A rapid method for the determination of an unstable metabolic intermediate. The metabolic formation of benzamide and benzoic acid via diacyl amine intermediate

M. Pálfi-Ledniczky, I. Weisz, G. Dénes, K. Újszászy

Research output: Contribution to journalArticle

Abstract

In order to elucidate the formation of benzamide and benzoic acid as rat urine metabolites of beclamide (N-benzyl-3-chloropropionic acid amide) we studied in vitro metabolism by rat liver and brain homogenates. Beclamide is oxidized on benzyl carbon atom into diacyl amine, which is a mild acylating agent and is unstable. Therefore it hydrolyses into benzamide or benzoic acid (considering only the transformation of the benzyl group). Our rapid method consisting of the extraction of the homogenates with chloroform, separation on a short column and HPLC analysis was able to identify beclamide, benzamide and diacyl amine in one chromatogram on a silica column (Hypersil 5 μm) eluted with hexane-ethyl acetate (1:1, v/v), and detected by UV absorbance monitoring at 264 nm.

Original languageEnglish
Pages (from-to)766-768
Number of pages3
JournalChromatographia
Volume24
Issue number1
DOIs
Publication statusPublished - Dec 1987

Fingerprint

Benzoic Acid
Amines
Amides
Rats
Hexanes
Chloroform
Metabolites
Metabolism
Silicon Dioxide
Liver
Hydrolysis
Brain
Carbon
High Pressure Liquid Chromatography
Urine
Atoms
Monitoring
benzamide
3-chloropropionic acid

Keywords

  • Beclamide
  • Benzamide
  • Column liquid chromatography
  • Diacyl amine

ASJC Scopus subject areas

  • Analytical Chemistry
  • Clinical Biochemistry
  • Organic Chemistry
  • Biochemistry

Cite this

A rapid method for the determination of an unstable metabolic intermediate. The metabolic formation of benzamide and benzoic acid via diacyl amine intermediate. / Pálfi-Ledniczky, M.; Weisz, I.; Dénes, G.; Újszászy, K.

In: Chromatographia, Vol. 24, No. 1, 12.1987, p. 766-768.

Research output: Contribution to journalArticle

@article{7e34a3a59eef4b668c967ea6c68aff34,
title = "A rapid method for the determination of an unstable metabolic intermediate. The metabolic formation of benzamide and benzoic acid via diacyl amine intermediate",
abstract = "In order to elucidate the formation of benzamide and benzoic acid as rat urine metabolites of beclamide (N-benzyl-3-chloropropionic acid amide) we studied in vitro metabolism by rat liver and brain homogenates. Beclamide is oxidized on benzyl carbon atom into diacyl amine, which is a mild acylating agent and is unstable. Therefore it hydrolyses into benzamide or benzoic acid (considering only the transformation of the benzyl group). Our rapid method consisting of the extraction of the homogenates with chloroform, separation on a short column and HPLC analysis was able to identify beclamide, benzamide and diacyl amine in one chromatogram on a silica column (Hypersil 5 μm) eluted with hexane-ethyl acetate (1:1, v/v), and detected by UV absorbance monitoring at 264 nm.",
keywords = "Beclamide, Benzamide, Column liquid chromatography, Diacyl amine",
author = "M. P{\'a}lfi-Ledniczky and I. Weisz and G. D{\'e}nes and K. {\'U}jsz{\'a}szy",
year = "1987",
month = "12",
doi = "10.1007/BF02688582",
language = "English",
volume = "24",
pages = "766--768",
journal = "Chromatographia",
issn = "0009-5893",
publisher = "Springer Vieweg",
number = "1",

}

TY - JOUR

T1 - A rapid method for the determination of an unstable metabolic intermediate. The metabolic formation of benzamide and benzoic acid via diacyl amine intermediate

AU - Pálfi-Ledniczky, M.

AU - Weisz, I.

AU - Dénes, G.

AU - Újszászy, K.

PY - 1987/12

Y1 - 1987/12

N2 - In order to elucidate the formation of benzamide and benzoic acid as rat urine metabolites of beclamide (N-benzyl-3-chloropropionic acid amide) we studied in vitro metabolism by rat liver and brain homogenates. Beclamide is oxidized on benzyl carbon atom into diacyl amine, which is a mild acylating agent and is unstable. Therefore it hydrolyses into benzamide or benzoic acid (considering only the transformation of the benzyl group). Our rapid method consisting of the extraction of the homogenates with chloroform, separation on a short column and HPLC analysis was able to identify beclamide, benzamide and diacyl amine in one chromatogram on a silica column (Hypersil 5 μm) eluted with hexane-ethyl acetate (1:1, v/v), and detected by UV absorbance monitoring at 264 nm.

AB - In order to elucidate the formation of benzamide and benzoic acid as rat urine metabolites of beclamide (N-benzyl-3-chloropropionic acid amide) we studied in vitro metabolism by rat liver and brain homogenates. Beclamide is oxidized on benzyl carbon atom into diacyl amine, which is a mild acylating agent and is unstable. Therefore it hydrolyses into benzamide or benzoic acid (considering only the transformation of the benzyl group). Our rapid method consisting of the extraction of the homogenates with chloroform, separation on a short column and HPLC analysis was able to identify beclamide, benzamide and diacyl amine in one chromatogram on a silica column (Hypersil 5 μm) eluted with hexane-ethyl acetate (1:1, v/v), and detected by UV absorbance monitoring at 264 nm.

KW - Beclamide

KW - Benzamide

KW - Column liquid chromatography

KW - Diacyl amine

UR - http://www.scopus.com/inward/record.url?scp=45949127542&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=45949127542&partnerID=8YFLogxK

U2 - 10.1007/BF02688582

DO - 10.1007/BF02688582

M3 - Article

AN - SCOPUS:45949127542

VL - 24

SP - 766

EP - 768

JO - Chromatographia

JF - Chromatographia

SN - 0009-5893

IS - 1

ER -