PROSTAGLANDIN E1

PRODUCT IDENTIFICATION

CAS NO. 745-65-3

PROSTAGLANDIN E1

EINECS NO. 212-017-2
FORMULA C20H34O5
MOL WT. 354.49

H.S. CODE

2918.99.5000

TOXICITY

Oral Rat LD50: 228mg/kg
SYNONYMS Alprostadil; GE1; Prostaglandin E1; Prostin; Femprox; Lipoprost;
11,15-Dihydroxy-9-oxoprost-13-en-1-oic acid; (13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost- 13-enoic acid; 3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxo-cyclopentaneheptanoic acid; (11alpha,13E, 15S)-11,15-dihydroxy-9-oxo-prost-13 -en-1-oic acid ; l-PGE1; l-Prostaglandin E1; l-3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentaneheptanoic acid; (1R,2R,3R)-3-Hydroxy-2-((E)-(3S)-3-hydroxy-1-octenyl)-5-oxocyclopentaneheptanoic acid; Alprostadilum; Other RN: 50-83-9, 22299-37-2, 50865-30-0
SMILES CCCCC[C@@H](/C=C/C1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)O

CLASSIFICATION

Cardiovascular, Fibrin Modulator, Fibrinolytic, Hematologic, Platelet aggregation inhibitor, Vasodilator

EXTRA NOTES

A potent vasodilator agent that increases peripheral blood flow. It inhibits platelet aggregation and has many other biological effects such as bronchodilation, mediation of inflammation, etc.

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to yellow crystalline solid
MELTING POINT 115 - 116 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER

Partly soluble

SOLVENT SOLUBILITY Soluble in ethanol, methanol, ethyl acetate. Acetone 10g/l at 25 C
pKa 4.85 ( Dissociation Constant)

log P

3.2

VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS

Health hazard: 2, Flammability: 0, Physical hazards: 0

REFRACTIVE INDEX

 
FLASH POINT

 

STABILITY

Stable under ordinary conditions.

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Alprostadil

PubChem Compound Summary - Prostaglandin E1

Drug Bank -  Alprostadil

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Prostaglandin E1

http://www.ebi.ac.uk/chebi/ -  Prostaglandin E1

http://www.ncbi.nlm.nih.gov/ -  Prostaglandin E1

Human Metabolome Database - Prostaglandin E1

Material Safety Data Sheet

http://www.sigmaaldrich.com/
Prostaglandins are a family of fatty acid derivatives which have a variety of potent biological activities of a hormonal or regulatory nature. The name prostaglandin was first given in the 1930’s by the Swedish physiologist U. S. von Euler to a lipid-soluble acidic substance found in the seminal plasma, the prostate gland and the seminal vesicles. In very small amounts this material was found to lower blood pressure and to stimulate certain smooth muscles to contract. At least 14 prostaglandins occur in human seminal plasma, and many others have been found in other tissues or prepared synthetically in the laboratory. Prostaglandin E1 is a vasodilator and inhibitor of platelet aggregation. It is mainly used to maintain the patency of the ductus arteriosus in neonates with congenital heart disease until surgery is possible. Prostaglandin E1 has been used for the treatment of erectile dysfunction5 and was found upon its addition to heparin to enhance “the degree of anticoagulation as measured by reduced thrombin formation during cardiopulmonary bypass

Local
Prostaglandin is any member of a group of physiologically active compounds derived from unsaturated 20-carbon polyunsaturated fatty acids, primarily arachidonic acid. Prostaglandins are lipids having two long side chains and a 5 carbon ring structure. They are found in normal human semen in highest concentrations. Their activities affect the nervous system, circulation, female reproductive organs, and metabolism similar to local hormone functions But they are not classified in hormones.

Prostaglandin belongs to eicosanoids, biologically active 20-carbon substances including prostaglandins, thromboxanes, prostacyclins, and leukotrienes. Eicosanoids are oxygenated hydrophobic cytokines, small proteins that are the core of communication between immune systems. Prostaglandins, thromboxanes, prostacyclins are derived via the cyclooxygenase pathway, while leukotrienes are via 5-lipoxygenase pathway. Prostaglandins are eicosanoids having a cyclopentane ring. Prostaglandins have two double bonds typically, while leukotrienes have four.

Prostaglandins act in the cells in which they are synthesized and surrounding cells, and their actions and effects vary with concentration, hormonal environment, and cell type. Prostaglandins mediate a wide range of physiological functions, such as control of blood pressure, regulation of muscle, glandular secretion, transmission of nerve impulses, and modulation of inflammation. Specific Prostaglandins designated by adding a letter on PG (the abbreviation for prostaglandin) to indicate the type of ring structure and a numerical subscript to indicate the number of double bonds. The subscript alpha or beta indicates the three-dimensional configuration of alcoholic groups attached to the ring structures. Alpha denotes a substituent below the plane of the ring, beta, above the plane.

SALES SPECIFICATION

APPEARANCE

white to off-white crystalline powder

ASSAY

99.0 % min

TRANSPORTATION
PACKING  
HAZARD CLASS 6.1 (Packing Group: III)
UN NO. 2811
SAFETY INFORMATION

HAZARD OVERVIEW

OSHA Hazards:Target Organ Effect, Toxic by ingestion, Teratogen Target Organs: Smooth muscle., Heart

GHS

 

SIGNAL WORD Danger

PICTOGRAMS

HAZARD STATEMENTS

H301-H361

P STATEMENTS

P281-P301 + P310

EC DIRECTIVES

 

HAZARD CODES

RISK PHRASES

22

SAFETY PHRASES

36

PRICE INFORMATION