References of 4H-Dibenzo[de,g]quinolin-1-ol,5,6,6a,7-tetrahydro-2,10,11-trimethoxy-6-methyl-, (6aS)-
Title: Corydine
CAS Registry Number: 476-69-7
CAS Name: (6a
S)-5,6,6a,7-Tetrahydro-2,10,11-trimethoxy-6-methyl-4
H-dibenzo[
de,g]quinolin-1-ol
Synonyms: 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 & K?rte
(C. tuberosa DC),
Fumariaceae, in the dextrorotatory form. Isoln: Gadamer, Ziegenbein,
Arch. Pharm. 240, 94 (1902). Structure: Sp?th, 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.