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SCOULERIN

Basic information Safety Supplier Related

SCOULERIN Basic information

Product Name:
SCOULERIN
Synonyms:
  • SCOULERIN
  • SCOULERIN(SH)
  • (13aS)-5,8,13,13a-tTtrahydro-3,10-diMethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol
  • (S)-5,8,13,13a-Tetrahydro-3,10-diMethoxy-6H-Dibenzo[a,g]quinolizine-2,9-diol
  • Alkaloid HF 1, froM HunneMannia fuMariaefolia
  • (-)-scoulerine
  • 3,10-dimethoxy-13a-alpha-berbine-2,9-diol
  • 3,10-dimethoxy-13a-alpha-berbine-9-diol
CAS:
6451-73-6
MF:
C19H21NO4
MW:
327.37
EINECS:
200-258-5
Product Categories:
  • Aromatics
  • Heterocycles
  • Alkaloids
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
6451-73-6.mol
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SCOULERIN Chemical Properties

Melting point:
192°C
Boiling point:
503.3±50.0 °C(Predicted)
Density 
1.37±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
A crystalline solid
pka
9.88±0.20(Predicted)
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SCOULERIN Usage And Synthesis

Description

This form of the alkaloid is more widespread than the d-form, occurring in Corydalis caseana, C. micrantha, C. montana, C. scouleri, C. sibirica and Papaver somniferum. It has [α]26D - 318° (c 0.41, MeOH) or - 289° (c 0.62, MeOH). It forms pale grey needles when crystallized from MeOH. The hydrochloride has m.p. 268-9°C; the picrate, m.p. 206°C (dec.) and the diethyl ether, m.p. 155°C. The oxidation products are the same as for the preceding base.

Chemical Properties

Off-White to Pale Pink Solid

Uses

The S-(+)-enantiomer of Scoulerine, an alkaloid found in the opium poppy.

Uses

(S)-Scoulerine is an alkaloid found in the opium poppy. (S)-Scoulerine acts as an antagonist at the α2-adrenoceptor, α1D-adrenoceptor and 5-HT receptor.

Definition

ChEBI: A berberine alkaloid isolated from Corydalis saxicola.

References

Manske., Can. J. Res., 14B, 347, 354 (1936)
Manske., ibid, 17B, 57 (1939)
Manske., ibid, 18B, 414 (1940)
Manske., ibid, 20B, 49 (1942)
Brochmann-Hanssen, Nielsen., Tetrahedron Lett., 2261 (1966)
Synthesis:
Kametani., Japanese Patent, 70, 37,976, 10 December 1970

SCOULERINSupplier

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