Aporeine

Title: Aporeine
CAS Registry Number: 2030-53-7
CAS Name: (7aS)-6,7,7a,8-Tetrahydro-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline
Additional Names: aporheine; 1,2-methylenedioxyaporphine; (+)-roemerine
Molecular Formula: C18H17NO2
Molecular Weight: 279.33
Percent Composition: C 77.40%, H 6.13%, N 5.01%, O 11.46%
Literature References: From Papaver dubium L., Papaveraceae: Pavesi, Gazz. Chim. Ital. 37 I, 629 (1907); 44 I, 398 (1914). Structure and identity with (+)-roemerine: Slavik, Collect. Czech. Chem. Commun. 28, 1738 (1963). Synthesis of dl-roemerine: Marion, Grassie, J. Am. Chem. Soc. 66, 1290 (1944).
Properties: Needles from ether + petroleum ether, mp 102°. [a]D22 +80° (c = 0.50 in ethanol). uv max: 262, 315 nm (log e 4.3, 3.7). pK 6.1. Sol in ether, methanol, ethanol, chloroform; slightly sol in petr ether. Practically insol in water, alkali.
Melting point: mp 102°
pKa: pK 6.1
Optical Rotation: [a]D22 +80° (c = 0.50 in ethanol)
Absorption maximum: uv max: 262, 315 nm (log e 4.3, 3.7)
Derivative Type: Hydrochloride
Molecular Formula: C18H17NO2.HCl
Molecular Weight: 315.79
Percent Composition: C 68.46%, H 5.75%, N 4.44%, O 10.13%, Cl 11.23%
Properties: Leaflets from ethanol or water, mp 266-267°. Slightly sol in ethanol, water.
Melting point: mp 266-267°
Derivative Type: Methiodide
Molecular Formula: C18H17NO2.CH3I
Molecular Weight: 421.27
Percent Composition: C 54.17%, H 4.79%, N 3.32%, O 7.60%, I 30.12%
Properties: Crystals from boiling methanol, mp 232-233°.
Melting point: mp 232-233°
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