19457-55-7

Basic information

• Product Name: 6-METHYLENEANDROST-4-ENE-3,17-DIONE
• Synonyms: 6-Methyleneandrost-4-ene-3,7-dione;Androst-4-ene-3,17-dione-6-methylene;Exemestane Related Compound A (15 mg) (6-Methyleneandrosta-4-ene-3,17-dione);1,2-Dihydro ExeMestane;6-Methyleneandrost-4-en-3,17-dione;ExeMestane Related CoMpound A;6-Methylene-4-androstene-3,17-dione;6-Methylene-4-Androsten-3,17-dione
• CAS NO: 19457-55-7
• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.42
• Product Categories: steroids;API
• Mol File: 19457-55-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 163-165 °C
• Boiling Point: 450.8 °C at 760 mmHg
• Flash Point: 168 °C
• Appearance: /
• Density: 1.11 g/cm³
• Vapor Pressure: 2.55E-08mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), DMSO (Heated), Methanol (Slightly)
• CAS DataBase Reference: 6-METHYLENEANDROST-4-ENE-3,17-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHYLENEANDROST-4-ENE-3,17-DIONE(19457-55-7)
• EPA Substance Registry System: 6-METHYLENEANDROST-4-ENE-3,17-DIONE(19457-55-7)

Safety Data

• Hazardous Substances Data: 19457-55-7(Hazardous Substances Data)

Usage

Uses

1,2-Dihydro Exemestane is a related compound of Exemestane (E957000).

InChI:InChI=1/C20H26O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h11,14-16H,1,4-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1

Upstream product

• 897-06-3 Androsta-1,4-diene-3,17-dione 
• 972-46-3 3-Aethoxy-androstadien-(3,5)-on-⁽¹⁷⁾ 
• 50-00-0 formaldehyd 
• 63-05-8 Androstenedione 
• 462-95-3 formaldehyde diethyl acetal 
• 905-30-6 3-(1'-pyrrolidinyl)-androsta-3,5-dien-17-one 
• 109-87-5 Dimethoxymethane 
• 94962-42-2 3-Methoxy-6-formyl-androstadien-(3,5)-on-⁽¹⁷⁾ 
• 57144-06-6 3-methoxyandrosta-3,5-dien-17-one 
• 104352-15-0 3-Methoxy-6-hydroxymethyl-17-oxo-androstadien-(3,5) 
• 53-43-0 dehydroepiandrosterone 

Downstream Products

• 107868-30-4 exemestane 
• 2241-94-3 6α-methylandrost-4-ene-3,17-dione 
• 5696-36-6 6β-methylandrost-4-ene-3,17-dione 

Relevant articles and documents

The course of the reaction of steroid 3,5 dienamines with formaldehyde

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Exemestane synthesis technology

The invention discloses an exemestane synthesis technology. The technology comprises the steps of 6-methylene-androst-4-en-3,17-dione synthesis, crude exemestane synthesis and purification. The technology has the advantages of simple route, easily available raw materials, high yield, and suitableness for domestic industrial production.

Increased yield of biotransformation of exemestane with β-cyclodextrin complexation technique

In this study, 6-methylenandrosta-4-ene-3,17-dione and Hydroxypropyl- β-cyclodextrin (HP-β-CD) were used to form a complex, which could be then biotransformed by Arthrobacter simplex ATCC6946 to obtain the antitumor drug exemestane. The complex was analyzed by UV, DSC and TG techniques, while the products were analyzed by HPLC, NMR and MS. These results confirmed that the β-cyclodextrin not only improved the water-solubility of 6-methylenandrosta-4-ene-3,17-dione, but also greatly enhanced the biocompatibility during the biotransformation process. This result may be applied to other precursors which have poor aqueous solubility in the biotransformation processes.