References of (6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,
g]quinoline-11-ol
Title: Isocorydine
CAS Registry Number: 475-67-2
CAS Name: (6a
S)-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-6-methyl-4
H-dibenzo[
de,g]quinolin-11-ol
Synonyms: 1,2,10-trimethoxy-6aa-aporphin-11-ol; 11-hydroxy-1,2,10-trimethoxyaporphine; artabotrine; luteanine
Molecular Formula: C20H23NO4
Molecular Weight: 341.40
Percent Composition: C 70.36%, H 6.79%, N 4.10%, O 18.75%
Literature References: From tubers of
Corydalis cava (L.) Schweigg. & Korte
(C. tuberosa DC.,
Fumariaceae); Artabotrys suaveolens Blume,
Anonaceae; Papaver oreophilum Rupr.;
Phoebe clemensii Allen
(Lauraceae) and others. Isoln: Gadamer,
Arch. Pharm. 249, 669 (1911); Johns, Lamberton,
Aust. J. Chem. 20, 1277 (1967); Pfeifer, Mann,
Pharmazie 23, 82 (1968). Structure: Sp?th, Berger,
Ber. 64, 2038 (1931); Gulland
et al., J. Chem. Soc. 1931, 2885; Barger, Sargent,
ibid. 1939, 991. Identity with artabotrine: Schlittler, Huber,
Helv. Chim. Acta 35, 111 (1952); with luteanine: Manske,
Can. J. Res. 21B, 13 (1943). Total synthesis: Kametani
et al., Tetrahedron 27, 5367 (1971). Pharmacology: Berezhinskaya
et al., Farmakol. Toksikol. (Moscow) 31, 44 (1968),
C.A. 68, 94521z (1968).
Properties: Plates from ethanol or acetone, mp 185°. [a]D20 +195° (chloroform). Sol in ether, chloroform, alcohol, acetone, alkali hydroxide. Practically insol in water, alkali carbonates.
Melting point: mp 185°
Optical Rotation: [a]D20 +195° (chloroform)