Relevant bibliographies by topics / 4-diazepine

Academic literature on the topic '4-diazepine'

Author: Grafiati
Published: 10 March 2023

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Journal articles on the topic "4-diazepine"

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Zemanová, Ivana, Michaela Potančoková, and Renata Gašparová. "Synthesis of 4-OXO-4H-Chromene Derivative with Fused Benzodiazepine Ring." Nova Biotechnologica et Chimica 15, no. 1 (June 1, 2016): 85–89. http://dx.doi.org/10.1515/nbec-2016-0009.

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Abstract 6-Acetylbenzo[b]chromeno[2,3-e][1,4]diazepin-13(6H)-one 6 was synthesized by reaction of 4- oxo-4H-chromene-3-carboxaldehyde 1 with 1,2-diaminobenzene 2 followed by cyclisation of formed Schiff base 3 and spontaneous oxidation of dihydrodiazepine 4 by air oxygen. Finally, diazepine 5 was acetylated at N(6) by reaction with acetic anhydride.
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Stuzhin, Pavel A., Pavel Tarakanov, Svetlana Shiryaeva, Anna Zimenkova, Oscar I. Koifman, Elisa Viola, Maria Pia Donzello, and Claudio Ercolani. "Porphyrazines with annulated diazepine rings 4: Synthesis and properties of MgII tetradiazepinoporphyrazine carrying exocyclic styryl fragments." Journal of Porphyrins and Phthalocyanines 16, no. 07n08 (July 2012): 968–76. http://dx.doi.org/10.1142/s1088424612501052.

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A novel tetradiazepinoporphyrazine MgII complex bearing eight peripheral styryl substituents, [St8TDzPAMg(H2O)] ( St = -CH=CHAr , where Ar = 4-methoxyphenyl ) was prepared by template cyclotetramerization of the corresponding precursor — 5,7-distyryl substituted diazepino-2,3-dicarbonitrile — in the presence of MgII butoxide in n-butanol. UV-visible and 1H NMR spectral data indicate that the complex is strongly aggregated in non-coordinating solvents (dichloromethane, chloroform, benzene), it is dimeric in pyridine, whereas it is predominantly monomeric in dimethylsulfoxide and dimethylformamide. The fluorescence response is high for solutions in which the monomeric form is prevalent, but it is strongly quenched as the content of the dimer is increased. Evidence was obtained that dimerization occurs due to intermolecular hydrogen bonding between acidic CH2 groups in the diazepine ring (6H form) of one molecule with meso- and/or diazepine N atoms of another molecule, dimerization being also contributed by the presence of chlatrated water. In the presence of fluoride anions the dimer is destroyed with formation of the monomeric species, which is changed to the 1H form upon heating, as indicated by 1H NMR spectra.
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Tarakanova, Ekaterina N., Pavel A. Tarakanov, Victor E. Pushkarev, and Larisa G. Tomilova. "The first synthesis of sandwich-type complex based on tetradiazepinoporphyrazine ligand." Journal of Porphyrins and Phthalocyanines 18, no. 01n02 (January 2014): 149–54. http://dx.doi.org/10.1142/s1088424613501113.

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Sandwich-type complex based on tetradiazepinoporphyrazine ligand — bis{tetrakis(5,7-di(4-tert-butylphenyl)-6H-1,4-diazepino)[2,3-b,g,l,q]porphyrazinato}lutetium — was synthesized for the first time. The structure of the compound has been confirmed by UV-vis/NIR, 1 H NMR spectroscopy, and MALDI-TOF mass spectrometry data. The introduction of annulated diazepine heterocycles to porphyrazine molecule significantly changes macrocycle reactivity and results in sandwich-type complex under conditions used for the selective synthesis of lanthanide(III) monophthalocyanines.
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Kantlehner, Willi, Jochen Mezger, Hansjörg Lehmann, Kai Edelmann, and Wolfgang Frey. "Orthoamide und Iminiumsalze, XCVa. Umsetzungen von Orthoamiden von Alkin-Carbonsäuren mit Acetophenonen und Acetophenon-Phenylhydrazonen." Zeitschrift für Naturforschung B 73, no. 10 (October 25, 2018): 689–701. http://dx.doi.org/10.1515/znb-2018-0065.

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AbstractThe orthoamides of alkyne carboxylic acids 4 react with acetophenones 5 – catalyzed by trialkylborates – to give ketene aminals 6, which can be transformed to 5-amino-5-hydrazino-penta-2,4-dien-1-ones 10 by treatment with 2,4-dinitro-phenylhydrazine. From acetophenone-phenylhydrazones 12 and orthoamides 4 1H-1,2-diazepines 18 (fett) are formed at room temperature, whereas 4-dimethylamino-pyridines 22 are obtained at elevated temperatures. The diazepine 18a is degraded to the pyridine-derivative 22b upon heating. The N-unsubstituted acetophenone-hydrazone 25 reacts with 4c to give amidrazone 26. The constitution of compounds 18a, 22a, 22b, 26 is established by crystal structure analyses.
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Meszárosová, Kateřina, Antonín Holý, and Milena Masojídková. "Synthesis of Acyclic Adenine 8,N-Anhydronucleosides." Collection of Czechoslovak Chemical Communications 65, no. 7 (2000): 1109–25. http://dx.doi.org/10.1135/cccc20001109.

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9-(4-Hydroxybutyl)adenine (10) was obtained by reaction of adenine with 4-[(2-tetrahydropyran-2-yl)oxy]butyl chloride (7) in the presence of DBU. 8-Bromo-9-(4-hydroxybutyl)adenine (13) was prepared by bromination of 10 or by alkylation of 8-bromoadenine (11) with 4-bromoethyl acetate followed by methanolysis. Tosylation of compound 13 afforded the 4-tosyloxy derivative 15 which gave on heating with methylamine or cyclopropylamine 6-methyl- (17a) or 6-cyclopropyl-7,8,9,10-tetrahydro-6H-[1,3]diazepino[1,2-e]purin-4-amine (17b), while the reaction with hydrazine afforded 7,8,9,10-tetrahydro-6H-[1,3]diazepino[1,2-e]purine-4,6-diamine (17d). Treatment of compound 13 with thionyl chloride gave 9-(4-chlorobutyl)-8-chloroadenine (18) as the main product which was transformed to 17b, 6-propyl-7,8,9,10-tetrahydro-6H-[1,3]diazepino[1,2-e]purin-4-amine (17c) or 7,8,9,10-tetrahydro-6H-[1,3]diazepino[1,2-e]purin-4-amine (17e) by reaction with cyclopropylamine, propylamine or ammonia, respectively. Compound 17e was quite stable both in acid and alkaline solutions, at room temperature or at 90 °C. Compound 13 was converted to 9-(4-hydroxybutyl)-8-methylaminoadenine (19) by reaction with methylamine. Compound 19 failed to undergo intramolecular cyclization to diazepine 17a on treatment with diphenyl carbonate, bis(4-nitrophenyl) carbonate or 1,1'-carbonyldiimidazole.
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Capuano, Ben, Ian T. Crosby, Edward J. Lloyd, Juliette E. Neve, and David A. Taylor. "Aminimides as Potential CNS Acting Agents. I. Design, Synthesis, and Receptor Binding of 4′-Aryl Aminimide Analogues of Clozapine as Prospective Novel Antipsychotics." Australian Journal of Chemistry 60, no. 9 (2007): 673. http://dx.doi.org/10.1071/ch07197.

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A series of substituted 1-[4-(8-chloro-5H-dibenzo[b,e][1,4]diazepin-11-yl)-1-methylhexahydropyrazin-1-ium]-1-aminimide derivatives were designed on the basis of the physicochemical properties of the aminimide functional group and synthesized as potential antipsychotic agents for the treatment of schizophrenia. The target compounds were readily prepared in two steps from clozapine (8-chloro-11-(4-methylpiperazino)-5H-dibenzo[b,e][1,4]diazepine) and involved N-acylation of a common hydrazinium salt intermediate by an acyl chloride or activated ester in the presence of a strong base. The aminimides were tested for in vitro activity at the dopamine D4 and serotonin 5-HT2A receptors and were found to possess modest affinity for both receptor systems.
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Köllner, Maria Anna, and Detlef Geffken. "Cyclic Oxalylation of Primary N-Substituted Anthranilamides: 1H-Benzo[e][1,4]diazepine-2,3,5(4H)-triones and 11a-Chlorobenzo[ e]oxazolo[3,2-a][1,4]diazepine-2,3,5,11(10H,11aH)-tetraones." Zeitschrift für Naturforschung B 65, no. 9 (September 1, 2010): 1155–60. http://dx.doi.org/10.1515/znb-2010-0916.

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In dependence on the molar ratio, the reaction of primary anthranilamides 3 with oxalyl chloride produced 1H-benzo[e][1,4]diazepine-2,3,5(4H)-triones 4 or 10-substituted 11a-chloro-benzo[e]- oxazolo[3,2-a][1,4]diazepine-2,3,5,11(10H, 11aH)-tetraones 5, the structures of which were unambiguously proven by X-ray diffraction analysis.
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El-Ablack, Fawzia Zakaria. "Synthesis of Some New Benzimidazole Derivatives of Pharmaceutical Interest." E-Journal of Chemistry 8, no. 2 (2011): 748–52. http://dx.doi.org/10.1155/2011/723421.

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Reaction of 2-(aminomethyl)benzimidazole dihydrochloride (1) with ethyl acetoacetate was studied to give diazepinone-benzimidazole derivative (2), while, treatment of 1 with phenylhydrazono ethylacetoacetate afforded phenylhydrazino diazepinone derivative (3). On the other hand, reaction of 1 with acetyl acetone resulted in the formation of diazepine derivative (4). The reaction of 1 with ethyl cyanoacetate was studied to give 3-aminodiazepinone derivative (5). Also the reaction of 1 with acetophenone and/or benzophenone has been investigated to give the fused imidazolines 6 and 7 respectively, while the reaction of 1 with cyclopentanone gave benzimidazolyl derivative (8). Treatment of 1 with chloroacetyl chloride gave the fused pyrazinone (9). The treatment of 1 with benzoin gave the derivative (10). The structures of the hitherto unknown compounds have been confirmed from analytical and spectral data. The newly synthesized compounds were screened for antibacterial and antifungal activity.
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Krutošíková, Alžbeta, and Mikuláš Hanes. "Substituted 4-Benzylfuro[3,2-b]pyrroles." Collection of Czechoslovak Chemical Communications 57, no. 7 (1992): 1487–94. http://dx.doi.org/10.1135/cccc19921487.

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Preparation of 4-benzylfuro[3,2-b]pyrroles is described and their reactions with selected dienophiles are discussed. Utilization of 4-acetylfuro[3,2-b]pyrroles for preparation of 4-substituted derivatives of furo[3,2-b]pyrrole and the synthesis of ethyl 4-(2- and 4-nitrobenzyl)furo[3,2-b]pyrrole-5-carboxylates for fusing to a 1,4-diazepine system is presented.
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Alizadeh, Abdolali, and Parinaz Jamal. "Synthesis of Chromeno[4′,3′:4,5]pyrido[1,2-a]pyrazines and -diazepines by the Reaction of Substituted 2-(3-Acetyl-2-oxo-2H-chromen-4-yl)fumarates with 1,n-Diamines." Synlett 29, no. 08 (April 4, 2018): 1107–11. http://dx.doi.org/10.1055/s-0036-1591550.

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A two-step sequence was developed for the synthesis of chromeno[4′,3′:4,5]pyrido[1,2-a]pyrazine-13-carboxylates and -diazepine-14-carboxylates by the reaction of substituted dimethyl 2-(3-acetyl-2-oxo-2H-chromen-4-yl)fumarates with 1,n-diamines at room temperature. Advantages of this protocol include ease of handling and the absence of a metal catalyst.
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Dissertations / Theses on the topic "4-diazepine"

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MATTEUCCI, ALESSANDRA. "Sintesi e caratterizzazione spettroscopica di derivati chinolinici e cumarinici per studi di attivita' farmacologica." Doctoral thesis, 2011. http://hdl.handle.net/2158/549856.

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Nella prima fase di questo lavoro di tesi sono state messe a punto le sintesi di derivati cumarinici recanti un’unità pirazolica o isossazolica sia come sosti-tuente nella posizione 3, sia fusi con gli stessi sistemi eterociclici applicando la metodologia sintetica da noi precedentemente messa a punto per i derivati chinolinonici. Nella seconda fase si è passati alla sintesi di nuovi prodotti chinolinonici e cumarinici fusi con cicli a sette termini di tipo 1,4-diazepinico: tali prodotti sono stati ottenuti dalle reazioni di opportuni derivati acetilici e benzoilici sia della chinolina che della cumarina con 1,4-dinucleofili quali 1,2-diamminoetano e derivati. Preme evidenziare come l’impiego di derivati chirali dell’etanolammina quali l’(R)-(-)-1-amino-2-propanolo, l’(R)-(-)-2-amino-1-propanolo e l’(S)-(+)-2-amino-1-propanolo abbia permesso la sintesi di derivati chinolinonici 1,4-ossazepinici chirali. Su alcuni composti diazepinici e ossazepinici ottenuti sono stati effettuati primi test di citotossicità verso alcune linee cellulari tumorali grazie alla collaborazione con ricercatori dell’Università di Padova. I risultati mostrano come i composti in esame risultino poco attivi su tali linee cellulari, ma non citotossici, se non ad alte concentrazioni, e ciò costituisce un dato interessante che permette di ipotizzare una possibile applicazione farmacologica, con un ridotto rischio tossicologico, verso altri tipi di patologie.
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Chang, Yu-Hsun, and 張昱勛. "I. Design, synthesis and anticancer activity of 2-(3-Benzo[b]thienyl)-6,7-methylenedioxyquinolin-4-one analogs.II. Design, synthesis and biological activity of 4-phenyl-1H-benzo[b][1,4]diazepin-2(3H)-one derivatives." Thesis, 2009. http://ndltd.ncl.edu.tw/handle/44593742482148797794.

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博士
中國醫藥大學
藥物化學研究所博士班
97
Part I. As part of our continuing investigation of azo-flavonoid derivatives as potential anticancer drug candidates, a series of 2-aryl-6,7-methylenedioxyquinolin-4-one analogs was designed and synthesized. The design combined structural features of 2-(2-fluorophenyl)-6,7-methylenedioxyquinolin-4-one (CHM-2133), a previously discovered compound with potent in vivo antitumor activity, and 2-arylquinolin-4-ones identified by CoMFA models. The newly synthesized analogs were evaluated for cytotoxicity against several human cancer cell lines, and structure-activity relationship (SAR) correlations were established. Analogs 1, 37, and 39 showed potent cytotoxicity against different cancer cell lines. Compound 1 demonstrated selective cytotoxicity against Hep 3B (hepatoma) cells. Compound 37 was cytotoxic against HL-60 (leukemia), HCT-116 (colon cancer), Hep 3B (hepatoma), and SK-MEL-5 (melanoma) cells. Compound 39 exhibited broad cytotoxicity against all seven cancer cell lines, with IC50 values between 0.07−0.19 μM. Results from mechanism of action studies revealed that these new quinolone derivatives function as anti-tubulin agents. Continuing with the screening result, CWC-8 (compound 39) was chosen to detect the mechanism of anticancer activity in the experiment. We have defined the viability inhibition and apoptotic mechanisms of CWC-8 on human osteogenic sarcoma U-2 OS cells. According to the MTT assay, the cell viability was inhibited by CWC-8 in a dose- and time-dependent manner, with an IC50 of 4.97±0.24 μM. CWC-8 treatment induced G2/M arrest and apoptosis in U-2 OS cells by cell cycle and flow cytometry analysis. Western blotting and CDK1 kinase assay showed that CWC-8 treatment caused a time-dependent increase of Cyclin B and CDK1 protein levels and activity during G2/M arrest. CWC-8 treatment also caused a time-dependent increase in Fas/CD95, FADD, cytosolic cytochrome c, caspase-8/-9/-3 active form, Apaf-1, AIF, Bax protein levels, and decrease in Bcl-2 protein level. CWC-8 also promoted caspase-8/-9 and -3 activities; however, pretreatment of cells with pan-caspase, caspase-8/-9 and -3 inhibitors led to reduced cell growth inhibition action. Taken together, these findings show CWC-8 could be a potential candidate for cancer therapy. Part II. The intrinsic mobility of proteins has often been ignored in drug design field. Conformational induction is the energy balance process in which ligand converts protein into a conformation that would not spontaneously adopt in its unligated state. This flexible property of protein limits the development of rational drug design model nowadays. Therefore, we proposed a concept that describes raise of ligand flexibility is the strategy to accommodate protein mobility. In this study, we synthesized a series of 4-phenyl-1H-benzo[b][1,4]diazepin-2(3H)-one derivatives which are more flexible than our previous antitumor compound− 2-phenyl-4-quinolones. Unexpectedly, the cytotoxicity screening result shows little activity of these derivatives. Only 7-4, 7-5, 7-9, 7-15, 7-16, 7-20 and 7-27 compounds exhibt the potency to inhibt HL-60 cell line. Despite the unideal outcome in anti-cancer test, we acquired the anti-inflammation activity of compound 7-4 via random screening insteadly. It inhibited fMLP-induced superoxide anion production through a PKA-dependent pathway and increased cAMP by activating protein phosphatase 2A, which subsequently inhibited phosphodiesterase 4.
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Book chapters on the topic "4-diazepine"

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"Non-Enzymatic Synthesis of "Drosopterins" from Dihydropterin and 2-Amino-4-0xo-6-Acetyl-3H, 9H-7,8-Dihydropyrimido [4,5b] [1,4]Diazepine." In Montreal, Canada, June 15–20, 1986, 295–98. De Gruyter, 1986. http://dx.doi.org/10.1515/9783110856262-053.

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"Synthesis of 6-acetyl-2,4-diamino-7,8-dihydro-9//-pyrimido-[4,5-b][l,4]- diazepine, an amino analog of 6-acetyldihydrohomopterin." In Zurich, Switzerland, September 3–8, 1989, 49–54. De Gruyter, 1990. http://dx.doi.org/10.1515/9783110889000-010.

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Lloyd, Douglas, and Hamish McNab. "2,3-Dihydro-l,4-diazepines and 2,3-Dihydro-l,4-diazepinium Salts." In Advances in Heterocyclic Chemistry Volume 56, 1–48. Elsevier, 1993. http://dx.doi.org/10.1016/s0065-2725(08)60193-2.

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