Homosildenafil

Homosildenafil

File:Homosildenafil.png
Systematic (IUPAC) name
5-[2-Ethoxy-5-(4-ethylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-4H-pyrazolo[4,3-d]pyrimidin-7-one
Identifiers
CAS Number	642928-07-2
PubChem	CID: 24756844
ChemSpider	22547032
UNII	0Z3JH0S0QK Y
Chemical data
Formula	C23H32N6O4S
Molecular mass	488.6 g/mol
SMILES CCCC1=NN(C)C2=C1N=C(NC2=O)C1=CC(=CC=C1OCC)S(=O)(=O)N1CCN(CC)CC1
InChI InChI=1S/C23H32N6O4S/c1-5-8-18-20-21(27(4)26-18)23(30)25-22(24-20)17-15-16(9-10-19(17)33-7-3)34(31,32)29-13-11-28(6-2)12-14-29/h9-10,15H,5-8,11-14H2,1-4H3,(H,24,25,30) Key:MJEXYQIZUOHDGY-UHFFFAOYSA-N

Homosildenafil (also known as methyl-sildenafil) is a synthetic drug which acts as a phosphodiesterase inhibitor. It is an analog of sildenafil and vardenafil. Homosildenafil was first identified as an adulterant in sex enhancement products in 2003 and was more recently detected in dietary supplements.

Homosildenafil has 35% the PDE5 inhibition activity of sildenafil itself with similar selectivity.

Sildenfil is mainly metabolized by the microsomal isozymes CYP3A4 with secondary metabolism by CYP2C9. The major active metabolite is N-desmethylsildenafil. The plasma level of the equivalent homosildenafil metabolite reaches 40% of sildenafil's bioavailability. The N-desmethyl metabolite is further metabolized, with a half-life of 4 hours.

See also

• Aildenafil
• Nitrosoprodenafil
• Sulfoaildenafil