Kairine
Names
Preferred IUPAC name
1-Methyl-1,2,3,4-tetrahydroquinolin-8-ol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C10H13NO/c1-11-7-3-5-8-4-2-6-9(12)10(8)11/h2,4,6,12H,3,5,7H2,1H3 ☒N
    Key: AXONCVPTTFHNOI-UHFFFAOYSA-N ☒N
  • InChI=1/C10H13NO/c1-11-7-3-5-8-4-2-6-9(12)10(8)11/h2,4,6,12H,3,5,7H2,1H3
    Key: AXONCVPTTFHNOI-UHFFFAOYAE
  • CN1CCCC2=C1C(=CC=C2)O
Properties
C10H13NO
Molar mass 163.220 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Kairine is a derivative of tetrahydroquinoline which was first described by Wilhelm Fischer in 1883. Its name comes from the Greek kairos, meaning "the right time".[1] It is an antipyretic, formerly used against typhoid fever, but now largely obsolete due to severe side effects. Both kairine and its N-ethyl homolog show similar antipyretic activity.[2][3][4][5]

See also

References

  1. ^ W.E.Flood (1963). The Origins of Chemical Names. Oldbourne Book Co Ltd. p. 126.
  2. ^ Fischer, Wilhelm (1883). "On Kairine and Kairoline". New Remedies. 12 (2): 41.
  3. ^ Fruitnight, J. Henry (1886). "Kairine and Antipyrine". Medical Record. 29 (23): 646–648.
  4. ^ Bockmuhl M, Dorzbach E. Antipyretics of the tetrahydroquinoline series. Med. u. Chem. (1942) 4: 179-212.
  5. ^ Slater, Leo Barney (2009). War and Disease: Biomedical Research on Malaria in the Twentieth Century. Rutgers University Press. p. 26. ISBN 978-0-8135-4438-0.
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