Kairine

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]

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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Infobox references

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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