salutaridine

salutaridine Struktur
1936-18-1
CAS-Nr.
1936-18-1
Englisch Name:
salutaridine
Synonyma:
salutaridine;5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methylmorphinan-7-one;Morphinan-7-one, 5,6,8,14-tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-
CBNumber:
CB81384792
Summenformel:
C19H21NO4
Molgewicht:
327.37
MOL-Datei:
1936-18-1.mol

salutaridine Eigenschaften

Schmelzpunkt:
197-198°
alpha 
D12 +114° (c = 0.5 in methanol)
Siedepunkt:
532.5±50.0 °C(Predicted)
Dichte
1.33±0.1 g/cm3(Predicted)
Löslichkeit
Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
pka
9.28±0.40(Predicted)
Farbe
Pale Brown to Light Brown

Sicherheit

Giftige Stoffe Daten 1936-18-1(Hazardous Substances Data)

salutaridine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

An alkaloid obtained from Croton salutaris, this base has been postulated as an intermediate compound in the biosynthesis of the morphine alkaloids. It yields colourless rods when crystallized from AcOEt and has [α]D + 111 ° (c 1.69, EtOH). The ultraviolet spectrum in EtOH has two absorption maxima at 240 and 277 mJl. Two methoxyl groups, a phenolic hydroxyl group and a methylimino group are present, the base furnishing an O-acetate, m.p. 171°C; [α]D + 120° (c 1.25, EtOH). More recently, it has been discovered in Croton balsamifera Jacq. and Papaver orientale.

Verwenden

Salutaridine is one of the biosynthetic precursors of morphine (M652290), a principle alkaloid of opium.

Einzelnachweise

Barton et al., J. Chem. Soc., 2423 (1965)
Battersby, Brown., Chem. Commun., 170 (1966)
Chambers, Haynes, Stuart., ibid, 449 (1966)
Mass spectra:
Wheeler, Kinstle, Rinehart.,J. Amer. Chem. Soc., 89,4494 (1967)

salutaridine Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


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  • 5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methylmorphinan-7-one
  • salutaridine
  • Morphinan-7-one, 5,6,8,14-tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-
  • 1936-18-1
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