20986-46-3

Basic information

• Product Name: 4-ANDROSTEN-4-OL-3,17-DIONE 4-METHYLETHE R
• Synonyms: 4-ANDROSTEN-4-OL-3,17-DIONE 4-METHYLETHE R;4-methoxyandrostenedione;4-Methoxy-4-androstene-3,17-dione
• CAS NO: 20986-46-3
• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.4345
• Mol File: 20986-46-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 465°C at 760 mmHg
• Flash Point: 203.7°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 8E-09mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-ANDROSTEN-4-OL-3,17-DIONE 4-METHYLETHE R(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ANDROSTEN-4-OL-3,17-DIONE 4-METHYLETHE R(20986-46-3)
• EPA Substance Registry System: 4-ANDROSTEN-4-OL-3,17-DIONE 4-METHYLETHE R(20986-46-3)

Safety Data

• Hazardous Substances Data: 20986-46-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H28O3/c1-19-11-9-16(21)18(23-3)15(19)5-4-12-13-6-7-17(22)20(13,2)10-8-14(12)19/h12-14H,4-11H2,1-3H3/t12-,13-,14-,19+,20-/m0/s1

Upstream product

• 566-48-3 4-hydroxyandrost-4-ene-3,17-dione 
• 74-88-4 methyl iodide 
• 63-05-8 Androstenedione 
• 67-56-1 methanol 
• 77057-73-9 4,5-epoxyandrostane-3,17-dione 

Downstream Products

• 89593-30-6 4-acetoxy-androsta-4,6-diene-3,17-dione 
• 566-48-3 4-hydroxyandrost-4-ene-3,17-dione 

Relevant articles and documents

Topical treatment for mastalgia

A composition for medicinal treatment by means of topical administration is described, which contains an aromatase inhibitor, in addition to conventional constituents of topical forms of administration. The active ingredient or the composition containing this active ingredient is especially suitable for the prophylaxis and for the treatment of mastalgia.

Reactions of Enolizable Steroidal 4-En-3-ones and 17-Ones with Hypervalent Iodine

Reaction of the 3-oxo-4-androsten-derivative 1 or 4 with 1.2 eq. of o-iodosylbenzoic acid in methanolic KOH gave the methoxy products, the 4-methoxide 2 or 5 and the 6β-methoxide 3 or 6, along with dehydrated compound, the 4,6-dienone 7 or 8, respectively.Treatment of the 6-methoxide 3 or 6 with trimethylsilyl iodide yielded the 5α-androstane-3,6-dioxo derivative 11 or 12 in high yield.The same hypervalent oxidation of the 17-oxo steroid 15, 18, 21 or 24 using excess iodine and a longer reaction time produced the corresponding 16α-hydroxy-17,17-dimethylacetal 16, 19,22 or 25, which was converted into the 16α-hydroxy-17-one 17, 20, 23 or 26 by treatment with diluted HCl in every case.Keywords - hypervalent iodine oxidation; o-iodosylbenzoic acid; 4-en-3-oxo steroid; 17-oxo steroid; methoxylation; dehydration; 16α-hydroxy-17,17-dimethoxy steroid; 16α-hydroxy-17-oxo steroid; 5α-saturated 3,6-dioxo steroid

The Synthesis of 4-Hydroxyandrost-4-ene-3,17-dione and other Potential Aromatase Inhibitors

We describe novel syntheses of 4-hydroxyandrost-4-ene-3,17-dione (Ia) and related compounds, some containing fluorine.In addition we provide further evidence of the general tendency of 2- and 6-substituted androst-4-ene-3,17-diones to undergo rearrangement reactions, and thus provide new routes to 6-fluoro- and 2,6-difluoro-derivatives.Several of these compounds are potent aromatase inhibitors.