17253-36-0

Basic information

• Product Name: 3-methoxyestra-1,3,5(10),6-tetraen-17-one
• Synonyms: 3-methoxyestra-1,3,5(10),6-tetraen-17-one;3-Methoxy-19-norandrosta-1,3,5(10),6-tetrene-17-one;3-Methoxyestra-1,3,5(10),6-tetren-17-one
• CAS NO: 17253-36-0
• Molecular Formula: C₁₉H₂₂O₂
• Molecular Weight: 282.37678
• EINECS: 241-287-4
• Mol File: 17253-36-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 435.1°Cat760mmHg
• Flash Point: 190.4°C
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 8.97E-08mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: 3-methoxyestra-1,3,5(10),6-tetraen-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methoxyestra-1,3,5(10),6-tetraen-17-one(17253-36-0)
• EPA Substance Registry System: 3-methoxyestra-1,3,5(10),6-tetraen-17-one(17253-36-0)

Safety Data

• Hazardous Substances Data: 17253-36-0(Hazardous Substances Data)

Usage

General Description

3-Methoxyestra-1,3,5(10),6-tetraen-17-one is a synthetic compound derived from estrogen and is used in scientific research and pharmaceuticals. It is a derivative of 17-beta-estradiol, the primary female sex hormone, and exhibits estrogenic activity. The compound has been studied for its potential therapeutic effects, including its ability to regulate the menstrual cycle and alleviate symptoms of menopause. It has also been investigated for its potential anti-cancer properties, particularly in breast cancer treatment. Additionally, 3-methoxyestra-1,3,5(10),6-tetraen-17-one has been studied for its potential role in fertility and reproductive health. Overall, this compound has shown promise in various areas of research and may have potential applications in medicine and healthcare.

InChI:InChI=1/C19H22O2/c1-19-10-9-15-14-6-4-13(21-2)11-12(14)3-5-16(15)17(19)7-8-18(19)20/h3-6,11,15-17H,7-10H2,1-2H3

Upstream product

• 434-22-0 19-nortestosterone 
• 95282-98-7 19-acetoxyandrosta-1,4-diene-3,17-dione 
• 2229-26-7 19-acetoxy-androst-4-ene-3,17-dione 
• 510-64-5 19-hydroxy-4-androstene-3,17-dione 
• 24130-35-6 19-acetoxy-androsta-1,4,6-trien-3,17-dione 
• 149-73-5 trimethyl orthoformate 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 19115-79-8 3-O-methylestra-1,3,5⁽¹⁰⁾-trien-3-ol-6,17-dione 
• 13209-45-5 estra-4,6-diene-3,17-dione 
• 734-32-7 estra-4-ene-3,17-dione 
• 67-56-1 methanol 
• 2208-12-0 6-dehydroestrone 
• 77-78-1 dimethyl sulfate 
• 130593-50-9 3-methoxy-17-oxoestra-1,3,5⁽¹⁰⁾,6-tetraen-6-yl triflate 

Downstream Products

• 1624-62-0 estrone 3-methyl ether 
• 56614-59-6 14-dehydroequilenin-3-methylether 
• 33760-56-4 14-dehydro-17β-dihydroequilenin-3-methylether 
• 3907-67-3 3-O-methylequilinine 
• 1229-32-9 d-Isoequilenin methylether 
• 517-09-9 equilenin 
• 1423-97-8 17β-dihydroequilenin 
• 6639-99-2 17α-dihydroequilenin 
• 1415930-37-8 C₂₈H₃₁NO₄ 
• 1229-32-9 (+/-)-3-methoxyestra-1,3,5⁽¹⁰⁾,6,8-pentaen-17-one 
• 643764-64-1 (8R,9S,13S,14S,17S)-3-Methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-9,11,12,13,14,15,16,17-octahydro-8H-cyclopenta[a]phenanthren-17-ol 

Relevant articles and documents

Practical semisynthesis of equilenin and its derivatives

Equilenin 2 and its derivatives are important intermediates in the synthesis of steroidal drugs. Until now, these estrogens were produced by extraction from pregnant mare's urine due to the lack of efficient synthetic methods. Most reported semisyntheses of equilenin involve expensive raw materials or toxic reagents to suppress undesired epimerization at C/D ring juncture. Herein, we reported a practical synthesis of highly pure equilenin and its derivatives from an easily available raw material 6 with conventional reagents.

Acid catalysed reaction of estrones with neopentyl glycol under forced conditions

Upon reaction with an excess of 2,2-dimethylpropane-1,3-diol (neopentyl glycol) under acid catalysis, estrones form 17-O-[2',2'-dimethyl-2'-(5", 5"-dimethyl-1",3"-dioxanyl)ethyl] substituted estra-3,17β-diols. The reaction represents a formal reduction of a keto function under acidic conditions in the absence of a metal.

An Efficient Preparation of 6,7-Didehydroestrogenes

The title compounds are prepared in excellent yield by palladium-catalyzed reduction with triethylammonium formate of enol triflates of 6-oxo-estrogens.