Coptisine
Title: Coptisine
CAS Registry Number: 3486-66-6
CAS Name: 6,7-Dihydrobis[1,3]benzodioxolo[5,6-a:4¢,5¢-g]quinolizinium
Additional Names: 7,8,13,13a-tetradehydro-2,3:9,10-bismethylenedioxyberbinium; bis[methylenedioxy]protoberberine
Molecular Formula: [C19H14NO4]+
Literature References: From root of Coptis japonica Makino, Ranunculaceae. Extraction procedure: Kitasato, C.A. 21, 2700 (1927). Structure: Späth, Posega, Ber. 62, 1029 (1929); cf. Huang-Minlon, Ber. 69, 1744 (1936). Prepn from rhoeageninediol: Klásek et al., Tetrahedron Lett. 1968, 4549.
 
Derivative Type: Hydroxide
Molecular Formula: C19H15NO5
Molecular Weight: 337.33
Percent Composition: C 67.65%, H 4.48%, N 4.15%, O 23.71%
Properties: Yellowish needles from alc, mp 218°. Absorption spectrum: Kitasato, Acta Phytochim. 3, 175 (1927). Very slightly sol in water; sparingly in alcohol; sol in alkalies.
Melting point: mp 218°
 
Derivative Type: Chloride
Properties: Orange prisms, not melted at 300°.
 
Derivative Type: Iodide
Properties: Yellow needles, dec above 280°.
 
Derivative Type: Sulfate
Properties: Yellow crystals, insol in water and alcohol (enables separation from berberine and worenine).

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