Nandrolone
Structural Formula Vector Image
Title: Nandrolone
CAS Registry Number: 434-22-0
CAS Name: (17b)-17-Hydroxyestr-4-en-3-one
Additional Names: 17b-hydroxy-4-estren-3-one; 4-estren-17b-ol-3-one; 17b-hydroxy-19-nor-4-androsten-3-one; 19-nortestosterone
Molecular Formula: C18H26O2
Molecular Weight: 274.40
Percent Composition: C 78.79%, H 9.55%, O 11.66%
Literature References: Prepd from alkyl ethers of estradiol: Birch, Q. Rev. Chem. Soc. 4, 69 (1950); Wilds, Nelson, J. Am. Chem. Soc. 75, 5366 (1953). Alternate syntheses: H. Ueberwasser et al., Helv. Chim. Acta 46, 344 (1963); I. Shimizu et al., Tetrahedron Lett. 21, 487 (1980).
Properties: Dimorphic crystals, mp 112° and 124°. [a]D22 +55° (c = 0.93 in chloroform). uv max (ethanol): 241 nm (e 17000). Sol in alcohol, ether, chloroform.
Melting point: mp 112° and 124°
Optical Rotation: [a]D22 +55° (c = 0.93 in chloroform)
Absorption maximum: uv max (ethanol): 241 nm (e 17000)
 
Derivative Type: Benzoate
Molecular Formula: C25H30O3
Molecular Weight: 378.50
Percent Composition: C 79.33%, H 7.99%, O 12.68%
Properties: Needles from 75% alc, mp 174-175°. [a]D20 +104.5° (alc).
Melting point: mp 174-175°
Optical Rotation: [a]D20 +104.5° (alc)
 
Derivative Type: Cyclohexanecarboxylate
CAS Registry Number: 18470-94-5
Additional Names: 19-Nortestosterone hexahydrobenzoate
Molecular Formula: C25H36O3
Molecular Weight: 384.55
Percent Composition: C 78.08%, H 9.44%, O 12.48%
Properties: Small, elongated prisms from petr ether, mp 88-89°, [a]D20 +50° (c = 0.5 in chloroform).
Melting point: mp 88-89°
Optical Rotation: [a]D20 +50° (c = 0.5 in chloroform)
 
Derivative Type: Decanoate
CAS Registry Number: 360-70-3
Additional Names: 19-Nortestosterone decanoate
Trademarks: Deca-Durabolin (Organon); Retabolil; Retabolil (Richter Gedeon)
Molecular Formula: C28H44O3
Molecular Weight: 428.65
Percent Composition: C 78.46%, H 10.35%, O 11.20%
Properties: White to yellow crystals, mp 32-35°. Practically insol in water. Freely sol in ethanol, ether, acetone, chloroform, oils.
Melting point: mp 32-35°
 
Derivative Type: Dodecanoate
CAS Registry Number: 26490-31-3
Additional Names: Nandrolone laurate
Trademarks: Laurabolin (Intervet)
Molecular Formula: C30H48O3
Molecular Weight: 456.70
Percent Composition: C 78.90%, H 10.59%, O 10.51%
 
Derivative Type: p-Hexyloxyphenylpropionate
CAS Registry Number: 52279-57-9
Additional Names: 19-Nortestosterone-3-(p-hexyloxyphenyl)propionate
Molecular Formula: C33H46O4
Molecular Weight: 506.72
Percent Composition: C 78.22%, H 9.15%, O 12.63%
Properties: Crystals, mp 53-55°. [a]D +45° (c = 1.0 in dioxane).
Melting point: mp 53-55°
Optical Rotation: [a]D +45° (c = 1.0 in dioxane)
 
Derivative Type: Phenpropionate
CAS Registry Number: 62-90-8
Additional Names: 19-Nortestosterone b-phenylpropionate
Trademarks: Durabolin (Organon); Superanabolon (Spofa); Nandrolin (Intervet)
Molecular Formula: C27H34O3
Molecular Weight: 406.56
Percent Composition: C 79.76%, H 8.43%, O 11.81%
Properties: Crystals, mp 95-96°. [a]D +58° (chloroform).
Melting point: mp 95-96°
Optical Rotation: [a]D +58° (chloroform)
 
Derivative Type: Propionate
CAS Registry Number: 7207-92-3
Additional Names: 19-Nortestosterone propionate
Molecular Formula: C21H30O3
Molecular Weight: 330.46
Percent Composition: C 76.33%, H 9.15%, O 14.52%
Properties: Crystals from aqueous methanol or isopropyl ether, mp 55-60°. [a]D23.5 +58° in chloroform (Rao). uv max: 240 nm (e 16650).
Melting point: mp 55-60°
Optical Rotation: [a]D23.5 +58° in chloroform (Rao)
Absorption maximum: uv max: 240 nm (e 16650)
 
NOTE: This is a controlled substance (anabolic steroid): 21 CFR, 1308.13, as defined in 1300.01.
Therap-Cat: Anabolic.
Therap-Cat-Vet: Phenpropionate as anabolic steroid.
Keywords: Anabolic.

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