Mass spectrometry of 1,2,5-oxadiazole N-oxide derivatives. Use of deuterated analogues in fragmentation pattern studies

This paper reported on the study of fragmentation pattern in mass spectrometry of 1,2,5-oxadiazole N-oxide derivatives involving deuterium-labeled analogues to identify some critical fragmentations. A neutral CH<SUB>2</SUB>O loss from 3-hydroxymethyl-N<SUB>2</SUB>-oxide-4-phe...

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Detalles Bibliográficos
Autores principales: Cerecetto, Hugo, González, Mercedes, Seoane, Gustavo, Stanko, Carola, Piro, Oscar Enrique, Castellano, Eduardo Ernesto
Formato: Articulo
Lenguaje:Inglés
Publicado: 2004
Materias:
Ciencias Exactas
1,2,5-oxadiazole N-oxide
D-labeled furoxan
EI/MS
Mass fragmentation
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/84487
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
Descripción
Sumario:This paper reported on the study of fragmentation pattern in mass spectrometry of 1,2,5-oxadiazole N-oxide derivatives involving deuterium-labeled analogues to identify some critical fragmentations. A neutral CH<SUB>2</SUB>O loss from 3-hydroxymethyl-N<SUB>2</SUB>-oxide-4-phenyl-1,2,5-oxadiazole was confirmed with the corresponding mono-deuterated analogue. An OH loss, involving the oxygen of N-oxide, via β-H and δ-H rearrangement, was clearly revealed from 3-(4-methylpiperazine-1-ylmethyl)-N<SUB>2</SUB>-oxide-4-phenyl-1, 2,5-oxadiazole using the adequate tetra-deuterated analogue. N-oxide isomer and deoxygenated analogues were also used to confirm the participation of the oxide moiety in the fragmentation process.

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