Synthesis, Antibacterial and Lipoxygenase Activities of N-[(Dimethyl substituted)phenyl]-N-(4-chlorophenyl)-4-chlorobenzenesulfonamides

Aziz -ur-Rehman; Imran Ahmad; M. Athar Abbasi; Khadija Nafeesa; Sabahat Z. Siddiqui; Ghulam Hussain; Jameel Rahman; Irshad Ahmed; Saira Afzal

doi:10.14233/ajchem.2015.17431

Issue

Vol. 27 No. 5 (2015): Vol 27 Issue 5

Issue Published : February 20, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Antibacterial and Lipoxygenase Activities of N-[(Dimethyl substituted)phenyl]-N-(4-chlorophenyl)-4-chlorobenzenesulfonamides

https://doi.org/10.14233/ajchem.2015.17431

Aziz -ur-Rehman

Department of Chemistry, Government College University, Lahore-54000, Pakistan

Imran Ahmad

Department of Chemistry, Government College University, Lahore-54000, Pakistan

M. Athar Abbasi

Department of Chemistry, Government College University, Lahore-54000, Pakistan

Khadija Nafeesa

Department of Chemistry, Government College University, Lahore-54000, Pakistan

Sabahat Z. Siddiqui

Department of Chemistry, Government College University, Lahore-54000, Pakistan

Ghulam Hussain

Department of Chemistry, Government College University, Lahore-54000, Pakistan

Jameel Rahman

Department of Chemistry, The Islamia University of Bahawalpur, Bahawalpur-63100, Pakistan

Irshad Ahmed

Department of Pharmacy, Faculty of Pharmacy and Alternative Medicine, The Islamia University of Bahawalpur, Bahawalpur-63100, Pakistan

Saira Afzal

Department of Pharmacy, Faculty of Pharmacy and Alternative Medicine, The Islamia University of Bahawalpur, Bahawalpur-63100, Pakistan

Corresponding Author(s) : Aziz -ur-Rehman

azizryk@yahoo.com

Asian Journal of Chemistry, Vol. 27 No. 5 (2015): Vol 27 Issue 5
Article Published : February 20, 2015

Abstract

In present research work, a new series of N-[(dimethyl substituted)phenyl]-N-(4-chlorophenyl)-4- chlorobenzenesulfonamides (5a-f) was synthesized and also evaluated for their biological activities. The reaction of 4-chlorobenzenesulfonyl chloride (1) with dimethyl substituted aniline (2a-f) in aqueous alkaline medium yielded N-[(dimethyl substituted)phenyl]-4-chlorobenzenesulfonamides (3a-f). The target compounds 5a-f were synthesized by reacting the compounds 3a-f with electrophile, 4-chlorobenzyl chloride (4) in aprotic solvent, DMF and NaH. All the synthesized compounds were characterized by IR, ¹H NMR and EIMS. All the synthesized derivatives were screened for antibacterial potential and were also subjected for lipoxygenase enzyme inhibition activity.

Keywords

Dimethyl substituted aniline Sulfonamides Antibacterial activity Lipoxygenase activity Spectral analysis

-ur-Rehman, A., Ahmad, I., Athar Abbasi, M., Nafeesa, K., Z. Siddiqui, S., Hussain, G., … Afzal, S. (2015). Synthesis, Antibacterial and Lipoxygenase Activities of N-[(Dimethyl substituted)phenyl]-N-(4-chlorophenyl)-4-chlorobenzenesulfonamides. Asian Journal of Chemistry, 27(5), 1647–1650. https://doi.org/10.14233/ajchem.2015.17431

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References

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References

A. Alsughayer, A.Z.A. Elassar, S. Mustafa and F.A. Sagheer, J. Biomater. Nanobiotechnol., 2, 143 (2011); doi:10.4236/jbnb.2011.22018.

J.M. Baskin and Z. Wang, Tetrahedron Lett., 43, 8479 (2002); doi:10.1016/S0040-4039(02)02073-7.

S. Kumar, M.S. Niranjan, K.C. Chaluvaraju, C.M. Jamakhandi and D. Kadadevar, J. Curr. Pharm. Res., 1, 39 (2010).

N. Ozbek, H. Katircioglu, N. Karacan and T. Baykal, Bioorg. Med. Chem., 15, 5105 (2007); doi:10.1016/j.bmc.2007.05.037.

F. Shi, M.K. Tse, S. Zhou, M.-M. Pohl, J. Radnik, S. Hübner, K. Jähnisch, A. Brückner and M. Beller, J. Am. Chem. Soc., 131, 1775 (2009); doi:10.1021/ja807681v.

Aziz-ur-Rehman, Awais-ur-Rehman, M.A. Abbasi, H. Khalid, K.M. Khan and P. Dar, Asian J. Pharm. Health Sci., 2, 384 (2012).

Aziz-ur-Rehman, S. Rasool, M.A. Abbasi, A. Fatima, K. Nafeesa, I. Ahmad and S. Afzal, J. Pharm. Res., 6, 559 (2013); doi:10.1016/j.jopr.2013.05.003.

H. Khalid, Aziz-ur-Rehman, M.A. Abbasi, A. Malik, S. Rasool, K. Nafeesa, I. Ahmad and S. Afzal, J. Saudi Chem. Soc.; doi:10.1016/j.jscs.2013.05.001.

H. Khalid, Aziz-ur-Rehman, M.A. Abbasi and K. M. Khan, Int. J. Pharm. Pharm. Sci., 4, 443 (2012).

H. Khalid, Aziz-ur-Rehman, M.A. Abbasi, R. Hussain, K.M. Khan, M. Ashraf, S.A. Ejaz and M.Q. Fatmi, Turkish J. Chem., 38, 189 (2014).

Aziz-ur-Rehman, S. Afroz, M.A. Abbasi, W. Tanveer, K.M. Khan, M. Ashraf, I. Afzal and N. Ambreen, Pak. J. Pharm. Sci., 25, 809 (2012).

M. Kaspady, V.K. Narayanaswamy, M. Raju and G.K. Rao, Lett. Drug Des. Discov., 6, 21 (2009); doi:10.2174/157018009787158481.

C.-R. Yang, Y. Zhang, M.R. Jacob, S.I. Khan, Y.-J. Zhang and X.-C. Li, Antimicrob. Agents Chemother., 50, 1710 (2006); doi:10.1128/AAC.50.5.1710-1714.2006.

H.C. Clapp, A. Banerjee and S.A. Rotenberg, J. Biochem., 24, 1826 (1985); doi:10.1021/bi00329a004.

G.P. Bertaccini, Substance Handbook of Experimental Pharmacology, Springer, Berlin, vol. 59/II, pp. 85-105 (1982).

S. Baylac and P. Racine, Int. J. Aromatherap., 13, 138 (2003); doi:10.1016/S0962-4562(03)00083-3.

Issue

Vol. 27 No. 5 (2015): Vol 27 Issue 5

Synthesis, Antibacterial and Lipoxygenase Activities of N-[(Dimethyl substituted)phenyl]-N-(4-chlorophenyl)-4-chlorobenzenesulfonamides

Corresponding Author(s) : Aziz -ur-Rehman

Abstract

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