Conventional and microwave assisted synthesis of 2-oxo-4-substituted aryl-azetidine derivatives of benzotriazole: A new class of biological compounds

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 1, 2011, Pages 569-573

  Dubey, Adesh ^a   Srivastava, S K ^a   Srivastava, S D ^a  

^a DR H S GOUR UNIVERSITY   (India)

Author keywords

Antimicrobial; Antitubercular; Azetidinone; Conventional and microwave irradiation

Indexed keywords

AZETIDINE DERIVATIVE; BENZOTRIAZOLE DERIVATIVE; ETHAMBUTOL; MICONAZOLE; N [(2 OXO 3 CHLORO 4 PHENYLAZETIDINEIMINO)PROPYL]BENZOTRIAZOLE; N [[4 (2 BROMOPHENYL) 3 CHLORO 2 OXO AZETIDINEIMINO]PROPYL]BENZOTRIAZOLE; N [[4 (2 CHLOROPHENYL) 3 CHLORO 2 OXO AZETIDINEIMINO]PROPYL]BENZOTRIAZOLE; N [[4 (2 METHOXYPHENYL) 3 CHLORO 2 OXO AZETIDINEIMINO]PROPYL]BENZOTRIAZOLE; N [[4 (2 NITROPHENYL) 3 CHLORO 2 OXO AZETIDINEIMINO]PROPYL]BENZOTRIAZOLE; N [[4 (3 BROMOPHENYL) 3 CHLORO 2 OXO AZETIDINEIMINO]PROPYL]BENZOTRIAZOLE; N [[4 (3 CHLOROPHENYL) 3 CHLORO 2 OXO AZETIDINEIMINO]PROPYL]BENZOTRIAZOLE; N [[4 (4 METHOXYPHENYL) 3 CHLORO 2 OXO AZETIDINEIMINO]PROPYL]BENZOTRIAZOLE; N [[4 (4 NITROPHENYL) 3 CHLORO 2 OXO AZETIDINEIMINO]PROPYL]BENZOTRIAZOLE; OFLOXACIN; STREPTOMYCIN; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CYTOTOXICITY; DRUG STRUCTURE; DRUG SYNTHESIS; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; FUNGUS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; INFRARED SPECTROSCOPY; MICROWAVE RADIATION; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE;

ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; ANTITUBERCULAR AGENTS; AZETIDINES; MICROBIAL SENSITIVITY TESTS; MICROWAVES; MYCOBACTERIUM TUBERCULOSIS; TRIAZOLES;

MYCOBACTERIUM TUBERCULOSIS;

EID: 78650515328     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.10.057     Document Type: Article

References (23)

1. K. Nowak, M. Grzegozek, and B. Szpakiewicz Molbank M479 2006 1
2. A. Carta, G. Loriga, S. Piras, G. Paglitte, M. Fermeglia, B. Secci, G. Collu, and R. Loddo Med. Chem. 2 2006 577
3. K.M. Dawood, H.A. Gawad, E.A. Raghav, M. Ellithey, and H.A. Mohammad Bioorg. Med. Chem. 11 2006 3672
4. K. Midura-Nowaczek, A. Puckowska, and D. Bartule Acta Pololoniae Pharm. Drug-Res. 62 2005 59
5. F.-Q. He, X.-H. Lui, B.-L. Wang, and Z.-M. Li J. Chem. Res. 12 2006 809
6. P. Sanna, A. Carta, and M.E.R. Nikwbar Eur. J. Med. Chem. 35 2000 335
7. A. Carta, P. Sanna, M. Palomba, L. Vargiu, M. Lacolla, and R. Loddo Eur. J. Med. Chem. 37 2002 891
8. B.M. Gurupadayya, M. Gopal, B. Padmashali, and N.Y. Manohar Ind. J. Pharm. Sci. 70 2008 572
9. K. Ashok, C.S. Rajput, and S.K. Bhati Bioorg. Med. Chem. 15 2007 3089
10. G. Veinverg, I. Shestakova, M. Vorona, I. Konepe, and E. Lukevics Bioorg. Med. Chem. 14 2004 147
11. B.K. Banik, F.F. Becker, and I. Banik Bioorg. Med. Chem. 12 2004 2523
12. S.K. Rangappa, M.H.S. Kallappa, and R.S.R. Harisha Eur. J. Med. Chem. 44 2009 5123
13. A.A. Chavan, and N.R. Pai Molecules 12 2007 2467
14. K. Mistry, and K.R. Desai Ind. J. Chem., Sect. B 45 7 2006 1762
15. B. Naik, and K.R. Desai Ind. J. Chem., Sect. B 45 1 2006 267
16. K. Mistry, and K.R. Desai Ind. J. Chem., Sect. B 44 7 2005 1452
17. B.D. Mistry, K.R. Desai, and B.P. Rana Ind. J. Heterocycl. Chem. 19 2 2009 157
18. G.S. Singh, E. Mbukwa, and T.P. Pheko Arkivoc XI 2007 80
19. R.H. Udapi, Y.C. Mayur, and A.R. Bhatt Ind. J. Heterocycl. Chem. 6 1997 281
20. C.L.M. Deiccolo, and E.G. Mata Tetrahedron Lett. 45 2004 4085
21. J.M. Desai, and V.H. Shah Ind. J. Chem., Sect. B 42B 2003 631
22. M. Kidwai Chem. Eda. Rev. 15 2000 34
23. -1. Mass spectra of the synthesized compounds have been recorded on a JEOL SX 102/DA-6000 spectrometer. The microwave assisted synthesis was performed in modified microwave oven ETC 2100 (2450 MHz and 800 W) using microwave irradiation at 50% power levels and under controlled temperature ranging between 81 and 90 °C. The reactions took place in an open vessel and in solvent free media and the progress of the reactions monitored by TLC.