Investigation of conformational diastereomers of 2,3-benzodiazepines by high performance liquid chromatography

I. Fellegvari, J. Visy, K. Valko, T. Lang, M. Simonyi

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

4-methyl-5-ethyl-5H-2,3 benzodiazepine derivatives in ethanolic solution can exist in two conformations which interconvert into each other. The kinetic properties of interconversion for six derivatives were investigated by high performance liquid chromatography using silica stationary phase. The rate constants (k1 + k2), half lives and equilibrium constants (K) of interconversion were calculated from the concentration ratios obtained at various time intervals after disolving the compounds in ethanol. Correlation was found between K and (k1+k2) for five compounds except one involving basic substituent and exhibiting extremely high rate of interconversion. Hammett correlation was found for the equilibrium constant suggesting a decline from linearity for higher δ values. The rate of interconversion decrease by increasing volume of non-basic substituents in the 1-phenyl ring.

Original languageEnglish
Pages (from-to)2719-2732
Number of pages14
JournalJournal of Liquid Chromatography
Volume12
Issue number14
Publication statusPublished - Oct 1989

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Equilibrium constants
High performance liquid chromatography
Benzodiazepines
Silicon Dioxide
Ethanol
High Pressure Liquid Chromatography
Derivatives
Conformations
Rate constants
Kinetics

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Investigation of conformational diastereomers of 2,3-benzodiazepines by high performance liquid chromatography. / Fellegvari, I.; Visy, J.; Valko, K.; Lang, T.; Simonyi, M.

In: Journal of Liquid Chromatography, Vol. 12, No. 14, 10.1989, p. 2719-2732.

Research output: Contribution to journalArticle

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