Synthesis and biological assays of new H3-antagonists with imidazole and imidazoline polar groups

Farmaco

Volumn 55, Issue 1, 2000, Pages 27-34

  Mor, Marco ^a   Bordi, Fabrizio ^a   Silva, Claudia ^a   Rivara, Silvia ^a   Zuliani, Valentina ^a   Vacondio, Federica ^a   Morini, Giovanni ^a   Barocelli, Elisabetta ^a   Ballabeni, Vigilio ^a   Impicciatore, Mariannina ^a   Plazzi, Pier Vincenzo ^a  

^a UNIVERSITY OF PARMA   (Italy)

Author keywords

2 Alkylimidazoles; 2 Thioimidazolines; H3 receptor antagonists; Histamine

Indexed keywords

ANTIHISTAMINIC AGENT; HISTAMINE H3 RECEPTOR ANTAGONIST; IMIDAZOLE DERIVATIVE; IMIDAZOLINE;

ANIMAL TISSUE; ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; HISTAMINE RELEASE; LIPOPHILICITY; NONHUMAN; RAT;

ANIMALS; BRAIN; ELECTRIC STIMULATION; GUINEA PIGS; HISTAMINE ANTAGONISTS; ILEUM; IMIDAZOLES; RADIOLIGAND ASSAY; RATS; RATS, WISTAR; RECEPTORS, HISTAMINE H3;

EID: 18744419613     PISSN: 0014827X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-827X(99)00115-9     Document Type: Article

References (39)

1. Schwartz J.-C., Arrang J.-M., Garbarg M., Pollard H., Ruat M. Histaminergic transmission in the mammalian brain. Physiol. Rev. 71:1991;1-51.
2. 3) of histamine receptor. Nature. 302:1983;832-837.
3. 3-Receptor control histamine release in human brain. J. Neurochem. 51:1988;105-108.
4. 3-receptor. Neuroscience. 23:1987;149-157.
5. 3-heteroreceptors. Fundam. Clin. Pharmacol. 8:1994;128-137.
6. 3-receptor. Naunyn-Schmiedburg's Arch. Pharmacol. 346:1992;46-50.
7. 3-receptor subtypes. Br. J. Pharmacol. 107:1992;919-923.
8. 3-receptors. J. Neural. Transm. 93:1993;1-10.
9. 3-receptor mediated inhibition of serotonin release in the rat brain cortex. Arch. Pharmacol. 337:1988;588-590.
10. Smith R.P.J.M., Mulder A.H. Inhibiting effects of histamine on the release of serotonin and noradrenaline from rat brain slices. Neurochem. Int. 18:1991;215-220.
11. 3-agonist on the nonadrenergic noncholinergic contraction in the guinea-pig perfused bronchioles. J. Pharm. Pharmacol. 45:1993;955-958.
12. 3-receptor. Prog. Drug Res. 45:1995;107-165.
13. 3-receptor: a target for developing new drugs. Prog. Drug Res. 39:1992;127-165.
14. 3-receptor agonists and antagonists. Trends Pharmacol. Sci. 19:1998;177-183.
15. 3-receptor antagonist thioperamide. J. Pharm. Pharmacol. 48:1996;712-717.
16. 3-receptor antagonist thioperamide in rats. Farmaco. 52:1997;457-462.
17. 3-receptor on cholinergic nerves in human airways. Eur. J. Pharmacol. 163:1989;383-386.
18. Prinz C., Kajimura M., Scott D.R., Mercier F., Helander H., Sachs G. Histamine secretion from rat enterochromaffin. Gastroenterology. 105:1999;449-461.
19. 3-receptor. Recept. Biochem. Methodol. 16:1992;57-72.
20. 3-receptor: new potent antagonists of the 2-thioimidazole type. Farmaco. 52:1997;295-302.
21. 3-receptor antagonists. J. Med. Chem. 42:1999;903-909.
22. 3-receptor antagonists. Arch. Pharm. Pharm. Med. Chem. 331:1998;395-404.
23. 3-receptor affinity. Eur. J. Med. Chem. 30:1995;881-889.
24. 3-receptor antagonists: synthesis and evaluation of formamidine and S-methylisothiourea derivatives. Chem. Pharm. Bull. 42:1997;305-311.
25. 3-Receptor antagonists: synthesis and structure-activity relationships of para- and meta-substituted 4(5)-phenyl-2-[[2-[4(5)-imidazolyl]ethyl]thio]imidazoles. J. Med. Chem. 40:1997;2571-2578.
26. 3-receptor. Eur. J. Med. Chem. 27:1992;511-517.
27. 3-receptors in guinea-pig. Agents and Actions. 38:1993;158-164.
28. Overberger C.G., Vorchheimer N. Imidazole-containing polymers. Synthesis and polymerization of the monomer 4(5)-vinylimidazole. J. Am. Chem. Soc. 85:1963;951-955.
29. Woods G.F., Sanders H. Studies in pyrane chemistry. J. Am. Chem. Soc. 68:1946;2483-2485.
30. Kivits G.A.A., Hora J. A convenient preparation of 3-(1H-imidazol-4-yl)propanol. J. Heterocycl. Chem. 12:1975;577.
31. Vollinga R.C., Menge W.M.P.B., Timmerman H. A new convenient route for the synthesis of 4(5)-(ω-aminoalkyl)-1H-imidazoles. Recl. Trav. Chim. Pays-Bas. 112:1993;123-125.
32. McKay A.F., Hatton W.G. Amino acids. II. Synthesis of cyclic guanidino acids. J. Am. Chem. Soc. 78:1956;1618-1620.
33. Matie W.L., Owens D.A., Comer W.T., Deitchman D., Ferguson H.C., Seidehamel R.J., Young J.R. Antihypertensive agents. Synthesis and biological properties of 2-amino-4-aryl-2-imidazolines. J. Med. Chem. 16:1973;901-908.
34. Patent, Jansen Pharmaceutica, NL 6505806 (1964).
35. Pasini C., Coda S. Murexina e derivati imidazolici affini. Gazz. Chim. It. 87:1957;1464-1473.
36. 50) of an enzymatic reaction. Biochem. Pharmacol. 22:1973;3099-3108.
37. Arunlakshana O., Schild H.O. Some quantitative uses of drug antagonists. Br. J. Pharmacol. Chemoter. 14:1959;48-58.
38. Furchgott R.F. The classification of adrenoceptors (adrenergic receptors). An evaluation from the standpoint of receptor theory. Blanschko H., Muscholl E. Handbook of Experimental Pharmacology. 33:1972;283-335 Springer, Berlin.
39. 3-antagonists on guinea-pig isolated preparations. Pharm. Sci. 1:1995;383-386.