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6138-73-4

6138-73-4 Structure

6138-73-4 Structure
IdentificationBack Directory
[Name]

trilobine
[CAS]

6138-73-4
[Synonyms]

trilobine
(1'β)-6',7-Oxy-6,12'-dimethoxy-2'-methyloxyacanthan
(1'α)-6',7-Epoxy-6,12'-dimethoxy-2'-methyloxyacanthan
2H-22,26-Epoxy-1,24:12,15-dietheno-6,10-metheno-16H-pyrido[2',3':17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinoline, 3,4,4a,5,16a,17,18,19-octahydro-9,21-dimethoxy-4-methyl-, (4aS,16aS)-
[Molecular Formula]

C35H34N2O5
[MOL File]

6138-73-4.mol
[Molecular Weight]

562.67
Chemical PropertiesBack Directory
[Melting point ]

237°
[alpha ]

D +307° (chloroform)
Hazard InformationBack Directory
[Description]

A bisbenzylisoquinoline alkaloid, this base has been isolated from Cocculus sarmentosus Diels and C. trilobus DC. It crystallizes as colourless prisms and is dextrorotatory with [α]29D + 296.3° (CHCI3). Both the hydrochloride and hydro_x0002_bromide are crystalline and sparingly soluble in H20 and the dimethiodide has m.p. 273°C (dec.). Two methoxyl groups and two methylimino groups are present. With dimethyl sulphate in NaOH, the base yields trilobinemethylmethine as long, colourless prisms, m.p. 106° C which is optically inactive and on ozonization furnishes 2-methoxy-5:4'-dialdehydodiphenyl ether, m.p. 72-5°C and a complex dialdehyde, m.p. 124°C.
[Definition]

ChEBI: Trilobine is a member of isoquinolines.
[References]

Kondo, Tomita., J. Pharm. Soc., Japan, 47, 39 (1927)
Kondo, Tomita., ibid, 48, 83 (1928)
Kondo, Tomita., ibid, SO, 91 (1930)
Faltis., Annalen, 497,69 (1932)
Kondo, Tomita., Arch. Pharm., 274, 65 (1936)
Faltis et al., Ber., 74,79 (1941)
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