European Journal of Chemistry

Synthesis and antimicrobial activity of some novel N-substituted benzimidazoles



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Dnyandev Radhu Gund
Alok Pramod Tripathi
Sanjay Dashrath Vaidya

Abstract

Synthesis of a series of new substituted benzimidazole derivatives by the condensation of     o-phenylenediamine with urea to give 1,3-dihydro-benzimidazol-2-one which reacted with phosphoryl chloride to give 2-chloro-1H-benzimidazole is reported. The product was then alkylated at the benzimidazole NH with different electrophilic reagents leading to functionalized derivatives. Structures of the newly synthesized products have been deduced on the basis of spectral and analytical data. The synthesized compounds were screened for their antimicrobial activity. This exhibited some promising results towards testing organism in-vitro.


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Gund, D. R.; Tripathi, A. P.; Vaidya, S. D. Synthesis and Antimicrobial Activity of Some Novel N-Substituted Benzimidazoles. Eur. J. Chem. 2017, 8, 149-154.

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References

[1]. Kozo, A.; Kazuhiro, A.; Masayuki, K.; Yongzhe, Y. U. S. 6, 815, 455, 2001; Chem. Abstr. 2001, 134, 86247.

[2]. Baldwin, J. E.; Adlington, R. M.; Crouch, N. P. EP 899268, 1999; Chem. Abstr. 1999, 130, 196655.

[3]. Langtry, H. D.; Wilde, M. I. Drugs 1998, 56, 447-486.
https://doi.org/10.2165/00003495-199856030-00012

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

[5]. Labaw, C. S.; Webb, R. L. U. S. 4, 285, 878, 1981; Chem. Abstr. 1981, 95, 168837.

[6]. Kennis, L. E. J.; Vandenberk, J.; Boey, J. M.; Mertens, J. C.; Van Heertum, A. H. M.; Janssen, M.; Awouters, F. Drug Dev. Res. 1986, 8, 133-140.
https://doi.org/10.1002/ddr.430080116

[7]. Calvo, M. F. ES 549352, 1986; Chem. Abstr. 1986, 106, 67314.

[8]. Meisel, P.; Heidrich, H. J.; Jaensch, H. J.; Kretzschmar, E.; Henker, S.; Laban, G. DD 243284, 1987; Chem. Abstr. 1987, 107, 217629.

[9]. Kyle, D.; Goehring, R. R.; Shao, B. WO2001039775, 2001; Chem. Abstr. 2001, 135, 33477.

[10]. Seikou, N.; Naoki, T.; Masayuki, Y.; Ikuo, K.; Shunsaku, O.; Yoshitaka, O. J. Chem. Soc., Perkin Trans. 1 2001, 1, 429-436.

[11]. Schulz, W. G.; Skibo, E. B. J. Med. Chem. 2000, 43, 629-638.
https://doi.org/10.1021/jm990210q

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

[13]. Kazimierczuk, Z.; Andrzejewska, M.; Kaustova, J.; Klimesova, V. Eur. J. Med. Chem. 2005, 40, 203-208.
https://doi.org/10.1016/j.ejmech.2004.10.004

[14]. Wallace, J. M.; Soderberg, B. C. Abstracts of Papers, 225th ACS National Meeting, New Orleans, LA, United States, March 2003, 23-27, ORGN-582. AN185075, 2003.

[15]. Garcia, C.; Ana, M.; Koch, E. K.; Lofstedt, A. J.; Cheng, A.; Hansson, T. F.; Zamaratski, E. WO2007003419, 2007; Chem. Abstr. 2007, 146, 142516.

[16]. Garrick, L. M.; Hauze, D. B.; Kees, K. L.; Lundquist, I.; Joseph, T.; Mann, C. W.; Mehlmann, J. F.; Pelletier, J. C.; Rogers Jr. J. F.; Wrobel, J. E. WO2006009734, 2006; Chem. Abstr. 2006, 144, 170990.

[17]. Chimirri, A.; Monforte, P.; Rao, A.; Zappala, M.; Monforte, A. M.; DeSarro, G.; Pannecouque, C.; Witvrouw, M.; Balzarini, J.; De Clercq, E. Antivir. Chem. Chemother. 2001, 12, 169-174.
https://doi.org/10.1177/095632020101200304

[18]. Bessis, A. S.; Bolea, C.; Bonnet, B.; Epping-Jordan, M.; Poirier, N.; Poli, S. M.; Rocher, J. P.; Thollon, Y. WO2005123703, 2005; Chem. Abstr. 2005, 144, 88317.

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

[20]. Vinodkumar, R.; Vaidya, S. D.; Siva Kumar, B. S.; Bhise, U. N.; Mashelkar, U. C. Eur. J. Med. Chem. 2008, 43, 986-995.
https://doi.org/10.1016/j.ejmech.2007.06.013

[21]. Gund, D. R.; Varaprasad Rao B V.; Mandhare, P. N.; Vaidya, S. D.; Eur. J. Chem. 2015, 6, 270-274.
https://doi.org/10.5155/eurjchem.6.3.270-274.1242

[22]. Dubey, P. K.; Naidu, A.; Anandam, V.; Hemasundar, G. Indian J. Chem. 2005, 44, 1239-1242.

[23]. Siva Kumar, B. V.; Vaidya, S. D.; Vinod kumar, R.; Bhirud, S. B.; Mane, R. B. Eur. J. Med. Chem. 2006, 41, 599-604.

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

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

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

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

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Sophisticated Analytical Instrumentation Facility, Punjab University and Microcare laboratories, Surat, India
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