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SCOULERIN

SCOULERIN Structure
CAS No.
6451-73-6
Chemical Name:
SCOULERIN
Synonyms
SCOULERIN;Scoreline;l-skoulerine;l-scoulerine;SCOULERIN(SH);Alkaloid HF-1;SCOULERIN(RG);(-)-scoulerine;(-)-Scoulerine;2,9-DIOXY-3,10-DIMETHOXYBERBINE
CBNumber:
CB7382903
Molecular Formula:
C19H21NO4
Molecular Weight:
327.37
MOL File:
6451-73-6.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:16

SCOULERIN 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)
color Off-white to pink

SCOULERIN Chemical Properties,Uses,Production

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

(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

SCOULERIN Preparation Products And Raw materials

Raw materials

Preparation Products

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SCOULERIN Spectrum

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 g)quinolizine-2,9-diol,5,8,13,13a-tetrahydro-3,10-dimethoxy-6h-dibenzo(( l-scoulerine l-skoulerine 2,9-DIOXY-3,10-DIMETHOXYBERBINE (13aR)-5,8,13,13a-Tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol [13aR,(+)]-5,8,13,13aβ-Tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol 3,10-Dimethoxy-13aα-berbine-2,9-diol Alkaloid HF-1 SCOULERIN(RG) 6H-Dibenzo[a,g]quinolizine-2,9-diol, 5,8,13,13a-tetrahydro-3,10-dimethoxy-, (13aS)- Scoreline (13aS)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol (S)-3,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline-2,9-diol proliferation,Inhibitor,cancer,Beta-secretase,Scoulerine,Apoptosis,inhibit,microtubule,cycle,β-Secretase,Microtubule/Tubulin,leukemic,BACE,cells,division,mitotic,Discretamine (-)-Scoulerine 6451-73-6 Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Alkaloids