Prostaglandin E1

Prostaglandin E1
Prostaglandin E1
Systematic (IUPAC) name
7-[(1R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid
Clinical data
MedlinePlus a695022
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 745-65-3 YesY
ATC code C01EA01 G04BE01
PubChem CID 149351
DrugBank APRD00785
ChEMBL CHEMBL495 N
Chemical data
Formula C20H34O5 
Mol. mass 354.481 g/mol
 N(what is this?)  E1 (verify)

Prostaglandin E1 (PGE1), known pharmaceutically as alprostadil,[1] is a prostaglandin. It is a drug used in the treatment of erectile dysfunction[2] and has vasodilatory properties.

Sexual dysfunction

Alprostadil is sold in the United States as urethral suppositories and in injectable form. The suppositories are sold under the brand name MUSE [3] (Medicated Urethral Suppository for Erection). The injectable forms are Edex and Caverject. Muse delivers alprostadil as a penile suppository, inserted into the urethra, at least ten minutes before the erection will be needed. Caverject and Edex are similarly fast-acting, but instead are injected by syringe directly into the corpus cavernosum of the penis.

Apricus Biosciences is developing proprietary drugs; Vitaros for men with erectile dysfunction, Femprox for female sexual arousal disorder and RayVa for Raynaud’s phenomenon. Two Phase III studies have been completed for Vitaros, and approval has been granted in Canada. Apricus Biosciences is seeking regulatory approval in Europe, South America, and other territories. Apricus Biosciences sold the rights for Vitaros in the US to Warner Chilcott. [4]

Alprostadil is also available as a generic. The major cost is that it must be mixed by a compounding pharmacy and supplies of alprostadil may be difficult to obtain. There are different formulations, including Bimix and Trimix, which may include papaverine and/or phentolamine. A typical mix might be 30 mg of papaverine, 2 mg of phentolamine, and 20 mcg alprostadil. As a generic, it is much less expensive than the pre-packaged injectables. It is premixed and must be kept refrigerated and the user must load a syringe with the quantity needed. Alprostadil is also used for critical limb ischemia. It increases blood flow by peripheral vasodilation within 5 minutes and induces angiogenesis. It is most effective when the ankle pressure is at least 30 mmHg and at least one tibial artery is patent.

Other uses

Alprostadil is also used in maintaining a patent ductus arteriosus in newborns. This is primarily useful when there is threat of premature closure of the ductus arteriosus in an infant with ductal-dependent congenital heart disease, including cyanotic lesions (e.g., pulmonary atresia/stenosis, tricuspid atresia/stenosis, transposition of the great arteries) and acyanotic lesions (e.g., coarctation of the aorta, hypoplastic left heart syndrome, critical aortic stenosis, interrupted aortic arch). For gastrointestinal applications, see misoprostol.

References

  1. ^ Cawello W, Leonhardt A, Schweer H, Seyberth HW, Bonn R, Lomeli AL (September 1995). "Dose proportional pharmacokinetics of alprostadil (prostaglandin E1) in healthy volunteers following intravenous infusion". British journal of clinical pharmacology 40 (3): 273–6. PMC 1365109. PMID 8527291. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1365109. 
  2. ^ Harding LM, Adeniyi A, Everson R, Barker S, Ralph DJ, Baranowski AP (December 2002). "Comparison of a needle-free high-pressure injection system with needle-tipped injection of intracavernosal alprostadil for erectile dysfunction". International journal of impotence research 14 (6): 498–501. doi:10.1038/sj.ijir.3900916. PMID 12494285. 
  3. ^ MUSE[dead link]
  4. ^ Fain Hughes (2007-10-29). "NEXM: Dutton Sees Strong Speculative Buy and 12-Month Price Double". http://www.tradingmarkets.com/.site/news/Stock%20News/722371/. Retrieved 2007-11-01. 

Wikimedia Foundation. 2010.

Игры ⚽ Поможем решить контрольную работу

Look at other dictionaries:

  • Prostaglandin E — is a family of naturally occurring prostaglandins.Types include: * Alprostadil (E1) * Dinoprostone (E2) It is created from prostaglandin E synthase.External links* …   Wikipedia

  • prostaglandin E1 — ē wən n ALPROSTADIL * * * (PGE1) the analogue of PGE2 having one double bond; many of its effects, including vasodilation, are similar to those of PGE2, but unlike PGE2, it inhibits platelet aggregation. It is used pharmaceutically and called… …   Medical dictionary

  • prostaglandin — 1936, from German (1935); see PROSTATE (Cf. prostate) + GLAND (Cf. gland) + chemical suffix IN (Cf. in) (2) …   Etymology dictionary

  • prostaglandin — [präs΄tə glan′din] n. [< PROSTATE + GLAND1 + IN1] any of a group of hormonelike fatty acids found throughout the body, esp. in semen, that affect blood pressure, metabolism, body temperature, and other important body processes …   English World dictionary

  • Prostaglandin — A prostaglandin is any member of a group of lipid compounds that are derived enzymatically from fatty acids and have important functions in the animal body. Every prostaglandin contains 20 carbon atoms, including a 5 carbon ring.They are… …   Wikipedia

  • Prostaglandin — Die Herstellung von Prostaglandin H2 aus Arachidonsäure wird durch zwei Schritte katalysiert Prostaglandine sind eine Gruppe von Gewebshormonen. Sie entstehen durch Cyclooxygenasen (COX 1 und COX 2) und nachfolgenden verschiedenen Prostaglandin… …   Deutsch Wikipedia

  • Prostaglandin-E2 — Strukturformel Allgemeines Name Prostaglandin E2 Andere Namen 7 [3 Hydroxy 2 (3 hydroxyoct 1 enyl) 5 oxo cyclopentyl] hept 5 ensäure ( …   Deutsch Wikipedia

  • Prostaglandin E2 — Strukturformel Allgemeines Name Prostaglandin E2 Andere Namen …   Deutsch Wikipedia

  • Prostaglandin H2 — Strukturformel Allgemeines Name Prostaglandin H2 …   Deutsch Wikipedia

  • Prostaglandin-D2 — Strukturformel Allgemeines Name Prostaglandin D2 Summenformel …   Deutsch Wikipedia

Share the article and excerpts

Direct link
Do a right-click on the link above
and select “Copy Link”