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57968-83-9

57968-83-9 Structure

57968-83-9 Structure
IdentificationBack Directory
[Name]

5-TRANS FLUPROSTENOL
[CAS]

57968-83-9
[Synonyms]

5-TRANS FLUPROSTENOL
WWSWYXNVCBLWNZ-BDFMIYKPSA-N
Travoprost Impurity 1(5- trans Fluprostenol)
9ALPHA,11ALPHA,15R-TRIHYDROXY-16-(3-(TRIFLUOROMETHYL)PHENOXY)-17-18,19,20-TETRANOR-PROSTA-5E,13E-DIEN-1-OIC ACID
5-Heptenoic acid, 7-[3,5-dihydroxy-2-[3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-, [1R-[1α(E),2β(1E,3R*),3α,5α]]- (9CI)
[Molecular Formula]

C23H29F3O6
[MDL Number]

MFCD05863949
[MOL File]

57968-83-9.mol
[Molecular Weight]

458.47
Chemical PropertiesBack Directory
[solubility ]

DMF: 100 mg/ml; DMSO: 100 mg/ml; Ethanol: 100 mg/ml; PBS (pH 7.2): 15 mg/ml
Safety DataBack Directory
[Symbol(GHS) ]


GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H319
[Precautionary statements ]

P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
Hazard InformationBack Directory
[Description]

Travoprost is the Alcon trade name for fluprostenol isopropyl ester, an F-series prostaglandin analog which has been approved for use as an ocular hypotensive drug.1 Fluprostenol isopropyl ester is a prodrug which is converted by esterase enzymatic activity in the cornea to yield the corresponding free acid, fluprostenol.2 5-trans Fluprostenol is an impurity that is routinely found in bulk preparations of fluprostenol in amounts ranging from 1-3%. This impurity occurs in the finished prodrug Travoprost in similar amounts. The pharmacology of 5-trans fluprostenol has not been studied extensively to date.
[Uses]

5-trans-Fluprostenol is a synthetic prostaglandin analogue[1].
[References]

1. Hellberg, M.R., Sallee, V.L., McLaughlin, M.A., et al. Preclinical efficacy of travoprost, a potent and selective FP prostaglandin receptor agonist J. Ocul. Pharmacol. Ther. 17(5),421-432(2001).
2. Sorbera, L.A., and Casta?er, J. Travoprost Drugs Future 25(1),41-45(2000).
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