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ISOTHEBAINE

CAS No.
568-21-8
Chemical Name:
ISOTHEBAINE
Synonyms
ISOTHEBAINE;2,11-dimethoxy-1-hydroxyaporphine;2,11-dimethoxy-6a-alpha-aporphin-1-o;(6aS)-5,6,6a,7-Tetrahydro-2,11-dimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-1-ol;4H-Dibenzo[de,g]quinolin-1-ol, 5,6,6a,7-tetrahydro-2,11-dimethoxy-6-methyl-, (6aS)-
CBNumber:
CB3326208
Molecular Formula:
C19H21NO3
Molecular Weight:
311.37
MDL Number:
MFCD00076035
MOL File:
568-21-8.mol
Last updated:2023-05-04 17:34:40

ISOTHEBAINE Properties

Melting point 203-204°
alpha D18 +285° in alc
Boiling point 451.42°C (rough estimate)
Density 1.1699 (rough estimate)
refractive index 1.5000 (estimate)
pka 9.90±0.20(Predicted)
FDA UNII 60CJ5Z6JA4

ISOTHEBAINE Chemical Properties,Uses,Production

Description

forms colourless prisms from EtOH and has [α]18D + 285.1 ° (EtOH). It may be characterized as the sulphate, m.p. 120-1 °c (dec.) and also yields a diacetyl derivative, m.p. 80-5°C.

Definition

ChEBI: Isothebaine is an aporphine alkaloid. It derives from a hydride of an aporphine.

References

Klee., Arch. Pharrn., 252,211 (1914)
Callow, Gulland, Haworth., J. Chern. Soc., 1444 (1929)
Kiseler, Konovalova.,J. Gen. Chern., USSR, 18,142 (1948)
Battersby, Brown.J'roc. Chern. Soc., 85 (1964)
Synthesis:
Battersby, Brown, Clements., J. Chern. Soc., 4550 (1965)
Biosyn thesis:
Battersby et al., Chern. Cornrnun., 230 (1965)

ISOTHEBAINE Preparation Products And Raw materials

Raw materials

Preparation Products

2,11-dimethoxy-1-hydroxyaporphine 2,11-dimethoxy-6a-alpha-aporphin-1-o ISOTHEBAINE (6aS)-5,6,6a,7-Tetrahydro-2,11-dimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-1-ol 4H-Dibenzo[de,g]quinolin-1-ol, 5,6,6a,7-tetrahydro-2,11-dimethoxy-6-methyl-, (6aS)- 568-21-8 Alkaloids