Green synthesis and antibacterial evaluation of some 2-pyrazoline derivatives

  • Authors

    • N. Santhi ASSOCIATE PROFESSOR OF CHEMISTRY GOVERNMENT ARTS COLLEGE CHIDAMBARAM
    • M. Emayavaramban RESEARCH SCHOLAR
    • C. Gopi RESEARCH SCHOLAR
    • C. Manivannan RESEARCH SCHOLAR
    • A. Raguraman RESEARCH SCHOLAR
    2014-03-09
    https://doi.org/10.14419/ijac.v2i2.1851
  • Abstract

    A Chalcone (3) was prepared by the reaction of 4-methylbenzaldehyde (1) with 4-methylacetophenone (2) in methanolic sodium hydroxide result under ultrasonic irradiation in the water bath of a ultrasonic cleaner at room temperature. Treatment of this chalcone with thiosemicarbazide / semicarbazide hydrochloride / benzhydrazide / benzenesulphonyl hydrazide / phenylhydrazine hydrochloride managed the comparing 2-pyrazoline (4-8) in great yields. All the new mixes have been described by IR, 1H-NMR, 13CNMR ghostly information. All the target mixes were assessed for their in-vitro against antifungal in examination with as reference pill.

     

    Keywords: 4-Methylbenzaldehyde, 4-Methyl Acetophenone, Ultrasonic Irradiation, Chalcone, 2-Pyrazoline, Antibacterial.

  • References

    1. W.B. Geiger, J.E. Conn, J. Am. Chem. Soc. 67 (1945) 112-116;
    2. S. Ambekar, S.S. Venekar, S. Acharya, S. Rajagopal, J. Pharm. Pharmacol.13 (1961) 698-699.
    3. W. Cole, P.L. Julian, J. Org. Chem. 19 (1954) 131-138.
    4. L. Main, K.B. Old, Tetrahedron Lett. (1977) 2809-2810.
    5. ElShora AI. Crystal and molecular structure of 3-hydrazino-1- hydrazinothio-carbonyl pyrazoline (TNT3). Egypt J Sol. 2000; 23:251-254
    6. Sobhia HR, Yaminib Y, Esrafili A, Adiba M. Extraction and determination of 2-pyrazoline derivatives using liquid phase microextraction based on solidification of floating organic drop. J Pharm Biomed Anal. 2008; 45:316-320.
    7. Nauduri D, Reddy GB, Chem.: Synthesis and activity of 2‐ pyrazoline derivatives. Pharm. Bull. Tokyo, 1998; 46: 1254.
    8. Korgaokar SS, Patil PH, Shah MT, Parekh HH, Studies on Pyrazolines: Preparation and antimicrobial activity of 3‐(3’(pchlorophenylsulphonamidophenyl)‐5‐aryl‐acetyl pyrazolines.Indian J. Pharm. Sci. 1996;58: 222.
    9. Udupi RH, Kushnoor AR, Bhat AR Synthesis and biological evaluation of certain pyrazoline derivative of 2‐(6‐ methoxynaphthyl)‐propionic acid.Indian J. Heterocyclic Chem. 1998; 8:63.
    10. Delay F (S.AFermeinch) Patentschriff (Switz), C.A. 1992; 117:90276f.
    11. Geigy JR, Belg, 466668, Aug.31, 1942; C.A., 1945; 39:7848.
    12. Reddy DB, Senshama T, Ramma Reddy BMV, Indian J. Chem., 1991;30(B), 46.
    13. Zalgislaw K. Zbigniew, Acta .Pol Pharm, 1979; 36(6), 645:C.A., 1980; 93:204525e.
    14. Yamashita, Hiroyuti, Odata Mocoto, Kawazara Hirahi and NamekawaHiroshi; Eur.Patent appl.Ep1988; 295695CL.Co7D401/6) J. P. Appl.,1987;87/148919,C.A, 1989;111:2351
    15. Bauer A.N., Kirby W.N.M., Sherries J.C., Truck M.: Am. J. Clin. Pathol. 45, 493 (1996).
    16. M. M. Kamel et al., Dyes and Pigments, 65 (2005) 103.
    17. S. M. Zhou et al., J. Solid State Chem., 178 (2005) 399.
    18. W. Bonrath., UltrasonicsSonochemistry, 12 (2005) 103.
    19. M. W. A. Kuijpers et al., Polymer, 45 (2004) 6461.
    20. A. Fürstner and I. Konetzki., Tetrahedron Letters, 39 (1998) 5721.
    21. (a) K. Suslick., S. Science, 247 (1990) 1439. (b) T. Mason.J. Chem. Soc. Rev., 26 (1997) 443. (c) G. Cravotto and P. Cintas., Chem. Soc. Rev., 35 (2006) 180.
    22. H. Fillion, J. L. Luche., In Synthetic Organic Sonochemistry. Luche, J.L., Ed, Plenum: New York, NY, (1998).
    23. D. H. Bremmer., UltrasonicsSonochemistry, 1 (1994) 119.
    24. J. L. Luche., C. R. Acad., Sci. Paris., 323 (1996) 337.
    25. F Grieser and M Ashokkumar ., F Caruso (Ed.), Wiley-VCH GmbH & Co. KgaA, Weinheim, (2004) 120.
    26. A. C. Barton et al., Biosensors and Bioelectronics, 20 (2004) 328.
    27. (a) D. Peters, J. Mater. Chem., 6 (1996) 1605, (b) K. S. Suslinck and G. Price., J. Annu. Rev. Mater. Sci., 29 (1999) 295, (c) A. Gedanken., Ultrason. Sonochem., 11 (2004) 47.
    28. (a) C. M. Sehgal and S. Y. Wang., J. Am. Chem. Soc., 103 (1981) 6606, (b) D. J Donaldson, M.D. Farrington and P. Kruss., J. Phys. Chem., 83 (1979) 3130.
    29. K. S. Suslick, D. A. Hammerton and R. E. Cline, J. Am. Chem. Soc., 108 (1986) 5641, (b) E.B. Flint and K. S. Suslick, Science, 253 (1991) 1397.
    30. In: Microbiological assays and tests, Indian Pharmacopoeia, Ministry of Health and Family Welfare, The Controller of Publications, New Delhi, A-100 (1996).
    31. H.W. Seely and P. J. Van Demark., A Laboratory Manual of Microbiology, Taraporewala Sons and Co., Mumbai, 55 (1975).
    32. A. L. Barry., The antimicrobial susceptibility test. Principle and Practice, Lea and Febiger, Philadelphia, 180 (1976).
  • Downloads

  • How to Cite

    Santhi, N., Emayavaramban, M., Gopi, C., Manivannan, C., & Raguraman, A. (2014). Green synthesis and antibacterial evaluation of some 2-pyrazoline derivatives. International Journal of Advanced Chemistry, 2(2), 53-58. https://doi.org/10.14419/ijac.v2i2.1851

    Received date: 2014-01-28

    Accepted date: 2014-02-20

    Published date: 2014-03-09