Anodyne

Viagra
Sildenafil
Salts
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Sildenafil citrate
Sildenafil citrate
Esters
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Sildenafil acetate
Sildenafil acetate
Molecular structure via molpic
Conformer structure via 3Dmol.js
Molecular formulaC22H30N6O4S[1]
Molecular mass474.6 g/mol[1]
AppearanceCrystals[1]
Predicted LogP1.5[1]
Melting point189-190 °C[1]
SolubilityWhite to off-white crystalline powder; solubility in water: 3.5 mg/mL /Sildenafil citrate/[1]
Chiralityachiral[2]
Identifiers
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IUPAC name5-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one[1]
SMILESCCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)C)OCC)C[1]
InChIInChI=1S/C22H30N6O4S/c1-5-7-17-19-20(27(4)25-17)22(29)24-21(23-19)16-14-15(8-9-18(16)32-6-2)33(30,31)28-12-10-26(3)11-13-28/h8-9,14H,5-7,10-13H2,1-4H3,(H,23,24,29)[1]
InChIKeyBNRNXUUZRGQAQC-UHFFFAOYSA-N[1]
Dosing
Elimination half-life3–4 hours
Oral
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Threshold0.5 - 1 mg
Light1 - 42.5 mg
Common42.5 - 50 mg
Strong50 - 100 mg
Heavy100 mg
Statistically derived dosages by Sernyl

Sildenafil

Sildenafil (also known as Aphrodil, Vizarsin, Patrex, Sildenafil teva, Sildenafil actavis, Sildenafilo, 1-((3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine, HIP0908, HIP-0908 or 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one) is a substance of the ethylamine class.

Chemistry

Sildenafil is typically found in the form of its citrate salt or its acetate ester.

Stereochemistry

Sildenafil is a achiral mixture

See also