ALPROSTADIL

Alprostadil is a prostaglandin E1 analogue that causes vasodilation, used for erectile dysfunction and improving blood flow in peripheral vascular disease. Benefits include effective local vasodilation. Side effects include penile pain, hypotension, and dizziness.

SKU: 7081cb1e3440 Category: Tag:

Product Description


Mechanism of action

Alprostadil is a synthetic form of prostaglandin E1 (PGE1. It binds to specific G protein-coupled prostanoid receptors (primarily EP receptors) on vascular smooth muscle cells, activating adenylate cyclase and increasing intracellular cyclic AMP. This leads to relaxation of smooth muscle and potent vasodilation. In the corpus cavernosum, these effects promote increased arterial inflow and venous occlusion, facilitating erection. In the ductus arteriosus, alprostadil helps maintain patency in certain congenital heart defects.

Benefits and advantages

Alprostadil is widely used in erectile dysfunction therapy via intracavernosal injection, intraurethral administration or topical formulations, particularly when oral agents are unsuitable or ineffective. It is also a critical drug in neonatology to maintain ductus arteriosus patency pending corrective cardiac surgery. The molecule’s well-characterised pharmacology allows for precise, short-acting haemodynamic modulation.

Side effects and risks

In erectile dysfunction treatment, adverse effects may include penile pain, priapism, fibrosis at injection sites and hypotension. In systemic or neonatal use, potential risks are hypotension, flushing, apnoea and bradycardia, requiring close monitoring. As a potent vasoactive substance, alprostadil must be manufactured and handled under stringent conditions to ensure accurate dosing and to prevent accidental exposure.

Professional use only. Supplied exclusively to licensed pharmaceutical manufacturers and healthcare institutions.

Datasheet


Molecular Formula

C20H34O5

Molecular Weight

354.5 g/mol

CAS Number

745-65-3

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance.

Purity

Purity information is available upon request (COA).

Synonym

alprostadil; Prostaglandin E1; 745-65-3; PGE1; Edex

IUPAC/Chemical Name

7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid

InChl Key

GMVPRGQOIOIIMI-DWKJAMRDSA-N

InChl Code

InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1

References

https://pubchem.ncbi.nlm.nih.gov/compound/5280723;

3D Conformer.

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