Lipophilicity at pH 7.4 and molecular size govern the entry of the free serum fraction of drugs into the cerebrospinal fluid in humans with uninflamed meninges

J Neurol Sci. 1994 Mar;122(1):61-5. doi: 10.1016/0022-510x(94)90052-3.

Abstract

Physicochemical properties of drugs were related to their ability to enter the cerebrospinal fluid (CSF) in humans by reevaluation of previously reported studies. Either the quotients of the drug concentrations in CSF and serum at steady state (CCSFSS/CSSS) or, since in most cases CSF passage was studied after a short-term infusion, the ratios of the areas under the concentration-time curves in CSF and serum (AUCCSF/AUCS) were taken as measures of CSF passage. AUCS and CSSS were corrected for binding to serum proteins (AUCSf, CSssf). Of the drugs studied the quotient of the octanol/water partition coefficient at pH 7.4 (PC) as a measure of lipophilicity and the square root of the molecular weight (MW1/2) correlated with AUCCSF/AUCS (Spearman's rank correlation coefficient rS = 0.78, P < 0.01) and with AUCCSF/AUCSf (rS = 0.90, P < 0.01). PC.MW-1/2 was related to AUCCSF/AUCSf (or CCSFSS/CSssf, respectively) by the equation: AUCCSF/AUCSf = 0.96 + 0.091.1n(PC.MW-1/2). For 0.0001 < or = PC.MW-1/2 < or = 1.0 this function may be of value for the prediction of CSF penetration in humans when the physicochemical properties of a drug are known and when active transport or metabolism are negligible.

MeSH terms

  • Cerebrospinal Fluid / chemistry*
  • Cerebrospinal Fluid Proteins / metabolism
  • Chemical Phenomena
  • Chemistry, Physical
  • Humans
  • Hydrogen-Ion Concentration
  • Lipids / chemistry
  • Meninges / metabolism*
  • Molecular Weight

Substances

  • Cerebrospinal Fluid Proteins
  • Lipids