9th International Science Congress (ISC-2019).  International E-publication: Publish Projects, Dissertation, Theses, Books, Souvenir, Conference Proceeding with ISBN.  International E-Bulletin: Information/News regarding: Academics and Research

Synthesis and Biological activity of 4-(3-bromophenyl)-N-(1-(4-(4-bromophenyl) thiazol-2-yl)-3-methyl-4-(2-phenylhydrazono)-4,5-dihydro-1H-pyrazol-5-ylidene)-6-(4-nitrophenyl)pyrimidin-2-amine derivatives

Author Affiliations

  • 1Department of Chemistry, S.I.W.S. College, Wadala, Mumbai- 400 031, Maharashtra, India
  • 2Department of Chemistry, Sant Rawool Maharaj Mahavidyalay, Kudal, Sindhudurg - 416 520, Maharashtra, India
  • 3Department of Chemistry, Kirti College, Dadar, Mumbai-400028, Maharashtra, India

Res.J.chem.sci., Volume 7, Issue (2), Pages 49-53, February,18 (2017)

Abstract

4-(3-bromophenyl) - N- (1- (4- (4-bromophenyl) thiazol-2-yl)-3-methyl-4-(2-phenylhydrazono)-4,5-dihydro-1H-pyrazol-5-ylidene) -6-(4-nitrophenyl)pyrimidin-2-amine derivatives (3a-h) have been synthesized using conventional method and microwave irradiation. The structure of the synthesized compounds have been confirmed by IR and NMR Spectroscopy. These compounds were evaluated for their biological efficacy.

References

  1. Holla B.S., Kalluraya B and .Ambekar S.Y, (1988)., Studies on Nitrofuran heterocycles Part-2: Synthesis and Antibacterial Activity of 2-Aryl-4-(5- Nitro-2-furyl) thiazoles., ChemInform., 19(11).
  2. Kalluraya B., Rahiman A. and David B. (2001)., Sydnone Derivatives Part VII: Synthesis of novel thiazoles and their pharmacological properties., Archiv der Pharmazie., 334(8-9), 263-268.
  3. Jiang B. and Gu X.H. (2000)., Synthesis and cytotoxicity evaluation of bis (indolyl) thiazole, bis (indolyl) pyrazinone, bis (indolyl) pyrazine: analogues of cytotoxic marine bis (indole) alkaloid., Bioorg. Med. Chem., 8(2), 363-371.
  4. Chowki A.A., Magdum C.S., Ladda P.L. and Mohite S.K. (2008)., Synthesis and Antitubercular Activity of 6-Nitro-2-[4-Formyl-3-(suustituted phenyl) pyrazol-1-yl] Benzothiazoles., Int. J. Chem. Sci., 6(3), 1600-1605.
  5. Brana M.F., Gradillas A., Ovalles A.G., Lopez B., Acero N., Llienares F. and Mingarro D.M. (2006)., Synthesis and biological activity of N,N-dialkylaminoalkyl-substituted bisindolyl and diphenyl pyrazolone derivatives., Bioorg. Med. Chem., 14(1), 9-16.
  6. Ismail M.M.F., Ammar Y.A., El-Zahaby H.S.A., Eisa S.I. and Barakat S.E. (2007)., Synthesis of novel-1-pyrazolylpyridin-2-ones as potential anti-inflammatory and analgesic agents., Archiv der Pharmazie., 340(9), 476-482.
  7. Rai N.S., Kalluraya B., Lingappa B., Shenoy S. and Puranic V.G. (2008)., Convenient access to 1,3,4-trisubstituted pyrazoles carrying 5-nitrothiophene moiety via 1,3-dipolar cycloaddition of sydnones with acetylenic ketones and their antimicrobial evaluation., Eur. J. Med. Chem., 43(8), 1715-1720.
  8. Agarwal N., Raghuwanshi S.K., Upadhyay D.N., Shukla P.K. and Ram V.J. (2000)., Suitably functionalised pyrimidines as potential antimycotic agents., Bioorganic and Medicinal Chemistry Letters, 10(8), 703-706.
  9. Sondhi S.M., Jain S., Dwivedi A.D., Shukla R. and Raghubir R. (2008)., Synthesis of condensed pyrimidines and their evaluation for anti-inflammatory and analgesic activities., Indian Journal of Chemistry B, 47(1), 136-143.
  10. Vega S., Alonso J., Diaz J.A. and Junquera F. (1990)., Synthesis of 3-substituted-4-phenyl-2-thioxo-1,2,3,4,5,6,7,8-octahydrobenzo [4,5] thieno [2,3-d] pyrimidines., Journal of Heterocyclic Chemistry, 27(2), 269-273.
  11. Balzarini J. and McGuigan C. (2002)., Bicyclic pyrimidine nucleosideanalogues (BCNAs) as highly selective and potent inhibitorsof varicella-zoster virus replication., Journal of Antimicrobial Chemotherapy, 50(1), 5-9.
  12. Gupta A.K., Sanjay Kayath H.P., Singh A., Sharma G. and Mishra K.C. (1994)., Anticonvulsant activity of pyrimidine thiols., Indian Journal of Pharmacology, 26(3), 227-228.
  13. Kaldrikyan M.A., Grigoryan L.A., Geboyan V.A., Arsenyan F.G., Stepanyan G.M. and Garibdzhanyan B.T. (2000)., Synthesis and antitumor activity of some disubstituted 5-(3-methyl-4-alkoxybenzyl) pyrimidines., Pharmaceutical Chemistry Journal, 34(10), 521-524.
  14. Rodrigues A.L.S., Rosa J.M., Gadotti V.M., Goulart E.C., M.M. Santos, Silva A.V., Sehnem B., Rosa L.S., Gonçalves R.M., Corrêa R. and A.R.S. Santos (2005)., Antidepressant-like and antinociceptive-like actions of 4-(4՚-chlorophenyl)-6-(4՚՚-methylphenyl)-2-hydrazinepyrimidine Mannich base in mice., Pharmacology Biochemistry and Behavior, 82(1), 156-162.
  15. Kumar B., Kaur B., Kaur J., Parmar A., Anand R.D. and Kumar H. (2002)., Thermal/microwave assisted synthesis of substituted tetrahydropyrimidines as potent calcium channel blockers., Indian Journal of Chemistry B, 41(7), 1526-1530.
  16. Rodrigues Peter R. and Bhalekar Satish M. (2015)., Synthesis and Biological Activity of 4-(4-bromophenyl)-2-[4- (arylhydrazono-3-methyl-5-(5-bromopyridin-2-yl) imino- 5-dihydro pyrazol-1-yl] -1,3-thiazole erivatives., International J. of Chemical Sciences, 13(4), 1844-1848.
  17. Shetty S., Kalluraya B., Nithinchandra, Babu M, Joshi C.G., Joshi H. and Nidavani R.B. (2013)., Synthesis of Novel Triheterocyclic Thiazoles as Antimicrobial and Analgesic agents., Indian Journal of Heterocyclic Chemistry, 23(1), 33-38.
  18. Rao Sreenivasa Venkata Chunduru and Rao Rajeswar Vedula (2012)., Facile One-Pot Synthesis of Aryl, Heteryl Substituted Hydrazono Thiazolyl-Pyrazolone Derivatives Via Three-Component Reaction., Synthetic Communications, 42(8), 1154-1161.