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| | 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;Intermediates & Fine Chemicals;Pharmaceuticals;Alkaloids | | Mol File: | 6451-73-6.mol |  |
| | 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) |
| | 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 | (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. | | Uses | The S-(+)-enantiomer of Scoulerine, an alkaloid found in the opium poppy. | | 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 |
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