Hydroquinidine

Title: Hydroquinidine
CAS Registry Number: 1435-55-8
CAS Name: (9S)-10,11-Dihydro-6¢-methoxycinchonan-9-ol
Additional Names: dihydroquinidine; hydroconchinine
Molecular Formula: C20H26N2O2
Molecular Weight: 326.43
Percent Composition: C 73.59%, H 8.03%, N 8.58%, O 9.80%
Literature References: An alkaloid of cinchona, stereoisomeric with hydroquinine. Usually prepd by hydrogenation of quinidine: Heidelberger, Jacobs, J. Am. Chem. Soc. 41, 826 (1919). Conversion to dihydrocinchonine by removal of the methoxy group: King, J. Chem. Soc. 1946, 523. Manuf pat.: Gutzwiller, Uskokovic, DE 1933599 (1970 to Hoffmann-La Roche), C.A. 72, 90696v (1970). Pharmacology: Cosnier et al., Therapie 26, 97 (1971).
Properties: Plates from ether, needles from alcohol, mp 169°. [a]D20 +231° (c = 2.02 in alc); +299° (c = 0.82 in 0.1N H2SO4). Readily sol in hot alcohol; slightly sol in water and ether.
Melting point: mp 169°
Optical Rotation: [a]D20 +231° (c = 2.02 in alc); +299° (c = 0.82 in 0.1N H2SO4)
Derivative Type: Hydrochloride
CAS Registry Number: 1476-98-8
Trademarks: Serecor (Houd?
Molecular Formula: C20H26N2O2.HCl
Molecular Weight: 362.89
Percent Composition: C 66.19%, H 7.50%, N 7.72%, O 8.82%, Cl 9.77%
Properties: Rhombic plates, mp 273-274°. [a]D26 +184° (c = 1.3). Freely sol in methanol, chloroform; less readily in water or abs alcohol; difficultly sol in dry acetone.
Melting point: mp 273-274°
Optical Rotation: [a]D26 +184° (c = 1.3)
Therap-Cat: Antiarrhythmic.
Keywords: Antiarrhythmic.
Hydroquinine Hydroquinone Hydroxocobalamin Hydroxyamphetamine Hydroxychloroquine