European Journal of Chemistry

Synthesis of some novel benzimidazole derivatives and their biological evaluation



Main Article Content

Dnyandev Radhu Gund
Balivada Venkata Satyasai Varaprasad Rao
Pandurang Narayanrao Mandhare
Sanjay Dashrath Vaidya

Abstract

A series of novel benzimidazole derivatives have been synthesized by the condensation of o-phenylenediamine with 4-bromophenoxy acetic acid and product obtained was alkylated at the benzimidazole -NH with different electrophilic reagents. Subsequent reactions of the products by the Suzuki Coupling between benzimidazole derivatives and phenylboronic acid derivatives were accomplished. All these compounds were characterized by FT-IR, 1H NMR, MS and elemental analysis. These compounds were screened for their potential antibacterial and antifungal activities. This exhibited some promising results towards testing organism in-vitro.


icon graph This Abstract was viewed 1996 times | icon graph Article PDF downloaded 760 times

How to Cite
(1)
Gund, D. R.; Rao, B. V. S. V.; Mandhare, P. N.; Vaidya, S. D. Synthesis of Some Novel Benzimidazole Derivatives and Their Biological Evaluation. Eur. J. Chem. 2015, 6, 270-274.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. O'Neil, M. J.; Smith; M.; Heckelman, P. E. The Merck Index, 13th Edition, Merck & Co. Inc., NJ. , Monograph Number: 10074, 2001.

[2]. Nakamura, S.; Tsuno, N.; Yamashita, M.; Kawasaki, I.; Ohta, S.; Ohishi, Y. J. Chem. Soc. Perkin Trans 1, 2001, 429-436
http://dx.doi.org/10.1039/b007560o

[3]. Migawa, M. T.; Gardet, J. L.; Walker, J. A.; Koszalka, G. W.; Chamberlain, S. D.; Drach, J. C.; Townsend, L. B. J. Med. Chem. 1998, 41, 1242-1251.
http://dx.doi.org/10.1021/jm970545c

[4]. Townsend, L. B.; Devivar, R. V.; Turk, S. R.; Nassiri, M. R. Drach, J. C. J. Med. Chem. 1995, 38, 4098-4105.
http://dx.doi.org/10.1021/jm00020a025

[5]. Preston, P. N. Chem. Rev. 1974, 74, 279-314.
http://dx.doi.org/10.1021/cr60289a001

[6]. Hazelton, J. C.; Iddon, B.; Suschitzky, H.; Woolley, L. H. Tetrahedron 1995, 51, 10771-10794.
http://dx.doi.org/10.1016/0040-4020(95)00642-L

[7]. Labaw, C. S.; Webb, R. L. U. S 4285878, 1981; Chem. Abstr. 1981, 95, 168837.

[8]. Meisel, P.; Heidrich, H. J.; Jaensch, H. J.; Kretzschmar, E.; Henker, S.; Laban, G. DD243284, 1987; Chem. Abstr. 1987, 107, 217629.

[9]. Kyle, D.; Goehring, R. R.; Shao, B. WO 001, 039775, Chem. Abstr. 2001, 135, 33477.

[10]. Kuchkguzel, I.; Kucukguzel, G.; Rollas, S.; Kiraz, M. Bioorg. Med. Chem. Lett. 2001, 11, 1703-1708.
http://dx.doi.org/10.1016/S0960-894X(01)00283-9

[11]. Kruse, L. L.; Ladd, D. L.; Harrsch, P. B.; McCabe, F. L.; Mong, S. M.; Faucette, L.; Johnson, R. J. Med. Chem. 1989, 32, 409-417.
http://dx.doi.org/10.1021/jm00122a020

[12]. Islam, I.; Skibo, E. B.; Dorr, R. T.; Alberts, D. S. J. Med. Chem. 1991, 34, 2954-2961.
http://dx.doi.org/10.1021/jm00114a003

[13]. Roth, T.; Morningstar, M. L.; Boyer, P. L.; Hughes, S. H.; Buckheit, R. W.; Michejda C. J. J. Med. Chem. 1997, 40, 4199-4207.
http://dx.doi.org/10.1021/jm970096g

[14]. Destro, M.; Cagnoni, F.; Dognini, G. P.; Galimberti, V.; Taietti, C.; Cavalleri, C.; Galli, E. Expert Opin. Pharmaco. 2011, 12, 2719-2735.
http://dx.doi.org/10.1517/14656566.2011.632367

[15]. Lazer, S. E.; Martha, R.; Matteo, M. R.; Possanza, G. J. J. Med. Chem. 1987, 30, 726-729.
http://dx.doi.org/10.1021/jm00387a026

[16]. Nakano, H, ; Inoue, T.; Kawasaki, N.; Miyataka, H.; Matsumoto, H.; Taguchi, T.; Inagaki, N.; Nagai, H.; Satoh, T. Chem. Pharm. Bull. 1999, 47, 1573-1578.
http://dx.doi.org/10.1248/cpb.47.1573

[17]. Bao, J.; Lan, P.; Lu, H.; Makara, G. M.; Romero, F. A.; Sebhat, L.; Wodka, D.; Dang, Q.; Chung, D. M.; Gibson, T. S.; Jiang, H.; Cashion, D. K.;

[18]. Jain, P.; Sharma, P. K.; Rajak, H.; Pawar, R. P.; Patil, U. K .; Singour, P. K. Arch Pharm. Res. 2010, 33, 971-980.
http://dx.doi.org/10.1007/s12272-010-0701-8

[19]. Alpan, A. S.; Zencir, S.; Zupko, I.; Coban, G.; Rethy, B.; Gunes, H. S.; Topcu, Z. J. Enzym. Inhib. Med. Ch. 2009, 24, 844-849.
http://dx.doi.org/10.1080/14756360802420831

[20]. Vinodkumar, R.; Vaidya, S. D.; Siva Kumar, B. S.; Bhise, U. N.; Mashelkar, U. C. Arkivoc. 2008, 14, 37-49.

[21]. Philips, M. A. J. Chem. Soc. 1928, 2393-2399.
http://dx.doi.org/10.1039/jr9280002393

[22]. Reddy, V. B.; Singla, R. K.; Bhat, G. V.; Shenoy, G. G. Asian J. Res. Chem. 2009, 2, 162-167.

[23]. Gund, D. R.; Vaidya, S. D. Int. Res. J. Pharm. 2014, 5, 348-352.
http://dx.doi.org/10.7897/2230-8407.050473

[24]. Miyaura, A.; Yanagi, T.; Suzuki, A. Synthetic. Commun. 1981, 11, 513-519.
http://dx.doi.org/10.1080/00397918108063618

[25]. Barder, T. E.; Walker, S. D.; Martinelli, J. R.; Buchwald, S. L. J. Am. Chem. Soc. 2005, 127, 4685-4696.
http://dx.doi.org/10.1021/ja042491j

[26]. Kotha, S.; Lahiri, K.; Dhurke, K. Tetrahedron 2002, 58, 9633-9695.
http://dx.doi.org/10.1016/S0040-4020(02)01188-2

[27]. Frankel, S.; Reitman, S.; Sonnenwirth, A. C.; Gradwol's Clinical Laboratory Methods and Diagonosis, C. V. Mosby Company, Germany, 7th edition, 1970, 2, 1406.

[28]. Kempaiah, R. D.; Gowdegowda, C. P. Eur. J. Chem. 2012, 3, 359-362.
http://dx.doi.org/10.5155/eurjchem.3.3.359-362.607

[29]. Khabnadideh, S.; Rezaei, Z.; Pakshir, K.; Zomorodian, K.; Ghafari, N. Res. Pharm. Sci. 2012, 7, 65-72.

[30]. Mueller, J. H.; Hinton, J. Proc. Soc. Exp. Biol. Med. 1941, 48, 330-333.
http://dx.doi.org/10.3181/00379727-48-13311

Supporting Agencies

Analytical Instrumentation Facility, Punjab University, India
Most read articles by the same author(s)

Most read articles by the same author(s)

TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).