5950. Methandriol
Nomenclature
CAS number: 521-10-8
(3β,17β)-17-Methylandrost-5-ene-3,17-diol; methylandrostenediol; MAD; mestenediol; 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. C20H32O2; mol wt 304.47.
C 78.90%, H 10.59%, O 10.51%.
Description and references
Prepd by the action of methylmagnesium iodide on 3β-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°. [α]D20 73° (alc). Insol in water. Slightly sol in some organic solvents.Derivative
Diacetate.Nomenclature
CAS number: 2061-86-1
C24H36O4; mol wt 388.54.
C 74.19%, H 9.34%, O 16.47%.
Properties
Crystals from hexane, mp 145-146°. [α]D21 59° (c = 0.984 in alc).Derivative
Dipropionate.Nomenclature
CAS number: 3593-85-9
Probolin (Tennessee Pharm.). C26H40O4; mol wt 416.59.
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.Therapeutic Category
Anabolic.
Keywords
Anabolic