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130209-76-6

130209-76-6 Structure

130209-76-6 Structure
IdentificationBack Directory
[Name]

17-PHENYL TRINOR PGF2ALPHA-IPR
[CAS]

130209-76-6
[Synonyms]

13-trans-Latanoprost
Bimatoprost isopropyl este
imatoprost isopropyl ester
Bimatoprost isopropyl ester
17-PHENYL TRINOR PGF2ALPHA-IPR
Bimatoprost Acid Isopropyl Ester
17-phenyl trinor PGF2α isopropyl ester
17-phenyl trinor PGF2alpha isopropyl ester
17-phenyl trinor Prostaglandin F2α isopropyl ester
17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER
isopropyl phenylhydroxypentene dihydroxycyclopentylheptenate
17-phenyl-18,19,20-trinor-prostaglandinf2alpha-1-isopropylester
9ALPHA,11ALPHA,15S-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROSTA-5Z,13E-DIEN-1-OIC ACID, ISOPROPYL ESTER
isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxy-5-phenylpent-1-en-1-yl)cyclopentyl)hept-5-enoate
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoate
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]-5-heptenoic acid propan-2-yl ester
7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester
5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-, 1-methylethyl ester, (5Z)-
[Molecular Formula]

C26H38O5
[MDL Number]

MFCD00902150
[MOL File]

130209-76-6.mol
[Molecular Weight]

430.58
Chemical PropertiesBack Directory
[Boiling point ]

573.4±50.0 °C(Predicted)
[density ]

1.141
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 50 mg/ml; Ethanol:PBS (pH 7.2) (1:1): 1 mg/ml
[pka]

14.25±0.20(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]


GHS08,GHS07
[Signal word ]

Danger
[Hazard statements ]

H360-H302+H312+H332
Hazard InformationBack Directory
[Description]

17-phenyl trinor PGF N-ethyl amide is an F-series prostaglandin analog which has been approved for use as an ocular hypotensive drug, sold under the Allergan trade name Bimatoprost. The N-ethyl amide prostaglandin prodrugs are converted to the active free acid more slowly than the analogous prostaglandin ester prodrugs such as latanoprost. This product is the isopropyl ester of the free acid prostaglandin which corresponds to Bimatoprost. The free acid, 17-phenyl trinor PGF, is a potent FP receptor agonist. In human and animal models of glaucoma, FP receptor agonist activity corresponds very closely with intraocular hypotensive activity. The 17-phenyl trinor PGF isopropyl ester derivative was examined for IOP-lowering activity during the development of latanoprost. At the dose of 3 μg/eye in the monkey, 17-phenyl trinor PGF isopropyl ester was the most potent analog tested in reducing IOP, lowering the IOP 1.3 mm Hg below the level achieved by latanoprost. However, this derivative was also significantly more irritating to the eye than latanoprost.
[Uses]

PhDH 100A can be useful in the determination of prostaglandin analogs in cosmetic products by high performance liquid chromatography with tandem mass spectrometry.
[Definition]

ChEBI: 17-phenyl-trinor-PGF2alpha isopropyl ester is a prostanoid.
[storage]

Store at -20°C
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