European Journal of Chemistry 2011, 2(2), 238-242 | doi: https://doi.org/10.5155/eurjchem.2.2.238-242.206 | Get rights and content

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Synthesis and anti-tubercular activity of novel pyrazol-5(H)-one derivatives


Jignesh Priyakant Raval (1,*) , Arpita Bharatbhai Shah (2) , Nilesh Hasmukhbhai Patel (3) , Hemul Venubhai Patel (4) , Pradip Shantilal Patel (5) , Kashyap Kanaiyalal Bhatt (6) , Kishor Ratilal Desai (7)

(1) Department of Pharmaceutical Chemistry, Ashok and Rita Patel Institute of Integrated Study and Research in Biotechnology and Allied Sciences, New Vallabh Vidyanagar, Anand, Gujarat, 388121, India
(2) Department of Pharmaceutical Chemistry, Ashok and Rita Patel Institute of Integrated Study and Research in Biotechnology and Allied Sciences, New Vallabh Vidyanagar, Anand, Gujarat, 388121, India
(3) Department of Pharmaceutical Chemistry, Ashok and Rita Patel Institute of Integrated Study and Research in Biotechnology and Allied Sciences, New Vallabh Vidyanagar, Anand, Gujarat, 388121, India
(4) Department of Pharmaceutical Chemistry, Ashok and Rita Patel Institute of Integrated Study and Research in Biotechnology and Allied Sciences, New Vallabh Vidyanagar, Anand, Gujarat, 388121, India
(5) Department of Pharmaceutical Chemistry, Ashok and Rita Patel Institute of Integrated Study and Research in Biotechnology and Allied Sciences, New Vallabh Vidyanagar, Anand, Gujarat, 388121, India
(6) Department of Pharmaceutical Chemistry, Indukaka Ipcowala College of Pharmacy, New Vallabh Vidyanagar, Anand, Gujarat, 38121, India
(7) C. G. Bhakta Institute of Biotechnology, Gopal Vidynagar, Tarsadi, Surat, Gujarat, 394350, India
(*) Corresponding Author

Received: 14 Jul 2010 | Revised: 25 Feb 2011 | Accepted: 14 Nov 2010 | Published: 30 Jun 2011 | Issue Date: June 2011

Abstract


In the present investigation, a series of 1-isonicotinoyl-3-methyl-4-(2-(substituted-phenyl)hydrazono)-1H-pyrazol-5(H)-ones were synthesized by the reaction between isonicotinohydrazide with substituted ethylacetoacetate derivatives using acetic acid as solvent which yielded substituted pyrazol-5(H)-one derivatives. Newly synthesized compounds were tested for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system. Among the synthesized compounds, 4-(2-(2,6-dichlorophenyl)hydrazono)-1-isonicotinoyl-3-methyl-1H-pyrazol-5(4H)-one and 4-(2-(1-isonicotinoyl-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)hydrazinyl) benzene-sulfonamide were found to be more active agent against M. tuberculosis H37Rv with minimum inhibitory concentration of 0.0034, 0.0032 µM at actual MIC 1.66 and 1.64 µg/mL, respectively.

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Keywords


Isonicotinohydrazide; Pyrazol-5(H)-ones; Anti-tubercular activity; Anti-mycobacterial activity; Mycobacterium tuberculosis; M. tuberculosis H37Rv

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DOI: 10.5155/eurjchem.2.2.238-242.206

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How to cite


Raval, J.; Shah, A.; Patel, N.; Patel, H.; Patel, P.; Bhatt, K.; Desai, K. Eur. J. Chem. 2011, 2(2), 238-242. doi:10.5155/eurjchem.2.2.238-242.206
Raval, J.; Shah, A.; Patel, N.; Patel, H.; Patel, P.; Bhatt, K.; Desai, K. Synthesis and anti-tubercular activity of novel pyrazol-5(H)-one derivatives. Eur. J. Chem. 2011, 2(2), 238-242. doi:10.5155/eurjchem.2.2.238-242.206
Raval, J., Shah, A., Patel, N., Patel, H., Patel, P., Bhatt, K., & Desai, K. (2011). Synthesis and anti-tubercular activity of novel pyrazol-5(H)-one derivatives. European Journal of Chemistry, 2(2), 238-242. doi:10.5155/eurjchem.2.2.238-242.206
Raval, Jignesh, Arpita Bharatbhai Shah, Nilesh Hasmukhbhai Patel, Hemul Venubhai Patel, Pradip Shantilal Patel, Kashyap Kanaiyalal Bhatt, & Kishor Ratilal Desai. "Synthesis and anti-tubercular activity of novel pyrazol-5(H)-one derivatives." European Journal of Chemistry [Online], 2.2 (2011): 238-242. Web. 22 Oct. 2021
Raval, Jignesh, Shah, Arpita, Patel, Nilesh, Patel, Hemul, Patel, Pradip, Bhatt, Kashyap, AND Desai, Kishor. "Synthesis and anti-tubercular activity of novel pyrazol-5(H)-one derivatives" European Journal of Chemistry [Online], Volume 2 Number 2 (30 June 2011)

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