 | |
 | |
| Clinical data | |
|---|---|
| Pronunciation | /sɪlˈdɛnəfɪl/ sil-DEN-ə-fil |
| Trade names | Viagra, Revatio, others |
| AHFS/ Drugs.com | Monograph |
| MedlinePlus | a699015 |
| License data |
|
|
Pregnancy category |
|
|
Routes of administration | By mouth ( tablets), IV |
| Legal status | |
| Legal status |
|
| Pharmacokinetic data | |
| Bioavailability | 41% (mean) [1] |
| Protein binding | ~96% |
| Metabolism | Liver: CYP3A4 (major route), CYP2C9 (minor route) |
| Metabolites | N-desmethylsildenafil (~50% potency for PDE5) |
| Elimination half-life | 3–4 hours |
| Excretion | Feces (~80%), urine (~13%) [2] |
| Identifiers | |
| |
| Chemical and physical data | |
| Formula | C22H30N6O4S |
| Molar mass | 474.58 g·mol−1 |
| 3D model ( JSmol) | |
| |
| |
 
(what is this?)
(verify) | |
Sildenafil, sold under the brand name Viagra among others, is a medication used to treat erectile dysfunction and pulmonary arterial hypertension. [4] It is unclear if it is effective for treating sexual dysfunction in women. [4] It is taken by mouth or injection into a vein. [4] Onset is typically within 20 minutes and lasts for about 2 hours. [4]
Common side effects include headaches, heartburn, and flushed skin. [4] Caution is advised in those with cardiovascular disease. [4] Rare but serious side effects include a prolonged erection that can lead to damage to the penis, vision problems, and hearing loss. [4] Sildenafil should not be taken by people on nitrates such as nitroglycerin (glycerin trinitrate), as this may result in a serious drop in blood pressure. [4]
Sildenafil acts by blocking phosphodiesterase 5 (PDE5), an enzyme that promotes breakdown of cGMP, which regulates blood flow in the penis. [4] It requires sexual arousal, however, to work. [4] It also results in dilation of the blood vessels in the lungs. [4]
Pfizer originally discovered the medication in 1989 while looking for a treatment for heart-related chest pain. [5] It was approved for medical use in the United States and Europe in 1998. [4] [5] In 2017, it was the 217th most commonly prescribed medication in the United States, with more than two million prescriptions. [6] [7] In 2017, it became available as a generic medication after final patents by Pfizer expired. [8] In the United Kingdom, it is available over the counter. [9] As of 2018 in the United States, the wholesale cost is less than US$1 per dose. [10]
- ^ Nichols, DJ; Muirhead, GJ; Harness, JA (6 March 2002). "Pharmacokinetics of Sildenafil after Single Oral Doses in Healthy Male Subjects: Absolute Bioavailability, Food Effects and Dose Proportionality". British Journal of Clinical Pharmacology. 53: 5S–12S. doi: 10.1046/j.0306-5251.2001.00027.x. PMC 1874258. PMID 11879254.
- ^ "Viagra (sildenafil citrate) Tablets, for Oral Use. Full Prescribing Information". Pfizer Labs. Division of Pfizer, Inc., NY, NY 10017. Archived from the original on 22 November 2016. Retrieved 5 November 2016.
- ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 18 August 2020. Retrieved 9 September 2020.
- ^ a b c d e f g h i j k l "Sildenafil Citrate". The American Society of Health-System Pharmacists. Archived from the original on 23 April 2020. Retrieved 1 December 2014.
- ^ a b Goldstein, I; Burnett, AL; Rosen, RC; Park, PW; Stecher, VJ (6 October 2018). "The Serendipitous Story of Sildenafil: An Unexpected Oral Therapy for Erectile Dysfunction". Sexual Medicine Reviews. 7 (1): 115–128. doi: 10.1016/j.sxmr.2018.06.005. PMID 30301707.
- ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 18 March 2020. Retrieved 11 April 2020.
- ^ "Sildenafil - Drug Usage Statistics". ClinCalc. Archived from the original on 8 July 2020. Retrieved 11 April 2020.
- ^ Gordon, Serena (11 December 2017). "Generic Viagra: Two versions of sildenafil hit the market today". CBS News. Archived from the original on 25 November 2018. Retrieved 24 November 2018.
- ^ LaMattina, John. "With Viagra Now Available Over-The-Counter In The U.K., Will The U.S. Follow Suit?". Forbes. Archived from the original on 25 November 2018. Retrieved 24 November 2018.
- ^ "NADAC as of 2018-11-21". Centers for Medicare and Medicaid Services. Archived from the original on 1 June 2019. Retrieved 24 November 2018.
|
| |
|
| |
| Clinical data | |
|---|---|
| Pronunciation | /sɪlˈdɛnəfɪl/ sil-DEN-ə-fil |
| Trade names | Viagra, Revatio, others |
| AHFS/ Drugs.com | Monograph |
| MedlinePlus | a699015 |
| License data |
|
|
Pregnancy category |
|
|
Routes of administration | By mouth ( tablets), IV |
| Legal status | |
| Legal status |
|
| Pharmacokinetic data | |
| Bioavailability | 41% (mean) [1] |
| Protein binding | ~96% |
| Metabolism | Liver: CYP3A4 (major route), CYP2C9 (minor route) |
| Metabolites | N-desmethylsildenafil (~50% potency for PDE5) |
| Elimination half-life | 3–4 hours |
| Excretion | Feces (~80%), urine (~13%) [2] |
| Identifiers | |
| |
| Chemical and physical data | |
| Formula | C22H30N6O4S |
| Molar mass | 474.58 g·mol−1 |
| 3D model ( JSmol) | |
| |
| |
|
(what is this?)
(verify) | |
Sildenafil, sold under the brand name Viagra among others, is a medication used to treat erectile dysfunction and pulmonary arterial hypertension. [4] It is unclear if it is effective for treating sexual dysfunction in women. [4] It is taken by mouth or injection into a vein. [4] Onset is typically within 20 minutes and lasts for about 2 hours. [4]
Common side effects include headaches, heartburn, and flushed skin. [4] Caution is advised in those with cardiovascular disease. [4] Rare but serious side effects include a prolonged erection that can lead to damage to the penis, vision problems, and hearing loss. [4] Sildenafil should not be taken by people on nitrates such as nitroglycerin (glycerin trinitrate), as this may result in a serious drop in blood pressure. [4]
Sildenafil acts by blocking phosphodiesterase 5 (PDE5), an enzyme that promotes breakdown of cGMP, which regulates blood flow in the penis. [4] It requires sexual arousal, however, to work. [4] It also results in dilation of the blood vessels in the lungs. [4]
Pfizer originally discovered the medication in 1989 while looking for a treatment for heart-related chest pain. [5] It was approved for medical use in the United States and Europe in 1998. [4] [5] In 2017, it was the 217th most commonly prescribed medication in the United States, with more than two million prescriptions. [6] [7] In 2017, it became available as a generic medication after final patents by Pfizer expired. [8] In the United Kingdom, it is available over the counter. [9] As of 2018 in the United States, the wholesale cost is less than US$1 per dose. [10]
- ^ Nichols, DJ; Muirhead, GJ; Harness, JA (6 March 2002). "Pharmacokinetics of Sildenafil after Single Oral Doses in Healthy Male Subjects: Absolute Bioavailability, Food Effects and Dose Proportionality". British Journal of Clinical Pharmacology. 53: 5S–12S. doi: 10.1046/j.0306-5251.2001.00027.x. PMC 1874258. PMID 11879254.
- ^ "Viagra (sildenafil citrate) Tablets, for Oral Use. Full Prescribing Information". Pfizer Labs. Division of Pfizer, Inc., NY, NY 10017. Archived from the original on 22 November 2016. Retrieved 5 November 2016.
- ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 18 August 2020. Retrieved 9 September 2020.
- ^ a b c d e f g h i j k l "Sildenafil Citrate". The American Society of Health-System Pharmacists. Archived from the original on 23 April 2020. Retrieved 1 December 2014.
- ^ a b Goldstein, I; Burnett, AL; Rosen, RC; Park, PW; Stecher, VJ (6 October 2018). "The Serendipitous Story of Sildenafil: An Unexpected Oral Therapy for Erectile Dysfunction". Sexual Medicine Reviews. 7 (1): 115–128. doi: 10.1016/j.sxmr.2018.06.005. PMID 30301707.
- ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 18 March 2020. Retrieved 11 April 2020.
- ^ "Sildenafil - Drug Usage Statistics". ClinCalc. Archived from the original on 8 July 2020. Retrieved 11 April 2020.
- ^ Gordon, Serena (11 December 2017). "Generic Viagra: Two versions of sildenafil hit the market today". CBS News. Archived from the original on 25 November 2018. Retrieved 24 November 2018.
- ^ LaMattina, John. "With Viagra Now Available Over-The-Counter In The U.K., Will The U.S. Follow Suit?". Forbes. Archived from the original on 25 November 2018. Retrieved 24 November 2018.
- ^ "NADAC as of 2018-11-21". Centers for Medicare and Medicaid Services. Archived from the original on 1 June 2019. Retrieved 24 November 2018.