Open Access

Synthesis, Charecterization and Biological Activities Of N-(3-Methyl-2, 6-Diphenyl-Piperidin-4-Ylidine)-N-Phenyl-Hydrazine

P. Rajesh, p-rajesh124@yahoo.co.in
Department of Chemistry, Government Arts College (Autonomous), Coimbatore, TN, India.
M. Dinesh Kumar, Department of Chemistry, Government Arts College (Autonomous), Coimbatore, TN, India. R. Sathish Kumar, Department of Botany, PSG College of Arts and Science, Coimbatore, TN, India R. Jamunarani Department of Chemistry, Government Arts College (Autonomous), Coimbatore, TN, India.


J. Environ. Nanotechnol., Volume 3, No 3 (2014) pp. 62-66

https://doi.org/10.13074/jent.2014.09.143096

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Abstract

In the present study a new 2,6-diphenyl-3-methyl-4-piperidone was prepared by Mannich reaction (condensation) of ethyl methyl ketone, aromatic aldehyde and ammonium acetate. N-(3-Methyl-2,6-diphenyl-piperidin-4-ylidine)-N’-phenyl-hydrazine was synthesized by reaction with sodium acetate in water and phenyl hydrazine. The chemical structures were confirmed by means of IR, 1H & 13C NMR spectral data. The compound was screened for acute anticancer, cytotoxicity, antibacterial and antifungal activities and their derivatives also having the same potent activities. The compound exhibited potent antibacterial activity against Proteus vulgaris and the better antifungal activity against Aspergillus flavus.

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Reference


Bauer, A. W., Kirby, W. M., Sherris, J. C. and Turck, M., Antibiotic susceptibility testing by a standardized single disk method, J. Am. Clin. Pathol., 45(4), 493-496 (1966).

Bochringer, C. F. and Shochne, G. M. B. H., Synthesis and Biological Evaluation of Novel Benzimidazol/Benzoxazolylethoxypiperidone Oximes, Brit Pat Appl., BP 866488 (1961).

Ganellin, C. R. and Spickett, R. G., Compounds affecting the central nervous system. 4-Piperidones and related compounds, J Med Chem., 8(5), 619-625(1965).

doi:10.1021/jm00329a015

Garrafo, H. M., Caceres, J., Daly J. W. and Spande, T. F., Alkaloids in Madagascan Frogs (Mantella): Pumiliotoxins, Indolizidines, Quinolizidines, and Pyrrolizidines, J. Nat. Prod., 56(7), 1016-1038 (1993).

doi:10.1021/np50097a005

Hagenbach, R. E. and Gysin H., Über einige heterozyklische Thiosemicarbazone, Experentia., 8(5), 184-188 (1952).

doi:10.1007/BF02173735

Ilena, B., Dobre, V. and Niculescu-Duvaz, I., Potential anticancer agents. XXVI. Spin Labelled Nitrosoureas, J. Prakt. Chem., 327(4), 667-674 (1985).

doi:10.1002/prac.19853270418

Jayaseelan, C., Abdul Rahuman, A., Vishnu Karthi, A., Marimuthu, S., Santhosh Kumar, T., Bagavan, A., Gaurav, K., Bhaskara Rao. and Karthik, L., Spectrochim. Acta. PART A., 90, 78-84(2012).

doi:10.1016/j.saa.2012.01.006

Jerom, B. R. and Spencer, K. H., N-Heterocyclic-N-(4-Piperidinyl) amides, Eur Pat Appl., EP 277794 (1988).

Mobio, I. G., Soldatenkov, A. T., Fedrov, V. O., Ageev, E. A., Sergeeva, N. D., Lin, S., Stashenku, E. E., Prostakov, N. S. and Andreeva, E. L., Synthesis and physiologicalactivity of 2,3,6-triaryl-4-oxo (hydroxyl, oximino,amino) piperidine. Khim. Farm., 23(4), 421-427(1989).

Nikolov, M., Stefanora, D. and Chardanov, D., The effect of tempidon on the EEG of cats in acute and chronic experiments, Acta Nerv. Super., 16, 264-267(1974).

Noller, C. R. and Baliah, V., The preparation of some piperidine derivatives by the Mannich reaction. J. Am. Chem. Soc., 70(11), 3853-3855(1948).

doi:10.1021/ja01191a092

Perumal, R. V., Adiraj, M. and Shanmugapandian, P., Synthesis, analgesic and anti-inflammatory evaluation of substituted 4-piperidones. Indian Drugs., 38, 156-159(2001).

Richardo, G., Juan, B. C., Mario, R. A., Roldan, M. and Peinado, C. R., Fernando Spen., 47, 166-172 (1979).

Rubiralta, M., Giralt, E. and Diel, A., Piperidone Structure, Preparation and Synthetic Applications of Piperidone and its Derivatives, Elseveir, Amsterdam (1991).

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