Cinchonine

Cinchonine is an alkaloid found in Cinchona officinalis. It is used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonidine.

Cinchonine
Names
IUPAC name
(9S)-cinchonan-9-ol[1][2]
Systematic IUPAC name
(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol
Identifiers
3D model (JSmol)
89689
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.850
EC Number
  • 204-234-6
KEGG
UNII
Properties
C19H22N2O
Molar mass 294.39 g/mol
Melting point 260-263
Hazards
GHS pictograms
GHS Signal word Warning
H302, H317, H332
P261, P264, P270, P271, P272, P280, P301+312, P302+352, P304+312, P304+340, P312, P321, P330, P333+313, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

It is structurally similar to quinine, an antimalarial drug.

References

  1. "Common Chemistry - Substance Details - 118-10-5 : Cinchonan-9-ol, (9S)-". commonchemistry.org. Retrieved 22 May 2020.
  2. IUPAC Chemical Nomenclature and Structure Representation Division (2013). "P-(Appendix 3, p. 1517)". In Favre, Henri A.; Powell, Warren H. (eds.). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. IUPACRSC. ISBN 978-0-85404-182-4.


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.