Synthesis and pharmacological evaluation of some novel 2-(5-hydroxy-5- trifluoromethyl-4,5-dihydropyrazol-1-yl)-4-(coumarin-3-yl)thiazoles

European Journal of Medicinal Chemistry

Volumn 62, Issue , 2013, Pages 508-514

  Aggarwal, Ranjana ^a   Kumar, Sunil ^a   Kaushik, Pawan ^a   Kaushik, Dhirender ^a   Gupta, Girish Kumar ^b  

^a KURUKSHETRA UNIVERSITY   (India)

^b MAHARISHI MARKANDESHWAR DEEMED TO BE UNIVERSITY   (India)

Author keywords

2 (5 Hydroxy 5 trifluoromethyl 4,5 dihydropyrazol 1 yl) 4 (coumarin 3 yl)thiazoles; 3 (2 Bromoacetyl)coumarins; Anti inflammatory activity; Antibacterial activity

Indexed keywords

2 (5 HYDROXY 5 TRIFLUOROMETHYL 4,5 DIHYDROPYRAZOL 1 YL) 4 (COUMARIN 3 YL)THIAZOLE; 3 (2 BROMOACETYL)COUMARIN; 3 ACETYLCOUMARIN; ACETOACETIC ACID ETHYL ESTER; CEFIXIME; COUMARIN DERIVATIVE; INDOMETACIN; KETONE DERIVATIVE; THIOSEMICARBAZIDE; TRIFLUOROMETHYL BETA DIKETONE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIBACTERIAL ACTIVITY; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CHEMICAL REACTION; CONTROLLED STUDY; DRUG SCREENING; DRUG SYNTHESIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; IN VITRO STUDY; IN VIVO STUDY; MALE; NONHUMAN; RAT;

ANIMALS; ANTI-BACTERIAL AGENTS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; COUMARINS; DOSE-RESPONSE RELATIONSHIP, DRUG; EDEMA; GRAM-NEGATIVE BACTERIA; GRAM-POSITIVE BACTERIA; MALE; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; RATS; RATS, WISTAR; STRUCTURE-ACTIVITY RELATIONSHIP; THIAZOLES;

EID: 84873741828     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.11.046     Document Type: Article

References (40)

1. O.I. El-Sabbagh, M.M. Baraka, S.M. Ibrahim, C. Pannecouque, G. Andrei, R. Snoeck, J. Balzarini, and A.A. Rashad Eur. J. Med. Chem. 44 2009 3746 3753
2. V. Zaharia, A. Ignat, N. Palibroda, B. Ngameni, V. Kuete, C.N. Fokunang, M.L. Moungang, and B.T. Ngadjui Eur. J. Med. Chem. 45 2010 5080 5085
3. I. Hutchinson, S.A. Jennings, B.R. Vishnuvajjala, A.D. Westwell, and M.F.G. Stevens J. Med. Chem. 45 2002 744 747
4. A. Kamal, M.N.A. Khan, K.S. Reddy, and K. Rohini Bioorg. Med. Chem. 15 2007 1004 1013
5. R.B. Pathak, B. Jahan, and S.C. Bahel Bokin Bobai 9 1981 477 480
6. D.D. Erol, U. Caliş, R. Demirdamar, N. Yuluǧ, and M. Ertan J. Pharm. Sci. 84 1995 462 465
7. F. Azam, B.A. El-Gnidi, I.A. Alkskas, and M.A. Ahmed J. Enzym. Inhib. Med. Chem. 25 2010 818 826
8. Y. Kumar, R. Green, K.Z. Boryska, D.D. Wise, L.L. Wotring, and L.B. Townsend J. Med. Chem. 36 1993 3843 3848
9. R.N. Sharma, F.P. Xavier, K.K. Vasu, S.C. Chaturvedi, and S.S. Pancholi J. Enzym. Inhib. Med. Chem. 24 2009 890 897
10. D. Lafitte, V. Lamour, P. Tsvetkov, A. Makarov, M. Klich, P. Deprez, D. Moras, C. Briand, and R. Gilli Biochemistry 41 2002 7217 7223
11. D.A. Mutlu, and D.E. Dilek Turk. J. Chem. 27 2003 757 764
12. S. Thaisrivongs, P.K. Tomich, K.D. Watenpaugh, K. Chong, W. Howe, C. Yang, J. Strohbach, S. Tureer, J. McGrath, M. Bohanon, J. Lynn, A. Mulichak, P. Spinelli, R. Hinshaw, P. Pagano, J. Moon, M. Ruwart, K. Wilkinson, B. Rush, G. Zipp, R. Dalga, F. Schwende, G. Howard, G. Padbury, L. Toth, Z. Zhao, K. Koeplinger, T. Kakuk, S. Cole, R. Zaya, R. Piper, and P. Jeffrey J. Med. Chem. 37 1994 3200 3204
13. R.G. Bell, and P.T. Caldwell Biochemistry 12 1973 1759 1762
14. S. Kirkiacharian, D. Thuy, S. Sicsic, R. Bakhchinian, R. Kurkjian, and T. Tonnaire II Farm. 57 2002 703 708
15. A. Arshad, H. Osman, M.C. Bagley, C.K. Lam, S. Mohamad, and A.S.M. Zahariluddin Eur. J. Med. Chem. 46 2011 3788 3794
16. A.M. Vijesh, A.M. Isloor, V. Prabhu, S. Ahmad, and S. Malladi Eur. J. Med. Chem. 45 2010 5460 5464
17. R.G. Kalkhambkar, G.M. Kulkarni, H. Shivkumar, and R.N. Rao Eur. J. Med. Chem. 42 2007 1272 1276
18. S. Khode, V. Maddi, P. Aragade, M. Palkar, P. Kumar, R.S. Mamledesai, A.H.M. Thippeswamy, and D. Satyanarayana Eur. J. Med. Chem. 44 2009 1682 1688
19. K.L. Kees, J.J. Fitzgerald Jr., K.E. Steiner, J.F. Mattes, B. Mihan, T. Tosi, D. Mondoro, and M.L. McCalebr J. Med. Chem. 39 1996 3920 3928
20. T.D. Penning, J.J. Talley, S.R. Bertenshaw, J.S. Carter, P.W. Collins, S. Docter, M.J. Graneto, L.F. Lee, J.W. Malecha, J.M. Miyashiro, R.S. Rogers, D.J. Rogier, S.S. Yu, G.D. Anderson, E.G. Burton, J.N. Cogburn, S.A. Gregory, C.M. Koboldt, W.E. Perkins, K. Seibert, A.W. Veenhuizen, Y.Y. Zhang, and P.C. Isakson J. Med. Chem. 40 1997 1347 1365
21. R. Aggarwal, R. Kumar, S. Kumar, G. Garg, R. Mahajan, and J. Sharma J. Fluor. Chem. 132 2011 965 972
22. R. Aggarwal, R. Kumar, and S.P. Singh J. Fluor. Chem. 130 2009 886 893
23. V. Kumar, S.P. Singh, and R. Aggarwal J. Fluor. Chem. 127 2006 880 888
24. D. Sanz, R.M. Claramunt, A. Saini, V. Kumar, R. Aggarwal, S.P. Singh, I. Alkorta, and J. Elguero Magn. Reson. Chem. 45 2007 513 517
25. R. Aggarwal, G. Sumran, R. Kumar, and S.P. Singh Arkivoc 15 2007 292 302
26. V. Kumar, R. Aggarwal, P. Tyagi, and S.P. Singh Eur. J. Med. Chem. 40 2005 922 927
27. C.F. Koelsch - J. Am. Chem. Soc. 72 1950 2993 2995
28. A. Gursoy, and N. Karali Turk. J. Chem. 27 2003 545 552
29. S.P. Singh, J.K. Kapoor, D. Kumar, and M.D. Threadgill J. Fluor. Chem. 83 1997 73 79
30. S.P. Singh, D. Kumar, B.G. Jones, and M.D. Threadgill J. Fluor. Chem. 94 1999 199 203
31. L. Song, and S. Zhu J. Fluor. Chem. 111 2001 201 205
32. C.A. Winter, E.A. Risley, and G.W. Nuss Proc. Soc. Exp. Biol. Med. 111 1962 554 557
33. T.Y. Shen Nonsteroidal antiinflammatory agents M.E. Wolf, Burger's Medicinal Chemistry 1980 John Wiley and Sons New York 1217 1219
34. C.A. Winter S. Gattini, M.N.G. Dukes, Nonsteroidal Antiinflammatory Drugs 1965 Excerpta Medica Amsterdam 190
35. T. Kuroda, F. Suzuki, T. Tamura, K. Ohmori, and H. Hosoe J. Med. Chem. 35 1992 1130 1136
36. J.M. Andrews J. Antimicrob. Chemother. 48 Suppl. 1 2001 5 16
37. NCCLS Method for Dilution Antimicrobial Susceptibility Test for Bacteria that Grow Aerobically; Approved Standards fifth ed. 2000 National Committee for Clinical Laboratory Standards Villanova, PA
38. M.J. Uddin, P.N. Rao, K. Praveen, and E.E. Knaus Bioorg. Med. Chem. 11 2003 5273 5280
39. K.T. Potts, J. Bhattacharya, S.L. Smith, A.M. Ihrig, and C.A. Girard J. Org. Chem. 37 1972 4410 4415
40. I. Ahmad, and A.J. Beg J. Ethnopharmacol. 74 2001 113 123