14531-84-1

Basic information

• Product Name: 6-DEHYDRONANDROLONE
• Synonyms: 17-HYDROXYESTRA-4,6-DIEN-3-ONE;6-DEHYDRONANDROLONE;4,6-ESTRADIEN-17-BETA-OL-3-ONE;6-DEHYDRO-19-NORTESTOSTERONE (CAS 14531-84-1) (OR ITS ACETATE);Dehydronandrolone;(13S)-17-hydroxy-13-methyl-2,8,9,10,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS NO: 14531-84-1
• Molecular Formula: C18H24O2
• Molecular Weight: 272.38
• Mol File: 14531-84-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 185-186 °C(Solv: acetone (67-64-1); hexane (110-54-3))
• Boiling Point: 453.8 °C at 760 mmHg
• Flash Point: 193.3 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 0-0Pa at 20-25℃
• Refractive Index: 1.583
• PKA: 15.02±0.40(Predicted)
• CAS DataBase Reference: 6-DEHYDRONANDROLONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-DEHYDRONANDROLONE(14531-84-1)
• EPA Substance Registry System: 6-DEHYDRONANDROLONE(14531-84-1)

Safety Data

• Hazardous Substances Data: 14531-84-1(Hazardous Substances Data)

Usage

General Description

6-Dehydronandrolone is a synthetic anabolic-androgenic steroid (AAS) and a derivative of nandrolone (19-Nortestosterone). As an AAS, it is related to a group of hormones responsible for developing and maintaining masculine features. Its effects are similar to other AAS which include the growth and development of muscles and bone, male sexual characteristics, and has been used in the treatment of certain medical conditions like muscle-wasting diseases. However, due to its potential for misuse and side effects, its use is controlled and often requires a medical prescription.

InChI:InChI=1/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2,4,10,13-17,20H,3,5-9H2,1H3/t13?,14?,15?,16?,17?,18-/m0/s1

Upstream product

• 70286-48-5 3-acetoxy-19-nor-androsta-3,5-dien-17-one 
• 734-32-7 estra-4-ene-3,17-dione 
• 6925-84-4 3-Ethoxy-17β-acetoxy-19-nor-androsta-3,5-dien 
• 1425-10-1 19-nortestosterone acetate 
• 2590-41-2 6-dehydro-19-nortestosterone acetate 
• 434-22-0 19-nortestosterone 
• 118-75-2 chloranil 

Downstream Products

• 13209-45-5 estra-4,6-diene-3,17-dione 
• 2590-41-2 6-dehydro-19-nortestosterone acetate 

Relevant articles and documents

Microbial hydroxylation of steroids. 9. Epoxidation of Δ6-3-ketosteroids by Rhizopus arrhizus ATCC 11145, and the mechanism of the 6β hydroxylase enzyme

A series of Δ6-3-ketosteroids has been incubated with the C-6β hydroxylating fungus Rhizopus arrhizus ATCC 11145.Ring A aromatic steroids are not metabolized by this fungus, nor are 3-chloro- and 3-(N-pyrrolideno)-androsta-3,5-dienes. Δ4,6-3-Ketosteroids are epoxidized at the 6,7 position by R. arrhizus with β stereochemistry; in contrast, both 5α- and 5β-Δ6-3-ketosteroids are epoxidized with α stereochemistry by fungal and peracid reagents.The results of this and previous studies now make it possible to define the nature of the hydroxylating/epoxidizing species of the 6β hydroxylase enzyme of R. arrhizus.Evidence is presented for a stepwise reaction mechanism in both cases.Improved methods of synthesis are described for 6-methylene-testosterone and estra-4,6-dien-17β-ol-3-one.

3-Keto-7 α,β-loweralkyl-Δ 5-steroids

7(α,β)-Loweralkyl-3-keto-Δ 5 -androstanes and 7(α,β)-loweralkyl-3-keto-Δ 5 -pregnanes having anabolic, androgenic, claudogenic, progestational and anti-progestational properties are prepared by reacting 3-keto-4,6-dienic androstanes and pregnanes with organocopper reagents such as dialkyllithium cuprate. The isomerization of these compounds to yield 7(α,β)-loweralkyl-3-keto-Δ 4 -steroids is also described.