| Identification | Back Directory | [Name]
15-keto-17-phenyl trinor Prostaglandin F2α | [CAS]
949564-89-0 | [Synonyms]
HHEYLKRDELKWGI-RKJYIPPQSA-N
15-keto-17-phenyl trinor Prostaglandin F2α
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxo-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoic acid | [Molecular Formula]
C23H30O5 | [MDL Number]
MFCD03411997 | [MOL File]
949564-89-0.mol | [Molecular Weight]
386.48 |
| Hazard Information | Back Directory | [Description]
Bimatoprost is an F-series prostaglandin (PG) analog which has been approved for use as an ocular hypotensive drug.1 Oxidation of the C-15 hydroxyl group and amide hydrolysis of Bimatoprost produces 15-keto-17-phenyl trinor PGF2α. 15-keto-17-phenyl trinor PGF2α is a potential metabolite of bimatoprost when administered to animals. 15-keto PG analogs are potential minor impurities in commercial preparations of their corresponding bulk drug compounds. Although much less potent that the parent compound, 15-keto PGs still retain the ability to produce a small but measurable decrease (1 mm Hg) in the intraocular pressure of normal cynomolgus monkeys when administered at a dose of 1 μg/eye.2 15-keto Latanoprost (15-keto-17-phenyl-13,14-dihydro trinor PGF2α isopropyl ester) is a miotic in the normal cat eye, causing an 8 mm reduction in pupillary diameter at 5 μg/eye. Again, this is not as potent as many other F-type PGs; for example, PGF2α will produce this degree of miosis at a dose of less than 1 μg/eye. | [storage]
Store at -20°C | [References]
1. Cantor, L.B. Bimatoprost: a member of a new class of agents, the prostamides, for glaucoma management Expert Opin. Investig. Drugs 10,721-731(2001).
2. Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment Drugs Future 17(8),691-704(1992). |
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