Flumethasone 17-ketone

Base Information

• Chemical Name: Flumethasone 17-ketone
• CAS No.: 25256-97-7
• Molecular Formula: C20H24 F2 O3
• Molecular Weight: 350.40
• UNII: UI0ADW48IP
• Nikkaji Number: J1.685.571E
• Mol file: 25256-97-7.mol

Synonyms:Flumethasone 17-ketone;25256-97-7;17-Keto Flumethasone;UI0ADW48IP;UNII-UI0ADW48IP;(6S,8S,9R,10S,11S,13S,14S,16R)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,17-dione;(6alpha,11beta,16alpha)-6,9-Difluoro-11-hydroxy-16-methylandrosta-1,4-diene-3,17-dione;Androsta-1,4-diene-3,17-dione, 6,9-difluoro-11-hydroxy-16-methyl-, (6alpha,11beta,16alpha)-;6alpha,9-Difluoro-11beta-hydroxy-16alpha-methylandrosta-1,4-diene-3,17-dione;(6.ALPHA.,11.BETA.,16.ALPHA.)-6,9-DIFLUORO-11-HYDROXY-16-METHYLANDROSTA-1,4-DIENE-3,17-DIONE;ANDROSTA-1,4-DIENE-3,17-DIONE, 6,9-DIFLUORO-11-HYDROXY-16-METHYL-, (6.ALPHA.,11.BETA.,16.ALPHA.)-

Chemical Property of Flumethasone 17-ketone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 280-288 °C (decomp)
• Boiling Point: 480.687°C at 760 mmHg
• PKA: 12.91±0.70(Predicted)
• Flash Point: 244.511°C
• PSA: 54.37000
• Density: 1.27
• LogP: 3.12030
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 350.16935095
• Heavy Atom Count: 25
• Complexity: 729

Purity/Quality:

98%min ^*data from raw suppliers

17-KetoFlumethasone ^*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(C1=O)C)O)F)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(C1=O)C)O)F)C)F
• Uses: 17-Keto Flumethasone is a derivative of Flumethasone (F455000) which is a glucocorticoid with anti-inflammatory activities.

Technology Process of Flumethasone 17-ketone

There total 3 articles about Flumethasone 17-ketone 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:

flumetasone (2135-17-3) → 6α,9α-difluoro-16α-methyl-11β-hydroxyandrosta-1,4-dien-3-one (25256-97-7)

Guidance literature:

In acetonitrile; for 1h; Irradiation;

DOI:10.1021/jo015884z

Reference yield:

flumetasone (2135-17-3) → 6α,9α-difluoro-16α-methyl-11β-hydroxyandrosta-1,4-dien-3-one (25256-97-7) + 6α,9α-difluoro-11β,17α,21-trihydroxy-16α-methyl-1,5-cyclopregna-3-ene-2,20-dione (389119-99-7)

Guidance literature:

In acetonitrile; Further Variations:; irradiation wavelength; Quantum yield; UV-irradiation;

DOI:10.1021/jo034070a

Reference yield:

→ (6S,9R,10S,11S,13S,16R)-6,9-Difluoro-11-hydroxy-10,13,16-trimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclopenta[a]phenanthrene-3,17-dione (25256-97-7)

Guidance literature:

upstream raw materials:

flumetasone

Refernces

• 1、 Ricci, Andrea,Fasani, Elisa,Mella, Mariella,Albini, Angelo. "General patterns in the photochemistry of pregna-1,4-dien-3,20-diones". . p. 4361 - 4366. Retrieved 2007/10/03.