Synthesis and antibacterial screening of new 4-((5-(difluoromethoxy)-1H- benzo[d]imidazol-2-ylthio)methyl)-tetrazolo[1,5-a]quinoline Derivatives

Journal of Heterocyclic Chemistry

Volumn 47, Issue 2, 2010, Pages 441-445

  Sonar, Swapnil S ^a   Sadaphal, Sandip A ^a   Pokalwar, Rajkumar U ^a   Shingate, Bapurao B ^a   Shingare, Murlidhar S ^a  

^a DR BABASAHEB AMBEDKAR MARATHWADA UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

2 CHLOROQUINOLINE 3 CARBALDEHYDE DERIVATIVE; 4 [[5 (DIFLUOROMETHOXY) 1H BENZO[D]IMIDAZOL 2 YLTHIO]METHYL]TETRAZOLO[1,5 A]QUINOLINE DERIVATIVE; 5 (DIFLUOROMETHOXY) 1H BENZO[D]IMIDAZOLE 2 THIOL; ALCOHOL DERIVATIVE; ALDEHYDE DERIVATIVE; ANTIINFECTIVE AGENT; CHLORIDE; HETEROCYCLIC COMPOUND; QUINOLINE DERIVATIVE; SODIUM AZIDE; STREPTOMYCIN; TETRAZOLO[1,5 A]QUINOLINE 4 CARBALDEHYDE; THIOL DERIVATIVE; THIONYL CHLORIDE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACILLUS SUBTILIS; CONTROLLED STUDY; DRUG SCREENING; DRUG SYNTHESIS; ESCHERICHIA COLI; NONHUMAN; SALMONELLA; SALMONELLA ABONEY; STAPHYLOCOCCUS AUREUS; SUBSTITUTION REACTION;

EID: 77950334736     PISSN: 0022152X     EISSN: 19435193     Source Type: Journal    
DOI: 10.1002/jhet.340     Document Type: Article

References (41)

1. (a) Craig, J. C.; Person, P. E. J Med Chem 1971, 14, 1221;
2. (b) Dillard, R. D.; Pavey, D. E.; Benslay, D. N. J Med Chem 1973, 16, 251;
3. (c) Sukhova, N. M.; Lidak, M.; Zidermane, A.; Pelevina, I. S.; Voronia, S. S. Khim Farm Zh 1989, 23, 1226;
4. (d) Atwell, G. J.; Bangaley, B. C.; Denny, W. A. J Med Chem 1989, 32, 396;
5. (e) Patel, H. V.; Vyas, K. V.; Fernandes, P. S. Indian J Chem 1990, 29B, 836;
6. (f) Saito, I.; Sando, S.; Nakatani, K. Bio Org Med Chem 2001, 9, 2381.
7. (a) MethCohn, O.; Narine, B.; Tarnowski, B.; Hayes, R.; Keyzad, A.; Rhouti, S.; Robinson, A. J Chem Soc Perkin Trans 1 1981, 2509;
8. (b) Bhaduri, A. P. Synlett 1990, 557.
9. Herbst.R. M. Essay in Biochemistry; Groff, S., Ed.; Wiley: New York, 1956; pp 141.
10. (a) Singh, H.; Bhutani, K. K.; Malhotra, R. K.; Paul, D. Experientia 1978, 34, 557;
11. (b) Shukla, J. S.; Saxena, S. Indian Drugs 1980, 18, 15;
12. (c) Ko, H.; Kang, H. R.; Yoo, J. C.; Kim, G. S.; Hong, S. S. Yakhak Hoechi 1992, 36, 150;
13. (d) Kumar, P.; Knaus, E. E.; Drug Des Discov 1994, 11, 15;
14. (e) Dereu, N.; Evers, M.; Poujade, C.; Soler, F.; PCT Int. Appl. WO 9,426,725 (1994)
15. ; Chem Abstr 1995, 122, 214297.
16. (a) Wexler, R. R.; Greenlee, W. J.; Irvin, J. D.; Goldberg, M. R.; Prendergast, K.; Smith, R. D.; Timmermans, P. B. M. W. M. J Med Chem 1996, 39, 625;
17. (b) Naka, T.; Kubo, K. Curr Pharm Des 1999, 5, 453.
18. Mukharjee, A.; Akhater, M. S.; Sharma, V. L.; Seth, M.; Bhaduri, A. P.; Agnihotri, A.; Mehrotra, P. K.; Kamboj, V. P. J Med Chem 1989, 32, 2297.
19. (a) Gupta, R.; Gupta, A. K.; Paul, S. Indian J Chem 2000, 44B, 847.
20. (b) Bekhit, A. A.; El-Sayed, O. A.; Aboulmagd, E.; Park, J. Y. Eur J Med Chem 2004, 39, 249;
21. (c) Bekhit, A. A.; El-Sayed, O. A.; Al-Allaf, T. A. K.; Aboul-Enein, H. Y.; Kunhi, M.; Pulicat, S. A.; Al-Hussain, K.; Al-Khodairy, F.; Arif, J. Eur J Med Chem 2004, 39, 499;
22. (d) Thota, S.; Argade, A.; Singh, R.; Lu, H. H.; Huang, P. US Pat. 7,358,259 B2 (2008).
23. Hodgkin, D. C.; Pickworth, J.; Robertson, J. H.; Trueblood, K. N.; Prosen, R. J.; White, J. G. Nature 1955, 176, 325.
24. (a) Buckheit, R. W.; Hollingshead, M. G.; Decker, J. G. Antiviral Res 1993, 21, 247;
25. (b) Brana, M. F.; Castellano, J. M.; Keilhauer, G.; Machuca, A.; Martin, Y.; Redondo, C.; Schlick, E.; Walker, N. Anticancer Drug Des 1994, 9, 527;
26. (c) Daugel-Dauge, N. O.; Dumev, A. D.; Kulakova, A. V. Vestn Ross Akad Med Nauk 1995, 1, 29;
27. (d) Vander Heide, R. S.; Schwartz, L. M.; Reimer, K. A. Cardiovasc Res 1994, 28, 1526;
28. (e) Sibiryakova, T. B.; Bakumov, P. A.; Larionov, N. P.; Spasov, A. A. Abstracts of Papers. All-Russia Science Conjugation "Creation of Drugs" Moscow, 26-30 October, 1996 [in Russian], Moscow, 1996; pp 171.
29. Spasov, A. A.; Yozhitsa, I. N.; Bugaeva, L. I.; Anisimova, V. A. Pharm Chem J 1999, 33, 232; and references cited therein.
30. (a) Mossner, J.; Holscher, A. H.; Herz, R.; Schneider, A. Aliment Pharmacol Ther 1995, 9, 321;
31. (b) McTavish, D.; Buckley, M. M. T.; Heel, R. C. Drugs 1991, 42, 138;
32. (c) Morii, M.; Takata, H.; Fujisaki, H.; Takeguchi, N. Biochem Pharmacol 1990, 39, 661;
33. (d) Sachs, G.; Shin, J. M.; Briving, C. Ann Rev. Pharmacol Toxicol 1995, 35, 277.
34. Mason, J. S.; Morize, I.; Menard, P. R.; Cheney, D. L.; Hume, C.; Labaudiniere, R. F. J Med Chem 1999, 42, 3251.
35. Kline, S. Eur. Pat. WO 92 03,135.
36. (a) Diwakar, S. D.; Bhagwat, S. S.; Shingare, M. S.; Gill, C. H. Bioorg Med Chem Lett 2008, 18, 4678;
37. (b) Sapkal, S. B.; Shelke, K. F.; Shingate, B. B.; Shingare, M. S. Tetrahedron Lett 2009, 50, 1754;
38. (c) Jogdand, N. R.; Shingate, B. B.; Shingare, M. S. Tetrahedron Lett 2009, 50, 4019;
39. (d) Sonar, S. S.; Kategaonkar, A. H.; Gill, C. H.; Shingate, B. B.; Shingare, M. S. Arkivoc 2009, ii, 138;
40. (e) Gupta, S. V.; Baheti, K.; Bora, R.; Dekhane, D.; Chhabria, M.; Shingare, M. S.; Thore, S. N. Eur J Med Chem 2009, 44, 4721.
41. Kilic, A.; Baysallar, M.; Besirbellioglu, B.; Salih, B.; Sorkun, K.; Tanyuksel, M. Ann Microbiol 2005, 55, 113.