Descinolone acetonide

Base Information

• Chemical Name: Descinolone acetonide
• CAS No.: 2135-14-0
• Molecular Formula: C24H31 F O5
• Molecular Weight: 418.506
• European Community (EC) Number: 218-368-8
• UNII: ENR9Z582HW
• ChEMBL ID: CHEMBL2106177
• DSSTox Substance ID: DTXSID60943909
• NCI Thesaurus Code: C98254
• Nikkaji Number: J7.331H
• Wikidata: Q27116215
• Wikipedia: Descinolone_acetonide
• Mol file: 2135-14-0.mol

Synonyms:DESCINOLONE ACETONIDE;2135-14-0;ENR9Z582HW;CL-27071;Descinolone acetonide [USAN];CL 27,071;21-Deoxytriamcinoline acetonide;CHEBI:34672;NSC-44827;Descinolone acetonide (USAN);9-Fluoro-11beta,16alpha,17-trihydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with acetone;21-Deoxy F-4 acetonide;21-Deoxytriamcinolone acetonide;CL 27071;UNII-ENR9Z582HW;SCHEMBL618979;CHEMBL2106177;DTXSID60943909;9-Fluoro-11beta-hydroxy-16alpha,17-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione;EINECS 218-368-8;NSC 44827;BRN 0056899;NS00047909;D03691;4-19-00-02837 (Beilstein Handbook Reference);Q27116215;(1S,2S,4R,8S,9S,11S,12R,13S)-8-acetyl-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one;PREGNA-1,4-DIENE-3,20-DIONE, 9-FLUORO-11-HYDROXY-16,17-((1-METHYLETHYLIDENE)BIS(OXY))-, (11.BETA.,16.ALPHA.)-;Pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))-, (11beta,16alpha)-;Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,16alpha,17-trihydroxy-, cyclic 16,17-acetal with acetone

Chemical Property of Descinolone acetonide

Chemical Property:

• Boiling Point: 538.2°Cat760mmHg
• Flash Point: 279.3°C
• PSA: 72.83000
• Density: 1.27g/cm³
• LogP: 3.44640
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 418.21555225
• Heavy Atom Count: 30
• Complexity: 907

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C12C(CC3C1(CC(C4(C3CCC5=CC(=O)C=CC54C)F)O)C)OC(O2)(C)C
• Isomeric SMILES: CC(=O)[C@@]12[C@@H](C[C@@H]3[C@@]1(C[C@@H]([C@]4([C@H]3CCC5=CC(=O)C=C[C@@]54C)F)O)C)OC(O2)(C)C
• Uses: Glucocorticoid.

Technology Process of Descinolone acetonide

There total 19 articles about Descinolone acetonide 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:

9-fluoro-11β,16α,17-trihydroxy-pregna-1,4-diene-3,20-dione (595-52-8) → 9-fluoro-11β-hydroxy-16α,17-isopropylidenedioxy-pregna-1,4-diene-3,20-dione (2135-14-0)

Guidance literature:

With hydrogenchloride; acetone;

DOI:10.1021/ja01527a049

Reference yield:

9,11β-epoxy-16α,17-isopropylidenedioxy-9β-pregna-1,4-diene-3,20-dione (2135-13-9) → 9-fluoro-11β-hydroxy-16α,17-isopropylidenedioxy-pregna-1,4-diene-3,20-dione (2135-14-0)

Guidance literature:

With tetrahydrofuran; dichloromethane; hydrogen fluoride;

DOI:10.1021/ja01527a051

Reference yield:

11α-hydroxy-4,16-dien-pregnan-3,20-dione (21604-24-0) → 9-fluoro-11β-hydroxy-16α,17-isopropylidenedioxy-pregna-1,4-diene-3,20-dione (2135-14-0)

Guidance literature:

Multi-step reaction with 9 steps

1: KMnO₄

2: hydrochloric acid

3: pyridine

4: acetic acid; sodium acetate

5: oxalic acid diethyl ester; sodium methylate; benzene / Behandeln des nach dem Ansaeuern mit wss. Salzsaeure erhaltenen Reaktionsprudukts mit Kaliumacetat in Methanol und mit Brom in Tetrachlormethan

6: 2,4,6-trimethyl-pyridine

7: aqueous dioxane; N-bromo-acetamide; aqueous perchloric acid

8: ethanol; potassium acetate

9: dichloromethane; tetrahydrofuran; hydrogen fluoride

With tetrahydrofuran; 1,4-dioxane; pyridine; 2,4,6-trimethyl-pyridine; hydrogenchloride; potassium permanganate; perchloric acid; ethanol; dichloromethane; hydrogen fluoride; sodium methylate; potassium acetate; sodium acetate; acetic acid; oxalic acid diethyl ester; benzene; N-bromoacetamide;

DOI:10.1021/ja01527a051

upstream raw materials:

9-fluoro-11β,16α,17-trihydroxy-pregna-1,4-diene-3,20-dione

2,4,6-trimethyl-pyridine

9-fluoro-11β-hydroxy-16α,17-isopropylidenedioxy-pregn-4-ene-3,20-dione

9,11β-epoxy-16α,17-isopropylidenedioxy-9β-pregna-1,4-diene-3,20-dione

Downstream raw materials:

9-fluoro-11β,16α,17-trihydroxy-pregna-1,4-diene-3,20-dione