Synthesis and properties of alpha-thiagra. A substituted 5-(2-thienyl)pyrazolo[4,3-d]pyrimidin-7-one bioisostere of viagra (R)

Authors
El-Abadelah, MM Sabri, SS Khanfar, MA Voelter, W Abdel-Jalil, RJ Maichle-Mossmer, C Al-Abed, Y
Citation
Mm. El-abadelah et al., Synthesis and properties of alpha-thiagra. A substituted 5-(2-thienyl)pyrazolo[4,3-d]pyrimidin-7-one bioisostere of viagra (R), HETEROCYCLE, 53(12), 2000, pp. 2643
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
53
Issue
12
Year of publication
2000
Database
ISI
SICI code
0385-5414(200012)53:12<2643:SAPOAA>2.0.ZU;2-8
Abstract
For structure-activity manipulations, the compound alpha -thiagra (3), a th iophene bioisostere of viagra(R), has been prepared and its X-Ray structure determined. The crystallographic data show that the thiophene and pyrazolo [4,3-d]pyrimidone hetero-ring systems are nearly coplanar by virtue of an a dequate intramolecular hydrogen-bond between the pyrimidone NH and the oxyg en lone pair of the 3'-ethoxy group.