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521-11-9

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521-11-9 Usage

Description

Mestanolone is an orally active anabolic-androgenic steroid and the 17α-methylated derivative of dihydrotestosterone (DHT), which is an endogenous androgen sex steroid and hormone. It is capable of increasing testosterone benefit, suppressing estrogen effect, leaning muscle tissue, increasing strength as well as improving drive and focus. It is mainly used for the treatment of male hypogonadism and decreased sperm infertility.

Chemical Properties

White Solid

Uses

Anabolic steroid. Controlled substance.

Purification Methods

Dissolve mestanolone in Et2O, wash it with N NaOH, H2O, dry it (Na2SO4), evaporate and recrystallise it from EtOAc. The semicarbazone has m 235-236o (from EtOH). [Ruzicka et al. Helv Chim Acta 18 1487 1935.]

References

https://en.wikipedia.org/wiki/Mestanolone https://en.wikipedia.org/wiki/Dihydrotestosterone#Medical_use http://www.biopharmchem.com/raw-hormone-ermalone-oral-steroid-mestanolone-p01138p1.html

Check Digit Verification of cas no

The CAS Registry Mumber 521-11-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 1 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 521-11:
(5*5)+(4*2)+(3*1)+(2*1)+(1*1)=39
39 % 10 = 9
So 521-11-9 is a valid CAS Registry Number.
InChI:InChI=1/C20H32O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h13,15-17,22H,4-12H2,1-3H3/t13-,15?,16?,17-,18?,19?,20+/m0/s1

521-11-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Mestanolone

1.2 Other means of identification

Product number -
Other names Duramin

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:521-11-9 SDS

521-11-9Relevant articles and documents

A [...] intermediate androst - 17 α - methyl - 17 β - hydroxy -3 - ketone (by machine translation)

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Paragraph 0024; 0026; 0027, (2019/05/04)

The present invention provides a [...] intermediate androst - 17 α - methyl - 17 β - hydroxy - 3 - ketone synthesis method, the method is to 4 - androstenedione (abbreviated as 4 AD) as raw materials, through the 3 position alkone pyridynyl alkylene ether, 17 [...] addition; then in Grignard addition after acid hydrolysis is not carried out in advance 5 at the catalytic hydrogenation reaction of the olefinic bond, then do the 3 bit ether with the 17 bit dual-hydrolysis preparation to obtain compound androst - 17 α - methyl - 17 β - hydroxy - 3 - one, HPLC purity 99.0% or more. The method of the invention route is brief, the production process is easy to control, environmental friendly, low production cost, is suitable for industrial scale production. (by machine translation)

Preparation method of mestanolone

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Paragraph 0013; 0017; 0021, (2017/11/18)

The invention relates to a preparation method of mestanolone. The preparation method comprises the following steps of adopting 4AD as a raw material, carrying out acid catalyzed reaction on the 4AD and triethyl orthoformate in an organic solvent such as lower alcohol to obtain etherate; carrying out grignard addition reaction on the etherate and a methyl-grignard-reagent in an organic solvent to obtain grignard which is 3-ethyoxyl-17a methyl-androstane-3,5-diene-17-alcohol; then catalyzing through palladium-charcoal, carrying out double-bond hydrogenation on a grignard 5 bit to obtain hydride which is 3-ethyoxyl-androstane-3 alkene-17-ketone, finally carrying out acid-catalyzed hydrolysis on the hydride in the organic solvent such as lower alcohol to obtain a mestanolone crude product, and then carrying out decoloration refining through ethyl alcohol and activated carbon to obtain the mestanolone. The HPLC content is 99.5 percent or more, the melting point is 192.5 to 194.0 DEG C, and the synthesis weight total yield is 76 to 83 percent. The preparation method provided by the invention is cheap and easily available in raw materials, simple and convenient in process operation, good in product purity, high in yield, high in solvent recovery rate, reduced in production cost by 25 to 30 percent, and favorable for industrial production.

Efficient oxidizing methods for the synthesis of oxandrolone intermediates

Ginotra, Sandeep K.,Chhikara, Bhupender S.,Singh, Manish,Chandra, Ramesh,Tandon, Vibha

, p. 989 - 991 (2007/10/03)

Mild, efficient and eco-friendly oxidation of 17α-methylandrostan- 3β-17β-diol (1) has been studied with three different reagents viz. pentavalent iodine reagent 2-iodoxy benzoic acid (IBX) in DMSO at 65°C, sodium hypochlorite and H2O2/Na2WO4 under phase transfer conditions to give 17β-hydroxy-17α- methylandrostan-3-one (mestanolone 2), a drug intermediate as oxidized product. The H2O2/Na2WO4/PTC gave mestanolone in high yield and purity whereas sodium hypochlorite/PTC system yielded some chlorinated material along with the mestanolone. However, 1 with 2.5 equivalent of IBX gave 17β-hydroxy-17α-methyl- Δ1-androsten-3- one (3) under the similar reaction conditions in good yield and single step reaction.