Cinchonine

Structural formula
General
Surname	Cinchonine
other names	(+) - cinchonine (8 R , 9 S ) -Cinchonine
Molecular formula	C 19 H 22 N 2 O
Brief description	white odorless solid
External identifiers / databases
CAS number 118-10-5 EC number 204-234-6 ECHA InfoCard 100.003.850 PubChem 90454 ChemSpider 746392 Wikidata Q2972710
properties
Molar mass	294.4 g mol −1
Physical state	firmly
Melting point	258-264 ° C
solubility	practically insoluble in water (0.25 g l −1 at 20 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-317 P: 261-270-280-301 + 312-302 + 352-333 + 313
Toxicological data	455.8 mg kg −1 ( LD 50 ,  rat , oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cinchonine is a china alkaloid . Structurally, it is one of the quinoline alkaloids and is the most important minor alkaloid of quinine . It is a crystalline, odorless powder. The compound is a diastereomer of cinchonidine .

Occurrence

Cinchonine occurs in many species of Cinchona ( Rubiaceae ) and is isolated from the bark of the tree.

properties

Cinchonine works against malaria , but is not as effective as quinine .

use

Cinchonine can be used for the resolution of racemates and for the precipitation of bismuth , cadmium , germanium , molybdenum and tungsten .

Individual evidence

1. ↑ ^{a b c d e} Entry on cinchonine in the GESTIS substance database of the IFA , accessed on June 9, 2020(JavaScript required) .
2. ↑ Datasheet Cinchonin from Sigma-Aldrich , accessed on June 9, 2020 ( PDF ).
3. ↑ ^{a b c} Entry on cinchonine. In: Römpp Online . Georg Thieme Verlag, accessed on June 9, 2020.