The effect of organic solvents on the determination of cyclic boronates of some beta-blockers by gas chromatography/mass spectrometry

Rapid Commun Mass Spectrom. 1998;12(17):1150-60. doi: 10.1002/(SICI)1097-0231(19980915)12:17<1150::AID-RCM282>3.0.CO;2-5.

Abstract

Formation cyclic boronates for beta-blockers, by use of triethylamine (TEA) and pyridine as catalysts, gives more effective product yield. Eleven beta-blockers, formed by cyclic boronation with n-butylboronic acid and TEA, produced higher yields than by on-column thermal reaction and seven beta-blockers were shown to give the highest yields in the phenyl cyclic boronation with pyridine or TEA by on-column thermal and general reaction. The phenyl cyclic boronate of nadolol produced one peak in the chromatogram and the n-butyl cyclic boronate showed two peaks. On-column derivatization and n-butylboronic acid and pyridine was effective in saving analysis time and for convenience, even though some n-butyl cyclic boronates by cyclic boronation with TEA gave a better yield. In n-butyl cyclic boronation with pyridine by on-column thermal reaction the detection limits were 0.1 to 4 ng/microL in urine with a signal-to-noise ratio of 10:1.

MeSH terms

  • Adrenergic beta-Antagonists / chemistry*
  • Adrenergic beta-Antagonists / urine
  • Boron Compounds / chemistry*
  • Cyclization
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Solvents / chemistry*
  • Thermodynamics

Substances

  • Adrenergic beta-Antagonists
  • Boron Compounds
  • Solvents