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Electron Ionization Mass Spectrometric Study of Some Substituted 1,3-oxazoles

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Detalhes bibliográficos
Resumo:Heterocyclic compounds are widely used as pharmaceuticals. Tacrine (THA) was the first drug approved for the treatment of Alzheimer’s disease (AD) and a great effort has been made to design and synthesize new THA-analogues in order to evaluate their beneficial effects as therapeutic agents in this disease.1-6 Contrasting with the pharmaceutical interest, mass spectrometric studies of these compounds and of some of its precursors, namely the oxazole and oxazole derivatives, are scarce. In order to obtain its structural information, a mass spectrometric study was performed with some 5-amino-2-aryl-4-cyano-1,3-oxazoles (Compounds 1 - 5) using a quadrupole mass spectrometer, equipped with an electron ionization (EI) ion source. Detailed fragmentation pathways have been established for all significant ions, including some fragment ions characteristic of the oxazole family. 1. Marco JL, Ríos C, Carreiras MC, Baños JE, Badía A, Vivas NM. Bioorg. Med. Chem. 2001; 9: 727. 2. Ros E, Aleu J, Gomez de Aranda I, Canti C, Pang YP, Marsal J, Solsona C. J Neurophysiol. 2001; 86: 183. 3. Marco JL, Ríos C, Carreiras MC, Baños JE, Badía A, Vivas NM. Arch. Pharm. Pharm. Med. Chem. 2002; 7: 347. 4. Barreiro EJ, Câmara CA, Verli H, Brazilmás L, Castro NG, Cintra WM, Aracava Y, Rodrigues CR, Fraga CAM. Journal of Medicinal Chemistry 2003; 46: 1144. 5. Marco JL, Carreiras MC. Mini-Rev. Med. Chem. 2003; 3: 518. 6. Marco JL, Ríos C, García AG, Villarroya M, Carreiras MC, Martins C, Eleutério A, Morreale A, Orozco M, Luque FJ. Bioorg. Med. Chem. 2004; 12: 2199.
Autores principais:Salgueiro, Pedro
Outros Autores:Dias, Catarina; Carreiras, M. Carmo; Borges, Carlos
Ano:2007
País:Portugal
Tipo de documento:documento de conferência
Tipo de acesso:acesso restrito
Instituição associada:Universidade de Lisboa
Idioma:inglês
Origem:Repositório da Universidade de Lisboa
Descrição
Resumo:Heterocyclic compounds are widely used as pharmaceuticals. Tacrine (THA) was the first drug approved for the treatment of Alzheimer’s disease (AD) and a great effort has been made to design and synthesize new THA-analogues in order to evaluate their beneficial effects as therapeutic agents in this disease.1-6 Contrasting with the pharmaceutical interest, mass spectrometric studies of these compounds and of some of its precursors, namely the oxazole and oxazole derivatives, are scarce. In order to obtain its structural information, a mass spectrometric study was performed with some 5-amino-2-aryl-4-cyano-1,3-oxazoles (Compounds 1 - 5) using a quadrupole mass spectrometer, equipped with an electron ionization (EI) ion source. Detailed fragmentation pathways have been established for all significant ions, including some fragment ions characteristic of the oxazole family. 1. Marco JL, Ríos C, Carreiras MC, Baños JE, Badía A, Vivas NM. Bioorg. Med. Chem. 2001; 9: 727. 2. Ros E, Aleu J, Gomez de Aranda I, Canti C, Pang YP, Marsal J, Solsona C. J Neurophysiol. 2001; 86: 183. 3. Marco JL, Ríos C, Carreiras MC, Baños JE, Badía A, Vivas NM. Arch. Pharm. Pharm. Med. Chem. 2002; 7: 347. 4. Barreiro EJ, Câmara CA, Verli H, Brazilmás L, Castro NG, Cintra WM, Aracava Y, Rodrigues CR, Fraga CAM. Journal of Medicinal Chemistry 2003; 46: 1144. 5. Marco JL, Carreiras MC. Mini-Rev. Med. Chem. 2003; 3: 518. 6. Marco JL, Ríos C, García AG, Villarroya M, Carreiras MC, Martins C, Eleutério A, Morreale A, Orozco M, Luque FJ. Bioorg. Med. Chem. 2004; 12: 2199.