Conventional and microwave assisted synthesis of Some new N-[(4-oxo-2-substituted aryl -1, 3-thiazolidine)-acetamidyl]-5-nitroindazoles and its antimicrobial activity

European Journal of Medicinal Chemistry

Volumn 45, Issue 9, 2010, Pages 3541-3548

  Upadhyay, Apoorva ^a   Srivastava, S K ^a   Srivastava, S D ^a  

^a DR H S GOUR UNIVERSITY   (India)

Author keywords

5 Nitroindazole; Antimicrobial agents; Conventional and microwave irradiation; Thiazolidinone

Indexed keywords

ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; GRISEOFULVIN; INDAZOLE DERIVATIVE; N (2 BROMOBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (2 CHLOROBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (2 HYDROXYBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (2 METHOXYBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (2 NITROBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (3 BROMOBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (3 NITROBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (4 CHLOROBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (4 DIMETHYLAMINOBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (4 METHOXYBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (4 METHYLBENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (ACETYLHYDRAZINO) 5 NITROINDAZOLE; N (BENZYLIDEN AMINO ACETAMIDYL) 5 NITROINDAZOLE; N (ETHYLETHANOATE) 5 NITROINDAZOLE; N [(4 OXO 2 PHENYL 1,3 THIAZOLIDIN)ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (2 BROMOPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (2 CHLOROPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (2 HYDROXYPHENYL) 1, 3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (2 METHOXYPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (2 NITROPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (3 BROMOPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (3 NITROPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (4 CHLOROPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (4 DIMETHYLPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (4 METHOXYPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; N [[4 OXO 2 (4 METHYLPHENYL) 1,3 THIAZOLIDIN]ACETAMIDYL] 5 NITROINDAZOLE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; ASPERGILLUS FLAVUS; BACILLUS SUBTILIS; CARBON NUCLEAR MAGNETIC RESONANCE; CELL STRAIN HT29; CELL STRAIN MCF 7; CONTROLLED STUDY; DRUG SYNTHESIS; ESCHERICHIA COLI; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; FUSARIUM OXYSPORUM; INFRARED SPECTROSCOPY; MICROANALYSIS; MICROWAVE RADIATION; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PENICILLIUM CITRINUM; PROTON NUCLEAR MAGNETIC RESONANCE; SALMONELLA TYPHI;

ANTI-INFECTIVE AGENTS; ANTINEOPLASTIC AGENTS; BACTERIA; CELL LINE, TUMOR; FUNGI; HUMANS; INDAZOLES; MICROBIAL SENSITIVITY TESTS; MICROWAVES; SPECTRUM ANALYSIS;

EID: 77955552993     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2010.04.029     Document Type: Article

References (24)

1. S. Caddick Tetrahedron 51 1995 10403 10432
2. L. Perreux, and A. Loupy Tetrahedron 57 2001 9199 9223
3. S.A. Galema Chem. Soc. Rev. 26 1997 233 238
4. P. Lidstrom, J. Tierney, B. Wathey, and J. Westman Tetrahedron 57 2001 9225 9283
5. A.R. Katritzkey, and S.K. Singh Arkivoc 13 2003 68 86
6. V.M. Patel, and K.R. Desai Arkivoc 1 2004 123 129
7. S.K. Srivastava, A. Nema, and S.D. Srivastava Indian J. Chem. 47B 2008 606 612
8. S. Caron, and E. Vazquez Org. Process Res. Dev. 5 2001 587 592
9. A.M. Jakupec, E. Reisner, A. Eichinger, M. Pongratz, V.B. Arion, M. Galanski, C.G. Hartinger, and B.K. Keppler J. Med. Chem. 48 2005 2831 2837
10. J.H. Sun, C.A. Teleha, J.S. Yan, J.D. Rodgers, and D.A. Nugiel J. Org. Chem. 62 1997 5627 5629
11. X. Li, S. Chu, V.A. Feher, M. Kahalili, Z. Nie, S. Margosiak, V. Nikulin, J. Levin, K.G. Sprankle, M.E. Tedder, R. Almassy, K. Appelt, and K.M. Yager J. Med. Chem. 46 2003 5663 5673
12. C. Olea-Azar, H. Cerecetto, A. Gerpe, M. Gonzalez, V.J. Aran, C. Rigol, and L. Opazo Spec. Acta. A Mol. Biomol. Spec. 63 2006 36 42
13. M.M. Alho, R.N. Garcia-Sanchez, J.J. Nogel-Ruiz, J.A. Escario, A. Gomez-Barrio, A.R. Martinez-Fernandez, and V.J. Aran Chem. Med. Chem. 4 2009 78 87
14. V.J. Aran, C. Ochoa, L. Boiani, P. Buccino, H. Cerecetto, A. Gerpe, M. Gonzalez, D. Montero, J.J. Nogal, A. Gomez-Barrio, A. Azqueta, A. Lopez de Cerain, O.E. Piro, and E.E. Castellano Bioorg. Med. Chem. 13 2005 3197 3207
15. C.G. Bonde, and N.J. Gaikwad Bioorg. Med. Chem. 12 2004 2151 2161
16. N. Karali, A. Giirsoy, F. Kandemirli, N. Shvets, F.B. Kaynak, S. Ozbey, V. Kovalishyn, and A. Dimoglo Bioorg. Med. Chem. 15 2007 5888 5904
17. S.G. Kiiciikgiizel, E.E. Oruc, S. Rollas, F. Sahin, and A. Ozbek Eur. J. Med. Chem. 37 2002 197 206
18. S.G. Kiiciikgiizel, A. Kocatepe, E. De Clercq, F. Sahin, and M. Giilliice Eur. J. Med. Chem. 41 2006 353 359
19. M.L. Barreca, J. Balzarini, A. Chimirri, E. De Clercq, L. De Luca, H.D. Holtje, M. Holtje, A.M. Monforte, P. Monforte, C. Pannecouque, A. Rao, and M. Zappala J. Med. Chem. 45 2002 5410 5413
20. N. Kaushik-Basu, A. Bopda-Waffo, T.T. Talele, A. Basu, Y. Chen, and S.G. Kiiciikgiizel Front. Bio-science 13 2008 3857 3868
21. R. Rawal, R. Tripathi, S.B. Katti, C. Pannecouque, and E. Declercq Bioorg. Med. Chem. 15 2007 1725 1731
22. R. Ottana, S. Carotti, R. Maccari, I. Landini, G. Chiricosta, B. Caciagli, M.G. Vigorita, and E. Mini Bioorg. Med. Chem. Lett. 15 2005 3930 3933
23. V. Gududuru, E. Hurh, J.T. Dalton, and D.D. Miller J. Med. Chem. 48 2005 2584 2588
24. A. Monks, D. Scudiero, P. Skehan, R. Shoemaker, K. Paull, D. Vistica, C. Hose, J. Langley, P. Cronise, A. Vaigro-Wolff, M. Gray-Goodrich, H. Campbell, J. Mayo, and M. Boyd J. Natl. Cancer Inst. 83 1991 757 766