title: 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.
abstract: 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.
authors.affiliation: Thomson Mass Spectrometry Laboratory, Institute of Chemistry, State University of Campinas, 13084-971, Campinas SP, Brazil.
authors.forename: Leonardo S
authors.initials: LS
authors.lastname: Santos
authors.forename: Monica Costa
authors.initials: MC
authors.lastname: Padilha
authors.forename: Francisco Radler
authors.initials: FR
authors.lastname: de Aquino Neto
authors.forename: Alberto Dos
authors.initials: AD
authors.lastname: Santos Pereira
authors.forename: Ricardo
authors.initials: R
authors.lastname: Menegatti
authors.forename: Carlos Alberto
authors.initials: CA
authors.lastname: Manssour Fraga
authors.forename: Eliezer J
authors.initials: EJ
authors.lastname: Barreiro
authors.forename: Marcos N
authors.initials: MN
authors.lastname: Eberlin
mesh_terms: 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*
chemical_list: D014150:Antipsychotic Agents; D018492:Dopamine Antagonists; D008024:Ligands; D010879:Piperazines; D011954:Receptors, Dopamine; C031503:phenylpiperazine