Microwave Irradiative Synthesis of Triazine Substituted Pyrazoles and Study of Antitubercular and Antimicrobial Activities

Pradip P. Deohate; Roshani S. Mulani

doi:10.14233/ajchem.2019.21826

Issue

Vol. 31 No. 5 (2019): Vol 31 Issue 5

Issue Published : March 28, 2019

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

Microwave Irradiative Synthesis of Triazine Substituted Pyrazoles and Study of Antitubercular and Antimicrobial Activities

https://doi.org/10.14233/ajchem.2019.21826

Pradip P. Deohate

Department of Chemistry, Shri Radhakisan Laxminarayan Toshniwal College of Science, Akola-444001, India

Roshani S. Mulani

Department of Chemistry, Shri Radhakisan Laxminarayan Toshniwal College of Science, Akola-444001, India

Corresponding Author(s) : Pradip P. Deohate

pradip222091@yahoo.co.in

Asian Journal of Chemistry, Vol. 31 No. 5 (2019): Vol 31 Issue 5
Article Published : March 28, 2019

Abstract

Microwave irradiative synthesis of triazine substituted pyrazoles i.e. (4-benzylideneamino-6-methyl-[1,3,5]-triazin-2-yl)-(5-methyl-2-substituted benzoyl/isonicotinoyl/cinnamoyl-pyrazol-3-yl)-amines have been achieved by the cyclocondensation of N-(4-benzylideneamino-6-methyl-[1,3,5]-triazin-2-yl)-3-oxo butyramide with substituted acid hydrazides. Synthesis of required butyramide was done by reacting 2,4-diamino-6-methyl-[1,3,5]-triazine with benzaldehyde and then condensing the product with ethyl acetoacetate. Structural investigation of synthesized compounds has been done by chemical transformation, elemental analysis and IR, ¹H NMR, mass spectral studies. Study of antitubercular and antimicrobial activity of title compounds against some selected Gram-positive and Gram-negative microorganisms was performed to establish the relationship between structure and activity of compound.

Keywords

Microwave synthesis Triazine Pyrazole Antitubercular Antimicrobial study

Deohate, P. P., & Mulani, R. S. (2019). Microwave Irradiative Synthesis of Triazine Substituted Pyrazoles and Study of Antitubercular and Antimicrobial Activities. Asian Journal of Chemistry, 31(5), 1087–1090. https://doi.org/10.14233/ajchem.2019.21826

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References

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References

P. Lidström, J. Tierney, B. Wathey and J. Westman, Tetrahedron, 57, 9225 (2001); https://doi.org/10.1016/S0040-4020(01)00906-1.

S.L. Cui, X.F. Lin and Y.G. Wang, J. Org. Chem., 70, 2866 (2005); https://doi.org/10.1021/jo047823h.

A.A. Elagamy, F.M.A. E1-Taweed, F.A. Amer and H.H. Zoorobs, Arch. Pharma., 246, 320 (1987).

A.M.G. Silva, A.C. Tome, M.G. Neves, M.S. Tome and J.A.S. Cavaleiro, Synlett, 1155 (2002); https://doi.org/10.1055/s-2002-32581.

D. Castagnolo, A. De Logu, M. Radi, B. Bechi, F. Manetti, M. Magnani, S. Supino, R. Meleddu, L. Chisu and M. Botta, Bioorg. Med. Chem., 16, 8587 (2008); https://doi.org/10.1016/j.bmc.2008.08.016.

P.R. Kawle, P.P. Deohate, B.N. Berad, K.K. Srivastava and P. Sharma, Indian J. Chem., 55B, 1531 (2013).

H.J. Park, K. Lee, S. Park, B. Ahn, J.C. Lee, H.Y. Cho and K.I. Lee, Bioorg. Med. Chem. Lett., 15, 3307 (2005); https://doi.org/10.1016/j.bmcl.2005.03.082.

P.R. Kawle, P.P. Deohate and B.N. Berad, Indian J. Heterocycl. Chem., 23, 253 (2014).

F.R. Souza, V.T. Souza, V. Ratzlaff, L.P. Borges, M.R. Oliveira, H.G. Bonacorso, N. Zanatta, M.A.P. Martins and C.F. Mello, Eur. J. Pharmacol., 451, 141 (2002); https://doi.org/10.1016/S0014-2999(02)02225-2.

M.M.F. Ismail, Y.A. Ammar, H.S.A. El-Zahaby, S.I. Eisa and S. ElSayed Barakat, Arch. Pharma. Life Sci., 340, 476 (2007); https://doi.org/10.1002/ardp.200600197.

A. Mohammad and S. Kumar, Indian J. Chem., 44B, 2532 (2005).

S.A.M. El-Hawash, E.-S.A.M. Badawey and I.M. El-Ashmawey, Eur. J. Med. Chem., 41, 155 (2006); https://doi.org/10.1016/j.ejmech.2005.09.006.

K.-R. Kim, J.-L. Kwon, J.-S. Kim, Z. No, H.R. Kim and H.G. Cheon, Eur. J. Pharmacol., 528, 37 (2005); https://doi.org/10.1016/j.ejphar.2005.10.027.

A. Kimata, H. Nakagawa, R. Ohyama, T. Fukuuchi, S. Ohta, T. Suzuki and N. Miyata, J. Med. Chem., 50, 5053 (2007); https://doi.org/10.1021/jm070688r.

L. Knorr, Chem. Ber., 17, 546 (1884); https://doi.org/10.1002/cber.188401701152.

K. Makino, H.S. Kim and Y. Kurasawa, J. Heterocycl. Chem., 36, 321 (1999); https://doi.org/10.1002/jhet.5570360202.

N.B. Colthup, L.H. Dally and S.E. Wiberly, Introduction to Infrared and Raman Spectroscopy, Academic Press: New York (1964).

R.M. Silverstein, G.C. Bassler and T.C. Morrill, Spectrometric Identification of Organic Compounds, John Wiley & Sons: New York, edn 4 (1981).

I.B. Babalola, E.A. Adelakun, Y. Wang and F.O. Shode, J. Pharm. Phytochem., 1, 19 (2012).

A.L. Barry, The Antimicrobial Suspectibility Test: Principle and Practices, Illus Lea and Fibiger: Philadephia, PA, U.S.A., p. 180 (1976).

F. Cavanagh, Analytical Microbiology, Academic Press: New York, p. 126 (1963).

C. Nishina, N. Enoki, S. Tawata, A. Mori, K. Kobayashi and M. Fukushima, Agric. Biol. Chem., 51, 139 (1987); https://doi.org/10.1080/00021369.1987.10867965.

Issue

Vol. 31 No. 5 (2019): Vol 31 Issue 5

Microwave Irradiative Synthesis of Triazine Substituted Pyrazoles and Study of Antitubercular and Antimicrobial Activities

Corresponding Author(s) : Pradip P. Deohate

Abstract

Keywords

Full Article

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