Pfeiffer's rule
The Pfeiffersche rule is one of Carl C. Pfeiffer hypothesis from the medicinal chemistry on the pharmacological properties of optically active substances . It says that the higher the affinity of a chiral ligand for its protein , the higher the stereoselectivity , expressed by the eudismic ratio . Although it has been successfully used for many different substance groups, it is considered controversial due to its lack of generality. The rule is limited to ligands whose stereocenter is directly or indirectly involved in the interaction with the protein. In addition, the flexibility of the molecules is not taken into account.
Individual evidence
- ^ CC Pfeiffer: Optical isomerism and pharmacological action , a generalization, Science 124 ( 1956 ) 29-31. PMID 13337345 .
- ^ R. Barlow: Enantiomers: how valid is Pfeiffer's rule? , Trends Pharmacol. Sci. 11, 148-150 ( 1990 ). PMID 2333666 .