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Isopropyl unoprostone

Basic information Safety Supplier Related

Isopropyl unoprostone Basic information

Product Name:
Isopropyl unoprostone
Synonyms:
  • RESCULA
  • UNOPROSTONE ISOPROPYL ESTER
  • isopropyl unoprostone
  • 9ALPHA,11ALPHA-DIHYDROXY-15-OXO-20A,20B-DIHOMOPROST-5-EN-1-OIC ACID, ISOPROPYL ESTER
  • (5z)-7-((1r,2r,3r,5s)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl)-5-heptenoic acid 1-methylethyl ester
  • (E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl]-5-heptenoic acid propan-2-yl ester
  • 13,14-dihydro-15-keto-20-ethyl-pgf
  • 13,14-DIHYDRO-15-KETO-20-ETHYL PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER
CAS:
120373-24-2
MF:
C25H44O5
MW:
424.61
EINECS:
1312995-182-4
Product Categories:
  • Prostaglandin
  • Intermediates & Fine Chemicals
  • Prostaglandins
  • Pharmaceuticals
  • Chiral Reagents
Mol File:
120373-24-2.mol
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Isopropyl unoprostone Chemical Properties

Boiling point:
546.3±45.0 °C(Predicted)
Density 
1.019±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Oil
pka
14.79±0.70(Predicted)
color 
Clear Colourless
CAS DataBase Reference
120373-24-2(CAS DataBase Reference)
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Isopropyl unoprostone Usage And Synthesis

Description

Unoprostone isopropyl ester, a novel prostaglandin derivative, was launched in Japan as eye drops for the treatment of glaucoma and ocular hypertension. In animal and human studies, a single drop of unoprostone isopropyl ester induced significant decrease in intraocular pressure without systemic effects, myosis or mydriasis. Unlike prostaglandin analogs such as PGF, unoprostone isopropyl ester does not cause irritation in outer segment of the eye or significant changes in aqueous protein concentration and corneal endothelial permeability. Unoprostone isopropyl ester is suggested to act by increasing uveoscleral outflow or by decreasing episcleral venous pressure, resulting in ocular hypotension.

Description

Unoprostone isopropyl ester (Rescula) is the clinically approved, prodrug form of unoprostone, which is a free acid analog of prostaglandin F (PGF). Both latanoprost and Rescula have been approved for the treatment of ocular hypertension. Both analogs of PGF are believed to act by increasing the rate of aqueous humor outflow through the uveoscleral pathway. Both drugs are believed to act as prodrugs, with endogenous esterases within the eye releasing the free acid active form of the drug. The typical does of Rescula (one drop of 0.12% solution) is nearly 100 times that of latanoprost. Rescula has very little activity on isolated DP or TP receptors, less than 0.0005% the activity of PGE2 on EP3 receptors, and about 3% of the activity of PGF on FP receptors.

Chemical Properties

Clear Colourless Oil

Originator

Ueno (Japan)

Uses

Antiglaucoma; used in treatment of ocular hypertension.

Uses

Isopropyl unoprostone is an antiglaucoma,it is used in treatment of ocular hypertension.

Definition

ChEBI: A carboxylic ester that is the isopropyl ester of unoprostone.

brand name

Rescuia

Hazard

A poison.

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