58652-19-0

Basic information

• Product Name: 17-hydroxy-6-methylene-19-norpregn-4-ene-3,20-dione 17-acetate
• Synonyms: 17-hydroxy-6-methylene-19-norpregn-4-ene-3,20-dione 17-acetate;3,20-Dioxo-6-methylene-19-norpregn-4-en-17-ol acetate;[(8R,9S,10R,13S,14S,17R)-17-acetyl-13-methyl-6-methylidene-3-oxo-2,7,8,9,10,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
• CAS NO: 58652-19-0
• Molecular Formula: C₂₃H₃₀O₄
• Molecular Weight: 370.4819
• EINECS: 261-378-2
• Mol File: 58652-19-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 507.9°Cat760mmHg
• Flash Point: 220.1°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 1.95E-10mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: 17-hydroxy-6-methylene-19-norpregn-4-ene-3,20-dione 17-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 17-hydroxy-6-methylene-19-norpregn-4-ene-3,20-dione 17-acetate(58652-19-0)
• EPA Substance Registry System: 17-hydroxy-6-methylene-19-norpregn-4-ene-3,20-dione 17-acetate(58652-19-0)

Safety Data

• Hazardous Substances Data: 58652-19-0(Hazardous Substances Data)

Usage

General Description

17-hydroxy-6-methylene-19-norpregn-4-ene-3,20-dione 17-acetate is a synthetic progestin and steroid hormone derivative. It is a progestin medication used in hormonal contraception and in the treatment of gynecological disorders. Its chemical structure is similar to the hormone progesterone, and it works by binding to and activating progesterone receptors in the body. This results in the suppression of ovulation and changes in the cervical mucus and endometrial lining, making it difficult for sperm to reach the egg and for a fertilized egg to implant in the uterus. 17-hydroxy-6-methylene-19-norpregn-4-ene-3,20-dione 17-acetate is often combined with estrogen in oral contraceptives to provide effective birth control.

InChI:InChI=1/C23H30O4/c1-13-11-20-18(17-6-5-16(26)12-19(13)17)7-9-22(4)21(20)8-10-23(22,14(2)24)27-15(3)25/h12,17-18,20-21H,1,5-11H2,2-4H3/t17-,18-,20-,21+,22+,23?/m1/s1

Upstream product

• 72-33-3 mestranol 
• 1624-62-0 estrone 3-methyl ether 
• 147508-40-5 6-formyl-3-ethoxy-17α-acetoxy-19-norpregna-3,5-diene-20-one 
• 31981-44-9 17α-acetoxy-19-norpregna-4-ene-3,20-dione 
• 53-16-7 Estrone 
• 2137-18-0 17-alpha-Hydroxy-19-norprogesterone 
• 14328-46-2 20,20-(ethylenedioxy)-3-methoxy-17α-hydroxy-19-norpregna-1,3,5(10)-triene 
• 1624-58-4 17α-hydroxy-3-methoxy-19-norpregna-1,3,5(10)-trien-20-one 

Downstream Products

• 58652-20-3 nomegestrol acetate 

Relevant articles and documents

An improved synthesis of nomegestrol acetate

Oral contraceptives (OCs) are synthetic steroids, or progestins, which are structurally related to testosterone or to progesterone. Many progestins have been synthesized and approved for OCs, hormonal replacement therapy (HRT), or the treatment of some gynecological disorders. Nomegestrol acetate (NOMAc) is a newly approved OC and has gained rapid acceptance in many countries for OC or HRT. The synthesis of NOMAc remains challenging and costly. We have developed a novel and improved procedure for the synthesis of NOMAc with a total of 11 steps and an overall good yield without the use of hazardous reagents.