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

Research output: Contribution to journalArticle

10 Citations (Scopus)

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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Pyrimidinones
Thiophenes
Hydrogen
Hydrogen bonds
X-Rays
Oxygen
X rays
Sildenafil Citrate

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.

Synthesis and properties of α-thiagra. A substituted 5-(2-thienyl)pyrazolo[4,3-d]pyrimidin-7-one bioisostere of viagra®. / El-Abadelah, Mustafa M.; Sabri, Salim S.; Khanfar, Monther A.; Voelter, Wolfgang; Abdel-Jalil, Raid J.; Maichle-Mössmer, Cäcilia; Al-Abed, Yousef.

In: Heterocycles, Vol. 53, No. 12, 01.12.2000, p. 2643-2652.

Research output: Contribution to journalArticle

El-Abadelah, MM, Sabri, SS, Khanfar, MA, Voelter, W, Abdel-Jalil, RJ, 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, vol. 53, no. 12, pp. 2643-2652.
El-Abadelah MM, Sabri SS, Khanfar MA, Voelter W, Abdel-Jalil RJ, Maichle-Mössmer C et al. Synthesis and properties of α-thiagra. A substituted 5-(2-thienyl)pyrazolo[4,3-d]pyrimidin-7-one bioisostere of viagra®. Heterocycles. 2000 Dec 1;53(12):2643-2652.
El-Abadelah, Mustafa M. ; Sabri, Salim S. ; Khanfar, Monther A. ; Voelter, Wolfgang ; Abdel-Jalil, Raid J. ; Maichle-Mössmer, Cäcilia ; Al-Abed, Yousef. / Synthesis and properties of α-thiagra. A substituted 5-(2-thienyl)pyrazolo[4,3-d]pyrimidin-7-one bioisostere of viagra®. In: Heterocycles. 2000 ; Vol. 53, No. 12. pp. 2643-2652.
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