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24185-51-1

24185-51-1 Structure

24185-51-1 Structure
IdentificationBack Directory
[Name]

C10603
[CAS]

24185-51-1
[Synonyms]

C10603
Lunarine
(1E,15E,20aR,24aS)-4,5,6,7,8,9,10,11,12,13,20a,21,23,24-Tetradecahydro-17,19-etheno-22H-benzofuro[3a,3-n][1,5,10]triazacycloicosine-3,14,22-trione
17,19-Etheno-22H-benzofuro[3a,3-n][1,5,10]triazacycloeicosine-3,14,22-trione, 4,5,6,7,8,9,10,11,12,13,20a,21,23,24-tetradecahydro-, (1E,15E,20aR,24aS)-
[Molecular Formula]

C25H31N3O4
[MOL File]

24185-51-1.mol
[Molecular Weight]

437.54
Chemical PropertiesBack Directory
[Melting point ]

227 -231°C (dec.).
[Boiling point ]

771.1±60.0 °C(Predicted)
[density ]

1.25±0.1 g/cm3(Predicted)
[pka]

14.40±0.20(Predicted)
Hazard InformationBack Directory
[Description]

A major alkaloid of the seeds of Lunaria biennis Mnch. and also found in L. rediviva, this alkaloid crystallizes as colourless needles from aqueous Me2CO. It is dextrorotatory with [α]27D + 300° (CHCI3) and forms crystalline salts including the hydrochloride, m.p. above 340°C; hydrobromide, m.p. 280-340°C, aurichloride, m.p. 166-170°C (dec.) and the sulphate, m.p. above 340°C.
[References]

Steinegger, Reichstein., Pharrn. Acta Helv., 22, 258 (1947)
Boit., Chern. Ber., 87,1082 (1954)
Janot, LeMen., Bull. Soc. Chirn. Fr., 1840 (1956)
Poiter et al., ibid, 456 (1959)
Bladonetal., Tetrahedron Lett., No.9, 18(1959)
Poiter et al., Tetrahedron Lett., No. 18,36 (1960)
Huneck., Naturwiss., 49, 233 (1962)
Poiter et al., Tetrahedron Lett., 293 (1963)
Crystal structure:
Tamura et al., Chern. Cornrnun., 485 (1965)
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