Avanafil

Avanafil

Systematic (IUPAC) name
4-[(3-Chloro-4-methoxybenzyl)amino]-2-
Clinical data
Trade names	Stendra
Licence data	US FDA:link
Pregnancy cat.	C (US)
Legal status	℞-only (US)
Routes	Oral
Identifiers
CAS number	330784-47-9 Y
ATC code	None
PubChem	CID 9869929
ChemSpider	8045620 Y
UNII	DR5S136IVO Y
KEGG	D03217 Y
Chemical data
Formula	C23H26ClN7O3
Mol. mass	483.951 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C23H26ClN7O3/c1-34-19-6-5-15(10-18(19)24)11-27-21-17(22(33)28-13-20-25-7-3-8-26-20)12-29-23(30-21)31-9-2-4-16(31)14-32/h3,5-8,10,12,16,32H,2,4,9,11,13-14H2,1H3,(H,28,33)(H,27,29,30)/t16-/m0/s1 Y Key:WEAJZXNPAWBCOA-INIZCTEOSA-N Y
Y (what is this?)  (verify)

Avanafil is a PDE5 inhibitor approved for erectile dysfunction on April 27, 2012.^[1] Avanafil is known by the trademark name Stendra and was developed by Vivus Inc. It acts by inhibiting a specific phosphodiesterase type 5 enzyme which is found in various body tissues, but primarily in the corpus cavernosum penis, as well as the retina. Other similar drugs are sildenafil, tadalafil and vardenafil. The advantage of avanafil is that it has very fast onset of action compared with other PDE5 inhibitors.

Synthesis

Avanafil can be synthesized from a benzylamine derivative and a pyrimidine derivative:^[2]

See also

Pharmacy and Pharmacology portal

• Cialis
• Levitra
• Viagra

References

External links

• Faster-Working Erectile Dysfunction Drug?. CBS News. November 24, 2009.
• Vivus says men taking avanafil were more likely to be ready for sex within 15 minutes. The Gaea Times. January 11, 2010.
• "Avanafil is the New Player in The Erectile Dysfunction Field". June 28, 2011.

This drug article relating to the genito-urinary system is a stub. You can help Wikipedia by expanding it. v t e