15(R)-17-Phenyl trinor Prostaglandin F2α  (Synonyms: 15-epi Bimatoprost free acid; 15(R)-Bimatoprost free acid; 15(R)-17-phenyl trinor PGF2α)

17-phenyl trinor Prostaglandin F2α (17-phenyl trinor PGF2α) N-ethyl amide is an F-series prostaglandin analog which has been approved for use as an ocular hypotensive agent. Investigations in our lab have shown that 17-phenyl trinor PGF2α ethyl amide is converted by an amidase enzymatic activity in the human cornea to yield the corresponding free acid, with a conversion rate of about 25 μg/cornea/24 hr. The free acid, 17-phenyl trinor PGF2α, is a potent FP receptor agonist. 15(R)-17-phenyl trinor PGF2α is the 15-epi, or “unnatural” isomer of this active free acid metabolite. It has much diminished FP receptor-mediated activity, which is generally 1.5 to 2 logs less than the 15(S)-isomer. In human and animal models of glaucoma, FP receptor agonist activity corresponds very closely with intraocular hypotensive activity.

388.50

C₂₃H₃₂O₅

41639-71-8

O=C(O)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@H](O)CCC2=CC=CC=C2)[C@H](O)C[C@@H]1O

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Lake, et al. Cloning of the rat and human prostaglandin F2α receptors and the expression of the rat prostaglandin F2α receptor. FEBS Lett. 355(3), 317-325 (1994).