Structural Formula Vector Image
Title: Morphothebaine
CAS Registry Number: 478-53-5
CAS Name: 5,6,6a,7-Tetrahydro-10-methoxy-6-methyl-4H-dibenzo[de,g]quinoline-2,11-diol
Additional Names: 10-methoxyaporphine-2,11-diol; 2,11-dihydroxy-10-methoxyaporphine
Molecular Formula: C18H19NO3
Molecular Weight: 297.35
Percent Composition: C 72.71%, H 6.44%, N 4.71%, O 16.14%
Literature References: Prepd by heating thebaine with HCl. Formation from bulbocapnine: Ayer, Taylor, J. Chem. Soc. 1956, 472. Review: Small, Lutz, "Chemistry of the Opium Alkaloids" in U.S. Public Health Reports Suppl. No. 103 (Washington, 1932); R. H. F. Manske, H. L. Holmes, The Alkaloids vol. II (Academic Press, New York, 1952) pp 112-116.
Properties: Rhombic crystals, dec 197°. [a]D15 -130° (c = 0.88 in alc). Sol in alcohol, methanol, benzene, dil alkalies. Absorption spectra: Farmilo, Bull. Narc. 6, No. 3/4, 18 (1954).
Optical Rotation: [a]D15 -130° (c = 0.88 in alc)
Derivative Type: Hydrobromide
Molecular Formula: C18H19NO3.HBr
Molecular Weight: 378.26
Percent Composition: C 57.15%, H 5.33%, N 3.70%, O 12.69%, Br 21.12%
Properties: Crystals from water, mp 270-275°. Also an acid hydrobromide, (B.HBr)2.HBr.
Melting point: mp 270-275°
Derivative Type: Hydrochloride
Molecular Formula: C18H19NO3.HCl
Molecular Weight: 333.81
Percent Composition: C 64.77%, H 6.04%, N 4.20%, O 14.38%, Cl 10.62%
Properties: Needles from water, mp 256-260°. Also an acid hydrochloride, (B.HCl)2.HCl. Absorption spectrum: Csokán, Z. Anal. Chem. 124, 344 (1942).
Melting point: mp 256-260°
Derivative Type: Hydriodide
Molecular Formula: C18H19NO3.HI
Molecular Weight: 425.26
Percent Composition: C 50.84%, H 4.74%, N 3.29%, O 11.29%, I 29.84%
Properties: Clusters from dil alc, mp 243-244° (with preliminary softening at 237°).
Melting point: mp 243-244° (with preliminary softening at 237°)
Derivative Type: Methiodide
Molecular Formula: C18H19NO3.CH3I
Molecular Weight: 439.29
Percent Composition: C 51.95%, H 5.05%, N 3.19%, O 10.93%, I 28.89%
Properties: Crystals from acetic acid, mp 221-222°.
Melting point: mp 221-222°
Status: This monograph has been retired and is no longer subject to revision or update.

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