Fragmentation and skeletal rearrangements of products of the reaction between fluorobenzenes and bicyclic N-bases studied by electron ionization mass spectrometry

Fiedorow, Piotr; Frański, Rafał; Gierczyk, Błażej; Schroeder, Grzegorz

doi:10.1016/j.ijms.2004.10.001

International Journal of Mass Spectrometry

2005

DOI: 10.1016/j.ijms.2004.10.001

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Fragmentation and skeletal rearrangements of products of the reaction between fluorobenzenes and bicyclic N-bases studied by electron ionization mass spectrometry

Piotr Fiedorow

Rafał Frański

Błażej Gierczyk

et al.

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2005

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In order to keep subscribers up‐to‐date with the latest developments in their field, John Wiley & Sons are providing a current awareness service in each issue of the journal. The bibliography contains newly published material in the field of mass spectrometry. Each bibliography is divided into 11 sections: 1 Books, Reviews & Symposia; 2 Instrumental Techniques & Methods; 3 Gas Phase Ion Chemistry; 4 Biology/Biochemistry: Amino Acids, Peptides & Proteins; Carbohydrates; Lipids; Nucleic Acids; 5 Pharmacology/Toxicology; 6 Natural Products; 7 Analysis of Organic Compounds; 8 Analysis of Inorganics/Organometallics; 9 Surface Analysis; 10 Environmental Analysis; 11 Elemental Analysis. Within each section, articles are listed in alphabetical order with respect to author (4 Weeks journals ‐ Search completed at 5th. Oct. 2005)

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Mass spectrometry study of N-alkylbenzenesulfonamides with potential antagonist activity to potassium channels

et al. 2015

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Herein, we report the synthesis and mass spectrometry studies of several N-alkylbenzenesulfonamides structurally related to sulfanilic acid. The compounds were synthesized using a modified Schotten-Baumann reaction coupled with Meisenheimer arylation. Sequential mass spectrometry by negative mode electrospray ionization (ESI(-)-MS/MS) showed the formation of sulfoxylate anion (m/z 65) observed in the mass spectrum of p-chloro-N-alkylbenzenesulfonamides. Investigation of the unexpected loss of two water molecules, as observed by electron ionization mass spectrometry (EI-MS) analysis of p-(N-alkyl)lactam sulfonamides, led to the proposal of corresponding fragmentation pathways. These compounds showed loss of neutral iminosulfane dioxide molecule (M-79) with formation of ions observed at m/z 344 and 377. These ions were formed by rearrangement on ESI(+)-MS/MS analysis. Some of the molecules showed antagonistic activity against Kv3.1 voltage-gated potassium channels.

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Fragmentation and skeletal rearrangements of products of the reaction between fluorobenzenes and bicyclic N-bases studied by electron ionization mass spectrometry

Cited by 2 publications

References 25 publications

Current literature in mass spectrometry

Current literature in mass spectrometry

Mass spectrometry study of N-alkylbenzenesulfonamides with potential antagonist activity to potassium channels

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