2208-12-0

Basic information

• Product Name: 6-DEHYDROESTRONE
• Synonyms: 3-hydroxyestra-1,3,5(10),6-tetraen-17-one;1,3,5[10],6-ESTRATETRAEN-3-OL-17-ONE;3-HYDROXY-1,3,5[10],6-ESTRATETRAEN-17-ONE;6-DEHYDROESTRONE;6-dehydroestrone crystalline;1,3,5(10),6-Estratetraen-3-ol-17-one, 3-Hydroxy-1,3,5(10),6-estratetraen-17-one;3-Hydroxy-1,3,5(10),6-estratetren-17-one;3-Hydroxyestra-1,3,5(10),6-tetren-17-one
• CAS NO: 2208-12-0
• Molecular Formula: C₁₈H₂₀O₂
• Molecular Weight: 268.35
• Mol File: 2208-12-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 454.7 °C at 760 mmHg
• Flash Point: 193.6 °C
• Appearance: /white powder
• Density: 1.19 g/cm³
• Vapor Pressure: 6.91E-09mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: 6-DEHYDROESTRONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-DEHYDROESTRONE(2208-12-0)
• EPA Substance Registry System: 6-DEHYDROESTRONE(2208-12-0)

Safety Data

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36
• WGK Germany: 3
• Hazardous Substances Data: 2208-12-0(Hazardous Substances Data)

Usage

Uses

6-Dehydroestrone is used in the synthetic preparation of estrogens with potential inhibitory activity against lipoxygenase enzymes.

InChI:InChI=1/C18H20O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2-5,10,14-16,19H,6-9H2,1H3/t14-,15-,16+,18+/m1/s1

Upstream product

• 1249-41-8 3,3:17,17-bis(ethylenedioxy)-5,10-epoxy-5β,10β-oestran-6β-ol 
• 1246-95-3 3,3:17,17-bis(ethylenedioxy)oestr-5(10)-en-6β-ol 
• 549-03-1 Estrone quinol 
• 633-35-2 1,4,6-androstatriene-3,17-dione 
• 13209-45-5 estra-4,6-diene-3,17-dione 
• 19269-79-5 6-Hydroxy-oestron 
• 23820-90-8 17,17-ethanediyldioxy-estra-1,3,5⁽¹⁰⁾,6-tetraen-3-ol 
• 53-16-7 Estrone 
• 900-83-4 (8R,9S,13S,14S)-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydrospiro[cyclopenta[a]phenanthrene-17,2′-[1,3]dioxolan]-3-ol 
• 191678-70-3 17-ethylenedioxy-3-(t-butyldimethylsilyl)oxyestra-1,3,5⁽¹⁰⁾,6-tetraene 
• 191678-68-9 17-ethylenedioxy-3-(t-butyldimethylsilyl)oxyestra-1,3,5⁽¹⁰⁾-triene 
• 191678-69-0 17-ethylenedioxy-3-(t-butyldimethylsilyl)oxy-6α-hydroxyestra-1,3,5(10)-triene 
• 434-22-0 19-nortestosterone 
• 734-32-7 estra-4-ene-3,17-dione 

Downstream Products

• 53-16-7 Estrone 
• 115375-37-6 7α-bromo-1,3,5(10)-estratriene-3,6β,17β-triol 6-methyl ether 
• 17253-36-0 3-O-methyl-estra-1,3,5⁽¹⁰⁾,6-tetraen-17-one 
• 7291-41-0 6-Dehydroestradiol 

Relevant articles and documents

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Treating cardiac disorders with Δ9(11)-dehydro-8-isoestrone

This invention relates to 8α-3-hydroxyestra- 1,3,5( 10),9( 11 )tetraen-17-one (Δ9( 11 )-dehydro-8-isoestrone) (VI), STR1 to the process for its preparation, to pharmaceutical compositions containing said 8α-3-hydroxyestra- 1,3,5(10), 9(11)tetraen-17-one (Δ9(11)-dehydro-8-isoestrone) (VI) and to the use of said 8α-3-hydroxyestra-1,3,5(10),9(11 )tetraen-17-one (A9( 11 )-dehydro-8-isoestrone) (VI) for modifying the balance between bone production and bone resorption, and as an antioxidant in a host animal, including man.

Selective Aromatization of Ring B in 19-Norsteroids and Synthesis of Equilenin-type Compounds

The preparation of 7α-acetoxy-3,3:17,17-bis(ethylenedioxy)-5,10-epoxy-5β,10β-oestran-6-one (4) is described.When heated with alkali it undergoes ring B aromatization to give 3,3:17,17-bis(ethylenedioxy)oestra-5(10),6,8-triene-6,7-diol (7), without configurational change at C(14).Bis-deacetalization of the corresponding diacetate (8), followed by lead tetra-acetate aromatization of ring A in the resulting diketone (9), produces 6,7-diacetoxyequilenin (10), which is finally converted into its 3-acetate (11).The same ester product (11) could also be obtained by conversion of the diketone (9) into its 3-enol acetate (12), followed by lead tetra-acetate dehydrogenation.