Chiral separation of tamsulosin by capillary electrophoresis

J Pharm Biomed Anal. 2005 Sep 15;39(3-4):691-6. doi: 10.1016/j.jpba.2005.04.023.

Abstract

Enantiomers of (+/-) 5-[2 (R,S)-{[2-(o-ethoxyphenoxy) ethyl] amino} propyl]-2-methoxy-benzenesulfonamide (tamsulosin, drug frequently used in the treatment of prostate diseases) were separated by capillary electrophoresis (CE). An acidic background electrolyte (BGE) with sulfated-beta-cyclodextrin (S-beta-CD) was used to create a chiral separation environment. Baseline separation of the isomers was achieved during 5 min using cathodic electro-osmotic flow (EOF) (countercurrent mode). The quantification limits were 5.3 x 10(-6) moll(-1) for R-isomer and 5.7 x 10(-6) moll(-1) for S-isomer. The R.S.D. values of peak area were 0.54% for R-isomer and 0.75% for S-isomer. The results achieved enable determination of 0.5% of optical impurity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetic Acid / chemistry
  • Acetonitriles / analysis
  • Adrenergic alpha-Antagonists / analysis
  • Adrenergic alpha-Antagonists / chemistry*
  • Calibration
  • Chromatography, High Pressure Liquid
  • Dose-Response Relationship, Drug
  • Electrolytes
  • Electrophoresis
  • Electrophoresis, Capillary / instrumentation
  • Electrophoresis, Capillary / methods*
  • Furans / analysis
  • Furans / chemistry
  • Models, Chemical
  • Osmosis
  • Reproducibility of Results
  • Stereoisomerism
  • Sulfonamides / analysis
  • Sulfonamides / chemistry*
  • Sulfur / chemistry
  • Tamsulosin
  • Time Factors
  • beta-Cyclodextrins / analysis
  • beta-Cyclodextrins / chemistry*

Substances

  • Acetonitriles
  • Adrenergic alpha-Antagonists
  • Electrolytes
  • Furans
  • Sulfonamides
  • beta-Cyclodextrins
  • tetrahydrofuran
  • Sulfur
  • Tamsulosin
  • betadex
  • Acetic Acid
  • acetonitrile