Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents

Saumya Gupta; Surya Prakash Gupta; Neeraj Upmanyu; Gopal Garg

doi:doi:10.11648/j.jddmc.20150102.11

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Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents

Saumya Gupta, Surya Prakash Gupta, Neeraj Upmanyu, Gopal Garg

Published in Journal of Drug Design and Medicinal Chemistry (Volume 1, Issue 2)

Received: 9 November 2015 Accepted: 23 December 2015 Published: 25 December 2015

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Abstract

A series of 2-mercaptobenzimidazole derivatives (MB1–MB5) were synthesized by mannich reaction. The purity of synthesized compounds were determined by melting point and TLC and their structure was established by various analytical techniques such as IR and 1HNMR spectral studies. The newly synthesized compounds were screened for anti-inflammatory activities on carrageenan induced paw oedema in rats. Compounds MB1 and MB5 showed a significant anti-inflammatory activity when compared with standard drug indomethacin. The other compounds showed promising anti-inflammatory activity.

Published in	Journal of Drug Design and Medicinal Chemistry (Volume 1, Issue 2)
DOI	10.11648/j.jddmc.20150102.11
Page(s)	12-16
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

2-Mercaptobenzimidazole, Mannich Reaction, Anti-inflammatory

References

[1]	Nofal Z. M., Fahmy H. H., Mohamed H. S., Synthesis and antimicrobial activity of new substituted anilinobenzimidazoles, Archivers Pharmacal Research, 2002, 25(3), 250-257.
[2]	Sondhi S. M., Rajvanshi S., Johar M., Bharti N., Azam A., Singh A.K., Anti- inflammatory, analgesic and antiamoebic activity evaluation of pyrimido [1, 6-a] benzimidazole derivatives synthesized by the reaction of ketoisothiocyanates with mono and diamines, European Journal of Medicinal Chemistry, 2002, 37, 835-843.
[3]	Rao A, Balzarini J, Carbone A, Chimirri A, De Clercq E, Monforte AM, Monforte P, Pannecouque C, Zappalà M., 2-(2,6-Dihalophenyl)-3-(pyrimidin-2-yl)-1,3-thiazolidin-4-ones as non-nucleoside HIV-1 reverse transcriptase inhibitors, Antiviral research, 2004, 63(2), 79-84.
[4]	Kumar D., Jacob M. R., Reynolds M. B., Kerwin S. M., Synthesis and evaluation of anticancer benzoxazoles and benzimidazoles related to UK-1, Bioorganic and medicinal chemistry, 2002, 10 (12), 3997-4004(8).
[5]	Zarghi A, Zebardast T, Daraie B, Hedayati M. Design and synthesis of new 1,3-benzthiazinan-4-one derivatives as selective cyclooxygenase (COX-2) inhibitors, Bioorganic and Medicinal Chemistry, 2009; 17(15), 5369–5373.
[6]	Kouatly O., Geronikaki A., Kamoutsis C., Hadjipavlou L. D., Eleftheriou P., Adamantane derivatives of thiazolyl-N-substituted amide, as possible non-steroidal anti-inflammatory agents, European Journal of Medicinal Chemistry, 2009, 44(3), 1198-1204.
[7]	Sondhi S. M., Dinodia M., Jain S., Kumar A., Synthesis of biologically active N-methyl derivatives of amidines and cyclized five-membered products of amidines with oxalyl chloride, European Journal of Medicinal Chemistry, 2008, 43(12), 2824-2830.
[8]	Navidpour L., Shadnia H., Shafaroodi H., Amini M., Dehpour A.R., Shafiee A., Design, synthesis and biological evaluation of substituted 2-alkylthio-1,5-diarylimidazoles as selective COX-2 inhibitors, Bioorganic & Medicinal Chemistry, 2007, 15(5), 1976-1982.
[9]	Moreau A., Rao P. N. P., Knaus E. E., Synthesis and biological evaluation of acyclic triaryl (Z)-olefins possessing a 3,5-di-tert-butyl-4-hydroxyphenyl pharmacophore: Dual inhibitors of cyclooxygenases and lipoxygenases, Bioorganic & Medicinal Chemistry, 2006, 14, 5340-5350.
[10]	Jayachandran J. P., Wang M. L., N-alkylation of 2, 4, 5-triphenyl imidazole derivatives using a new phase transfer reagent under PTC conditions, Synthesis Communication, 2001, 31(18), 2743-2752.
[11]	Muthumani P., Mohammed N., Meera R., Venkataraman S., Chidambaranathan N., Devi P., Kumar C.A.S., Synthesis and evaluation of anticonvulsant and antimicrobial activities of some Mannich bases of substituted aminophenol and acetophenone, International journal pharmaceutical and biomedical Research, 2010, 1(3), 78-86.
[12]	Sivaraj D., Rajasekaran A., Venkatraman B. R., Ananda Rajagopal K., Radhakrishan T.R., Antiflammatory activity of N-(Benzimidazol-2yl methyl) substituted piperidin-4-one Oxime”, Advances in Pharmacology and Toxicology, 2001, 2(2), 35-38.

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APA Style

Saumya Gupta, Surya Prakash Gupta, Neeraj Upmanyu, Gopal Garg. (2015). Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents. Journal of Drug Design and Medicinal Chemistry, 1(2), 12-16. https://doi.org/10.11648/j.jddmc.20150102.11

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ACS Style

Saumya Gupta; Surya Prakash Gupta; Neeraj Upmanyu; Gopal Garg. Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents. J. Drug Des. Med. Chem. 2015, 1(2), 12-16. doi: 10.11648/j.jddmc.20150102.11

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AMA Style

Saumya Gupta, Surya Prakash Gupta, Neeraj Upmanyu, Gopal Garg. Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents. J Drug Des Med Chem. 2015;1(2):12-16. doi: 10.11648/j.jddmc.20150102.11

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@article{10.11648/j.jddmc.20150102.11,
  author = {Saumya Gupta and Surya Prakash Gupta and Neeraj Upmanyu and Gopal Garg},
  title = {Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents},
  journal = {Journal of Drug Design and Medicinal Chemistry},
  volume = {1},
  number = {2},
  pages = {12-16},
  doi = {10.11648/j.jddmc.20150102.11},
  url = {https://doi.org/10.11648/j.jddmc.20150102.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.jddmc.20150102.11},
  abstract = {A series of 2-mercaptobenzimidazole derivatives (MB1–MB5) were synthesized by mannich reaction. The purity of synthesized compounds were determined by melting point and TLC and their structure was established by various analytical techniques such as IR and 1HNMR spectral studies. The newly synthesized compounds were screened for anti-inflammatory activities on carrageenan induced paw oedema in rats. Compounds MB1 and MB5 showed a significant anti-inflammatory activity when compared with standard drug indomethacin. The other compounds showed promising anti-inflammatory activity.},
 year = {2015}
}

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TY  - JOUR
T1  - Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents
AU  - Saumya Gupta
AU  - Surya Prakash Gupta
AU  - Neeraj Upmanyu
AU  - Gopal Garg
Y1  - 2015/12/25
PY  - 2015
N1  - https://doi.org/10.11648/j.jddmc.20150102.11
DO  - 10.11648/j.jddmc.20150102.11
T2  - Journal of Drug Design and Medicinal Chemistry
JF  - Journal of Drug Design and Medicinal Chemistry
JO  - Journal of Drug Design and Medicinal Chemistry
SP  - 12
EP  - 16
PB  - Science Publishing Group
SN  - 2472-3576
UR  - https://doi.org/10.11648/j.jddmc.20150102.11
AB  - A series of 2-mercaptobenzimidazole derivatives (MB1–MB5) were synthesized by mannich reaction. The purity of synthesized compounds were determined by melting point and TLC and their structure was established by various analytical techniques such as IR and 1HNMR spectral studies. The newly synthesized compounds were screened for anti-inflammatory activities on carrageenan induced paw oedema in rats. Compounds MB1 and MB5 showed a significant anti-inflammatory activity when compared with standard drug indomethacin. The other compounds showed promising anti-inflammatory activity.
VL  - 1
IS  - 2
ER  -

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Author Information

Saumya Gupta

VNS Institute of Pharmacy, Neelbud, Bhopal (M. P.), India
Surya Prakash Gupta

Rajiv Gandhi Institute of Pharmacy, Satna (M. P.), India
Neeraj Upmanyu

R. K. D. F. College of Pharmacy, Bhopal (M. P.), India
Gopal Garg

VNS Institute of Pharmacy, Neelbud, Bhopal (M. P.), India

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APA Style

Saumya Gupta, Surya Prakash Gupta, Neeraj Upmanyu, Gopal Garg. (2015). Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents. Journal of Drug Design and Medicinal Chemistry, 1(2), 12-16. https://doi.org/10.11648/j.jddmc.20150102.11

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ACS Style

Saumya Gupta; Surya Prakash Gupta; Neeraj Upmanyu; Gopal Garg. Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents. J. Drug Des. Med. Chem. 2015, 1(2), 12-16. doi: 10.11648/j.jddmc.20150102.11

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AMA Style

Saumya Gupta, Surya Prakash Gupta, Neeraj Upmanyu, Gopal Garg. Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents. J Drug Des Med Chem. 2015;1(2):12-16. doi: 10.11648/j.jddmc.20150102.11

Copy | Download

@article{10.11648/j.jddmc.20150102.11,
  author = {Saumya Gupta and Surya Prakash Gupta and Neeraj Upmanyu and Gopal Garg},
  title = {Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents},
  journal = {Journal of Drug Design and Medicinal Chemistry},
  volume = {1},
  number = {2},
  pages = {12-16},
  doi = {10.11648/j.jddmc.20150102.11},
  url = {https://doi.org/10.11648/j.jddmc.20150102.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.jddmc.20150102.11},
  abstract = {A series of 2-mercaptobenzimidazole derivatives (MB1–MB5) were synthesized by mannich reaction. The purity of synthesized compounds were determined by melting point and TLC and their structure was established by various analytical techniques such as IR and 1HNMR spectral studies. The newly synthesized compounds were screened for anti-inflammatory activities on carrageenan induced paw oedema in rats. Compounds MB1 and MB5 showed a significant anti-inflammatory activity when compared with standard drug indomethacin. The other compounds showed promising anti-inflammatory activity.},
 year = {2015}
}

Copy | Download

TY  - JOUR
T1  - Synthesis and Biological Evaluation of 2-Mercaptobenzimidazole Derivatives as Anti-inflammatory Agents
AU  - Saumya Gupta
AU  - Surya Prakash Gupta
AU  - Neeraj Upmanyu
AU  - Gopal Garg
Y1  - 2015/12/25
PY  - 2015
N1  - https://doi.org/10.11648/j.jddmc.20150102.11
DO  - 10.11648/j.jddmc.20150102.11
T2  - Journal of Drug Design and Medicinal Chemistry
JF  - Journal of Drug Design and Medicinal Chemistry
JO  - Journal of Drug Design and Medicinal Chemistry
SP  - 12
EP  - 16
PB  - Science Publishing Group
SN  - 2472-3576
UR  - https://doi.org/10.11648/j.jddmc.20150102.11
AB  - A series of 2-mercaptobenzimidazole derivatives (MB1–MB5) were synthesized by mannich reaction. The purity of synthesized compounds were determined by melting point and TLC and their structure was established by various analytical techniques such as IR and 1HNMR spectral studies. The newly synthesized compounds were screened for anti-inflammatory activities on carrageenan induced paw oedema in rats. Compounds MB1 and MB5 showed a significant anti-inflammatory activity when compared with standard drug indomethacin. The other compounds showed promising anti-inflammatory activity.
VL  - 1
IS  - 2
ER  -

Copy | Download