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O12'-Demethylsecoobaberine

O12'-Demethylsecoobaberine Struktur
55085-44-4
CAS-Nr.
55085-44-4
Englisch Name:
O12'-Demethylsecoobaberine
Synonyma:
Baluchistanamine;O12'-Demethylsecoobaberine;4-Hydroxy-3-[4-[[(1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-8-[(1,2,3,4-tetrahydro-6-methoxy-2-methyl-1-oxoisoquinolin-7-yl)oxy]isoquinolin-1-yl]methyl]phenoxy]benzaldehyde;Benzaldehyde, 4-hydroxy-3-[4-[[(1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-8-[(1,2,3,4-tetrahydro-6-methoxy-2-methyl-1-oxo-7-isoquinolinyl)oxy]-1-isoquinolinyl]methyl]phenoxy]-
CBNumber:
CB52374915
Summenformel:
C37H38N2O8
Molgewicht:
638.71
MOL-Datei:
55085-44-4.mol

O12'-Demethylsecoobaberine Eigenschaften

Schmelzpunkt:
122-4°C

Sicherheit

O12'-Demethylsecoobaberine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

This alkaloid is the first isoquinolone-benzylisoquinoline alkaloid to be discovered and occurs in the basic extract from Berberis baluchistanica. It forms colourless crystals when purified by recrystallization from cyc1ohexane-C6H6 and gives an ultraviolet spectrum in EtOH with absorption maxima at 282, 294 and 305 nm, showing a bathochromic shift in acid and alkali due to the presence of a phenolic hydroxyl group in the molecule. Diazomethane in Et20 furnishes the O-methyl ether, m.p. lOS-8°C having an ultraviolet spectrum in EtOH with absorption maxima at 226, 262 and 270 nm and shoulders at 283, 292 and 305 nm. Baluchistanamine itself may be obtained by oxidation of oxyacanthine with dilute potassium permanganate in Me2CO and the methyl ether is also formed by the same method from obaberine. Since both of these latter bases are also present in B. baluchistanica it suggests that baluchistanamine is produced biogenetically by oxidation of oxyacanthine.

Einzelnachweise

Shamma, Foy, Miana, J. Amer. Chem. Soc., 96, 7809 (1974)

O12'-Demethylsecoobaberine Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


O12'-Demethylsecoobaberine Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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  • 4-Hydroxy-3-[4-[[(1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-8-[(1,2,3,4-tetrahydro-6-methoxy-2-methyl-1-oxoisoquinolin-7-yl)oxy]isoquinolin-1-yl]methyl]phenoxy]benzaldehyde
  • Baluchistanamine
  • O12'-Demethylsecoobaberine
  • Benzaldehyde, 4-hydroxy-3-[4-[[(1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-8-[(1,2,3,4-tetrahydro-6-methoxy-2-methyl-1-oxo-7-isoquinolinyl)oxy]-1-isoquinolinyl]methyl]phenoxy]-
  • 55085-44-4
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