Title: Tsuduranine
CAS Registry Number: 517-97-5
CAS Name: (6aR)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-4H-dibenzo[de,g]quinolin-10-ol
Additional Names: 1,2-dimethoxy-6ab-noraporphin-10-ol; tuduranine
Molecular Formula: C18H19NO3
Molecular Weight: 297.35
Percent Composition: C 72.71%, H 6.44%, N 4.71%, O 16.14%
Literature References: In sinomenine mother liquors. Isoln: Gotô, Ann. 521, 175 (1935). Structure: Gotô, Shishido, Ann. 539, 262 (1939). Synthesis of dl-form: Narayanaswami et al., Indian J. Chem. 7, 945 (1969).
Properties: Difficult to crystallize. Minute needles from slowly evaporating ether, mp about 125° (softens at 105°), or 204° depending on cryst form. [a]D20 -127.5° (c = 0.855 in ethanol). Freely sol in the usual organic solvents.
Melting point: mp about 125° (softens at 105°), or 204°
Optical Rotation: [a]D20 -127.5° (c = 0.855 in ethanol)
Derivative Type: Hydrochloride
Properties: Shiny scales from water, dec 286°. [a]D15 -148° (c = 0.88 in water + methanol). Sparingly sol in water.
Optical Rotation: [a]D15 -148° (c = 0.88 in water + methanol)
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