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Home > Encyclopedia > 17-PHENYL TRINOR PGF2ALPHA-IPR

17-PHENYL TRINOR PGF2ALPHA-IPR

17-PHENYL TRINOR PGF2ALPHA-IPR structure

17-PHENYL TRINOR PGF2ALPHA-IPR 

structure
  • CAS No:

    130209-76-6

  • Formula:

    C26H38O5

  • Chemical Name:

    17-PHENYL TRINOR PGF2ALPHA-IPR

  • Synonyms:

    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;17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER;17-PHENYL TRINOR PGF2ALPHA-IPR;(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;Bimatoprost isopropyl ester;17-phenyl trinor Prostaglandin F2α isopropyl ester

  • Categories:

    Biochemical Engineering  >  Inflammation Mediators

Description

17-phenyl trinor PGF2αN-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 PGF2α, 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 PGF2αisopropyl 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 PGF2αisopropyl 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.


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

17-PHENYL TRINOR PGF2ALPHA-IPR Basic Attributes

430.58

202-303-5

White to off-white

Characteristics

1.141

573.4±50.0 °C(Predicted)

14.25±0.20(Predicted)

Store at -20°C

17-PHENYL TRINOR PGF2ALPHA-IPR Use and Manufacturing

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

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