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)

Flash point:

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

pka

15.06±0.40(Predicted)

color 

Dimorphic crystals from CH2Cl2/Et2O

Water Solubility 

3.09g/L(25 ºC)

Merck 

6365

BRN 

2055849

InChIKey

NPAGDVCDWIYMMC-IZPLOLCNSA-N

CAS DataBase Reference

434-22-0(CAS DataBase Reference)

NIST Chemistry Reference

Nandrolone(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 Data

434-22-0(Hazardous Substances Data)

MSDS

• Language:English Provider:17b-Hydroxyestra-4-en-3-one
• Language:English Provider:SigmaAldrich

Nandrolone Usage And Synthesis

Chemical Properties

Crystalline Solid

Originator

Durabolin,Organon,US,1959

Uses

An anabolic steroid. Controlled substance (anabolic steroid)

Definition

ChEBI: A 3-oxo Delta4-steroid that is estr-4-en-3-one substituted by a beta-hydroxy group at position 17.

Manufacturing Process

An 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 Function

Anabolic

Mechanism of action

Nandrolone 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 Profile

Experimental reproductiveeffects. When heated to decomposition it emits acridsmoke and irritating fumes.

Synthesis

Nandrolone, 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.

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