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| | GUAYEWUANINE B Basic information |
| Product Name: | GUAYEWUANINE B | | Synonyms: | YUNACONITINE;ISOACONITINE;GUAYEWUANINE B;JESACONITINE | | CAS: | | | MF: | C35H49NO12 | | MW: | 675.76 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File |  |
| | GUAYEWUANINE B Chemical Properties |
| | GUAYEWUANINE B Usage And Synthesis |
| Description | A aconite alkaloid present in Aconitum fischeri Reich, A. sachalinense, Fr.
Schmidt (Saghalien) and A. subcuneaturn, Nakai, this base is amorphous but
yields crystalline salts, e.g. the perchlorate, m.p. 230-2°C (dec.); aurich10ride,
m.p. 208-9°C (dec.) and a perbromide, m.p. 181-2°C (dec.). Boiling dilute
H2S04 causes hydrolysis with the production of acetic acid and jesanisaconine
(p-anisoylaconine) forming a crystalline hydrochloride, m.p. 209- 21 O°C (dec.).Alkaline hydrolysis gives acetic and p-anisic acids and aconine. Pyrolysis furnishes
pyrojesaconitine, obtained as the crystalline perchlorate, m.p. 171-2°C; [α]13D -
27.4° (MeOH). Oxidation with KMn04 yields acetaldehyde, indicative of an
ethylimino group. The structure of the alkaloid has been determined by con_x0002_tinuous monitoring of the pyrolysis and an examination of the products
produced.
Jesaconitine is, like all of the aconitines, highly toxic producing raspiratory
paralysis and a direct toxic action on the heart, the latter often terminating in
ventricular fibrillation. | | Occurrence | A complex aconitine alkaloid, yunaconitine has been isolated from Aconitum hemsJeyanum. | | References | Makoshi., Arch. Pharm., 247,243 (1909)
Majima, Suginome, Morio., Ber., 57B, 1486 (1924)
Majima, Morio.,Annalen., 476,171,194,203 (1929)
Tamura., ibid, 533,183 (1937)
Structure:
Keith, Pelletier., Chem. Commun., 993 (1967)
Keith, Pelletier., ibid, 161 (1968)
Keith, Pelletier., 1. Org. Chem., 33, 2497 (1968) |
| | GUAYEWUANINE B Preparation Products And Raw materials |
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