Oxymetholone
Title: Oxymetholone
CAS Registry Number: 434-07-1
CAS Name: (5a,17b)-17-Hydroxy-2-(hydroxymethylene)-17-methylandrostan-3-one
Additional Names: 2-hydroxymethylene-17a-methyldihydrotestosterone; 4,5a-dihydro-2-hydroxymethylene-17a-methyltestosterone; 2-hydroxymethylene-17a-methyl-17b-hydroxy-5a-androstan-3-one; 2-hydroxymethylene-17a-methylandrostan-17b-ol-3-one; anasterone
Trademarks: Adroyd (Parke-Davis); Anapolon (Syntex); Anadrol (Syntex); Pardroyd (Parke-Davis); Plenastril (Protochemie); Protanabol; Nastenon; Synasteron
Molecular Formula: C21H32O3
Molecular Weight: 332.48
Percent Composition: C 75.86%, H 9.70%, O 14.44%
Literature References: Anabolic steroid. Prepn: Ringold et al., J. Am. Chem. Soc. 81, 427 (1959); Ringold, Rosenkranz, DE 1070632 (1959 to Syntex).
Properties: Crystals from ethyl acetate, mp 178-180°. [a]D +38°. uv max: 285 nm (log e 3.99).
Melting point: mp 178-180°
Optical Rotation: [a]D +38°
Absorption maximum: uv max: 285 nm (log e 3.99)
 
Derivative Type: Enol acetate
Molecular Formula: C23H34O4
Molecular Weight: 374.51
Percent Composition: C 73.76%, H 9.15%, O 17.09%
Properties: Crystals from hexane, mp 144-148°. [a]D +27° (ethanol). uv max: 255 nm (log e 4.09).
Melting point: mp 144-148°
Optical Rotation: [a]D +27° (ethanol)
Absorption maximum: uv max: 255 nm (log e 4.09)
 
Derivative Type: Enol propionate
Molecular Formula: C24H36O4
Molecular Weight: 388.54
Percent Composition: C 74.19%, H 9.34%, O 16.47%
Properties: Crystals from hexane, mp 135°. [a]D +26° (ethanol). uv max: 257 nm (log e 4.11).
Melting point: mp 135°
Optical Rotation: [a]D +26° (ethanol)
Absorption maximum: uv max: 257 nm (log e 4.11)
 
Derivative Type: Enol benzoate
Molecular Formula: C28H36O4
Molecular Weight: 436.58
Percent Composition: C 77.03%, H 8.31%, O 14.66%
Properties: Crystals from acetone + water, mp 188-190°. uv max: 230 nm (log e 4.19).
Melting point: mp 188-190°
Absorption maximum: uv max: 230 nm (log e 4.19)
 
CAUTION: Oxymetholone is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-211. This is a controlled substance (anabolic steroid): 21 CFR, 1308.13, as defined in 1300.01.
Therap-Cat: Androgen.
Therap-Cat-Vet: Anabolic steroid for small animals.
Keywords: Androgen.

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