Cinchonidine

Cinchonidine
Cinchonidine
Cinchonidine
Names
IUPAC name
(9R)-8α-Cinchonan-9-ol
Systematic IUPAC name
(R)-[(2S,4S,5R)-5-Ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol
Identifiers
3D model (JSmol)
89690
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.930 Edit this at Wikidata
EC Number
  • 207-622-3
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-KODHJQJWSA-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-KODHJQJWBQ
  • n2c1c(cccc1)c(cc2)[C@@H](O)[C@H]3N4CC[C@@H](C3)[C@@H](C=C)C4
Properties
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)
slightly soluble 0,25 g·l−1 (20 °C) [1]
Hazards
GHS labelling:
GHS07: Exclamation markGHS08: Health hazard
Warning
H302, H317, H361, H373
P201, P202, P260, P264, P270, P272, P280, P281, P301+P312, P302+P352, P308+P313, P314, P321, P330, P333+P313, 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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Cinchonidine is an alkaloid found in Cinchona officinalis and Gongronema latifolium.[2] It is used in asymmetric synthesis in organic chemistry.

See also

References

  1. ^ Herstellerangaben der Firma Merck, 5. Jan. 2008
  2. ^ "NCATS Inxight: Drugs". drugs.ncats.io. Retrieved 2020-01-22.
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