Methandriol
Structural Formula Vector Image
Title: Methandriol
CAS Registry Number: 521-10-8
CAS Name: (3b,17b)-17-Methylandrost-5-ene-3,17-diol
Additional Names: methylandrostenediol; MAD; mestenediol
Trademarks: Masdiol; Metocryst; Metildiolo; Androdiol; Metidione; Nabadial; Neosteron; Diolandrone; Stenediol (Organon); Neostene (SM & P); Crestabolic; Diolostene; Metendiol; Metandiol; Methandiol; Methanabol; Methostan (Schering); Neutrormone; Neutrosteron; Androteston-M; Megabion (Japanese); Notandron
Molecular Formula: C20H32O2
Molecular Weight: 304.47
Percent Composition: C 78.90%, H 10.59%, O 10.51%
Literature References: Prepd by the action of methylmagnesium iodide on 3b-hydroxy-5-androsten-17-one, also called 5,6-dehydroandrosterone: Ruzicka et al., Helv. Chim. Acta 18, 1487 (1935); Miescher, Klarer, ibid. 22, 962 (1939). Absorption spectrum in H2SO4: Bernstein, Lenhard, J. Org. Chem. 18, 1153 (1953). NMR: Hampel, Kraemer, Tetrahedron 22, 1601 (1966).
Properties: Crystals from ethyl acetate, mp 205.5-206.5°. [a]D20 -73° (alc). Insol in water. Slightly sol in some organic solvents.
Melting point: mp 205.5-206.5°
Optical Rotation: [a]D20 -73° (alc)
 
Derivative Type: Diacetate
CAS Registry Number: 2061-86-1
Molecular Formula: C24H36O4
Molecular Weight: 388.54
Percent Composition: C 74.19%, H 9.34%, O 16.47%
Properties: Crystals from hexane, mp 145-146°. [a]D21 -59° (c = 0.984 in alc).
Melting point: mp 145-146°
Optical Rotation: [a]D21 -59° (c = 0.984 in alc)
 
Derivative Type: Dipropionate
CAS Registry Number: 3593-85-9
Trademarks: Probolin (Tennessee Pharm.)
Molecular Formula: C26H40O4
Molecular Weight: 416.59
Percent Composition: C 74.96%, H 9.68%, O 15.36%
 
NOTE: This is a controlled substance (anabolic steroid): 21 CFR, 1308.13, as defined in 1300.01.
Therap-Cat: Anabolic.
Keywords: Anabolic.

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