Electrospray ionization mass and tandem mass spectra of a series of N-pyrazolylmethyl and N-triazolylmethyl N-phenylpiperazines: new dopaminergic ligands with potential antipsychotic properties.
Recently, two analogous series of N-pyrazolylmethyl and N-triazolylmethyl N-phenylpiperazines have been prepared and found to be potential antipsychotic drugs acting as new selective ligands of the dopamine D2 receptor. Herein we report a systematic study of their high-resolution electrospray ionization mass and tandem mass spectra in which the main dissociation routes of their protonated molecules are determined and rationalized. The ESI-MS/MS data is very characteristic for both series allowing straightforward isomeric differentiation. A single and dominant fragment ion for the pyrazole series and four major fragment ions for the triazole series are useful for selective reaction MS monitoring of these potential drugs in biological fluids.
Santos
Leonardo S
LS
Thomson Mass Spectrometry Laboratory, Institute of Chemistry, State University of Campinas, 13084-971, Campinas SP, Brazil.
Padilha
Monica Costa
MC
de Aquino Neto
Francisco Radler
FR
Santos Pereira
Alberto Dos
AD
Menegatti
Ricardo
R
Manssour Fraga
Carlos Alberto
CA
Barreiro
Eliezer J
EJ
Eberlin
Marcos N
MN
D014150:Antipsychotic Agents / Q000737:chemistry*; D018492:Dopamine Antagonists / Q000737:chemistry*; D008024:Ligands; D010879:Piperazines / Q000737:chemistry*; D011954:Receptors, Dopamine / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*
D014150:Antipsychotic Agents; D018492:Dopamine Antagonists; D008024:Ligands; D010879:Piperazines; D011954:Receptors, Dopamine; C031503:phenylpiperazine