Unoprostone Isopropyl

Base Information

• Chemical Name: Unoprostone Isopropyl
• CAS No.: 120373-24-2
• Deprecated CAS: 1044661-14-4
• Molecular Formula: C25H44O5
• Molecular Weight: 424.69
• UNII: 5M161S5O5P
• ChEMBL ID: CHEMBL1200661
• DSSTox Substance ID: DTXSID5049071
• Metabolomics Workbench ID: 54441
• NCI Thesaurus Code: C47778
• Nikkaji Number: J615.830G
• Wikidata: Q27089094
• Mol file: 120373-24-2.mol

Synonyms:Eescula;isopropyl 20-ethyl-9alpha,11alpha-dihydroxy-15-keto-cis-delta-5-prostanoate;isopropyl unoprostone;isopropyl Z-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl)hept-5-enoate, D-;Rescula;UF 021;UF-021;unoprostone isopropyl

Chemical Property of Unoprostone Isopropyl

Chemical Property:

• Vapor Pressure: 3.27E-14mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 546.3 °C at 760 mmHg
• PKA: 14.79±0.70(Predicted)
• Flash Point: 172.2 °C
• PSA: 83.83000
• Density: 1.019 g/cm³
• LogP: 5.12230
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 17
• Exact Mass: 424.31887450
• Heavy Atom Count: 30
• Complexity: 514

Purity/Quality:

99% ^*data from raw suppliers

UnoprostoneIsopropylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=O)CCC1C(CC(C1CC=CCCCC(=O)OC(C)C)O)O
• Isomeric SMILES: CCCCCCCC(=O)CC[C@H]1[C@@H](C[C@@H]([C@@H]1C/C=C\CCCC(=O)OC(C)C)O)O
• Recent ClinicalTrials: A Study to Evaluate the Ocular Blood Flow Effects of Unoprostone Isopropyl in Adults With Dry Age-related Macular Degeneration
• Recent EU Clinical Trials: A Single-center, Double-masked, Randomized, Pharmacodynamic Crossover Study of Ocular Blood Flow Effects of Topically-administered Unoprostone in Adults with Age-related Macular Degeneration (AMD)
• Recent NIPH Clinical Trials: Neuroprotective efficacy of topical unoprostone isopropyl or nipradilol in patients with retinitis pigmentosa
• 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 PGF2α, 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. Unoprostone isopropyl ester (Rescula) is the clinically approved, prodrug form of unoprostone, which is a free acid analog of prostaglandin F2α (PGF2α). Both latanoprost and Rescula have been approved for the treatment of ocular hypertension. Both analogs of PGF2α 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 PGF2α on FP receptors.
• Uses: Antiglaucoma; used in treatment of ocular hypertension. Isopropyl unoprostone is an antiglaucoma,it is used in treatment of ocular hypertension.