Eutomer

from Wikipedia, the free encyclopedia
Example: The drug
ibuprofen consists of 50% each
of the eutomer and the distomer
Eutomer of ibuprofen
Eutomer = ( S ) - (+) - ibuprofen
dexibuprofen
Distomer of ibuprofen
Distomer = ( R ) - (-) - ibuprofen

The eutomer is a term from medicinal chemistry and denotes the enantiomer of a chiral active ingredient that is more active with regard to a desired pharmacological effect . In contrast, the enantiomer, which is more inactive with regard to the desired pharmacological effect, is called the distomer . These names were introduced after a suggestion by Everhardus J. Ariens , who at the same time called for the development of enantiomerically pure medicinal substances to reduce drug side effects. Drugs that used to be used only as racemates (1: 1 mixture of eutomer and distomer) are now often replaced by pure eutomers. Examples: dexibuprofen , levocetirizine and escitalopram .

The quotient of the potency of the eutomer and the distomer of a drug is the eudismic ratio , the decadic logarithm is the eudismic index .

Individual evidence

  1. ^ CG Wermuth, CR Ganellin, P. Lindber, LA Mitscher: Glossary of Terms used in Medicinal Chemistry (IUPAC Recommendations 1998). In: Pure and Applied Chemistry. Volume 70, Issue 5, 1998, pp. 1129-1143.
  2. ^ Hermann J. Roth, Christa E. Müller, Gerd Folkers: Stereochemistry and Medicinal Products. Wissenschaftliche Verlagsgesellschaft, Stuttgart 1998, ISBN 3-8047-1485-4 , pp. 80–82.
  3. ^ EJ Ariëns: Stereochemistry, a basis for sophisticated nonsense in pharmacokinetics and clinical pharmacology . In: Eur. J. Clin. Pharmacol. tape 26 , no. 6 , 1984, pp. 663-668 , PMID 6092093 .
  4. ^ Carsten jewelry, Bernd Engels, Tanja Schirmeister, Reinhold Fink: Chemistry for medical professionals. Pearson Studium, 2008, ISBN 978-3-8273-7286-4 , p. 404.