Fluprostenol

Base Information

• Chemical Name: Fluprostenol
• CAS No.: 40666-16-8
• Molecular Formula: C₂₃H₂₉F₃O₆
• Molecular Weight: 458.475
• European Community (EC) Number: 255-029-3,690-686-3
• UNII: 358S7VUE5N,MEH3MCE8X1
• DSSTox Substance ID: DTXSID7046122
• Nikkaji Number: J238.396I
• Wikidata: Q27077691
• NCI Thesaurus Code: C76900
• Pharos Ligand ID: 88YQK93XXC63
• Metabolomics Workbench ID: 61265
• ChEMBL ID: CHEMBL1201379
• Mol file: 40666-16-8.mol

Synonyms:fluprostenol;fluprostenol monosodium salt;fluprostenol, ((1alpha(Z),2beta(1E,3R*),3alpha,5alpha)-(+-))-isomer;fluprostenol, ((1R-(1alpha(Z),2beta(1E,3R*),3alpha,5alpha))-(+-))-isomer;ICI 81,008

Chemical Property of Fluprostenol

Chemical Property:

• Appearance/Colour: colorless oilly liquid
• Vapor Pressure: 1.24E-15mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 608 °C at 760 mmHg
• Flash Point: 321.5 °C
• PSA: 107.22000
• Density: 1.335
• LogP: 3.56040
• Storage Temp.: −20°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 458.19162313
• Heavy Atom Count: 32
• Complexity: 636

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fluprostenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11
• Safety Statements: 7-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C1O)C=CC(COC2=CC=CC(=C2)C(F)(F)F)O)CC=CCCCC(=O)O)O
• Isomeric SMILES: C1[C@@H]([C@@H]([C@H]([C@@H]1O)/C=C/[C@H](COC2=CC=CC(=C2)C(F)(F)F)O)C/C=C\CCCC(=O)O)O
• Uses: Fluprostenol is a prostaglandin F (FP) receptor agonist.

Technology Process of Fluprostenol

There total 2 articles about Fluprostenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-((E)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)but-1-enyl)-5-((Z)-7-isopropoxy-7-oxohept-2-enyl)cyclopentane-1,3-diyl dibenzoate → (Z)-7-(3,5-dihydroxy-2-((E)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)but-1-enyl)cyclopentyl)hept-5-enoic acid + fluprostenol (40666-16-8,40695-32-7,54276-17-4,54276-24-3,57968-83-9,59685-93-7)

Guidance literature:

With potassium carbonate; In methanol; at 25 ℃; for 5h; Inert atmosphere;

DOI:10.2174/157017811795371485

Reference yield:

→ (Z)-7-{(1R,3R,5S)-3,5-Dihydroxy-2-[(E)-3-hydroxy-4-(3-trifluoromethyl-phenoxy)-but-1-enyl]-cyclopentyl}-hept-5-enoic acid (40666-16-8,40695-32-7,54276-17-4,54276-24-3,57968-83-9,59685-93-7)

Guidance literature:

entspr.1.9-Lacton, KOH;

Refernces