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Mesterolone

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  • What is mesterolone used for
  • What is Mesterolone?What is Mesterolone used for?What about the effect and side effect of this medicine?
  • Jan 22,2025
Mesterolone Basic information
Product Name:Mesterolone
Synonyms:Acetonitrile (test Mesterolone, 1.0 mg/mL);Mesterolone (CIII);1-alpha-methyl-5-alpha-androstan-17-beta-ol-3-one;androviron;mesteranum;mesterolon;mesterolone--deascheduleiii;mestoranum
CAS:1424-00-6
MF:C20H32O2
MW:304.47
EINECS:215-836-3
Product Categories:API;Steroid and Hormone;Biochemistry;Hydroxyketosteroids;Steroids;1424-00-6;1
Mol File:1424-00-6.mol
Mesterolone Structure
Mesterolone Chemical Properties
Melting point 208 °C
alpha D20 +17.6° (c = 0.875 in CHCl3)
Boiling point 420.3±45.0 °C(Predicted)
density 1.156 g/cm3
refractive index 17.6 ° (C=0.9, CHCl3)
storage temp. 2-8°C
solubility Practically insoluble in water, sparingly soluble in acetone, in ethyl acetate and in methanol
pka15.09±0.70(Predicted)
Water Solubility 3mg/L at 20℃
Merck 5916
InChIInChI=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-/s3
InChIKeyUXYRZJKIQKRJCF-TZPFWLJSSA-N
SMILES[C@@]12([H])CC[C@@]3([H])CC(=O)C[C@H](C)[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])O |&1:0,4,10,12,14,18,20,23,r|
CAS DataBase Reference1424-00-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,T,F
Risk Statements 20/21/22-38-19-11-61-60
Safety Statements 22-24/25-36/37/39-45-53
WGK Germany 3
RTECS BV8063400
HS Code 29372900
DEA Controlled SubstancesCSCN: 4000
CSA SCH: Schedule III
NARC: No
MSDS Information
ProviderLanguage
1alpha-Methylandrostan-17beta-ol-3-one English
SigmaAldrich English
Mesterolone Usage And Synthesis
DescriptionMesterolone (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 PropertiesWhite or yellowish crystalline powder.
OriginatorProviron,Schering,W. Germany,1967
UsesMesterolone is a synthetic androgen and a dihydrotestosterone derivative. Mesterolone is rarely used for replacement therapies due to its weak androgenic activity.
DefinitionChEBI: 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.
ApplicationMesterolone is a pharmacological agent that belongs to the group of androgens. It is an oral preparation and has been used in the treatment of infectious diseases, autoimmune diseases, and metabolic disorders. It has also been used as a matrix effect control in biological samples. The biological effects of it are mediated by its direct action on cells or through conversion to testosterone or dihydrotestosterone (DHT). These effects include increasing protein synthesis, promoting bone formation, lowering cholesterol levels, stimulating the production of red blood cells, and decreasing fat deposition.
Manufacturing Process500 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 FunctionAndrogen
General DescriptionMesterolone 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.
Side effectsThe main side effects are acne vulgaris, male pattern baldness, prostate enlargement, increased risk for prostate cancer, and increased risk for developing breast cancer.
References[1] MALCOLM CARRUTHERS  Mark R F  Paul Cathcart. Evolution of testosterone treatment over 25 years: symptom responses, endocrine profiles and cardiovascular changes.[J]. Aging Male, 2015, 18 4: 217-227. DOI: 10.3109/13685538.2015.1048218
[2] HARUN DUGEROGLU. Mesterolone treatment of aging male syndrome improves lower urinary tract symptoms.[J]. Journal of the Pakistan Medical Association, 2014: 1366-1369.
[3] GD LOWE. Mesterolone: thrombosis during treatment, and a study of its prothrombotic effects.[J]. British journal of clinical pharmacology, 1979, 7 1: 107-109. DOI: 10.1111/j.1365-2125.1979.tb00905.x
[4] M. DO?OWY. A Validated TLC-Densitometric Method for the Determination of Mesterolone in Bulk Material and in Tablets[J]. BioMed Research International, 2015, 2015 1. DOI: 10.1155/2015/230104
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