Bibliografias temáticas / 3-oxadiazol

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Literatura científica selecionada sobre o tema "3-oxadiazol"

Autor: Grafiati
Publicado: 4 de junho de 2021
Última modificação: 12 de fevereiro de 2022

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Artigos de revistas sobre o assunto "3-oxadiazol"

1

Stepanova, Elena V., e Andrei I. Stepanov. "UNUSUAL WAY OF REACTION OF 3-AMINO-4-(5-CHLOROMETHYL-1,2,4-OXADIAZOLE-3-YL)-FURAZAN WITH HYDRAZINE". IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 60, n.º 4 (12 de maio de 2017): 26. http://dx.doi.org/10.6060/tcct.2017604.5522.

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The results of our study of the pathways of selective reactivity of 3-amino-4-(5-chloromethyl-1,2,4-oxadiazole-3-yl)furazan versus 5-unsubstituted or 5-methyl and 5-trifluoromethyl substituted 4-(5R-1,2,4-oxadiazole-3-yl)furazans (R = H, Me, CF3) towards the action of hydrazine are discussed. If the reductive opening of 1,2,4-oxadiazole ring in unsubstituted at the С-5 atom (1,2,4-oxadiazol-3-yl)furazan derivatives under the treatment with hydrazine can be used as a method for the preparation of a range of amidrazones of 4-R-furazan-3-carboxylic acid. 3-amino-4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)furazan with hydrazine gives amidoxime of 4-aminofurazan-3-carboxylic acid. 3-amino-4-(5-methyl-1,2,4-oxadiazol-3-yl) furazan is inert to the action of hydrazine, on the contrary the reaction of 3-amino-4-(5-chloromethyl-1,2,4-oxadiazole-3-yl)furazan with hydrazine leads to oxidation of chloromethyl group of titled compound to the carbonyl one. In this case the product of reaction of 3-amino-4-(5-chloromethyl-1,2,4-oxadiazole-3-yl)furazan with hydrazine was isolated in a form of corresponding hydrazonomethyl derivative notably as 3-amino-4-(5-hydrazonomethyl-1,2,4-oxadiazole-3-yl)furazan. A possible reaction mechanism for the formation of hydrazonomethyl group by oxidation reaction of chloromethyl group by hydrazine is proposed. 3-Amino-4-(5-hydrazonomethyl-1,2,4-oxadiazol-3-yl)furazan undergoes a transhydrazination reaction with semicarbazide and thiosemicarbazide. But our attempts to its hydrolysis for the purpose to obtain free aldehyde were unsuccessful. Thus, hydrolysis of hydrazonomethyl derivative in acetic acid in the presence of catalytic amount of sulfuric acid results in azine – N,N'-bis(3-(4-aminofurazan-3-yl)-1,2,4-oxadiazol-5-ylmethylyden)hydrazine – precipitation, long-duration boiling in hydrochloric acid leads to Kishner-Wolff reduction of the carbonyl group to 3-amino-4-(5-methyl-1,2,4-oxadiazol-3-yl)furazan, and hydrolysis in alkaline medium leads to 1,2,4-oxadiazole ring opening to amidoxime of 4-aminofurazan-3-carboxylic acid. Synthesis of 3-amino-4-(5-chloromethyl-1,2,4-oxadiazole-3-yl)furazan (R = CH2Cl) was carried out by condensation of amidoxime of 4-aminofurazan-3-carboxylic acid with an excess of chloroacetyl chloride in toluene at elevated temperature. The reaction proceeds through formation of intermediate product – 3-chloromethylamino-4-(5-chloromethyl-1,2,4-oxadiazol-3-yl)furazan. Removing of N-chloroacetyl group in such obtained intermediate was performed by hydrolysis in acidic media. One-pot synthesis without the need for isolation and purification of intermediate is allowed. The structures of obtained compounds were proved by modern methods of physical-chemical analysis (1H, 13C NMR, IR and MS spectroscopy).Forcitation:Stepanova E.V., Stepanov A.I. Unusual way of reaction of 3-amino-4-(5-chloromethyl-1,2,4-oxadiazole-3-yl)furazan with hydrazine. Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2017. V. 60. N 4. P. 26-32.
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Tang, Yongxing, Chunlin He, Lauren A. Mitchell, Damon A. Parrish e Jean'ne M. Shreeve. "Energetic compounds consisting of 1,2,5- and 1,3,4-oxadiazole rings". Journal of Materials Chemistry A 3, n.º 46 (2015): 23143–48. http://dx.doi.org/10.1039/c5ta06898c.

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3-Nitroamino-4-(5-amino-1,3,4-oxadiazol-2-yl)furazan monohydrate (2·H2O), which is a combination of the nitroaminofurazan and 1,3,4-oxadiazole rings, was obtained by the nitration of 3-amino-4-(5-amino-1,3,4-oxadiazol-2-yl)furazan (1) with 100% nitric acid.
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3

Pagoria, Philip, Maoxi Zhang, Ana Racoveanu, Alan DeHope, Roman Tsyshevsky e Maija Kuklja. "3-(4-Amino-1,2,5-oxadiazol-3-yl)-4-(4-nitro-1,2,5-oxadiazol-3-yl)-1,2,5-oxadiazole". Molbank 2014, n.º 2 (22 de maio de 2014): M824. http://dx.doi.org/10.3390/m824.

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4

Saini, Sachin. "Synthesis and Anticonvulsant Studies of Thiazolidinone and Azetidinone Derivatives from Indole Moiety". Drug Research 69, n.º 08 (20 de dezembro de 2018): 445–50. http://dx.doi.org/10.1055/a-0809-5098.

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Abstract2-Amino-5-(3’-indolomethylene)-1, 3 , 4 - oxadiazole (3) undergoes facile condensation with various aromatic aldehydes to gave 2-substitiuted arylidenylamino-5-(3’- indolomethylene) – 1, 3 , 4 – oxadiazole (4–8). Cyclocondensation of (4–8) with thioglycolic acid and triethylamine yielded 3-[5’-(3”- indolomethylene)- 1’, 3’, 4’- oxadiazol-2’-yl]- 2- (substituted aryl)-4- thiazolidinones (9–13) and 1-[5’-(3”- indolomethylene) -1’, 3’, 4’- oxadiazol - 2’- yl ] -4-(substituted aryl) -2- azetidinones (14–18). The structures of these compounds were established on the basis of analytical and spectral data. The newly synthesised compounds were evaluated for their anticonvulsant activity and acute toxicity.
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5

Maftei, Catalin V., Elena Fodor, Peter G. Jones, M. Heiko Franz, Gerhard Kelter, Heiner Fiebig e Ion Neda. "Synthesis and characterization of novel bioactive 1,2,4-oxadiazole natural product analogs bearing the N-phenylmaleimide and N-phenylsuccinimide moieties". Beilstein Journal of Organic Chemistry 9 (25 de outubro de 2013): 2202–15. http://dx.doi.org/10.3762/bjoc.9.259.

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Taking into consideration the biological activity of the only natural products containing a 1,2,4-oxadiazole ring in their structure (quisqualic acid and phidianidines A and B), the natural product analogs 1-(4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)phenyl)pyrrolidine-2,5-dione (4) and 1-(4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)phenyl)-1H-pyrrole-2,5-dione (7) were synthesized starting from 4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)aniline (1) in two steps by isolating the intermediates 4-(4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)phenylamino)-4-oxobutanoic acid (3) and (Z)-4-(4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)phenylamino)-4-oxobut-2-enoic acid (6). The two natural product analogs 4 and 7 were then tested for antitumor activity toward a panel of 11 cell lines in vitro by using a monolayer cell-survival and proliferation assay. Compound 7 was the most potent and exhibited a mean IC50 value of approximately 9.4 µM. Aniline 1 was synthesized by two routes in one-pot reactions starting from tert-butylamidoxime and 4-aminobenzoic acid or 4-nitrobenzonitrile. The structures of compounds 1, 2, 4, 5 and 6 were confirmed by X-ray crystallography.
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6

Jia, Si-Yuan, Bo-Zhou Wang, Xue-Zhong Fan, Ping Li e Seik Weng Ng. "4-[4-(4-Amino-1,2,5-oxadiazol-3-yl)-1,2,5-oxadiazol-3-yl]-1,2,5-oxadiazol-3-amine". Acta Crystallographica Section E Structure Reports Online 68, n.º 5 (28 de abril de 2012): o1573. http://dx.doi.org/10.1107/s1600536812017825.

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7

Xiong, Hualin, Hongwei Yang, Caijin Lei, Pengjiu Yang, Wei Hu e Guangbin Cheng. "Combinations of furoxan and 1,2,4-oxadiazole for the generation of high performance energetic materials". Dalton Transactions 48, n.º 39 (2019): 14705–11. http://dx.doi.org/10.1039/c9dt02684c.

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Energetic materials, comprising furoxan and 1,2,4-oxadiazole backbones, were synthesized by nitrating 3,3′-bis(5-amino-1,2,4-oxadiazol-3-yl)-4,4′-azofuroxan, followed by cation metathesis, giving compounds with high density, high detonation performance and acceptable sensitivities.
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8

Tkachuk, V., T. Lyubchuk, T. Tkachuk e O. Hordiyenko. "A DEVELOPMENT OF AN EFFECTIVE METHOD FOR THE SYNTHESIS OF 2-(5-OXO-4,5-DIHYDRO-1,2,4-OXADIAZOL-3-YL)BENZOIC ACID". Bulletin of Taras Shevchenko National University of Kyiv. Chemistry, n.º 1 (57) (2020): 51–54. http://dx.doi.org/10.17721/1728-2209.2020.1(57).13.

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2-(5-Oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzoic acid was synthesized using a new effective method – thermal heterocyclization of 3-(hydroxyimino)isoindolin-1-one, which occurs as a result of its interaction with 1,1'-carbonyldiimidazole (CDI) and subsequent base-promoted cycleopening of the obtained intermediate 3H,5H-[1,2,4]oxadiazolo[3,4-a]isoindole-3,5-dione. Direct cyclization of 3-(hydroxyimino)isoindolin-1-one by the reaction with diethyl carbonate in the presence of sodium ethylate in ethanol at room temperature and under heating was unsuccessful. The same result was observed when using triphosgene in the presence of triethylamine in dichloromethane. Treating 3-(hydroxyimino)isoindolin-1-one with methyl chloroformate gave 3-(((methoxycarbonyl)oxy)-imino)isoindolin-1-one which was thermally stable and was not cyclized into the desired acid by boiling in toluene and o-xylene for 24 hours. The reflux of the excess of CDI with 3-(hydroxyimino)isoindolin-1-one in anhydrous ethyl acetate and subsequent alkaline hydrolysis gave the desired 2-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzoic acid in a total yield of 90%. An attempt to stop the process at the stage of formation of the intermediate 3H,5H-[1,2,4]oxadiazolo[3,4-a]isoindole-3,5-dione by carrying out the reaction in the absence of a base failed. Its partial hydrolysis took place during the reaction, and especially at the stage of isolation, and as a result a mixture of 3H,5H-[1,2,4]oxadiazolo[3,4-a]isoindole-3,5-dione and 2-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzoic acid was formed in a ratio of about 2:3. The obtained substance after mixing with aqueousmethanolic NaOH solution and subsequent acidification with 1M HCl was quantitatively converted into the pure desired acid. The developed method allows the use of 3-(hydroxyimino)isoindolin-1-ones as convenient starting materials for the preparation of vic-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)aromatic acids and subsequently related compounds, in particular isomeric vic-carbamimidoyl(hetero)aromatic carboxylic acids, which cannot be obtained by other currently known methods. All the compounds obtained during the development of the method were studied by means of NMR spectroscopy.
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Wu, Xiang-Wen, Meng-Meng Xin, Jian-Ping Ma, Zhen-Hua Wu e Yu-Bin Dong. "The coordination chemistry of two symmetric double-armed oxadiazole-bridged organic ligands with copper salts". Acta Crystallographica Section C Crystal Structure Communications 69, n.º 6 (15 de maio de 2013): 601–5. http://dx.doi.org/10.1107/s0108270113010913.

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Two new symmetric double-armed oxadiazole-bridged ligands, 4-methyl-{5-[5-methyl-2-(pyridin-3-ylcarbonyloxy)phenyl]-1,3,4-oxadiazol-2-yl}phenyl pyridine-3-carboxylate (L1) and 4-methyl-{5-[5-methyl-2-(pyridin-4-ylcarbonyloxy)phenyl]-1,3,4-oxadiazol-2-yl}phenyl pyridine-4-carboxylate (L2), were prepared by the reaction of 2,5-bis(2-hydroxy-5-methylphenyl)-1,3,4-oxadiazole with nicotinoyl chloride and isonicotinoyl chloride, respectively. LigandL1 can be used as an organic clip to bind CuIIcations and generate a molecular complex, bis(4-methyl-{5-[5-methyl-2-(pyridin-3-ylcarbonyloxy)phenyl]-1,3,4-oxadiazol-2-yl}phenyl pyridine-3-carboxylate)bis(perchlorato)copper(II), [Cu(ClO4)2(C28H20N4O5)2], (I). In compound (I), the CuIIcation is located on an inversion centre and is hexacoordinated in a distorted octahedral geometry, with the pyridine N atoms of twoL1 ligands in the equatorial positions and two weakly coordinating perchlorate counter-ions in the axial positions. The two arms of theL1 ligands bend inward and converge at the CuIIcoordination point to give rise to a spirometallocycle. LigandL2 binds CuIcations to generate a supramolecule, diacetonitriledi-μ3-iodido-di-μ2-iodido-bis(4-methyl-{5-[5-methyl-2-(pyridin-4-ylcarbonyloxy)phenyl]-1,3,4-oxadiazol-2-yl}phenyl pyridine-4-carboxylate)tetracopper(I), [Cu4I4(CH3CN)2(C28H20N4O5)2], (II). The asymmetric unit of (II) indicates that it contains two CuIatoms, oneL2 ligand, one acetonitrile ligand and two iodide ligands. Both of the CuIatoms are four-coordinated in an approximately tetrahedral environment. The molecule is centrosymmetric and the four I atoms and four CuIatoms form a rope-ladder-type [Cu4I4] unit. Discrete units are linked into one-dimensional chains through π–π interactions.
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Jin, Guoxia, Yuqi Ji, Teng Wang, Yanyan Sun, Yulong Li, Guiying Zhu e Jianping Ma. "Syntheses and characterization of dinuclear and tetranuclear AgI supramolecular complexes generated from symmetric and asymmetric molecular clips containing oxadiazole rings". Acta Crystallographica Section C Structural Chemistry 75, n.º 10 (6 de setembro de 2019): 1327–35. http://dx.doi.org/10.1107/s2053229619011744.

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A new asymmetric ligand, 5-{3-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]phenyl}-2-(pyridin-3-yl)-1,3,4-oxadiazole (L5), which contains two oxadiazole rings, was synthesized and characterized. The assembly of symmetric 2,5-bis(pyridin-3-yl)-1,3,4-oxadiazole (L1) and asymmetric L5 with AgCO2CF3 in solution yielded two novel AgI complexes, namely catena-poly[[di-μ-trifluoroacetato-disilver(I)]-bis[μ-2,5-bis(pyridin-3-yl)-1,3,4-oxadiazole]], [Ag2(C2F3O2)2(C12H8N4O)2] n or [Ag2(μ2-O2CCF3)2(L1)2] n (1), and bis(μ3-5-{3-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]phenyl}-2-(pyridin-3-yl)-1,3,4-oxadiazole)tetra-μ3-trifluoroacetato-tetrasilver(I) dichloromethane monosolvate, [Ag4(C2F3O2)4(C22H15N5O2)2]·CH2Cl2 or [Ag2(μ3-O2CCF3)2(L5)]2·CH2Cl2 (2). Complex 1 displays a one-dimensional ring–chain motif, where dinuclear Ag2(CF3CO2)2 units alternate with Ag2(L1)2 macrocycles. This structure is different from previously reported Ag–L1 complexes with different anions. Complex 2 features a tetranuclear supramolecular macrocycle, in which each ligand adopts a tridentate coordination mode with the oxadiazole ring next to the p-tolyl ring coordinated and that next to the pyridyl ring free. Two L5 ligands are bound to two Ag1 centres through two oxadiazole N and two pyridyl N atoms to form a macrocycle. The other two oxadiazole N atoms coordinate to the two Ag2 centres of the Ag2(O2CCF3)4 dimer. Each CF3CO2 − anion adopts a μ3-coordination mode, bridging the Ag1 and Ag2 centres to form a tetranuclear silver(I) complex. This study indicates that the donor ability of the bridging oxadiazole rings can be tuned by electron-withdrawing and -donating substituents. The emission properties of ligands L1 and L5 and complexes 1 and 2 were also investigated in the solid state.
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Mais fontes

Teses / dissertações sobre o assunto "3-oxadiazol"

1

Conde, Amanda Solis. "Synthesis of 5-methyl-3-phenyl-1,3,4-oxadiazol-2(3H)-one derivatives by electrophilic aromatic substitution". Wright State University / OhioLINK, 2018. http://rave.ohiolink.edu/etdc/view?acc_num=wright1547584724393162.

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2

Bhat, Shreesha V. "Synthesis of 1,2,4 oxadiazol-5-imine, 1,2,4-triazol-3-imine and derivatives : a substituted cyanamide-based strategy for heterocycle synthesis". Thesis, University of Lincoln, 2017. http://eprints.lincoln.ac.uk/28632/.

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Considering the importance of nitrogen-rich heterocycles in drug discovery, a novel strategy towards heterocycle synthesis was envisioned using cyanamide chemistry. Synthesis which involve mild conditions, avoids multi-step sequence and non-toxic reagents are desirable for generation of large combinatorial libraries of drug molecules. We envisaged that the NCN linkage of the cyanamide as well as the concomitant use of the nucleo-and electrophilic centres of the cyanamide could provide a novel synthetic route towards nitrogen heterocycles. The first part (Ch-2) constitute the bulk of the thesis and it focuses on the generation of cyanamide ion and its cyclisative capture with a 1,3-dipole – nitrile oxide in situ. The cycloadduct -1,2,4-oxadiazol-5(4H)-imine was obtained in good yields, which was further transformed into pharmacologically important cores like oxadiazolone and amidines. A library of the different heterocyclic cores was generated, which tolerated a wide variety of functional groups in good to excellent yields. In the second part (Ch-3), we developed a novel protocol for the synthesis of 1,2,4-triazol-3-imine via a formal 1,3-dipolar cycloaddition of in situ generated nitrile imines and cyanamide ion. Further hydrolysis furnished with 1,2,4-triazol-3-one, which is an important core from medicinal chemistry point of view. The concomitant generation and reaction of two reactive species- 1,3-dipoles and cyanamide ion was achieved in a single pot in situ to provide a route towards novel and pharmaceutically important heterocyclic cores. The present work provides a platform for the development of cyanamide derivatives as a ‘single-reagent—diverse-scaffolds’ strategy for time efficient library delivery of structurally diverse molecules.
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3

Almeida, Leonardo Viana de. "Síntese e determinação da atividade antimicrobiana de 2-[5-nitro-tiofen-2-il]-3-acetil-5-[4-fenil-substituído]-2,3-diidro-1,3,4-oxadiazol frente à cepa ATCC 25923 de Staphylococcus aureus". Universidade de São Paulo, 2009. http://www.teses.usp.br/teses/disponiveis/9/9135/tde-07042010-131506/.

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A introdução de um grupo substituinte na molécula de um fármaco promove alterações químico-estruturais que, por sua vez, modificam suas propriedades físicoquímicas. O arranjo espacial de átomos ou grupos de átomos, em especial grupos funcionais, na molécula de um fármaco, expressos por meio de suas propriedades físico-químicas, influenciam direta ou indiretamente na interação fármaco-receptor. Esta, por sua vez, determina aspectos farmacológicos e farmacocinéticos que influem na eficácia terapêutica do medicamento. Assim, uma série de compostos 2-[5-nitro-tiofen-2-il]-3-acetil-5-[4-fenil-substituído]-2,3-diidro-1,3,4-oxadiazolínicos foi planejada e os análogos foram sintetizados, identificados estruturalmente e avaliados in vitro quanto a atividade antimicrobiana frente a Staphylococcus aureus (cepa ATCC 25923), expressa pela determinação da concentração inibitória mínima. Cepas desta bactéria são comuns em infecções hospitalares e frequentemente apresentam caráter de multi-resistência, portanto, alternativas aos fármacos comumente empregados na terapia antibacteriana, especialmente em infecções multi-resitentes, são alvo de estudos e desenvolvimento. Relações entre mudanças estruturais de 2-[5-nitro-tiofen-2-il]-3-acetil-5-[4- fenil-substituído]-2,3-diidro-1,3,4-oxadiazolinas e suas respectivas concentrações inibitórias mínimas podem fornecer informações sobre a influência de propriedades físico-químicas na ação antibacteriana destes compostos, informações estas que podem contribuir para o entendimento das relações entre a estrutura química e a atividade biológica desta classe de compostos, visando a identificação qualitativa e quantitativa das propriedades físico-químicas que influenciam no perfil farmacológico desta classe de compostos. Os grupos substituintes introduzidos nos derivados de 2,3-diidro-1,3,4-oxadizolinas-2,3,5-substituídas contribuem para alterações em suas propriedades físico-químicas, sendo representadas por parâmetros físico-químicos que descrevem a natureza e intensidade da alteração observada. O presente trabalho objetivou identificar, partindo das propriedades físico-químicas, fatores da estrutura química que favoreçam a atividade antimicrobiana dos compostos estudados. A atividade antimicrobiana, expressa pela concentração inibitória mínima, foi determinada pelo procedimento de microdiluição sucessiva, no qual diferentes concentrações de composto a ser analisado foram incubadas em presença de inóculo de Staphylococcus aureus, em meio de cultura líquido. As microdiluições originam concentrações decrescentes a fim de se determinar a menor concentração do composto testado onde o crescimento microbiano foi inibido. Foram realizadas comparações entre as concentrações inibitórias mínimas dos compostos analisados e destas com parâmetros estruturais que representam as propriedades físico-químicas dos compostos. Baseado nas análises comparativas, identificou-se tendências que evidenciam a preponderância de propriedades físicoquímicas sobre a atividade antimicrobiana desempenhada. Constatou-se que a hidrofobicidade influi significativamente na atividade antimicrobiana. Observou-se também que o efeito eletrônico por indução e o volume do grupo substituinte em posição para-fenila também influenciam a ação antimicrobiana, mas estas ainda não foram conclusivas, carecendo de estudos mais aprofundados que levem à compreensão dos fatores estruturais que mais influenciam a ação antimicrobiana de 2-[5-nitro-tiofen-2-il]-3-acetil-5-[4-fenilsubstituído]- 2,3-diidro-1,3,4-oxadiazolinas, de forma a fundamentar o planejamento de futuros candidatos a fármacos antimicrobianos a partir desta classe de compostos.
The introduction of a substitute group within a drug molecule promotes chemical-structure shifts, which by consequence, alters its physical-chemical properties. The atomic special design, particularly the one related to functional groups, assumed in a drug molecule, expressed by the physical-chemical properties, interferers directly or indirectly on drug-receptor interaction. Theses effects collaborate to pharmacologic and pharmacokinetics aspects of drugs, interfering with its therapeutic efficient. Therefore, a set of 2-[5-nitro-thiophen-2-yl]-3-acetyl-5-[4- substitued-phenyl]-3,4-dihydro-1,3,4-oxadiazolines compounds was designed and its analogs synthesized, structurally identified, and in vitro assayed due to its antimicrobial activity against ATCC 25923 Staphylococcus aureus strains, through the determination of minimum inhibitory concentration. Strains of such bacterial species are commonly present within hospital infections, and frequently appear as multi-resistant variant. Consequently, alternatives to the agents usually applied in antimicrobial chemotherapy, particularly to multi-resistant infections, are target for drug research and development. Relations among structural shifts on 2-[5-nitro-thiophen-2-yl]-3-acetyl-5-[4-substitued-phenyl]-3,4-dihydro-1,3,4-oxadiazolines compounds and its respective minimum inhibitory concentration may lead to information about the influence of physical-chemical properties in antimicrobial activity. Continually, such information might contribute to the elucidation of chemical structure-biological activity relationship of these compounds. The substitutes groups inserted on 2,3,5-substituted-3,4-dihydro-1,3,4-oxadiazolines derivates contribute to differs the molecule physical-chemical properties, which is represented by its physical-chemical parameters, which describe the nature and intensity of the observed modification. Therefore, the following study aimed to identify, throughout physical-chemical properties, chemical structure factors that favor the antimicrobial activity of the synthesized compounds. The antibacterial activity, expressed as the minimum inhibitory concentration, was quantified by the microdilution method, where gradual concentrations of the tested conpound were incubated within ATCC 25923 Staphylococcus aureus cells suspended in broth medium. The microdilutions originated descending concentrations, in order to spot the minimum concentration whose microbial growth was inhibited. The minimum inhibitory concentration regarded to each compound was correlated to its physical-chemical parameters. Based on observed relations, it could be identified evidences assuming the physical-chemical properties relevance on antimicrobial assay. It was verified that hydrophobic effects interferes with antimicrobial activity, as well as inductive electronic effects and molecular volume of substitute group in para-phenyl position. These factors contribute to physical-chemical properties shifts and therefore play a role on the antimicrobial action. However, these latest two influences were enable to conclude, suggesting the need of more extensive studies. So that, a more profound comprehension about structure factors that interfere with 2,3,5-substitued-3,4-dihydro-1,3,4-oxadiazolines derivates might lead to the rational design of potential antimicrobial agents among this class of compounds.
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4

Wolf, Lucas. "Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios". Universidade Federal de Santa Maria, 2015. http://repositorio.ufsm.br/handle/1/4271.

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Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
In the present work, a series of 2-alkyl/arylchalcogenide-N-(4-aryl-1,3-thiazol-2-yl)acetamide was prepared via addition of aryl or alkyl chalcogenides. This methodology allowed the preparation of new derivatives of 2-amino-1,3-thiazoles in good yields. The compound synthesized is intended to evaluate the biological potential from the antioxidant activity by scavenging capacity of the assay by ABTS and DPPH. Was also developed a methodology for obtaining the compounds (S)-N-(alkyl-1-(3-aryl-1,2,4-oxadiazol-5-yl)-2-(phenylchalcogenide)acetamide derived from (S)-2-(2-(phenylchalcogenide)acetamido)alkanoic acids and arylamidoximes employing microwave irradiation. This synthesis was carried out in three conditions by varying the reaction time, temperature and solvent. The reactions employing microwave irradiation exhibit advantages against reactions using conventional method. These compounds were characterized by 1H NMR, 13C NMR and techniques high resolution mass spectrometry.
No presente trabalho, uma série de 2-alquil/arilcalcogeno-N-(4-aril-1,3-tiazol-2-il)acetamidas foi preparada via adição de calcogenetos de alquila ou arila. Essa metodologia permitiu a obtenção de derivados de 2-amino-1,3-tiazois em bons rendimentos. A proposta dessa síntese tem a finalidade de avaliar o potencial biológico a partir da atividade antioxidante por meio da capacidade sequestradora dos compostos sintetizados através de ensaios de ABTS e DPPH. Também foi desenvolvido uma metodologia para a obtenção dos compostos (S)-N-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil)acetamidas derivados de ácidos (S)-2-(2-(calcogenofenil)acetamido)alcanoicos e arilamidoximas, empregando irradiação de micro-ondas. Para essa síntese foram desenvolvidas três condições reacionais variando o tempo reacional, temperatura e solvente. As reações conduzidas em micro-ondas apresentaram vantagens frente às reações em método convencional. Estes compostos foram caracterizados por técnicas de RMN 1H, RMN 13C e por espectrometria de massas de alta resolução.
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5

Pisarenko, Irina [Verfasser], e Joachim Kurt [Akademischer Betreuer] Fandrey. "Interaktionsanalyse der Hypoxie-induzierbaren Transkriptionsfaktoren HIF-2α und ARNT unter Berücksichtigung der Einflussnahme durch den HIF-2α-Liganden N-(3-Chloro-5-fluorophenyl)-4-nitrobenzo[c][1,2,5]oxadiazol-5-amine und verschiedener HIF-2α-Mutationen / Irina Pisarenko ; Betreuer: Joachim Kurt Fandrey". Duisburg, 2018. http://d-nb.info/1159879133/34.

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6

Singh, Neeraj. "Generation of 4,5-Dihydro-1,2,3-oxadiazole and Study of the Decomposition Products". Doctoral thesis, Universitätsbibliothek Chemnitz, 2015. http://nbn-resolving.de/urn:nbn:de:bsz:ch1-qucosa-191706.

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4,5-Dihydro-1,2,3-oxadiazoles are postulated to be key intermediates in the synthesis of ketones from alkenes on an industrial scale, alkylation of DNA in vivo, decomposition of N-nitrosoureas (potent carcinogens), and are also a subject of great interest for theoretical chemists. In this thesis, formation of the parent compound and decay into secondary products has been studied by NMR monitoring analysis. The elusive properties and the intermediacy of the parent compound, 4,5-dihydro-1,2,3-oxadiazole, in the decomposition of suitably substituted N-nitrosoureas using Tl(I) alkoxides as bases, have been confirmed by the characterisation of its decay products viz., ethylene oxide, acetaldehyde, and especially diazomethane, at very low temperatures by 1H NMR, 13C NMR, 15N NMR, and relevant 2D NMR methods. Moreover, it has been shown that the methylation of nucleophilic molecules by 3-methyl-4,5-dihydro-1,2,3-oxadiazolium salts, which are considered to be activated forms of β−hydroxyalkylnitrosamines, does not involve 4,5-dihydro-1,2,3-oxadiazole as an intermediate, as has been reported in literature; instead, nucleophilic substitution leading to synthesis of open-chain products dominates the reaction
4,5-Dihydro-1,2,3-oxadiazole wurden als Schlüsselintermediate in der industriellen Synthese von Ketonen aus Alkenen, der in vivo Alkylierung von DNA und der Zersetzung von N-Nitrosoharnstoffen (potente Karzinogene) postuliert. Sie sind ebenso von großem Interesse in der theoretischen Chemie. Im Rahmen dieser Arbeit wurde die Bildung der Stammverbindung und deren Zersetzung in sekundäre Produkte mittels NMR-Verfolgung studiert. Die ausgesprochene Kurzlebigkeit der Stammverbindung 4,5-Dihydro-1,2,3-oxadiazol wurde durch die Charakterisierung der Produkte bei der Zersetzung geeignet substituierter N-Nitrosoharnstoffe mit Tl(I)-Alkoxiden bestätigt. Die Zersetzungsprodukte Ethylenoxid, Acetaldehyd und besonders Diazomethan wurden bei sehr niedrigen Temperaturen mittels 1H-NMR, 13C-NMR, 15N-NMR und relevanten 2D-NMR-Methoden charakterisiert. Des Weiteren konnte gezeigt werden, dass die Methylierung nucleophiler Spezies mit 3-Methyl-4,5-dihydro-1,2,3-oxadiazoliumsalzen, welchen als aktivierte Äquivalente der β−Hydroxyalkylnitrosamine verstanden werden, nicht zur Bildung von 4,5-Dihydro-1,2,3-oxadiazol als Intermediat führt, so wie dies in der Literatur berichtet wurde. Stattdessen wird die Bildung offenkettiger Produkte durch nukleophile Substitution bevorzugt
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廖英舜. "Design, Synthesis and Biological Evaluation of 5-(1,2,4-Oxadiazol-3-yl)uridine Derivatives". Thesis, 2010. http://ndltd.ncl.edu.tw/handle/10302593033360195001.

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碩士
國立臺灣師範大學
化學系
98
TMPKmt (thymidine monophosphate kinase of Mycobacterium tuberculosis) catalyzes the conversion of thymidine to TMP (thymidine monophosphate). TMP is an important component for DNA replication. According to the affinity between TMPKmt for the TMP analogues, we interpreted that there could be a binding pocket in TMPKmt around the 5-substituent on thymidine. Therefore, 5-substituted uridine derivatives could be potential agents possessing antiviral and anticancer activities. Synthesis of 5-(5-substituted-1,2,4-oxadiazole)uridine was accomplished starting from 5-cyanouridine derivatives. The uridine 5-carboxamidoxime was obtained from the reaction of 5-cyanouridine derivatives with hydroxylamine. The oxime was subjected to several benzoyl chlorides to afford the corresponding 5-(5-phenyl-1,2,4-oxadiazol-3-yl)uridine derivatives. Alternatively, 5-(5-methyl-1,2,4-oxadiazol-3-yl)uridine was obtained from the reaction of the oxime with acetic anhydride. It is noteworthy that our attempt to synthesize 5-(tetrazol-5-yl)uridine from 5-cyanouridine via click chemistry was unsuccessful. These 5-substituted-uridine analogs are potential chemotherapeutical agents for bacteria, virus or cancer cells. Biological evaluation of the synthesized compounds will be investigated in the future.
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林建邦. "Design, Synthesis and Biological Evaluation of 6-Alkylaminouridine and 6-(1,2,4-Oxadiazol-3-yl)uridine Derivatives". Thesis, 2010. http://ndltd.ncl.edu.tw/handle/44401069178815271331.

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碩士
國立臺灣師範大學
化學系
98
The focus of this thesis is the synthesis of derivatives for 6-aminouridine and 6-(1,2,4-oxadiazol-3-yl)uridine as a potential inhibitors for orotidine 5’-monophosphate decarboxylase (ODCase). The 6-Cyano-1,3-dimethyluracil was chosen as the reaction model to investigate the substitution reaction with alkylamines as underwent nucleophiles. Our studies have shown that 6-cyano-1,3-dimethyluracil substitution reaction only with primary amines with primary alkyl substitutes. Finally, the reaction was applied for the synthesis of several 6-alkylaminouridine derivatives. Furthermore, 6-Cyano-1,3-dimethyluracil as the starting material underwent click reaction with sodium azide to give 6-(tetrazol-5-yl)-1,3-dimethyluracil. The reaction was applied to prepare 6-(tetrazol-5-yl)uridine form 6-cyanouridine. Finally, the 6-cyanouridine derivatives was added hydroxylamine to give the corresponding oxime, and it was processed the cyclization reaction with the para-substituted benzoyl chlorides gave a series of 6-(5-phenyl-1,2,4-oxadiazol-3-yl)uridine derivatives . These 6-subsituted-uridine analogs are potential inhibitors for ODCase. Biological evaluation of the synthesized compounds will be investigated in the future.
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9

Li, Ing-Ju, e 李盈儒. "Studies on the Synthesis and Light-Emitting Properties of 9-Substituted-3-(5-aryl-[1,3,4]oxadiazol-2-yl)-9H-carbazole". Thesis, 2003. http://ndltd.ncl.edu.tw/handle/32977857187737798000.

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碩士
國立成功大學
化學系碩博士班
91
In this thesis the luminescent organic material was synthesized using carbazole as a starting material and KMnO4 as a cyclization reagent. The structure, physical and electroluminiecent properties for the obtained products including carbazole series and their indole derivatives were studied by the analysis of NMR elemental analysis IR, DSC,TGA,UV-VIS,CV,PL spectrum and EL test. For the thermal stability , all synthesized compounds had good thermal decomposition temperatures ,but low glass transition temperatures. The result for PL spectrum analysis indicated that substituted groups for the compounds with a long chain on N position effect the PL spectrum but with benzyl group on N position not. The EL device was fabricated by depositing as a film in vacumn and tested to emit too instantly to gain the EL spectrum . This was attributed to the larger velocity for hole-transport than electron-transport. This can be modified by adding the material which can lower the velocity of hole-transport or enhancing the thickness of the deposited film for emitting layer.
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10

Wang, Ying Shuo, e 王膺碩. "Synthesis and properties of discotic liquid crystalline crystals based on the disk-like mesogenic groups of 1,3,5-tris(5-phenyl-1,3,4-oxadiazol-2-yl)benzene, dibebzo[2,3-a:2',3'-c]phenazine, and diphenanthro[b:i]-1,4,6,9-tetraazaanthracene". Thesis, 2001. http://ndltd.ncl.edu.tw/handle/06925076558685435859.

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碩士
國立臺灣科技大學
化學工程系
89
Three series of discotic liquid crystals with alkyl side chain from 3~12 carbon atoms were prepared and characterized. In the series Ⅰ, three types of discotic liquid crystals with changing the number of flexible long alkyl chains in the surroundings of a 1,3,5-tris(5-phenyl) -1,3,4-oxadiazol-2-yl)benzene core were synthesized: 1,3,5-tris[5-(3,4,5-trialkoxy phenyl)-1,3,5-oxadiazol-2-yl]benzene,TPOB3-n(n=3~12)(R1=R2=R3=OCnH2n+1) (Scheme Ⅰ). 1,3,5-Tris[5-(3,4-dialkoxyphenyl)-1,3,5-oxadiazol-2-yl]benzene, TPOB2-n(n=3~12)(R1=R2=OCnH2n+1 and R3=H)(Scheme Ⅱ) and 1,3,5-tris[5-(4- alkoxyphenyl)-1,3,5-oxadiazol-2-yl]benzene, TPOB1-n(n=3~12) (R1= R3=H and R2= OCnH2n+1)(Scheme Ⅲ). In the series Ⅱ, the family of disc like compounds, 2,3,6,7,2′,3′,6′,7′- Octa-butyloxy[11,11′]dibenzo[2,3-a:2′,3′-c]phenazines, ODPTAZ-n(n=4~12)(Scheme Ⅳ),which have been now synthesized by direct conversion of the corresponding 2,3,6,7-tetrakis(alkoxy)phenathrone-9,10-dione with 3,3′-diaminobenzidine. In the series Ⅲ, new discogens based on the diphenanthro[b:i]-1,4,6,9- tetraazaanthracene, ODPTAA-n(n=4~12,14)(Scheme Ⅴ) were prepared in two-step synthesis by reaction of the bis(3,4-dialkoxy)benzil with 1,2,4,5-tetraaminobenzene and subsequent oxidative aryl-aryl coupling with VOF3 in the presence of boron trifluoride-diethylether. All these compounds were characacterized by IR, mass, 1H and 13C NMR spectroscopies, and their mesomorphic behaviors were examined with DSC, polarized optical microscopy and X-ray diffraction. Compounds TPOB3-n(n=3~12), TPOB2-n (n=5~12), and ODPTAA-n(n=4~12,14) show hexagonal disordered mesophases (Colh). Whereas, the homogolous compounds ODBPAZ-n(n=4~12) show columnar tetragonal mesophases (Colt). On the other hand, a broad spectrum of homologous 1,3,5-tris[5-(4-alkoxyphenyl)-1,3,5-oxadiazol-2-yl]benzene derivatives, TPOB1-n(n= 3~12) exhibited disk-like nematic mesophase with three peripheral alkoxy moieties. Thus, in the case of the compounds TPOB1-n(n=3~12) there is a lot of free-space around the core that reduces the ability of the molecules to pack in a columnar fashion, but intermolecular interactions are still sufficient to enable the exhibition of the ND phase. However, the compound TPOB2-n(n=3,4) with six peripheral short length of propoxyloxy and butyloxy groups also showed the ND phase.
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Livros sobre o assunto "3-oxadiazol"

1

Tremblay, Rose-Marie. Synthesis of 5-methyl-1, 3, 4-oxadiazol-2-carboxylate esters. Sudbury, Ont: Laurentian University, 1994.

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2

Rakaric, Peter. Oligo - 1, 3, 4 - oxadiazoles. Sudbury, Ont: Laurentian University, 1998.

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3

Bradley, Jean-Claude. A study of the reactivity of the carboxyl function in 1, 3, 4-oxadiazole-2-carboxylates. Sudbury, Ont: Laurentian University, 1989.

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Capítulos de livros sobre o assunto "3-oxadiazol"

1

Pardasani, R. T., e P. Pardasani. "Magnetic properties of iron(II) complex with 6-(5-methyl-1,2,4-oxadiazol-3-yl)-2,2′-bipyridine". In Magnetic Properties of Paramagnetic Compounds, 118–19. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-54231-6_58.

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Pardasani, R. T., e P. Pardasani. "Magnetic properties of iron(II) complex with 6-(5-methyl-1,2,4-oxadiazol-3-yl)-2,2′-bipyridine". In Magnetic Properties of Paramagnetic Compounds, 120–21. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-54231-6_59.

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Pardasani, R. T., e P. Pardasani. "Magnetic properties of iron(II) complex with 6-(5-methyl-1,2,4-oxadiazol-3-yl)-2,2′-bipyridine". In Magnetic Properties of Paramagnetic Compounds, 122. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-54231-6_60.

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Pardasani, R. T., e P. Pardasani. "Magnetic properties of iron(II) complex with 6-(5-methyl-1,2,4-oxadiazol-3-yl)-2,2′-bipyridine". In Magnetic Properties of Paramagnetic Compounds, 123–24. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-54231-6_61.

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Pardasani, R. T., e P. Pardasani. "Magnetic properties of iron(II) complex with 6-(5-methyl-1,2,4-oxadiazol-3-yl)-2,2′-bipyridine". In Magnetic Properties of Paramagnetic Compounds, 125. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-54231-6_62.

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6

Pardasani, R. T., e P. Pardasani. "Magnetic properties of iron(II) complex with 6-(5-methyl-1,2,4-oxadiazol-3-yl)-2,2′-bipyridine". In Magnetic Properties of Paramagnetic Compounds, 126–27. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-54231-6_63.

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Chen, Chin-Hsiang, Ming-Han Yang e Wei-Chi Lin. "GaN MIS Photodetectors with l,3-bis [2-(2,20-bipyridin-6–yl) -1,3,4-oxadiazol-5-yl]-benzene (Bpy-OXD) Insulators". In Lecture Notes in Electrical Engineering, 1133–37. Cham: Springer International Publishing, 2014. http://dx.doi.org/10.1007/978-3-319-04573-3_138.

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8

Curtis, A. D. M. "From -(Anilinomethylene)-1,2,4-oxadiazol-3-amines". In Five-Membered Hetarenes with Three or More Heteroatoms, 1. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-013-00884.

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9

von Angerer, S. "Thermolysis of 3-Phenyl-1,2,4-oxadiazol-5-amines". In Six-Membered Hetarenes with Two Unlike or More than Two Heteroatoms and Fully Unsaturated Larger-Ring Heterocycles, 1. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-017-00808.

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10

Schantl, J. G. "Reaction of 1,3,4-Oxadiazol-2(3)-one with 2-Azirene". In Heteroatom Analogues of Aldehydes and Ketones, 1. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-027-00687.

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Trabalhos de conferências sobre o assunto "3-oxadiazol"

1

Troitskaya-Markova, Nadezhda, Olga Vlasova e Oleg Rakitin. "4,5-DIOXO-4,5-DIHYDRO-4Λ4,5Λ4-BIS([1,2,5]OXADIAZOLO)[3,4-с:3',4'-e]PYRIDAZINE AS A SYNTHETIC EQUIVALENT OF 4,4'-DINITROSO-3,3'-BI(1,2,5-OXADIAZOLE)". In Chemistry of nitro compounds and related nitrogen-oxygen systems. LLC MAKS Press, 2019. http://dx.doi.org/10.29003/m779.aks-2019/305-307.

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Stadlbauer, Wolfgang, Corinna Gressl, A. Elisabeth Täubl e Werner Fiala. "Cyclization of 4-Azido-3-nitroquinolines to Oxadiazolo[3,4-c]quinolines". In The 14th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2010. http://dx.doi.org/10.3390/ecsoc-14-00487.

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Forostyanko, Anna, Elena Vasileva e Irina Proskurina. "SYNTHESIS OF 5-(4’-NITROPHENYL)-3-ARYL-1,2,4-OXADIAZOLES". In Chemistry of nitro compounds and related nitrogen-oxygen systems. LLC MAKS Press, 2019. http://dx.doi.org/10.29003/m758.aks-2019/222-226.

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Saleh, R. A., H. A. Mohammad, T. I. Gerber e E. C. Hosten. "Synthesis and characterization of mono and mixed ligand, Ni(II), Pd(II) and Pt(II) complexes of S-5-phenyl-1, 3, 4-oxadiazole-2-yl benzothioate with some tertiary diphosphines ligands". In 6TH INTERNATIONAL CONFERENCE AND WORKSHOPS ON BASIC AND APPLIED SCIENCES. Author(s), 2017. http://dx.doi.org/10.1063/1.5004324.

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