| Identification | Back Directory | [Name]
Emetan, 1',2'-didehydro-6',7',10,11-tetramethoxy- | [CAS]
523-01-3 | [Synonyms]
O-methylpsychotrine
1',2'-Didehydro-6',7',10,11-tetramethoxyemetan
Emetan, 1',2'-didehydro-6',7',10,11-tetramethoxy-
(2R,3R,11bS)-2-[(6,7-Dimethoxy-3,4-dihydroisoquinoline-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizine
(2R,3R,11bS)-2-[(6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinoline | [EINECS(EC#)]
208-339-8 | [Molecular Formula]
C29H38N2O4 | [MOL File]
523-01-3.mol | [Molecular Weight]
478.623 |
| Hazard Information | Back Directory | [Description]
Pyman first obtained this alkaloid from the non-phenolic fraction of the total
alkaloids remaining after the removal of Emetine (q.v.) as the hydrobromide. So
far, it has only been found in Cephaelis Ipecacuanha (Brot) A. Rich. The alkaloid
may be separated from the accompanying emetamine by virtue of the fact
that it is removed first by dilute HCl or H2S04 from a mixture of the two bases
in CHC13. It crystallizes from hot Et20 as colourless prisms and has [c:do +
43.2° (EtOH). The salts and derivatives crystallize well, e.g. the hydro bromide
tetrahydrate, pale yellow needles, m.p. 190-200°C (dry); [α]D + 48.0° (H20);
the sulphate which may be obtained as the monohydrate from EtOH or the
heptahydrate from H20, m.p. 247°C (dry, dec.); [α]D + 54.1° (H20); hydrogen
oxalate, m.p. 150-162°C (dec.); [α]D + 45.9° (H20) and the picrate, octagonal
plates from Me2CO which melts over a wide range from 142-175°C. The alkaloid
gives a green colour with Frohde's reagent and dilute aqueous solutions of
its salts are fluorescent. | [Definition]
ChEBI: O-Methylpsychotrine is a member of isoquinolines. | [References]
Pyman.,J. Chern. Soc., 111, 428 (1917)
Brindley, Pyman., ibid, 1067 (1927) |
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