Metopon
Title: Metopon
CAS Registry Number: 143-52-2
CAS Name: (5a)-4,5-Epoxy-3-hydroxy-5,17-dimethylmorphinan-6-one
Additional Names: methyldihydromorphinone
Molecular Formula: C18H21NO3
Molecular Weight: 299.36
Percent Composition: C 72.22%, H 7.07%, N 4.68%, O 16.03%
Literature References: Prepn from thebaine: Small et al., J. Am. Chem. Soc. 58, 1457 (1936). From dihydrocodeinone enol acetate: Small et al., J. Org. Chem. 3, 204 (1938). Structure: Stork, Bauer, J. Am. Chem. Soc. 75, 4373 (1953).
Properties: Needles from alc; sinters 235°, mp 243-245° (evac tube). [a]D24 -141° (c = 1 in alc). Slightly sol in organic solvents.
Melting point: mp 243-245° (evac tube)
Optical Rotation: [a]D24 -141° (c = 1 in alc)
 
Derivative Type: Hydrochloride
CAS Registry Number: 124-92-5
Molecular Formula: C18H21NO3.HCl
Molecular Weight: 335.83
Percent Composition: C 64.38%, H 6.60%, N 4.17%, O 14.29%, Cl 10.56%
Properties: Crystals from alc, dec 315-318° (evac tube). [a]D24 -105° (c = 1). Freely sol in water. Sparingly sol in alc. Slightly sol in chloroform. Very slightly sol in ether. Insol in benzene. A 1% aq soln has a pH of ~5.0.
Optical Rotation: [a]D24 -105° (c = 1)
 
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.12.
Therap-Cat: Analgesic (narcotic).
Keywords: Analgesic (Narcotic).

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