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 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	89690
ChEBI	CHEBI:3703 ;
ChEMBL	ChEMBL533841 ;
ChemSpider	91930 ;
ECHA InfoCard	100.006.930
EC Number	207-622-3
KEGG	C11379;
PubChem CID	101744;
UNII	1U622LRA8Z ;
	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 Key: KMPWYEUPVWOPIM-KODHJQJWSA-N ; 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
GHS pictograms
GHS signal word	Warning
GHS hazard statements	H302, H317, H361, H373
GHS precautionary statements	P201, P202, P260, P261, P264, P270, P272, P280, P281, P301+312, P302+352, P308+313, P314, P321, P330, P333+313, P363, P405, P501
	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

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