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Mesterolone, also known as a synthetic anabolic-androgenic steroid (AAS) and a derivative of dihydrotestosterone (DHT), is a 3-oxo-5alpha-steroid. It is characterized by the addition of a methyl group at the carbon one position, which allows it to survive oral ingestion by protecting it from hepatic breakdown. Mesterolone is considered a weak androgen due to its inactivation by 3α-hydroxysteroid dehydrogenase in skeletal muscles and is not a substrate for aromatase, meaning it is not converted into estrogen. It is available as an analytical reference standard and is regulated as a Schedule III drug in the United States.

1424-00-6

1424-00-6 Suppliers

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1424-00-6 Usage

Uses

Used in Medical Applications:
Mesterolone is used as a replacement therapy for patients with low testosterone or symptoms of aging male syndrome. Its weak androgenic activity and inability to be aromatized to estrogens make it a suitable choice for such treatments.
Used in Sports Performance Enhancement:
Mesterolone is used as a performance-enhancing drug in sports, aiming to improve athlete performance. Its anabolic and androgenic properties contribute to increased muscle mass and strength, making it a popular choice among athletes.
Used in Research and Forensic Applications:
Mesterolone is used as an active ingredient in various pharmaceutical preparations for research purposes. Its structural properties and effects on the body make it a valuable compound for studying the mechanisms of anabolic and androgenic steroids.
Used in Treatment of Depression:
Experiments are still ongoing to explore the potential use of Mesterolone as a treatment for depression. Its effects on mood and mental health are being investigated, and it may offer a new avenue for therapeutic intervention in the future.
Chemical Properties:
Mesterolone is a white or yellowish crystalline powder, which is an important characteristic for its identification and application in various fields.

Originator

Proviron,Schering,W. Germany,1967

Manufacturing Process

500 mg of 1α-methyl-androstan-17β-ol-3-one-17-acetate are heated under reflux for 90 minutes in a nitrogen atmosphere in 5 ml of 4% methanolic sodium hydroxide solution. The reaction mixture is then stirred into ice water,the precipitated product filtered with suction and recrystallized from isopropyl ether. 1α-Methyl-androstan-17β-ol-3-one melts at 203.5° to 205°C.

Therapeutic Function

Androgen

Check Digit Verification of cas no

The CAS Registry Mumber 1424-00-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,2 and 4 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1424-00:
(6*1)+(5*4)+(4*2)+(3*4)+(2*0)+(1*0)=46
46 % 10 = 6
So 1424-00-6 is a valid CAS Registry Number.
InChI:InChI=1/C20H32O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h12-13,15-18,22H,4-11H2,1-3H3/t12-,13-,15-,16-,17-,18-,19-,20-/m0/s1

1424-00-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name Mesterolone

1.2 Other means of identification

Product number -
Other names (1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1424-00-6 SDS

1424-00-6Related news

Clinical and clinical research articleThe effect of Mesterolone (cas 1424-00-6) on sperm count, on serum follicle stimulating hormone, luteinizing hormone, plasma testosterone and outcome in idiopathic oligospermic men09/28/2019

Two hundred fifty subfertile men with idiopathic oligospermia (count less than 20 million/ml) were treated with mesterolone (100–150 mg/day) for 12 months. Seminal analysis were assayed 3 times and serum follicle stimulating hormone (FSH) luteinizing hormone (LH) and plasma testosterone were as...detailed

Biotransformation of androgenic steroid Mesterolone (cas 1424-00-6) with Cunninghamella blakesleeana and Macrophomina phaseolina09/27/2019

Fermentation of mesterolone (1) with Cunninghamella blakesleeana yielded four new metabolites, 1α-methyl-1β,11β,17β-trihydroxy-5α-androstan-3-one (2), 1α-methyl-7α,11β,17β-trihydroxy-5α-androstan-3-one (3), 1α-methyl-1β,6α,17β-trihydroxy-5α-androstan-3-one (4) and 1α-methyl-1β,1...detailed

Metabolic studies of Mesterolone (cas 1424-00-6) in horses09/26/2019

Mesterolone (1α-methyl-5α-androstan-17β-ol-3-one) is a synthetic anabolic androgenic steroid (AAS) with reported abuses in human sports. As for other AAS, mesterolone is also a potential doping agent in equine sports. Metabolic studies on mesterolone have been reported for humans, whereas lit...detailed

Three new analogues of androgenic drug Mesterolone (cas 1424-00-6) through biotransformation with Cunninghamella blakseleeana09/25/2019

Three new metabolites were obtained on incubation of androgenic steroid mesterolone (1) with Cunninghamella blakesleeana. These metabolites were identified as 1α-methyl-11β,14α,17β-trihydroxy-5α-androstan-3-one (2), 1α-methyl-7β,17β-dihydroxy-5α-androstan-3-one (3), and 1α-methyl,17β-...detailed

1424-00-6Relevant academic research and scientific papers

USE OF alpha,beta -UNSATURATED CARBONYL COMPOUNDS AS QUENCH REAGENTS FOR THE BIRCH REDUCTION

-

Page/Page column 1, (2009/01/20)

Use of α,β-unsaturated carbonyl compounds as quench reagents for the Birch reduction.

Radical-induced Reduction of α,β-Unsaturated Steroid Ketones with Tributyltin Hydride

Laurent, Henry,Esperling, Peter,Baude, Guenter

, p. 1996 - 1999 (2007/10/02)

Conjugated steroid ketones are reduced stereoselectively with tributyltin hydride in the presence of azobisisobutyronitrile as radical initiator to give the corresponding saturated ketones in high yields.

Process for the preparation of androstane-3,17-dione derivatives

-

, (2008/06/13)

A process for the preparation of androstane-3,17-dione compounds of the formula STR1 wherein X is 1,2-methylene or 1- or 2-methyl, comprises fermenting a sterol of the formula STR2 wherein X is as above and R1 is the hydrocarbon residue of 8-10 carbon atoms, of a sterol, with a microorganism culture capable of effecting the side chain degradation of sterols.