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Nandrolone

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CAS:434-22-0
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Nandrolone Basic information
Product Name:Nandrolone
Synonyms:17-beta-hydroxyoestr-4-en-3-one;17-HYDROXY-13-METHYL-2,6,7,8,9,10,11,12,14,15,16,17-DODECAHYDRO-1H-CYCLOPENTA[A]PHENANTHREN-3-ONE, 5-ANDROSTENEDIONE;17b-hydroxyestra-4-en-3-one;17BETA-HYDROXY-4-ESTREN-3-ONE;17BETA-HYDROXY-19-NORANDROST-4-EN-3-ONE;19-NORANDROSTENOLONE;19-NOR-4-ANDROSTEN-17-BETA-OL-3-ONE;menidrabol
CAS:434-22-0
MF:C18H26O2
MW:274.4
EINECS:207-101-0
Product Categories:nandrolone series;API;Steroid and Hormone;Inhibitors;Miscellaneous Biochemicals;Steroids;Intermediates & Fine Chemicals;Pharmaceuticals;Biochemistry;Hydroxyketosteroids;434-22-0
Mol File:434-22-0.mol
Nandrolone Structure
Nandrolone Chemical Properties
Melting point 120-125 °C
alpha D22 +55° (c = 0.93 in chloroform)
Boiling point 357.38°C (rough estimate)
density 1.0528 (rough estimate)
refractive index 1.4800 (estimate)
Fp 2℃
storage temp. Controlled Substance, -20°C Freezer
solubility Acetonitrile: 1 mg/ml; Ethanol: 1 mg/ml; Methanol: 1 mg/ml
form A crystalline solid
pka15.06±0.40(Predicted)
color Dimorphic crystals from CH2Cl2/Et2O
Water Solubility 3.09g/L(25 ºC)
Merck 6365
BRN 2055849
InChIKeyNPAGDVCDWIYMMC-IZPLOLCNSA-N
CAS DataBase Reference434-22-0(CAS DataBase Reference)
NIST Chemistry ReferenceNandrolone(434-22-0)
Safety Information
Hazard Codes Xn,T,F
Risk Statements 20/21/22-64-40-61-60-36-11-38-19
Safety Statements 22-24/25-36/37/39-45-36/37-53-16
RIDADR UN 1648 3 / PGII
WGK Germany 3
RTECS KG7964000
HS Code 29372900
Hazardous Substances Data434-22-0(Hazardous Substances Data)
MSDS Information
ProviderLanguage
17b-Hydroxyestra-4-en-3-one English
SigmaAldrich English
Nandrolone Usage And Synthesis
Chemical PropertiesCrystalline Solid
OriginatorDurabolin,Organon,US,1959
UsesAn anabolic steroid. Controlled substance (anabolic steroid)
DefinitionChEBI: A 3-oxo Delta4-steroid that is estr-4-en-3-one substituted by a beta-hydroxy group at position 17.
Manufacturing ProcessAn ice-cold solution of 1.5 grams of 19-nortestosterone and 1.5 ml of dry pyridine in 10 ml of dry benzene is prepared and a solution of 1.5 ml of β- phenylpropionyl chloride in 5 ml of dry benzene is added dropwise over a period of about 2 minutes with stirring. The resulting mixture is allowed to stand overnight under an atmosphere of nitrogen and then washed successively with cold 5% aqueous hydrochloric acid solution, cold 2.5% aqueous sodium hydroxide solution, and water. After drying over anhydrous sodium sulfate, the solvent is evaporated to give an almost colorless oil. Recrystallization from methanol gives white crystals of 19-nortestosterone 17- β-phenylpropionate, MP 91° to 92.5°C.
Therapeutic FunctionAnabolic
Mechanism of actionNandrolone facilitates formation of body muscle mass and strengthens the process of osseous tissue development. The main indications for using nandrolone, as well as other anabolic steroids, are abnormal protein anabolism, asthenia, diseases accompanied by protein loss, adrenal insufficiency, steroid diabetes, and prolonged condition of sluggishness.
Safety ProfileExperimental reproductiveeffects. When heated to decomposition it emits acridsmoke and irritating fumes.
SynthesisNandrolone, 17|?-hydroxyester-4-en-3-one (29.1.7), is made from estradiol (28.1.17). The phenol hydroxyl group undergoes methylation by dimethylsulfate in the presence of sodium hydroxide, forming the corresponding methyl ether (29.3.1), and then the aromatic ring is reduced by lithium in liquid ammonia, which forms an enol ether (29.3.2). Hydrolyzing this compound with a mixture of hydrochloric and acetic acids leads to the formation of a keto group, and simultaneous isomerization of the double bond from C5¨CC10 to position C4¨CC5 gives the desired nandrolone (29.3.3) [16¨C19]. Upon necessity of using it in the form of acid esters, the product is acylated by corresponding acid derivatives.

Synthesis_434-22-0

Tag:Nandrolone(434-22-0) Related Product Information
Deprodone Nandrolone Decanoate Nandrolone phenylpropionate Trestolone Norbolethone Norethindrone Mibolerone Norclostebol Oxendolone Etonogestrel Levonorgestrel NANDROLONE LAURATE,NANDROLONE LAURATE, BP STANDARD,nandrolone dodecanoate 19-Nortestosterone 17-hemisuccinate Drostanolone propionate Stanolone Methenolone acetate Tibolone 19-Nortestosterone 4-hexyloxyphenylpropionate