Alprostadil (PGE1; Prostaglandin-E1)

Alias: Prostaglandin-E1; l-PGE1; l-Prostaglandin E1; ONO 1608; PGE-1;Lipoprost; Liprostin; Minprog; NSC 165559; Promostan; Prostaglandin E1; Prostandin; Alprostadil; Topiglan; Vasaprostan. U 10136; U-10,136
Cat No.:V2425 Purity: ≥98%
Alprostadil (also known as Prostaglandin-E1) is a naturally occurring prostaglandin and a potent vasodilator used in the treatment of infants with congenital heart defects to maintain the patency of the ductus arteriosus until palliative or corrective surgery can be performed.
Alprostadil (PGE1; Prostaglandin-E1) Chemical Structure CAS No.: 745-65-3
Product category: Prostaglandin Receptor
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Alprostadil (PGE1; Prostaglandin-E1):

  • Prostaglandin E1-d4 (Alprostadil-d4)
  • Prostaglandin E1-d9 (Alprostadil-d4)
  • Prostaglandin E1-d9
Official Supplier of:
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Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Purity: ≥98%

Product Description

Alprostadil (also known as Prostaglandin-E1) is a naturally occurring prostaglandin and a potent vasodilator used in the treatment of infants with congenital heart defects to maintain the patency of the ductus arteriosus until palliative or corrective surgery can be performed. It has vasodilatory qualities and is also used as a medication to treat erectile dysfunction. Alprostadil increases arterial blood oxygenation in infants with defects limiting pulmonary blood flow (cyanotic). Alprostadil increases urine output, femoral arterial pulses, and arterial blood pH in newborns with defects limiting systemic blood flow. Continuous intraarterial or intravenous infusion is the recommended method of administering alprostadil. The recommended starting dose is typically 0.1 microgram/kg/min, with maintenance doses as low as 0.002 microgram/kg/min.

Biological Activity I Assay Protocols (From Reference)
Targets
Human Endogenous Metabolite; EP
ln Vitro
In the presence of VEGF (20 ng/mL), prostaglandin E1 (1 nM-10 μM; 48 hours) concentration-dependently reduces HUVEC proliferation (up to 100% inhibition) with an IC50 of 400 nM [2]. Prostaglandin E1 (1-5 μM; 12-18 hours) inhibits VEGF-induced HUVEC migration in a concentration-suspended manner with an IC of 50 500 nM [2]. Prostaglandin E1 (1-5 μM; 12-18 hours) is produced by suspension cells [2] Prostaglandin E1 (0.01-10 μM; 20 minutes) increases intracellular cAMP levels in HUVECs [2].
ln Vivo
Scaffoldin E1 (20 ng/animal/day; subcutaneous injection for 4 days) significantly inhibited FGF-induced angiogenesis in mice [2]. Animal model: C57/bl6 female mice (6-8 weeks) were injected with Matrigel and heparin supplemented with aFGF [2] Dosage: 20 ng/day/animal Administration method: Micropump was placed subcutaneously for 4 days Results: Significantly reduced new blood vessels Formation process.
Animal Protocol
C57/bl6 female mice (6-8 weeks) were injected with Matrigel supplemented with aFGF and heparin
20 ng/day/animal
Minipump placed subcutaneously for 4 days
References

[1]. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol. 1997 Sep;122(2):217-24

[2]. Alprostadil suppresses angiogenesis in vitro and in vivo in the murine Matrigel plug assay. Br J Pharmacol. 2003 Jan;138(2):377-85.

[3]. Prostaglandin E1 long-term self-injection programme for treatment of erectile dysfunction--a follow-up of at least 5 years. Andrologia. 1999;31 Suppl 1:99-103.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H34O5
Molecular Weight
354.48
Exact Mass
354.24
Elemental Analysis
C, 67.77; H, 9.67; O, 22.57
CAS #
745-65-3
Related CAS #
Prostaglandin E1-d4;211105-33-8;Prostaglandin E1-d9;2342573-59-3
Appearance
Solid powder
SMILES
CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)O
InChi Key
GMVPRGQOIOIIMI-DWKJAMRDSA-N
InChi 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
Chemical Name
7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid
Synonyms
Prostaglandin-E1; l-PGE1; l-Prostaglandin E1; ONO 1608; PGE-1;Lipoprost; Liprostin; Minprog; NSC 165559; Promostan; Prostaglandin E1; Prostandin; Alprostadil; Topiglan; Vasaprostan. U 10136; U-10,136
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 71~100 mg/mL (200.3~282.1 mM)
Water: <1 mg/mL
Ethanol: 71~100 mg/mL (200.3~282.1 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.05 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.05 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (7.05 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: ≥ 2.5 mg/mL (7.05 mM) (saturation unknown) in 10% EtOH + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 5: ≥ 2.5 mg/mL (7.05 mM) (saturation unknown) in 10% EtOH + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8210 mL 14.1052 mL 28.2103 mL
5 mM 0.5642 mL 2.8210 mL 5.6421 mL
10 mM 0.2821 mL 1.4105 mL 2.8210 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT00610051 Not yet recruiting Drug: Alfuzosin Heart Failure Biopeutics Co., Ltd October 2023 Phase 3
NCT05475717 Completed Drug: Alprostadil liposome
injection
Contrast-induced Acute
Kidney Injury
CSPC ZhongQi Pharmaceutical
Technology Co., Ltd.
October 20, 2022 Phase 2
NCT00324948 Completed Drug: Topical alprostadil
(PGE-1)
Sexual Dysfunction, Physiological VIVUS LLC September 2004 Phase 2
NCT02889822 Completed Drug: Alprostadil Liposomes
for Injection
Cardiovascular Diseases Guangzhou Yipinhong
Pharmaceutical CO.,LTD
March 2010 Phase 1
NCT02628106 Completed Drug: Lipo-PGE1 Diabetic Nephropathy West China Hospital December 2015 Phase 4
Biological Data
  • PGE1 inhibits endothelial cell proliferation (A) HUVECs were treated for 48 h with the indicated concentrations of PGE1/α-cyclodextrin in the presence of 20 ng ml−1 VEGF. Br J Pharmacol . 2003 Jan;138(2):377-85.
  • PGE1 inhibits endothelial cell migration. Br J Pharmacol . 2003 Jan;138(2):377-85.
  • PGE1 inhibits in vitro angiogenesis. Br J Pharmacol . 2003 Jan;138(2):377-85.
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