| Identification | Back Directory | [Name]
ISOTHEBAINE | [CAS]
568-21-8 | [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)- | [Molecular Formula]
C19H21NO3 | [MDL Number]
MFCD00076035 | [MOL File]
568-21-8.mol | [Molecular Weight]
311.37 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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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