File:Sildenafil_structure.svg · Wikimedia Commons · See Wikimedia Commons
sildenafil
Sign in to saveAlso known as 5-[2-ethoxy-5-(4-methyl-piperazine-1-sulfonyl)-phenyl]-1-methyl-3-propyl-1,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one, 5-[2-ethoxy-5-(4-methylpiperazin-1-ylsulfonyl)phenyl]-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one, 1-{[3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl}-4-methylpiperazine, C₂₂H₃₀N₆O₄S
Sildenafil, sold under the brand name Viagra among others, is a medication used to treat erectile dysfunction and pulmonary arterial hypertension. It is also sometimes used off-label for the treatment of certain symptoms in secondary Raynaud's phenomenon. It is unclear if it is effective for treating sexual dysfunction in females. It can be taken orally (swallowed by mouth), intravenously (injection into a vein), or through the sublingual route (dissolved under the tongue). Onset when taken orally is typically within twenty minutes and lasts for about two hours.
Sildenafil, commonly known by the brand name Viagra, is a medication primarily used to treat erectile dysfunction and a heart condition called pulmonary arterial hypertension. It works relatively quickly when taken by mouth—usually within twenty minutes—and its effects last about two hours, though doctors sometimes use it for other conditions as well.
AI-generated from the Wikipedia summary — may contain errors.
Key facts
- Drug.image
- Sildenafil structure.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.image2
- Sildenafil-from-xtal-3D-balls.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Viagra, others
- Drug.MedlinePlus
- a699015
- Drug.DailyMedID
- Sildenafil
- Drug.pregnancy_AU
- B1
- Drug.routes_of_administration
- By mouth, sublingual, intravenous
- Drug.class
- PDE5 inhibitor
- Drug.ATC_prefix
- G04
- Drug.ATC_suffix
- BE03
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
- Drug.legal_UK_comment
- /Pharmacy
- Drug.legal_US
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C22H30N6O4S
- Molecular weight
- 474.6 g/mol
- IUPAC name
- 5-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-6H-pyrazolo[4,5-d]pyrimidin-7-one
- SMILES
- CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCN(CC4)C)OCC)C
- InChIKey
- BNRNXUUZRGQAQC-UHFFFAOYSA-N
- XLogP
- 1.5
- Polar surface area
- 118 Ų
- H-bond donors
- 1
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
~27 min read
Encyclopedic overview
36 sectionsContents
- Medical uses
- Erectile dysfunction
- Antidepressant-associated erectile dysfunction
- Pulmonary hypertension
- Raynaud's phenomenon
- Altitude sickness
- High-altitude pulmonary edema
- Adverse effects
- Interactions
- Contraindications
- Non-medical use
- Recreational use
- Jet lag research
- Sports
- Analogs
- Detection in biological fluids
- Mechanism of action
- Route of administration
- Chemical synthesis
- History
- Society and culture
- Marketing and sales
- Counterfeits
- Regional issues
- United States
- Brazil
- Canada
- China
- Egypt
- European Union
- India
- New Zealand
- South Korea
- United Kingdom
- References
- External links
{{Infobox drug | image = Sildenafil structure.svg | image_class = skin-invert-image | alt = | width = 250 | image2 = Sildenafil-from-xtal-3D-balls.png | image_class2 = bg-transparent | alt2 =
| pronounce = | tradename = Viagra, others | Drugs.com = | MedlinePlus = a699015 | DailyMedID = Sildenafil | pregnancy_AU = B1 | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = By mouth, sublingual, intravenous | class = PDE5 inhibitor | ATC_prefix = G04 | ATC_suffix = BE03 | ATC_supplemental =
Excerpted from Wikipedia’s “sildenafil” article, available under the CC BY-SA 4.0 licence.
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