Title: Cinchotoxine
CAS Registry Number: 69-24-9
CAS Name: (3R-cis)-3-(3-Ethenyl-4-piperidinyl)-1-(4-quinolinyl)-1-propanone
Additional Names: 9-deoxy-9-oxo-1,8-secocinchonine; cinchonicine
Molecular Formula: C19H22N2O
Molecular Weight: 294.39
Percent Composition: C 77.52%, H 7.53%, N 9.52%, O 5.43%
Literature References: A rearrangement product of cinchonine or cinchonidine obtained by boiling with acetic acid: Pasteur, Compt. Rend. 37, 110 (1853). Miller, Rohde, Ber. 33, 3214 (1900). Conversion to cinchonidinone and cinchonine: Rabe, Ber. 44, 2088 (1911); 41, 62 (1908). Prepn from cinchonine: Prostenik, Prelog, Helv. Chim. Acta 26, 1965 (1943).
Properties: Bitter needles. mp 58-60°. [a]D15 +47° in alcohol. Sparingly sol in water; sol in alcohol, ether, chloroform.
Melting point: mp 58-60°
Optical Rotation: [a]D15 +47° in alcohol |