Scopine
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| Scopine | |
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| IUPAC name (1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-ol | |
| Other names 6,7-Epoxytropine; Scopanol; Scopin; 6β,7β-Epoxy-1αH,5αH-tropan-3α-ol | |
| Identifiers | |
| CAS number | 498-45-3  |
| ChemSpider | 20067940 |
| Jmol-3D images | {{#if:O[C@@H]1C[C@H]2N(C)[C@@H](C1)[C@@H]3O[C@H]23|Image 1 |
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| Properties | |
| Molecular formula | C8H13NO2 |
| Molar mass | 155.19 g mol−1 |
| Melting point | 75-76 °C ([1]) |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| Infobox references | |
Scopine is a tropane alkaloid found in a variety of plants including Mandragora root,[2] Senecio mikanoides (Delairea odorata),[3] Scopolia carniolica,[4] and Scopolia lurida.[5]
Scopine can be prepared by the hydrolysis of scopolamine.[1][6][7]
References
- ↑ 1.0 1.1 Werner, Gottfried; Schmidt, K.-H. (1967). "Die darstellung von scopin aus scopolamin". Tetrahedron Letters 8 (14): 1283–1284. doi:10.1016/S0040-4039(00)90685-3.
- ↑ Staub, H. (1962). "The chemical constituents of the Mandragora root. II. The alkaloids". Helvetica Chimica Acta 45 (7): 2297–2305. doi:10.1002/hlca.19620450703.
- ↑ Adams, Roger; Gianturco, Maurizio (1957). "Senecio alkaloids: mikanoidine, the alkaloid from Senecio mikanoides". Journal of the American Chemical Society 79: 166–169. doi:10.1021/ja01558a045.
- ↑ Bendik, I.; Bauerova, O.; Bauer, S.; Mokry, J.; Tomko, J. (1958). "Alkaloids from Scopolia carniolica". Chemicke Zvesti 12: 181–184.
- ↑ Szymanska, Miroslawa (1967). "Alkaloids in Scopolia lurida. Chromatographic analysis. Isolation of cuscohygrine". Acta Poloniae Pharmaceutica 24 (1): 59–64.
- ↑ Meinwald, J.; Chapman, O. L. (1957). "Alkaline hydrolysis of scopolamine methoxymethochloride: a new route to scopine". Journal of the American Chemical Society 79 (3): 665–666. doi:10.1021/ja01560a042.
- ↑ Willstatter, Richard; Berner, Endre (1923). "Hydrolysis of scopolamine". Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen 56B (5): 1079–1082. doi:10.1002/cber.19230560515.
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