Cinchonidine

Cinchonidine

Names
IUPAC name (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
Identifiers
CAS Number	485-71-2 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:3703 Y
ChEMBL	ChEMBL533841 Y
ChemSpider	91930 Y
ECHA InfoCard	100.006.930
PubChem	101744
UNII	1U622LRA8Z Y
InChI InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1 Y Key: KMPWYEUPVWOPIM-KODHJQJWSA-N Y InChI=1/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1 Key: KMPWYEUPVWOPIM-KODHJQJWBQ
SMILES n2c1c(cccc1)c(cc2)[C@@H](O)[C@H]3N4CC[C@@H](C3)[C@@H](C=C)C4
Properties
Chemical formula	C19H22N2O
Molar mass	294.43 g/mol
Density	1.2 g/mL
Melting point	204 to 205 °C (399 to 401 °F; 477 to 478 K)
Boiling point	464.5 °C (868.1 °F; 737.6 K)
Solubility in water	slightly soluble 0,25 g·l−1 (20 °C) [1]
Hazards
R-phrases	R22
S-phrases	(S2), S45
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Cinchonidine is an alkaloid found in Cinchona officinalis and Gongronema latifolium.^[2] It is used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonine.

References

1. ↑ Herstellerangaben der Firma Merck, 5. Jan. 2008
2. ↑ Imo C, Uhegbu FO (2015). "Phytochemical Analysis of Gongronema latifolium Benth Leaf Using Gas Chromatographic Flame Ionization Detector". International Journal of Chemical and Biomolecular Science. 1 (2): 60–68.