Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol

Autores
Criado, Susana; Mártire, Daniel Osvaldo; Allegretti, Patricia Ercilia; Furlong, Jorge Javier Pedro; Bertolotti, Sonia; La Falce, E; García, Norman
Año de publicación
2003
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A mass spectrometric study of the photooxidation products of the ophthalmic drugs pindolol (1-[1H-indol-4-yloxyl]-3-[isopropylamino]-2-propanol) and timolol (S-[-]-1-[t-butylamino]-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxyl]-2-propanol) in water has been performed by LC-MS. Based on these data and the assumption that photooxidation mainly occurs through singlet molecular oxygen attack, a possible reaction mechanism is proposed. The mechanistic pathways involve singlet oxygen attack to the pindolol indole ring and oxidation of the pindolol isopropyl or timolol terbutyl methyl groups.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
Laboratorio de Estudio de Compuestos Orgánicos
Materia
Química
photooxidation
pindolol
reaction mechanism
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/159211
Acceder
id SEDICI_2f44878e89bf0826839c37411b7caa7f
oai_identifier_str oai:sedici.unlp.edu.ar:10915/159211
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindololCriado, SusanaMártire, Daniel OsvaldoAllegretti, Patricia ErciliaFurlong, Jorge Javier PedroBertolotti, SoniaLa Falce, EGarcía, NormanQuímicaphotooxidationpindololreaction mechanismA mass spectrometric study of the photooxidation products of the ophthalmic drugs pindolol (1-[1H-indol-4-yloxyl]-3-[isopropylamino]-2-propanol) and timolol (S-[-]-1-[t-butylamino]-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxyl]-2-propanol) in water has been performed by LC-MS. Based on these data and the assumption that photooxidation mainly occurs through singlet molecular oxygen attack, a possible reaction mechanism is proposed. The mechanistic pathways involve singlet oxygen attack to the pindolol indole ring and oxidation of the pindolol isopropyl or timolol terbutyl methyl groups.Instituto de Investigaciones Fisicoquímicas Teóricas y AplicadasLaboratorio de Estudio de Compuestos Orgánicos2003info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf551-553http://sedici.unlp.edu.ar/handle/10915/159211enginfo:eu-repo/semantics/altIdentifier/issn/0031-7144info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-10-22T17:22:31Zoai:sedici.unlp.edu.ar:10915/159211Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-10-22 17:22:31.863SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol
title Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol
spellingShingle Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol
Criado, Susana
Química
photooxidation
pindolol
reaction mechanism
title_short Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol
title_full Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol
title_fullStr Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol
title_full_unstemmed Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol
title_sort Mass spectrometric study of the photooxidation of the ophthalmic drugs timolol and pindolol
dc.creator.none.fl_str_mv Criado, Susana
Mártire, Daniel Osvaldo
Allegretti, Patricia Ercilia
Furlong, Jorge Javier Pedro
Bertolotti, Sonia
La Falce, E
García, Norman
author Criado, Susana
author_facet Criado, Susana
Mártire, Daniel Osvaldo
Allegretti, Patricia Ercilia
Furlong, Jorge Javier Pedro
Bertolotti, Sonia
La Falce, E
García, Norman
author_role author
author2 Mártire, Daniel Osvaldo
Allegretti, Patricia Ercilia
Furlong, Jorge Javier Pedro
Bertolotti, Sonia
La Falce, E
García, Norman
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Química
photooxidation
pindolol
reaction mechanism
topic Química
photooxidation
pindolol
reaction mechanism
dc.description.none.fl_txt_mv A mass spectrometric study of the photooxidation products of the ophthalmic drugs pindolol (1-[1H-indol-4-yloxyl]-3-[isopropylamino]-2-propanol) and timolol (S-[-]-1-[t-butylamino]-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxyl]-2-propanol) in water has been performed by LC-MS. Based on these data and the assumption that photooxidation mainly occurs through singlet molecular oxygen attack, a possible reaction mechanism is proposed. The mechanistic pathways involve singlet oxygen attack to the pindolol indole ring and oxidation of the pindolol isopropyl or timolol terbutyl methyl groups.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
Laboratorio de Estudio de Compuestos Orgánicos
description A mass spectrometric study of the photooxidation products of the ophthalmic drugs pindolol (1-[1H-indol-4-yloxyl]-3-[isopropylamino]-2-propanol) and timolol (S-[-]-1-[t-butylamino]-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxyl]-2-propanol) in water has been performed by LC-MS. Based on these data and the assumption that photooxidation mainly occurs through singlet molecular oxygen attack, a possible reaction mechanism is proposed. The mechanistic pathways involve singlet oxygen attack to the pindolol indole ring and oxidation of the pindolol isopropyl or timolol terbutyl methyl groups.
publishDate 2003
dc.date.none.fl_str_mv 2003
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://sedici.unlp.edu.ar/handle/10915/159211
url http://sedici.unlp.edu.ar/handle/10915/159211
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/0031-7144
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
dc.format.none.fl_str_mv application/pdf
551-553
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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score 12.982451

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