4117-50-4

Basic information

• Product Name: 1,4-CHOLESTADIEN-3-ONE
• Synonyms: 1-DEHYDROCHOLESTENONE;1,4-CHOLESTADIEN-3-ONE;Cholesta-2,4-diene
• CAS NO: 4117-50-4
• Molecular Formula: C₂₇H₄₄
• Molecular Weight: 382.62
• Mol File: 4117-50-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 451.3°Cat760mmHg
• Flash Point: 221.9°C
• Appearance: /
• Density: 0.95g/cm³
• Refractive Index: 1.508
• CAS DataBase Reference: 1,4-CHOLESTADIEN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-CHOLESTADIEN-3-ONE(4117-50-4)
• EPA Substance Registry System: 1,4-CHOLESTADIEN-3-ONE(4117-50-4)

Safety Data

• Hazardous Substances Data: 4117-50-4(Hazardous Substances Data)

Usage

Description

1,4-CHOLESTADIEN-3-ONE, also known as cholesta-1,4-dien-3-one, is a steroid compound synthesized in the adrenal glands and found naturally in the body. It serves as a precursor to essential hormones such as testosterone, estrogen, and cortisol. This chemical is crucial in the pharmaceutical industry for the synthesis of various steroid-based drugs. Additionally, 1,4-CHOLESTADIEN-3-ONE has been studied for its potential biological activities, including anti-inflammatory and anti-tumor properties. Its structure and function make it an important intermediate in the synthesis of various steroid compounds, making it a valuable chemical in both the pharmaceutical and medical research industries.

Uses

Used in Pharmaceutical Industry:
1,4-CHOLESTADIEN-3-ONE is used as a precursor for the synthesis of various steroid-based drugs, including hormones such as testosterone, estrogen, and cortisol. Its role in the production of these hormones makes it an essential component in the development of medications for hormonal imbalances and related conditions.
Used in Medical Research:
1,4-CHOLESTADIEN-3-ONE is used as a subject of study for its potential biological activities, such as anti-inflammatory and anti-tumor properties. Researchers are exploring its therapeutic potential in the treatment of various diseases and conditions, including inflammatory disorders and cancer.
Used in Hormone Replacement Therapy:
1,4-CHOLESTADIEN-3-ONE is used as a starting material for the synthesis of hormones used in hormone replacement therapy. It helps in the production of medications that address hormonal imbalances, such as those experienced during menopause or andropause.
Used in Steroid Compound Synthesis:
1,4-CHOLESTADIEN-3-ONE is used as an intermediate in the synthesis of various steroid compounds, which have a wide range of applications in the pharmaceutical industry. These compounds are used in the development of medications for various conditions, including allergies, asthma, and inflammatory diseases.

InChI:InChI=1/C27H44/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h6-7,11,17,19-25H,8-10,12-16,18H2,1-5H3/t20-,21?,22+,23-,24+,25+,26+,27-/m1/s1

Upstream product

• 21301-41-7 cholest-4-en-3-one tosylhydrazone 
• 566-90-5 cholest-4-en-3α-ol 
• 56-23-5 tetrachloromethane 
• 57-88-5 cholesterol 
• 57-88-5 cholesterol 
• 566-88-1 dihydrocholesterone 
• 142183-59-3 Carbonic acid (3R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester methyl ester 
• 138814-69-4 Formic acid (3R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 517-10-2 allocholesterol 
• 747-90-0 3,5-cholestadiene 

Downstream Products

• 20233-47-0 4β,5-dihydroxy-5α-cholestane 
• 747-90-0 3,5-cholestadiene 
• 16732-86-8 cholest-4-ene 

Relevant articles and documents

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A novel preparative method for homo- and heteroannular conjugated dienes in decalin derivatives by the palladium-catalyzed regioselective elimination reaction of allylic carbonates under mild conditions

Homoannular conjugated dienes in decalin systems can be prepared by the palladium-catalyzed elimination reaction of α-allylic carbonates and heteroannular dienes are obtained from β-allylic carbonates.

STRUCTURE AND STEREOCHEMISTRY OF ADDUCTS OF ERGOSTEROL WITH

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Stereocontrolled Formation of Cis and Trans Ring Junctions in Hydrindane and Decalin Systems by Palladium-Catalyzed Regioselective and Stereospecific Hydrogenolysis of Allylic Formates

Both cis and trans ring junctions can be generated selectively in hydrindane, decalin, and steroid systems by the palladium-catalyzed regioselective and stereospecific hydrogenolysis of allylic formates.

Oxygenation of 1-t-Butylcyclohexa-1,3-diene and Cholesta-2,4-diene in the Presence of Trityl Tetrafluoroborate

Whereas the oxygenation of 1-t-butylcyclohexa-1,3-diene (4) in the presence of catalytic amounts of trityl tetrafluoroborate in dichloromethane at -78 deg C under irradiation from a tungsten lamp gives two dimeric epidioxides as major products, cholesta-2