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139755-82-1

139755-82-1 structure
139755-82-1 structure
  • Name: N-Desmethyl Sildenafil
  • Chemical Name: N-Desmethyl Sildenafil
  • CAS Number: 139755-82-1
  • Molecular Formula: C21H28N6O4S
  • Molecular Weight: 460.55
  • Catalog: Signaling Pathways Metabolic Enzyme/Protease Phosphodiesterase (PDE)
  • Create Date: 2018-07-30 19:25:19
  • Modify Date: 2024-01-03 17:17:21
  • N-Desmethyl Sildenafil (Desmethylsildenafil) is a major metabolite of Sildenafil. Sildenafil is a potent phosphodiesterase type 5 (PDE5) inhibitor[1][2].

Name N-Desmethyl Sildenafil
Synonyms 5-(2-ethoxy-5-piperazin-1-ylsulfonylphenyl)-1-methyl-3-propyl-4H-pyrazolo[4,3-d]pyrimidin-7-one
Description N-Desmethyl Sildenafil (Desmethylsildenafil) is a major metabolite of Sildenafil. Sildenafil is a potent phosphodiesterase type 5 (PDE5) inhibitor[1][2].
Related Catalog
In Vitro N-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.

Density 1.44g/cm3
Boiling Point 685.7ºC at 760 mmHg
Melting Point 158-160ºC
Molecular Formula C21H28N6O4S
Molecular Weight 460.55
Flash Point 368.5ºC
Exact Mass 460.18900
PSA 130.59000
LogP 2.61620
Vapour Pressure 1.17E-18mmHg at 25°C
Index of Refraction 1.683