1424-00-6 Usage
Description
Mesterolone (Item No. 21171) is an analytical reference standard categorized as an anabolic androgenic steroid. Formulations containing mesterolone have been used in patients with low testosterone or symptoms of aging male syndrome. Mesterolone cannot be aromatized to estrogens, unlike other androgens. This compound is the active ingredient in different pharmaceutical preparations that have been used medically but have also been widely applied in sports in order to improve athlete performance. Mesterolone is regulated as a Schedule III drug in the United States. This product is intended for research and forensic applications.
Chemical Properties
White or yellowish crystalline powder.
Originator
Proviron,Schering,W. Germany,1967
Uses
Mesterolone is a synthetic androgen and a dihydrotestosterone derivative. Mesterolone is rarely used for replacement therapies due to its weak androgenic activity.
Definition
ChEBI: Mesterolone is a 3-oxo-5alpha-steroid. It is a structurally altered DHT hormone possessing the addition of a methyl group at the carbon one position. This allows the hormone to survive oral ingestion by protecting it from hepatic breakdown. This is one of the only oral anabolic steroids that is not C17-alpha alkylated (C17-aa) but instead carries the added methyl group.
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
General Description
Mesterolone is a synthetic anabolic-androgenic steroid (AAS) and derivative of dihydrotestosterone (DHT). It is inactivated by 3α-hydroxysteroid dehydrogenase in skeleta muscules so it is considered a weak androgen. It is not a substrate for aromatase so it is not converted into estrogen. Mesterolone demonstrated to have minimal effect on sperm counts and levels of FSH or LH. Experiments of mesterolone serving as a potential treatment of depression are still undergoing.
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
1424-00-6Relevant articles and documents
USE OF alpha,beta -UNSATURATED CARBONYL COMPOUNDS AS QUENCH REAGENTS FOR THE BIRCH REDUCTION
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Page/Page column 1, (2009/01/20)
Use of α,β-unsaturated carbonyl compounds as quench reagents for the Birch reduction.
Process for the preparation of androstane-3,17-dione derivatives
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, (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.
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