15375-21-0

Basic information

• Product Name: 1,4,9-Androstatriene-3-17-dione
• Synonyms: 1,4,9-Androstatriene-3-17-dione
• CAS NO: 15375-21-0
• Molecular Formula: C₁₉H₂₂O₂
• Molecular Weight: 283.38472
• EINECS: 433-560-3
• Mol File: 15375-21-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 164-166 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 454.188°C at 760 mmHg
• Flash Point: 169.149°C
• Appearance: /
• Density: 1.168g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 1,4,9-Androstatriene-3-17-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,9-Androstatriene-3-17-dione(15375-21-0)
• EPA Substance Registry System: 1,4,9-Androstatriene-3-17-dione(15375-21-0)

Safety Data

• Hazardous Substances Data: 15375-21-0(Hazardous Substances Data)

Usage

General Description

1,4,9-Androstatriene-3,17-dione is a synthetic steroid compound that is used in bodybuilding as a performance-enhancing drug. It is classified as an aromatase inhibitor, which means it can block the conversion of testosterone into estrogen. This can lead to an increase in testosterone levels in the body, which is believed to enhance athletic performance and muscle building. However, the use of 1,4,9-Androstatriene-3,17-dione is controversial and it is banned by many athletic organizations due to its potential health risks and side effects. It should be used with caution and under the guidance of a medical professional.

InChI:InChI=1/C19H22O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7-9,11,14-15H,3-6,10H2,1-2H3/t14-,15-,18-,19-/m0/s1

Upstream product

• 898-84-0 11α-hydroxy-androsta-1,4-diene-3,17-dione 
• 109-92-2 ethyl vinyl ether 
• 898-84-0 (8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclopenta[a]phenanthrene-3,17-dione 

Downstream Products

• 105141-33-1 3-<5-Oxo-2-phenyl-1,3-oxazol-4(5H)-yliden>-1,4,9(11)-androstatrien-17-on 
• 38680-83-0 21-acetyloxy-9β,11β-epoxy-17α-hydroxy-1,4-diene-3,20-dione 
• 37413-91-5 2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate 
• 37927-29-0 (1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 0^2,7. 0^11,15]heptadeca-3,6-diene-14-carboxylic acid 
• 898-84-0 (8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclopenta[a]phenanthrene-3,17-dione 
• 14484-47-0 deflazacort 
• 13649-57-5 21-Deacetyldeflazacort 
• 910-99-6 17α,21-dihydroxy-16β-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate 
• 791-69-5 9⁽¹¹⁾-Dehydroestradiol 
• 50-28-2 estradiol 

Relevant articles and documents

A concise effective deprotection of spiro 3-cyclic thiaza ketal of steroidal 1,4-dien-3-one

An effective deprotective method of spiro 3-cyclic thiaza ketal of steroidal 1,4-dien-3-ones using alkyl vinyl ether in the presence of protic acid followed by the treatment of aqueous alkali was described. This novel protocol could be fulfilled under mild condition with high yield. The mechanism mediated by a carbonium ion formed in situ was clarified by the capture of the cleaved fragment.

Synthesis method of loteprednol intermediate

The invention provides a preparation method of a loteprednol etabonate intermediate, wherein the method comprises that cheap and accessible 11 alpha-hydroxy-ADD as a starting raw material is subjectedto dehydrating, Grignard reaction, hydrolyzing, oxidizing, bromo-hydroxylating and reducing to obtain 17 beta-carboxylic acid (compound VII). The method has the advantages of easily available initialraw materials, high yield, good purity and stable process.

A process for the preparation of intermediates fluocinone acetate

The invention discloses a preparation method for a fluocinolone acetonide midbody, i.e., 21-acetate-9,11-epoxy-17-alpha-hydroxypregn-1,4-diene-3,20-diketone. A compound I, i.e., 11-alpha-hydroxy-ADD (androstadienedione), serves as a starting material; an elimination reaction, a cyano-substitution reaction, a siloxy protective reaction, an intramolecular nucleophilic substitution reaction, a bromo-epoxy reaction and a replacement reaction are carried out to obtain the fluocinolone acetonide midbody. The preparation method provided by the invention has the advantages that the starting material which is relatively cheap is used, the reactions in the steps are relatively easy to implement, and the yield is higher, so that the production is more economical and safe, and higher applicability for industrial production is achieved; through route design optimization, the preparation method avoids 9 (11)-double-bonded epoxidation with the existence of 21-acetate in the traditional technique, so as to avoid the 21-acetate hydrolysis, greatly improve the quality and yield of the fluocinolone acetonide midbody, and reduce the entire production cost.