| Identification | Back Directory | [Name]
loline | [CAS]
25161-91-5 | [Synonyms]
loline
Festucine
(2R,3aβ,6aβ)-Hexahydro-N-methyl-2α,4α-methano-4H-furo[3,2-b]pyrrol-3α-amine
2,4-Methano-4H-furo[3,2-b]pyrrol-3-amine, hexahydro-N-methyl-, (2R,3R,3aS,4S,6aS)- | [Molecular Formula]
C8H14N2O | [MDL Number]
MFCD01754778 | [MOL File]
25161-91-5.mol | [Molecular Weight]
154.212 |
| Hazard Information | Back Directory | [Hazard]
A poison. | [Description]
This oily alkaloid has been obtained from a species of grass, Lotium cuneatum
Nevski. It has a density of D 20 1.1343 and a refractive index of n20D 1.5505. It
behaves as a diacidic base yielding a series of well crystalline salts and derivatives,
e.g. the dihydrochloride, m.p. 256-7°C; [α]15D + 6.2° (H20); dihydrobromide,
m.p. 254-5°C (dec.); [α]20D + 3.5° (c 4.29, H20); dihydriodide, m.p. 233-5°C
(dec.); [α]34D + 5.0° (c 13.2 H20); perchlorate, m.p. 282°C with almost explosive decomposition; sulphate, yellow needles, m.p. 250-2°C (dec.); mononitrate,m.p. 208-2l0°C; dinitrate, m.p. l48-9°C; [α]38D + 6.18° (c 6.94, H20); dipicrate, m.p. 258-260°C (dec.); methiodide, m.p. 2l0-loC and the N-nitroso
derivative, m.p. 64°C. The N-acetyl derivative yields a crystalline hydrochloride,
m.p. 197-8°C; [α]20D + 36.9° (H20) and the N-methyl compound is obtained as
a colourless oil, b.p. 90-l oC/2 mm; [α]31D+ 9.31° (c 9.5, MeOH). The alkaloid
possesses an ether oxygen bridging the pyrrolizidine moiety. | [Definition]
ChEBI: Loline is a loline alkaloid with formula C8H14N2O. It is a secondary amino compound and a loline alkaloid. | [References]
Yunusov, Akramov., J. Gen. Chern., USSR, 25, 1765 (1955)
Yunusov, Akramov., ibid, 30,699,705,3105 (1960) |
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