Synthesis of 1-[3-(4-benzotriazol-1/2-yl-3-fluoro-phenyl)-2-oxo-oxazolidin-5- ylmethyl]-3-substituted-thiourea derivatives as antituberculosis agents

European Journal of Medicinal Chemistry

Volumn 41, Issue 3, 2006, Pages 423-428

  Dixit, Prasad P ^a   Patil, Vijaykumar J ^a   Nair, Prathap S ^a   Jain, Sanjay ^a   Sinha, Neelima ^a   Arora, Sudershan K ^a  

^a LUPIN LIMITED   (India)

Author keywords

Antituberculosis activity; Benzotriazole substituent; Oxazolidinone derivatives; Synthesis; Tuberculosis

Indexed keywords

1 [3 (4 BENZOTRIAZOL 1 YL 3 FLUOROPHENYL) 2 OXO OXAZOLIDIN 5 YLMETHYL] 3 CYCLOPROPYLTHIOUREA; 1 [3 (4 BENZOTRIAZOL 2 YL 3 FLUOROPHENYL) 2 OXO OXAZOLIDIN 5 YLMETHYL] 3 CYCLOPROPYLTHIOUREA; ISONIAZID; LINEZOLID; THIOUREA; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG; DRUG DERIVATIVE; OXAZOLIDINONE DERIVATIVE;

ANTIBACTERIAL ACTIVITY; ARTICLE; DILUTION; DRUG SYNTHESIS; EVALUATION; MYCOBACTERIUM INTRACELLULARE; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; SUBSTITUTION REACTION; TUBERCULOSIS; CHEMICAL STRUCTURE; CHEMISTRY; CLASSIFICATION; DRUG EFFECT; MICROBIOLOGICAL EXAMINATION; MYCOBACTERIUM; SYNTHESIS;

ANTITUBERCULAR AGENTS; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; MYCOBACTERIUM; OXAZOLIDINONES; THIOUREA;

EID: 33646500347     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2005.12.005     Document Type: Article

References (25)

1. Khasnobis S., Vincent E.E., and Chaterjeee D. Expert Opin. Ther. Targets 6 (2002) 21
2. O'Brein R.J., and Nunn P.P. Am. J. Respir. Crit. Care Med. 63 (2001) 1055
3. Kochi A. Tubercle 72 (1991) 1
4. World Health Organization Information Resource Centre HIV, Tuberculosis and Malaria, fact sheet no. 104, 2004. http://www.who.int/mediacentre/ factsheets/fs104/en/.
5. Viskum K., and Kok-Jensen A. Int. J. Tuberc. Lung Dis. 1 (1997) 299
6. Shafer R.W., and Edlin B.R. Clin. Infect. Dis. 22 (1996) 683
7. Mitchison D.A. Int. J. Tuberc. Lung Dis. 2 (1998) 10
8. Bastian I., and Colebunders R. Drugs 58 (1999) 633
9. Telenti A., and Iseman M. Drugs 59 (2000) 171
10. Stephen G.H. Antimicrob. Agents Chemother. 46 (2002) 267 (and references cited therein)
11. Dye C., Williams B.G., and Espina M.A. Science 295 (2002) 2042
12. Kruuner A., Sillastu H., Danilovitsh M., Levina K., Svenson S.B., Kallenius G., and Haffner S.E. Int. J. Tuberc. Lung Dis. 2 (1998) 130
13. Biava M., Porretta G.C., Deidda D., Pompei R., Tafi A., and Manetti F. Bioorg. Med. Chem. 11 (2003) 515
14. Collins F.M. Clin. Microbiol. Rev. 2 (1989) 360
15. Gregory W.A., Brittelli D.R., Wang C.-L.J., Wuonola M.A., McRipley R.J., Eustice D.C., Eberly V.S., Bartholomew P.T., Slee A.M., and Forbes M. J. Med. Chem. 32 (1989) 1673
16. Eustice D.C., Feldman P.A., Zajac I., and Slee A.M. Antimicrob. Agents Chemother. 32 (1988) 1218
17. Sbardella G., Mai A., Artico M., Loddo R., Setzu M.G., and Colla P.L. Bioorg. Med. Chem. Lett. 14 (2004) 1537
18. Barbachyn M.R., and Ford C.W. Angew. Chem. Int. Ed. Engl. 42 (2003) 2010 (and references cited therein)
19. Barbachyn M.R., Hutchinson D.K., Brickner S.J., Cynamon M.H., Kilburn J.O., Klemens S.P., Glickman S.E., Grega K.C., Hendges S.K., Toops D.S., Ford C.W., and Zurenko G.E. J. Med. Chem. 39 (1996) 680
20. Arora S.K., Sinha N., Jain S., Upadhayaya R.S., Jana G.H., Shankar A., Sinha R.K., and Int P.C.T. Chem. Abstr. 140 (2004) 287261 (Appl. (2004) WO2004026828)
21. N. Sinha, S. Jain, A. Tilekar, R.S. Upadhayaya, N. Kishore, R.K. Sinha, S.K. Arora, ARKIVOC ii (2005) 9. http://www.arkat-usa.org/ark/journal/2005/I02_Anand/NA-1158F/NA-1158F.pd f.
22. Sinha N., Jain S., Tilekar A., Upadhayaya R.S., Kishore N., Jana G.H., and Arora S.K. Bioorg. Med. Chem. Lett. 15 (2005) 1573
23. Arnau N., Arredondo Y., Moreno-Mañas M., Pleixats R., and Villarroya M. J. Het. Chem. 32 (1995) 1325
24. Kang S.-K., Lee S.-H., and Lee D. Synlett (2000) 1022
25. National Committee for Clinical and Laboratory Standards, Susceptibility Testing of mycobacteria, Nocardia, and other aerobic actinomycetes; Tentative standard-Second Edition. NCCLS document M24-T2 [ISBN 1-56238-423-6]. NCCLS, Wayne, PA, 2000.