Title: Corydine
CAS Registry Number: 476-69-7
CAS Name: (6aS)-5,6,6a,7-Tetrahydro-2,10,11-trimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-1-ol
Additional Names: 2,10,11-trimethoxy-6aa-aporphin-1-ol; 1-hydroxy-2,10,11-trimethoxyaporphine
Molecular Formula: C20H23NO4
Molecular Weight: 341.40
Percent Composition: C 70.36%, H 6.79%, N 4.10%, O 18.75%
Literature References: The methyl ether of corytuberine. Occurs in Corydalis cava (L.) Schweigg & Körte (C. tuberosa DC), Fumariaceae, in the dextrorotatory form. Isoln: Gadamer, Ziegenbein, Arch. Pharm. 240, 94 (1902). Structure: Späth, Berger, Ber. 64, 2038 (1931). Synthesis: Hey, Palluel, J. Chem. Soc. 1957, 2926; Arumugam et al., Ber. 91, 40 (1958); Jackson, Martin, Chem. Commun. 1965, 142, 420; eidem, J. Chem. Soc. C 1966, 2222. uv spectrum: Shamma, Yao, J. Org. Chem. 36, 3253 (1971).
Properties: Tetragonal prisms from ether, mp 149°. [a]D20 +204° (c = 1.6 in chloroform). Freely sol in chloroform, alcohol, ethyl acetate; moderately sol in ether.
Melting point: mp 149°
Optical Rotation: [a]D20 +204° (c = 1.6 in chloroform)
Derivative Type: dl-Hydrochloride monohydrate
Molecular Formula: C20H23NO4.HCl.H2O
Molecular Weight: 395.88
Percent Composition: C 60.68%, H 6.62%, N 3.54%, O 20.21%, Cl 8.96%
Properties: Crystals from ethanol + ether, sinters at 205°, dec 228°. Sparingly sol in water.
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