Cinchonine

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Cinchonine
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 Edit this at Wikidata
EC Number
  • 204-234-6
KEGG
UNII
  • 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 checkY
    Key: KMPWYEUPVWOPIM-LSOMNZGLSA-N checkY
  • 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-LSOMNZGLBY
  • O[C@H]([C@H]1C[C@@H]2CC[N@]1C[C@@H]2C=C)c1ccnc2ccccc12
Properties
C19H22N2O
Molar mass 294.39 g/mol
Melting point 260-263
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H317, H332
P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P321, P330, P333+P313, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Cinchonine is an

asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonidine
.

It is structurally similar to

antimalarial
drug.

It is a

References

  1. ^ "Common Chemistry - Substance Details - 118-10-5 : Cinchonan-9-ol, (9S)-". commonchemistry.org. Retrieved 22 May 2020.
  2. .
  3. .