1863-39-4

Basic information

• Product Name: 3-beta,17-alpha-dihydroxypregn-5-en-20-one 3-acetate
• Synonyms: 3-beta,17-alpha-dihydroxypregn-5-en-20-one 3-acetate;3β-(Acetyloxy)-17-hydroxypregn-5-en-20-one;3β-Acetoxy-17-hydroxypregna-5-ene-20-one;SKF-2814
• CAS NO: 1863-39-4
• Molecular Formula: C₂₃H₃₄O₄
• Molecular Weight: 374.51366
• EINECS: 217-467-3
• Mol File: 1863-39-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 485.2°Cat760mmHg
• Flash Point: 160.3°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 1.89E-11mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: 3-beta,17-alpha-dihydroxypregn-5-en-20-one 3-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-beta,17-alpha-dihydroxypregn-5-en-20-one 3-acetate(1863-39-4)
• EPA Substance Registry System: 3-beta,17-alpha-dihydroxypregn-5-en-20-one 3-acetate(1863-39-4)

Safety Data

• Hazardous Substances Data: 1863-39-4(Hazardous Substances Data)

Usage

General Description

3-beta,17-alpha-dihydroxypregn-5-en-20-one 3-acetate, also known as 17-alpha-hydroxyprogesterone acetate, is a synthetic progestin derived from 17-alpha-hydroxyprogesterone. It is commonly used in hormonal contraceptives and hormone replacement therapy due to its ability to mimic the effects of the natural hormone progesterone. This chemical acts on the lining of the uterus, preventing the release of the egg during the menstrual cycle and making it difficult for sperm to reach the egg, thus preventing pregnancy. Additionally, it can also be used to regulate irregular menstrual cycles and treat symptoms of menopause. The acetate group attached to the hormone enhances its stability and solubility, making it more suitable for pharmaceutical use.

InChI:InChI=1/C23H34O4/c1-14(24)23(26)12-9-20-18-6-5-16-13-17(27-15(2)25)7-10-21(16,3)19(18)8-11-22(20,23)4/h5,17-20,26H,6-13H2,1-4H3

Upstream product

• 117773-23-6 bromohydrin acetate 
• 3517-42-8 17α-hydroxy-3β,21-diacetoxy-5-pregnen-20-one 
• 114417-72-0 Acetic acid (3S,8R,9S,10R,13S,14S,17R)-17-acetyl-16-bromo-17-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 75-16-1 methylmagnesium bromide 
• 95910-95-5 3-acetate of the 17-trimethylsilyl ether of 17β-cyanoandrost-5-ene-3β,17α-diol 
• 34209-81-9 Acetic acid (3S,8R,9S,10R,13S,14S,16R,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-20-oxa-cyclopropa[16,17]cyclopenta[a]phenanthren-3-yl ester 
• 387-79-1 17-Hydroxypregnenolone 
• 108-24-7 acetic anhydride 
• 979-02-2 16-dehydropregnenolone acetate 

Downstream Products

• 4596-16-1 17-heptanoyloxy-pregn-4-ene-3,20-dione 
• 3517-38-2 3β,17α-diacetoxypregn-5-en-20-one 
• 387-79-1 17-Hydroxypregnenolone 
• 853-23-6 prasterone acetate 
• 3517-33-7 3β,17,21-triacetoxy-pregn-5-en-20-one 
• 986-96-9 3,17-diacetoxy-6-methyl-pregna-3,5-dien-20-one 
• 3386-03-6 21-acetoxy-17-hydroxy-6α-methyl-pregn-4-ene-3,20-dione 
• 982-89-8 17-acetoxy-6-methyl-pregna-1,4,6-triene-3,20-dione 
• 520-85-4 Medroxyprogesterone 
• 151-68-8 6α-Methyl-17α-hydroxy-1,4-pregnadien-3,20-dion 
• 71-58-9 Medroxyprogesterone acetate 
• 595-33-5 Megestrol acetate 
• 3517-42-8 17α-hydroxy-3β,21-diacetoxy-5-pregnen-20-one 
• 2204-13-9 Δ⁵-pregnene-3β,17α,20S-triol 

Relevant articles and documents

SYNTHESIS OF PREGNANE DERIVATIVES

Pregnane derivatives have been obtained from the cyanohydrins of androst-4-en-3,17-dione and of 3β-acetoxyandrost-5-en-17-one.It has been shown that when both a nitrile group and an ethylenedioxy group are present in a androstane derivative a Grignard reaction in anisole takes place simultaneously at the two groups.

Further syntheses of cyproterone acetate

The present invention relates to improved methods for synthesising cyproterone acetate (17α-Acetoxy-6-chloro-1α, 2α-methylene-4,6-pregnadiene-3,20-dione) from solasodine. The methods of the invention are shorter as those of the prior art and therefore more economic.

Steroid derivatives. LXXVI. Simplified preparation of cortexolone (cortodoxone)

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