Back to Search Start Over

1,2,4-Triazolo[1,5-a]quinoxaline derivatives: synthesis and biological evaluation as adenosine receptor antagonists.

Authors :
Catarzi D
Colotta V
Varano F
Filacchioni G
Martini C
Trincavelli L
Lucacchini A
Source :
Farmaco (Societa chimica italiana : 1989) [Farmaco] 2004 Feb; Vol. 59 (2), pp. 71-81.
Publication Year :
2004

Abstract

Since most of the reported adenosine receptor antagonists are 2-(hetero)aryl-substituted tricyclic heteroaromatic derivatives, in the present study we report the synthesis and the biological evaluation of a new set of 4-amino-1,2,4-triazolo[1,5-a]quinoxalines containing at position-2 an ethyl carboxylate group or a hydrogen atom. The structure-activity relationships on these compounds were in accordance with those of a previously reported series of analogous size and shape, thus suggesting a similar A(1)-binding mode. In particular, the binding data indicate that alkylation of the 4-amino group of these derivatives lead to potent A(1)-receptor antagonists. Moreover, as new results, this study has pointed out that the ethyl 2-carboxylate group can advantageously replace the 2-(hetero)aryl ring of previously reported triazoloquinoxaline derivatives, affording an ameliorated interaction with the A(1)-receptor subtype.

Details

Language :
English
ISSN :
0014-827X
Volume :
59
Issue :
2
Database :
MEDLINE
Journal :
Farmaco (Societa chimica italiana : 1989)
Publication Type :
Academic Journal
Accession number :
14871498
Full Text :
https://doi.org/10.1016/j.farmac.2003.09.005