Fluocortolone

Base Information

• Chemical Name: Fluocortolone
• CAS No.: 152-97-6
• Molecular Formula: C22H29FO4
• Molecular Weight: 376.468
• Hs Code.: 2942000000
• European Community (EC) Number: 205-811-5
• UNII: 65VXC1MH0J
• DSSTox Substance ID: DTXSID00861835
• Nikkaji Number: J5.871H
• Wikipedia: Fluocortolone
• Wikidata: Q5462793
• NCI Thesaurus Code: C80819
• Metabolomics Workbench ID: 144719
• ChEMBL ID: CHEMBL251634
• Mol file: 152-97-6.mol

Synonyms:Caproate, Fluocortolone;Fluocortolone;Fluocortolone Caproate;Fluocortolone Pivalate;Pivalate, Fluocortolone;Ultralan

Chemical Property of Fluocortolone

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 8.66E-14mmHg at 25°C
• Melting Point: 113-116 °C
• Refractive Index: 1.571
• Boiling Point: 537.4 °C at 760 mmHg
• PKA: 12.98±0.10(Predicted)
• Flash Point: 278.8 °C
• PSA: 74.60000
• Density: 1.25 g/cm³
• LogP: 2.63670
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Dioxane (Slightly), Methanol (Slightly)
• Water Solubility.: 204mg/L at 20℃
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 376.20498756
• Heavy Atom Count: 27
• Complexity: 743

Purity/Quality:

99% ^*data from raw suppliers

Fluocortolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C3CC(C4=CC(=O)C=CC4(C3C(CC2(C1C(=O)CO)C)O)C)F
• Isomeric SMILES: C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@H]3[C@H](C[C@@]2([C@H]1C(=O)CO)C)O)C)F
• Recent EU Clinical Trials: CALENDULA POMADE VERSUS PLACEBO CREAM/CORTISONE CREAM (FLUORCORTOLONE) IN THE PREVENTION OF CUTANEOUS ERYTHEMA DUE TO BREAST IRRADIATION. A RANDOMIZED STUDY ON 60 PATIENTS
• Uses: Fluocortolone is a glucocorticoid used in the treatment of several conditions, including hemorrhoids. Fluocortolone is similar to Fluocortin, but with one less keto group.
• Therapeutic Function: Glucocorticoid

Technology Process of Fluocortolone

There total 5 articles about Fluocortolone 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:

6α-fluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione 21-acetate (1176-82-5) → fluocortolone (152-97-6)

Guidance literature:

With sodium hydroxide; In methanol; ethanol; at 0 - 5 ℃; for 1.5h; Inert atmosphere;

Reference yield:

C21H25FO4 → fluocortolone (152-97-6)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 0.5 h / Reflux

2: copper(l) chloride / tetrahydrofuran / 2 h / -10 - -5 °C / Inert atmosphere

3: sodium hydroxide / methanol; ethanol / 1.5 h / 0 - 5 °C / Inert atmosphere

With pyridine; copper(l) chloride; sodium hydroxide; In tetrahydrofuran; methanol; ethanol;

Reference yield:

→ fluocortolone (152-97-6)

Guidance literature:

6α-Fluor-11β.21-dihydroxy-16α-methyl-Δ⁴-pregnen-3.20-dion, Bacillus lentus(ATCC 13805);

DOI:10.1002/jlac.19697260124

upstream raw materials:

6α-fluoro-11β,21-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione 21-acetate

Refernces

• 1、 -. "Preparation method for fluocortolone". . . Retrieved 2018/03/25.
• 2、 -. "Novel pregnanoic acid derivatives". . . Retrieved 2008/06/13.