ChemicalBook--->CAS DataBase List--->58976-50-4

58976-50-4

58976-50-4 Structure

58976-50-4 Structure
IdentificationBack Directory
[Name]

17-phenyl trinor Prostaglandin F2α-d4
[CAS]

58976-50-4
[Synonyms]

Bimatoprost Acid-d4
YFHHIZGZVLHBQZ-QOHQNJFUSA-N
17-phenyl trinor Prostaglandin F2α-d4
[Molecular Formula]

C23H32O5
[MOL File]

58976-50-4.mol
[Molecular Weight]

388.5
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 25 mg/ml,DMSO: 25 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): .5 mg/ml
[form ]

Oil
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H319-H336
[Precautionary statements ]

P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Hazard InformationBack Directory
[Uses]

Bimatoprost acid-d4 (17-Phenyl trinor PGF2α-d4) is the deuterium labeled Bimatoprost acid[1].
[Definition]

ChEBI: 17-phenyl trinor Prostaglandin F2alpha-d4 is a prostanoid.
[Biological Activity]

17-phenyl trinor Prostaglandin F2α-d4 (17-phenyl trinor PGF2α-d4) contains four deuterium atoms at the 3, 3', 4, and 4' positions. It is intended for use as an internal standard for the quantification of 17-phenyl trinor PGF2α by GC- or LC-mass spectrometry. 17-phenyl trinor PGF2α is a metabolically stable analog of PGF2α and is a potent agonist for the FP receptor. It binds to the FP receptor on ovine luteal cells with a relative potency of 756% compared to that of PGF2α.1 At the rat recombinant FP receptor expressed in CHO cells 17-phenyl trinor PGF2α inhibits PGF2α binding with a Ki of 1.1 nM.2 The isopropyl ester of 17-phenyl trinor PGF2α-d4 is slightly better than PGF2α isopropyl ester in reducing the intraocular pressure in the cat eye without any irritation.3
[References]

1.Balapure, A.K., Rexroad, C.E., Jr., Kawada, K., et al.Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F2α receptorBiochem. Pharmacol.38(14)2375-2381(1989) 2.Lake, S., Gullberg, H., Wahlqvist, J., et al.Cloning of the rat and human prostaglandin F2α receptors and the expression of the rat prostaglandin F2α receptorFEBS Letters355317-325(1994) 3.Stjernschantz, J., and Resul, B.Phenyl substituted prostaglandin analogs for glaucoma treatmentDrugs of the Future17691-704(1992)
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