CAS 139755-82-1|N-Desmethyl Sildenafil

Introduction:Basic information about CAS 139755-82-1|N-Desmethyl Sildenafil, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameN-Desmethyl Sildenafil
CAS Number139755-82-1Molecular Weight460.55
Density1.44g/cm3Boiling Point685.7ºC at 760 mmHg
Molecular FormulaC21H28N6O4SMelting Point158-160ºC
MSDS/Flash Point368.5ºC

Names

NameN-Desmethyl Sildenafil
SynonymMore Synonyms

N-Desmethyl Sildenafil BiologicalActivity

DescriptionN-Desmethyl Sildenafil (Desmethylsildenafil) is a major metabolite of Sildenafil. Sildenafil is a potent phosphodiesterase type 5 (PDE5) inhibitor[1][2].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Metabolic Enzyme/Protease >>Phosphodiesterase (PDE)
In VitroN-Desmethyl Sildenafil increases the amplitude of electroretinogram (ERG) recorded from the dark-adapted isolated rat retina, most probably through the enhancement of the photoreceptor cell response[1]. The formation of N-Desmethyl Sildenafil is examined using CYP3A supersomes co-expressing human P450 oxidoreductase and cytochrome b5. N-Desmethyl Sildenafil is catalyzed by CYP3A4, CYP3A5, and to a lesser extent by CYP3A7[2].
References

[1]. Péter Barabás, et al. Sildenafil, N-desmethyl-sildenafil and Zaprinast enhance photoreceptor response in the isolated rat retina. Neurochem Int. 2003 Nov;43(6):591-5.

[2]. Rikako Takahiro, et al. Contribution of CYP3A isoforms to dealkylation of PDE5 inhibitors: a comparison between sildenafil N-demethylation and tadalafil demethylenation. Biol Pharm Bull. 2015;38(1):58-65.

Chemical & Physical Properties

Density1.44g/cm3
Boiling Point685.7ºC at 760 mmHg
Melting Point158-160ºC
Molecular FormulaC21H28N6O4S
Molecular Weight460.55
Flash Point368.5ºC
Exact Mass460.18900
PSA130.59000
LogP2.61620
Vapour Pressure1.17E-18mmHg at 25°C
Index of Refraction1.683

Synonyms

5-(2-ethoxy-5-piperazin-1-ylsulfonylphenyl)-1-methyl-3-propyl-4H-pyrazolo[4,3-d]pyrimidin-7-one
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