Distomer

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 distomer is a term from medicinal chemistry and denotes the enantiomer of a chiral active ingredient that is more inactive in relation to a desired biological effect . In contrast, the more active enantiomer with regard to the desired biological effect is called the eutomer . These designations 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. Since the distomer may be more active than the corresponding eutomer with respect to other than the desired biological effect, they are often responsible for side effects of the racemic drugs consisting of a eutomer distomer .

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 Appl. Chem. Vol. 70, 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.