ChemicalBook--->CAS DataBase List--->6451-73-6

6451-73-6

6451-73-6 Structure

6451-73-6 Structure
IdentificationBack Directory
[Name]

SCOULERIN
[CAS]

6451-73-6
[Synonyms]

SCOULERIN
Scoreline
l-scoulerine
l-skoulerine
Alkaloid HF-1
SCOULERIN(RG)
SCOULERIN(SH)
(-)-scoulerine
2,9-DIOXY-3,10-DIMETHOXYBERBINE
3,10-Dimethoxy-13aα-berbine-2,9-diol
3,10-dimethoxy-13a-alpha-berbine-9-diol
3,10-dimethoxy-13a-alpha-berbine-2,9-diol
Alkaloid HF 1, froM HunneMannia fuMariaefolia
g)quinolizine-2,9-diol,5,8,13,13a-tetrahydro-3,10-dimethoxy-6h-dibenzo((
(S)-5,8,13,13a-Tetrahydro-3,10-diMethoxy-6H-Dibenzo[a,g]quinolizine-2,9-diol
(13aS)-5,8,13,13a-tTtrahydro-3,10-diMethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol
(13aR)-5,8,13,13a-Tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol
6H-Dibenzo[a,g]quinolizine-2,9-diol, 5,8,13,13a-tetrahydro-3,10-dimethoxy-, (13aS)-
[13aR,(+)]-5,8,13,13aβ-Tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol
(13aS)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C19H21NO4
[MDL Number]

MFCD00221721
[MOL File]

6451-73-6.mol
[Molecular Weight]

327.37
Chemical PropertiesBack Directory
[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
Hazard InformationBack Directory
[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.
[IC 50]

BACE1
[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
Spectrum DetailBack Directory
[Spectrum Detail]

SCOULERIN(6451-73-6)1HNMR
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