Thesis (Ph. D.)--Columbia University, 1934. / Vita. Bibliography: p. [33].

Thesis (Ph. D.)--University of Nevada, Reno, 2007. / "May, 2007." Includes bibliographical references. Library also has microfilm. Ann Arbor, Mich. : ProQuest Information and Learning Company, [2008]. 1 microfilm reel ; 35 mm. Online version available on the World Wide Web.

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The goal of this research project was to synthesize a small library of 3- and 5-arylisoxazoles. These compounds are of interest because of potential biological activity similar to Fipronil. Fipronil is used commercially in the agrochemical industry and exhibits pesticidal activity as a noncompetitive inhibitor of the GABA receptor. By deleting the amino group normally at the 5-position and the cyano group normally at the 3-position and changing the atoms in the heterocyclic ring from containing two nitrogen atoms to one nitrogen and one oxygen atom, we hope to create changes in the binding so the geometry of the GABA receptor may be better understood.The synthesis of our target compounds consisted of many steps. First, brominated intermediates were made from commercially available compounds. The brominated intermediates were converted to aldehydes, which then produced oximes. The oximes were then combined with alkynes through a 1,3-dipolar cycloaddition to form the arylisoxazoles. / Department of Chemistry

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Submitted by Marilene Donadel (marilene.donadel@unioeste.br) on 2019-03-22T20:26:53Z No. of bitstreams: 1 Taianne_Santos_2018.pdf: 3173420 bytes, checksum: 18942f680866870efd7ed25716d1d429 (MD5) / Made available in DSpace on 2019-03-22T20:26:53Z (GMT). No. of bitstreams: 1 Taianne_Santos_2018.pdf: 3173420 bytes, checksum: 18942f680866870efd7ed25716d1d429 (MD5) Previous issue date: 2018-12-13 / This work reports the use of two oxazolonic derivatives, 4- (4- (N, N) dimethylaminobenzylidene) -2-phenyl-1,3-oxazol-5 (4H) -one (AZA2) and 4- (4- nitrobenzylidene) -2-phenyl-1,3-oxazol-5 (4H) -one (AZA8) as fluorescent probes in the detection of histamine. However, these compounds showed low reactivity of the oxazolonic nucleus against the analyte under mild conditions. Therefore, taking advantage of the absorptive and emissive properties of the oxazolonic derivatives, it was thought to use these derivatives as solvatochromic probes in the investigation of pure solvents. Thus, in addition to the aforementioned derivatives (AZA2 and AZA8), two further derivatives for this purpose were also tested for 4- (4-methoxy-benzylidene) -2-phenyl-1,3-oxazol-5 (4H) - (AZA10) and 4- (3-chlorobenzylidene) -2-phenyl-4H-oxazol-5-one (AZA13). Using the multiparametric strategies of KamletAbboud-Taft (KAT) and Catalán, it was verified that the parameter that has the greatest influence on the solvatocromic behavior was the polarizability. / Este trabalho relata inicialmente o emprego de dois derivados oxazolônicos, 4-(4-(N,N)-dimetilaminobenzilideno)-2-fenil-1,3-oxazol-5(4H)-ona (AZA2) e 4-(4-nitrobenzilideno)-2-fenil-1,3-oxazol-5(4H)-ona (AZA8) como sondas fluorescentes na detecção de histamina. Entretanto esses compostos apresentaram baixa reatividade do núcleo oxazolônico frente ao analito em condições amenas. Logo, aproveitando-se das propriedades absortivas e emissivas dos derivados oxazolônicos, pensou-se na utilização destes derivados como sondas solvatocrômicas na investigação de solventes puros. Assim, além dos derivados já mencionados (AZA2 e AZA8), foram testados também mais dois outros derivados para esta finalidade, o 4- (4-metoxi-benzilideno) -2-fenil-1,3oxazol-5 (4H) –ona (AZA10) e 4- (3-clorobenzilideno) -2-fenil-4H-oxazol-5-ona (AZA13). Utilizando-se das estratégias multiparamétricas de KamletAbboud-Taft (KAT) e Catalán, verificou-se que o parâmetro que possui maior influência no comportamento solvatocrômico foi a polarizabilidade.

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