DINOPROST ETHANOLAMIDE Chemical Properties

Flash point:

14 °C

storage temp. 

−20°C

solubility 

DMF: Miscible; DMSO: 10 mg/ml; Ethanol: Miscible; PBS (pH 7.2): 10 mg/ml

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

11-36/37/38

Safety Statements 

7-16-26-36

RIDADR 

UN 1170 3/PG 2

WGK Germany 

1

MSDS

• Language:English Provider:SigmaAldrich

DINOPROST ETHANOLAMIDE Usage And Synthesis

Description

Prostaglandin F2α ethanolamide (PGF2α-EA) is produced by COX-2 metabolism of the endogenous cannabinoid, arachidonoyl ethanolamide (AEA), found in brain, liver, and other mammalian tissues. AEA can be metabolized directly by the sequential action of COX-2 and specific PG synthases to produce ethanolamide congeners of the classical PGs. PGF2α-EA has also been reported to be biosynthesized by this mechanism when AEA was infused into the lung and liver of living mice. PGF2α-EA is a potent dilator (EC50 = 58 nM) of the cat iris sphincter, which is a model system for testing potential intraocular hypotensive agents.

Uses

Prostaglandin F2α ethanolamide (Prostamide F2α) is an ethanolamide-like G protein-coupled receptor. Prostaglandin F2α is also a luteinizing hormone in sheep and may be a nociceptive mediator in the spinal cord[1][2][3].

Definition

ChEBI: Prostaglandin F2alpha 1-ethanolamide is an N-acylethanolamine compound formed by a condensation of prostaglandin F2alpha and ethanolamine. It is a N-acylethanolamine and a prostaglandins Falpha. It is functionally related to a prostaglandin F2alpha.

Biological Activity

The end-product of the reaction of arachidonyl ethanolamide (AEA), an endogenous ligand for brain cannabinoid receptor, with COX-2.

References

[1] Richie-Jannetta R, et al. Structural determinants for calcium mobilization by prostaglandin E2 and prostaglandin F2alpha glyceryl esters in RAW 264.7 cells and H1819 cells. Prostaglandins Other Lipid Mediat. 2010 Jun;92(1-4):19-24. DOI:10.1016/j.prostaglandins.2010.01.003
[2] Woodward DF, et al. Recent progress in prostaglandin F2α ethanolamide (prostamide F2α) research and therapeutics. Pharmacol Rev. 2013 Jul 26;65(4):1135-47. DOI:10.1124/pr.112.007088
[3] McCracken J A, et al. Prostaglandin F2α identified as a luteolytic hormone in sheep[J]. Nature New Biology, 1972, 238(83): 129-134.

DINOPROST ETHANOLAMIDE(353787-70-9)Related Product Information

• N-(2-HYDROXYETHYL)-9ALPHA, 11ALPHA, 15S-TRIHYDROXY-PROSTA-5Z, 13E-DIEN-1-AMIDE-3,3,4,4-D4
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• DINOPROST ETHANOLAMIDE