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

doi:10.3987/com-00-9006

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

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

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 language	English
Pages (from-to)	2643-2652
Number of pages	10
Journal	Heterocycles
Volume	53
Issue number	12
DOIs	https://doi.org/10.3987/com-00-9006
Publication status	Published - Dec 1 2000
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "Synthesis and properties of α-thiagra. A substituted 5-(2-thienyl)pyrazolo[4,3-d]pyrimidin-7-one bioisostere of viagra{\textregistered}",

abstract = "For structure-activity manipulations, the compound α-thiagra (3), a thiophene bioisostere of viagra{\textregistered}, 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.",

author = "El-Abadelah, {Mustafa M.} and Sabri, {Salim S.} and Khanfar, {Monther A.} and Wolfgang Voelter and Abdel-Jalil, {Raid J.} and C{\"a}cilia Maichle-M{\"o}ssmer and Yousef Al-Abed",

year = "2000",

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doi = "10.3987/com-00-9006",

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T1 - Synthesis and properties of α-thiagra. A substituted 5-(2-thienyl)pyrazolo[4,3-d]pyrimidin-7-one bioisostere of viagra®

AU - El-Abadelah, Mustafa M.

AU - Sabri, Salim S.

AU - Khanfar, Monther A.

AU - Voelter, Wolfgang

AU - Abdel-Jalil, Raid J.

AU - Maichle-Mössmer, Cäcilia

AU - Al-Abed, Yousef

PY - 2000/12/1

Y1 - 2000/12/1

N2 - 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.

AB - 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.

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ER -

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

Abstract

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