Stylopine
Title: Stylopine
CAS Registry Number: 7461-02-1
CAS Name: 6,7,12b,13-Tetrahydro-4H-bis[1,3]benzodioxolo[5,6-a:4¢,5¢-g]quinolizine
Additional Names: 2,3:9,10-bis(methylenedioxy)-13a-berbine; tetrahydrocoptisine
Molecular Formula: C19H17NO4
Molecular Weight: 323.34
Percent Composition: C 70.58%, H 5.30%, N 4.33%, O 19.79%
Literature References: From root of Stylophorum diphyllum (Michx.) Nutt, Corydalis cava Schwg. and Chelidonium majus L., Papaveraceae: Schlotterbeck, Watkins, Ber. 35, 7 (1902); Späth, Julian, Ber. 64, 1131 (1931); Manske, Can. J. Res. B20, 53 (1942); Slavik, Collect. Czech. Chem. Commun. 20, 198 (1955); Bandelin, Malesh, J. Am. Pharm. Assoc. 45, 702 (1956); Slavik, Collect. Czech. Chem. Commun. 26, 2933 (1961).
 
Derivative Type: dl-Form
Properties: Crystals from chloroform + methanol, mp 222-224°.
Melting point: mp 222-224°
 
Derivative Type: Hydrochloride
Molecular Formula: C19H18ClNO4
Molecular Weight: 359.80
Percent Composition: C 63.43%, H 5.04%, Cl 9.85%, N 3.89%, O 17.79%
Properties: Needles from methanol + HCl, mp 266-269°.
Melting point: mp 266-269°
 
Derivative Type: l-Form
Properties: Needles from chloroform + ethanol, mp 203°. [a]D25 -300° (c = 0.53 in chloroform). Practically insol in water; sol in alc, glacial acetic acid; slightly sol in dil acids.
Melting point: mp 203°
Optical Rotation: [a]D25 -300° (c = 0.53 in chloroform)
 
Derivative Type: d-Form
Properties: Crystals from alcohol, mp 203-204°. [a]D25 +310° (c = 0.88 in chloroform). Sol in chloroform; slightly sol in ether, ethanol, methanol.
Melting point: mp 203-204°
Optical Rotation: [a]D25 +310° (c = 0.88 in chloroform)

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