Clocortolone

Base Information

• Chemical Name: Clocortolone
• CAS No.: 4828-27-7
• Molecular Formula: C22H28ClFO4
• Molecular Weight: 410.913
• European Community (EC) Number: 225-406-7
• UNII: N8ZUB7XE0H
• DSSTox Substance ID: DTXSID901333489
• Nikkaji Number: J106.513K
• Wikipedia: Clocortolone
• Wikidata: Q5134843
• NCI Thesaurus Code: C61684
• RXCUI: 21249
• Metabolomics Workbench ID: 43124
• Mol file: 4828-27-7.mol

Synonyms:clocortolone;clocortolone acetate

Chemical Property of Clocortolone

Chemical Property:

• Vapor Pressure: 3.6E-15mmHg at 25°C
• Melting Point: 254ºC
• Refractive Index: 1.579
• Boiling Point: 566 °C at 760 mmHg
• Flash Point: 296.1 °C
• PSA: 74.60000
• Density: 1.32 g/cm³
• LogP: 2.99810
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 410.1660152
• Heavy Atom Count: 28
• Complexity: 793

Purity/Quality:

98%min ^*data from raw suppliers

Clocortolone ^*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(C3(C(CC2(C1C(=O)CO)C)O)Cl)C)F
• Isomeric SMILES: C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@H]1C(=O)CO)C)O)Cl)C)F
• Uses: Clocortolone can be used in the treatment of skin inflammmation and other skin conditions arising for dermatoses. Corticosteroid used in the treatment of skin inflammmation and other skin conditions arising for dermatoses.
• Therapeutic Function: Glucocorticoid

Technology Process of Clocortolone

There total 4 articles about Clocortolone 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: 85.0%

9-chloro-6α-fluoro-11,17,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione (1355648-15-5) → 9α-chloro-6α-fluoro-11β,21-dihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione (4828-27-7)

Guidance literature:

With trimethylsilyl iodide; isopropyl alcohol; In acetonitrile; at 20 ℃; for 0.25h; Product distribution / selectivity; Inert atmosphere;

Reference yield:

9β,11-epoxy-6α-fluoro-16α-methyl-17,21-dihydroxy-1,4-diene-3,20-dione 21-acetate (4571-51-1) → 9α-chloro-6α-fluoro-11β,21-dihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione (4828-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; water / methanol / 10 h

2: hydrogenchloride / water / 5 h / -15 - -10 °C

3: isopropyl alcohol; trimethylsilyl iodide / acetonitrile / 0.25 h / 20 °C / Inert atmosphere

With hydrogenchloride; trimethylsilyl iodide; water; potassium carbonate; isopropyl alcohol; In methanol; water; acetonitrile;

Reference yield:

→ 9α-chloro-6α-fluoro-11β,21-dihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione (4828-27-7)

Guidance literature:

upstream raw materials:

9β,11-epoxy-6α-fluoro-16α-methyl-17,21-dihydroxy-1,4-diene-3,20-dione 21-acetate

9-chloro-6α-fluoro-11,17,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione

Refernces

• 1、 -. "Method for reducing or preventing transplant rejection in the eye and intraocular implants for use therefor". . . Retrieved 2008/06/13.