoeth-yl]-1,2-benzisothia-zol-3(2H)-one 1,1-dioxide.

Authors:  Salman Gul; Hamid Latif Siddiqui; Matloob Ahmad; Muhammad Azam; Masood Parvez
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-02-13

3.  N-acetonylsaccharin.

Authors:  Matloob Ahmad; Hamid Latif Siddiqui; Muhammad Azam; Waseeq Ahmad Siddiqui; Masood Parvez
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-08-19

4.  2-[2-(2-Bromo-phen-yl)-2-oxoeth-yl]-1λ(6),2-benzothia-zole-1,1,3-trione.

Authors:  Nazia Sattar; Hamid Latif Siddiqui; Waseeq Ahmad Siddiqui; Muhammad Akram; Masood Parvez
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-05-26

5.  2-[2-(3-Chloro-phen-yl)-2-oxoeth-yl]-1,2-benzisothia-zol-3(2H)-one 1,1-dioxide.

Authors:  Zunera Khalid; Hamid Latif Siddiqui; Matloob Ahmad; Iftikhar Hussain Bukhari; Masood Parvez
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-02-13
  5 in total

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