Synthesis, identification and in vitro biological evaluation of some novel 5-imidazopyrazole incorporated pyrazoline and isoxazoline derivatives

New Journal of Chemistry

Volumn 38, Issue 7, 2014, Pages 2902-2910

  Kalaria, Piyush N ^a   Satasia, Shailesh P ^a   Raval, Dipak K ^a  

^a SARDAR PATEL UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

3 (BIPHENYL 4 YL) 5 [3 METHYL 5 (4 METHYL 1H IMIDAZOL 1 YL) 1 PHENYL 1H PYRAZOL 4 YL] 4,5 DIHYDROISOXAZOLE; 3 METHYL 5 (4 METHYL 1H IMIDAZOL 1 YL) 1 PHENYL 1H PYRAZOLE 4 CARBALDEHYDE; 3' METHYL 5' (4 METHYL 1H IMIDAZOL 1 YL) 1',5 DIPHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOLE; 4 [3 (4 FLUOROPHENYL) 4,5 DIHYDRO 1H PYRAZOL 5 YL] 3 METHYL 5 (4 METHYL 1H IMIDAZOL 1 YL) 1 PHENYL 1H PYRAZOLE; 4 [5 [3 METHYL 5 (4 METHYL 1H IMIDAZOL 1 YL) 1 PHENYL 1H PYRAZOL 4 YL] 4,5 DIHYDRO 1H PYRAZOL 3 YL]PHENOL; 4 [5 [5 (1H IMIDAZOL 1 YL) 3 METHYL 1 PHENYL 1H PYRAZOL 4 YL] 4,5 DIHYDROISOXAZOL 3 YL]PHENOL; 4 [[5' (1H IMIDAZOL 1 YL) 3' METHYL 1' PHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOL) 5 YL]PHENOL; 5 (1H IMIDAZOL 1 YL) 3 METHYL 1 PHENYL 1H PYRAZOLE 4 CARBALDEHYDE; 5 (4 BROMOPHENYL) 3' METHYL 5' (4 METHYL 1H IMIDAZOL 1 YL) 1' PHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOLE; 5 (4 BROMOPHENYL) 5' (1H IMIDAZOL 1 YL) 3' METHYL 1' PHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOLE; 5 (4 FLUOROPHENYL) 5' (1H IMIDAZOL 1 YL) 3' METHYL 1' PHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOLE; 5 (4 METHOXYPHENYL) 3' METHYL 5' (4 METHYL 1H IMIDAZOL 1 YL) 1' PHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOLE; 5 IMIDAZOPYRAZOLE; 5 [(1,1 BIPHENYL) 4 YL] 5' (1H IMIDAZOL 1 YL) 3' METHYL 1' PHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOLE; 5 [(1,1' BIPHENYL) 4 YL] 3' METHYL 5' (4 METHYL 1H IMIDAZOL 1 YL) 1' PHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOLE; 5 [3 METHYL 5 (4 METHYL 1H IMIDAZOL 1 YL) 1 PHENYL 1H PYRAZOL 4 YL] 3 PHENYL 4,5 DIHYDROISOXAZOLE; 5 [5 (1H IMIDAZOL 1 YL) 3 METHYL 1 PHENYL 1H PYRAZOL 4 YL] 3 (4 BROMOPHENYL) 4,5 DIHYDROISOXAZOLE; 5 [5 (1H IMIDAZOL 1 YL) 3 METHYL 1 PHENYL 1H PYRAZOL 4 YL] 3 (4 FLUOROPHENYL) 4,5 DIHYDROISOXAZOLE; 5 [5 (1H IMIDAZOL 1 YL) 3 METHYL 1 PHENYL 1H PYRAZOL 4 YL] 3 (4 METHOXYPHENYL) 4,5 DIHYDROISOXAZOLE; 5 [5 (1H IMIDAZOL 1 YL) 3 METHYL 1 PHENYL 1H PYRAZOL 4 YL] 3 (BIPHENYL 4 YL) 4,5 DIHYDROISOXAZOLE; 5 [5 (1H IMIDAZOL 1 YL) 3 METHYL 1 PHENYL 1H PYRAZOL 4 YL] 3 PHENYL 4,5 DIHYDROISOXAZOLE; 5' (1H IMIDAZOL 1 YL) 3' METHYL 1',5 DIPHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOLE; 5' (1H IMIDAZOL 1 YL) 5 (4 METHOXYPHENYL) 3' METHYL 1' PHENYL 3,4 DIHYDRO 1'H,2H 3,4' BIPYRAZOLE; ALCOHOL; CHALCONE DERIVATIVE; HYDRAZINE; HYDROXYLAMINE; ISOXAZOLINE DERIVATIVE; PYRAZOLE DERIVATIVE; PYRAZOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIMALARIAL ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; DRUG SYNTHESIS; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PLASMODIUM FALCIPARUM; PRIORITY JOURNAL;

EID: 84902668559     PISSN: 11440546     EISSN: 13699261     Source Type: Journal    
DOI: 10.1039/c4nj00244j     Document Type: Article

References (44)

1. P. W. Hedrick Heredity 2011 107 283
2. D. P. Kwiatkowski Am. J. Hum. Genet. 2005 77 171
3. R. Batista A. De Jesus Silva Júnior A. De Oliveira Molecules 2009 14 3037
4. P. J. Rosenthal, Antimalarial Chemotherapy: Mechanisms of Action, Resistance, and New Directions in Drug Discovery, Humana Press, 2010
5. C. Teixeira J. R. B. Gomes P. Gomes Curr. Med. Chem. 2011 18 1555
6. E. Bogatcheva C. Hanrahan B. Nikonenko R. Samala P. Chen J. Gearhart F. Barbosa L. Einck C. A. Nacy M. Protopopova J. Med. Chem. 2006 49 3045
7. K. H. z. Bentrup D. G. Russell Trends Microbiol. 2001 9 597
8. T. B. Agerton S. E. Valway R. J. Blinkhorn K. L. Shilkret R. Reves W. W. Schluter B. Gore C. J. Pozsik B. B. Plikaytis C. Woodley Clin. Infect. Dis. 1999 29 85
9. C. Dye B. G. Williams M. A. Espinal M. C. Raviglione Science 2002 295 2042
10. G. Müller Drug Discovery Today 2003 8 681
11. H. M. G. Kubinyi, Chemogenomics in drug discovery a medicinal chemistry perspective, http://public.eblib.com/EBLPublic/PublicView.do?ptiID=481426
12. I. Damljanović M. Vukićević N. Radulović R. Palić E. Ellmerer Z. Ratković M. D. Joksović R. D. Vukićević Bioorg. Med. Chem. Lett. 2009 19 1093
13. M. M. Ghorab F. A. Ragab S. I. Alqasoumi A. M. Alafeefy S. A. Aboulmagd Eur. J. Med. Chem. 2010 45 171
14. S. A. F. Rostom M. A. Shalaby M. A. El-Demellawy Eur. J. Med. Chem. 2003 38 959
15. N. D. Amnerkar K. P. Bhusari Eur. J. Med. Chem. 2010 45 149
16. J.-P. Yeu J.-T. Yeh T.-Y. Chen B.-J. Uang Synthesis 2001 1775
17. P. K. Sharma S. Kumar P. Kumar P. Kaushik D. Kaushik Y. Dhingra K. R. Aneja Eur. J. Med. Chem. 2010 45 2650
18. P. G. Baraldi M. G. Pavani M. d. C. Nuñez P. Brigidi B. Vitali R. Gambari R. Romagnoli Bioorg. Med. Chem. 2002 10 449
19. R. Storer C. J. Ashton A. D. Baxter M. M. Hann C. L. P. Marr A. M. Mason C.-L. Mo P. L. Myers S. A. Noble C. R. Penn N. G. Weir J. M. Woods P. L. Coe Nucleosides Nucleotides 1999 18 203
20. D. M. Bailey P. E. Hansen A. G. Hlavac E. R. Baizman J. Pearl A. F. DeFelice M. E. Feigenson J. Med. Chem. 1985 28 256
21. Z. M. L. H. S. Chen Y. F. Han J. Agric. Food Chem. 2000 48 5312
22. O. K. E. Fischer Ann. Chem. 1887 239 194
23. B. N. Acharya D. Saraswat M. Tiwari A. K. Shrivastava R. Ghorpade S. Bapna M. P. Kaushik Eur. J. Med. Chem. 2010 45 430
24. K. Manna Y. K. Agrawal Bioorg. Med. Chem. Lett. 2009 19 2688
25. T. Chandra N. Garg S. Lata K. K. Saxena A. Kumar Eur. J. Med. Chem. 2010 45 1772
26. B. Insuasty A. Tigreros F. Orozco J. Quiroga R. Abonía M. Nogueras A. Sanchez J. Cobo Bioorg. Med. Chem. 2010 18 4965
27. T.-S. Jeong K. Soon Kim J.-R. Kim K.-H. Cho S. Lee W. Song Lee Bioorg. Med. Chem. Lett. 2004 14 2719
28. Z. Ratković Z. D. Juranić T. Stanojković D. Manojlović R. D. Vukićević N. Radulović M. D. Joksović Bioorg. Chem. 2010 38 26
29. A. A. Bekhit T. Abdel-Aziem Bioorg. Med. Chem. 2004 12 1935
30. R. Pathak S. P. Patel H. H. Parekh P. D. Horrocks M. R. Pickard Org. Biomol. Chem. 2013 29 4891
31. M. Grazia Mamolo D. Zampieri V. Falagiani L. Vio E. Banfi Il Farmaco 2001 56 593
32. J. R. Avalani D. S. Patel D. K. Raval J. Chem. Sci. 2012 124 1091
33. J. R. Avalani D. S. Patel D. K. Raval J. Mol. Catal. B: Enzym. 2013 90 70
34. D. S. Patel J. R. Avalani D. K. Raval J. Braz. Chem. Soc. 2012 23 1951
35. S. P. Satasia P. N. Kalaria D. K. Raval RSC Adv. 2013 3 3184
36. U. P. Tarpada B. B. Thummar D. K. Raval Arabian J. Chem. 10.1016/j.arabjc.2013.11.021
37. B. B. Thummar U. P. Tarpada D. K. Raval J. Heterocycl. Chem. 10.1002/jhet.1870
38. P. N. Kalaria S. P. Satasia D. K. Raval New J. Chem. 2014 38 1512
39. S. P. Satasia P. N. Kalaria D. K. Raval Org. Biomol. Chem. 2014 12 1751
40. P. N. Kalaria S. P. Satasia D. K. Raval Eur. J. Med. Chem. 2014 78 207
41. N. Satheesha Rai B. Kalluraya B. Lingappa S. Shenoy V. G. Puranic Eur. J. Med. Chem. 2008 43 1715
42. A. Rattan, Antimicrobials in Laboratory Medicine, Churchill B.I., Livingstone, New Delhi, 2000, p. 85
43. A. Rattan, Antimicrobials in Laboratory Medicine, Churchill B.I., Livingstone, New Delhi, 2000, p. 85
44. I. F. F. Benzie J. J. Strain Anal. Biochem. 1996 239 70