Syntheses of N-[3-(1-methyl-1H-2-imidazolyl)propyl]benzamides and N-[3-(1-methyl-1H-2-imidazolyl)propyl]benzenesulfonamides

Journal of Heterocyclic Chemistry

Volumn 42, Issue 5, 2005, Pages 1011-1015

  Shafiee, A ^a   Shabani, P ^a   Vosooghi, M ^a   Foroumadi, A ^a  

^a Tehran University of Medical Sciences   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

3 (1 METHYL 1H IMIDAZOL 2 YL)PROPANAMIDE; BENZAMIDE DERIVATIVE; BENZENESULFONAMIDE DERIVATIVE; DAZOXIBEN; N [3 (1 METHYL 1H 2 IMIDAZOLYL)PROPYL]BENZAMIDE DERIVATIVE; N [3 (1 METHYL 1H 2 IMIDAZOLYL)PROPYL]BENZENESULFONAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROLYSIS; PHYSICAL CHEMISTRY;

EID: 22244468322     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570420542     Document Type: Article

References (35)

1. M. Hamberg, J. Svensson and B. Samuelsson, Proc. Natl. Acad. Sci. U.S.A., 72 (1975).
2. R. A. Johnson, D. R. Morton, , J. H. Kinner, R. R. Gorman, J. C. McGuire, F. F. Sun, N. Whittaker, S. Bunting, J. Salmon, S. Moncada and J. R. Van, Prostaglandins, 12, 915 (1976).
3. K. C. Nicolaou, Ann. Rep. Med. Chem., 14, 178 (1979).
4. M. Humberg, J. Svensson and B. Samuelson, Proc. Natl. Acad. Sci. U.S.A., 72, 2994 (1975).
5. J. J. Mehta, Am. Med. Assoc., 249, 2818 (1983).
6. B. Pitt, M. J. Shea, J. L. Romson and B. R. Lucchessi, Ann. Int. Med., 99, 83 (1983).
7. A. Myers, J. Penhos, E. Ramey and P. Ramwell, J. Pharmacol Exp. Ther., 224, 369 (1983).
8. W. B. Wright, Jr., J. B. Press, P.S. Chan, J. W. Marsico, M. F. Haug, J. Lucas, J. Tanber and A. S. Tomcufcik, J. Med. Chem., 29, 523 (1986).
9. H. M. Tyler, C. A. P. D. Saxton and M. J. Parry, Lancet, 629 (1981).
10. H. D. Underman, R. J. Workman and E. K. Jackson, Prostaglandins, 24, 237 (1982).
11. K. Anderegg, P. Anzeveno, J. A. Cook, P. V. Halushka, J. McCarthy, E. Wagner and W. C. Wise, Br. J. Pharmacol., 78, 725 (1983).
12. P. Needleman, A. Raz, J. A. Ferrendelli and M. Minkes Proc. Natl. Acad. Sci. U.S.A., 74, 1716 (1977).
13. N. Takahashi, K. Takeuchi, T. Abe, K. Murakami, M. Yamaguchi and K. Abe, Endocrinology, 136, 4143 (1995).
14. W. B. Caldwell, P. W. Erhardt, W. C. Lumma, Jr., G. B. Phillips, K. J. Shaw, W. V. Taggart and B. R. Vennepalli, Eur. Pat. 389079 (1990);
15. Chem. Abstr., 114, 199679d (1991).
16. W. B. Caldwell, P. W. Erhardt, W. C. Lumma, Jr., G. B. Phillips, K. J. Shaw, W. V. Taggert and B. R. Venepalli, Eur. Pat. 519119 (1992):
17. Chem. Abstr., 119, 9391m (1993).
18. K. R. Stevens and W. V. Taggart, U. S. Pat. 5516758 (1996);
19. Chem. Abstr., 125, 76423k (1996).
20. M. Nazarinia, A. Sharifian and A. Shafiee, J. Heterocyclic Chem., 32, 223 (1995).
21. A. Shafiee, N. Rastkari and A. Foroumadi, J. Heterocyclic Chem., 35, 607 (1998).
22. A. F. Mckay, D. L. Garmaise, R. Gaudry, H. A. Baker, G. Y. Paris, L. W. Kay, G. E Just and R. Schwartz, J. Am. Chem. Soc., 81, 4328 (1959).
23. A. Bushanor and W. Schunach, J. Heterocyclic Chem., 21, 753 (1984)
24. A. Buschauer, S. Postius, I. Szelenyi and W. Schunack, Arzneim Forsch., 35, 1025 (1985).
25. M. S. Gibson, R. W. Bradshaw, Angew Chem. Internat. Edit., 7, 919 (1968).
26. [[23] P. Fournari, P. Cointet and E. Laviron, Bull. Soc. Chem. Fr., 6, 2438 (1968).
27. M. Horfenist and A. P. Phillips, J. Am. Chem. Soc., 80, 6261 (1958).
28. N. W. Dawson and A. Burger, J. Am. Chem. Soc., 74, 5312 (1952).
29. W. Gartner, D. Oesterbelt, E. Serfert-Schiller, P. Towner, H. Hopf and I. Bohnn, J. Am. Chem. Soc., 106, 5654 (1984).
30. N. Krause, H. Hopf and L. Ernst, Liebigs Ann. Chem., 1398 (1986).
31. B. Startus and T. Van Es, J. Chem. Soc., 531 (1966).
32. H. C. Brown and B. C. Subba Rao, J. Am. Chem. Soc., 78, 2582 (1955).
33. J. S. New, J. P. Yevich, Synthesis, 388 (1983).
34. C. Sellior, A. Buschauer, S. Elz and W. Schunach, Liebigs Ann. Chem., 317 (1992).
35. R. G. Jones J. Am. Chem. Soc., 71, 383 (1949).