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ISOTHEBAINE

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ISOTHEBAINE Basic information

Product Name:
ISOTHEBAINE
Synonyms:
  • 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)-
CAS:
568-21-8
MF:
C19H21NO3
MW:
311.37
Product Categories:
  • Alkaloids
Mol File:
568-21-8.mol
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ISOTHEBAINE Chemical 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)
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ISOTHEBAINE Usage And Synthesis

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)

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