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

Mustafa M. El-Abadelah, Salim S. Sabri, Monther A. Khanfar, Wolfgang Voelter, Raid J. Abdel-Jalil, Cäcilia Maichle-Mössmer, Yousef Al-Abed

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Abstract

For structure-activity manipulations, the compound α-thiagra (3), a thiophene bioisostere of viagra®, 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 adequate intramolecular hydrogen-bond between the pyrimidone NH and the oxygen lone pair of the 3'-ethoxy group.

Original languageEnglish
Pages (from-to)2643-2652
Number of pages10
JournalHeterocycles
Volume53
Issue number12
Publication statusPublished - Dec 1 2000

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ASJC Scopus subject areas

  • Organic Chemistry

Cite this

El-Abadelah, M. M., Sabri, S. S., Khanfar, M. A., Voelter, W., Abdel-Jalil, R. J., Maichle-Mössmer, C., & Al-Abed, Y. (2000). Synthesis and properties of α-thiagra. A substituted 5-(2-thienyl)pyrazolo[4,3-d]pyrimidin-7-one bioisostere of viagra®. Heterocycles, 53(12), 2643-2652.