Relevant bibliographies by topics / Pyrazoline one-5(benzoyl-4 methyl-3 phenyl-1)

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  2. Dissertations / Theses
  3. Book chapters
  4. Conference papers

Academic literature on the topic 'Pyrazoline one-5(benzoyl-4 methyl-3 phenyl-1)'

Author: Grafiati
Published: 4 June 2021
Last updated: 17 February 2022

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Journal articles on the topic "Pyrazoline one-5(benzoyl-4 methyl-3 phenyl-1)"

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Lesnov, Andrey E., Peter T. Pavlov, Larisa V. Pustovik, and Irina А. Sarana. "1-ALKYL-3-METHYL-4-HYDROXYIMINO-2-PYRAZOLINE-5-ONES AS EXTRACTION REAGENTS." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 60, no. 5 (June 23, 2017): 30. http://dx.doi.org/10.6060/tcct.2017605.5527.

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With nitrosation of the corresponding 1-R-3-methylpyrazole-5-one (R = C4H9, C5H11, C6H13, C7H15, C8H17, C6H5) in acidic aqueous methanolic medium at 0-5 °C a series of 1-alkyl-3-methyl-4-hydroxyimino-2-pyrazolin-5-ones with a yield of 72-85% were synthesized. The compounds are soluble in CHCl3, C2H4Cl2, C6H5CH3, i-C4H9OH, CCl4, C2H5OH, slightly soluble in C6H14, H2O. They can be recrystallized from a mixture of C6H14: C6H5CH3 = 5: 1 or isooctane. The structure of the compounds was confirmed by the data of ECR, IR, Raman spectroscopy and TLC data. The interphase distribution of oxyiminopyrazolones between chloroform and aqueous solutions was studied as a function of pH. In alkaline media, the reagents completely transferred into the aqueous phase. In acidic solutions, up to 1 mol/l HCl, the compounds are in the organic phase. The maximum values of the partition coefficient are observed for the reagents with the maximum length of the aliphatic radical. The effect of the length of aliphatic radical at the first position of the pyrazoline ring on their extraction properties were studied by example of extraction of nickel and copper (II) ions. The length of the radical does not affect the composition of the recoverable complexes of nickel and copper (II). In all cases the ratio is close to 1:2. Extraction proceeds through a cation-exchange mechanism. Replacement of the phenyl radical in the first position of the pyrazoline ring by an aliphatic resulted to the increase in partition constants of the reagents between chloroform and aqueous solutions. The range of pH values of the maximum extraction of elements was widened. The capacity of the extractant for metals also increased. At the same time, the pH50 extraction values remained practically unchanged. In the case of 0.05 mol/l solution of 1-phenyl-3-methyl-4-oxyimino-2-pyrazolin-5-one in chloroform, when the extract was saturated with the metal ion, precipitation of the complex was observed.For citation:Lesnov A.E., Pavlov P.T., Pustovik L.V., Sarana I.A. 1-Alkyl-3-methyl-4-hydroxyimino-2-pyrazoline-5-ones as extraction reagents. Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2017. V. 60. N 5. P. 30-36.
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Mistry, Rakesh N., and K. R. Desai. "Studies on Synthesis of Some Novel Heterocyclic Chalcone, Pyrazoline, Pyrimidine - 2 - One, Pyrimidine - 2 - Thione,para-Acetanilide Sulphonyl and Benzoyl Derivatives and their Antimicrobial Activity." E-Journal of Chemistry 2, no. 1 (2005): 30–41. http://dx.doi.org/10.1155/2005/953107.

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1, 2 - Dichloro benzene on chlorosulphonation by chlorosulphonic acid gives 1, 2 - [dichloro] - benzene sulphonyl chloride which on condensation withp–amino acetophenone gives 1-[acetyl] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative. This derivative undergo condensation with 2,4- dichloro benzaldehyde gives 1- [3” - (sub. phenyl) - 2” - propene - 1” - one] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative which on reaction with 99% hydrazine hydrate and glacial acetic acid gives 1-[acetyl]-3- [1’ , 2’ - (dichloro) - dibenz sulphonamide] -5 - [2” , 4” - dichloro phenyl] - 2 - pyrazoline derivative. This derivative reacts with various substituted aldehydes to give corresponding substituted chalcone derivatives [1(a-j)]. Now, these chalcone derivatives [1(a-j)] on condensation with urea gives corresponding substituted pyrimidine - 2 - one derivatives [2(a-j)] and on condensation with thio-urea gives corresponding substituted pyrimidine- 2 -thione derivatives [3(a-j)]. Further, these chalcone derivatives [1(a-j)] on reaction with 99% hydrazine hydrate gives 1 - [1’ - (H) - 5’ - (sub. phenyl) - 2’ - pyrazoline]- 3 - [1” , 2” - (dichloro) - dibenz sulphonamide] - 5 - [2’’’ , 4’’’ - dichloro phenyl]-2- pyrazoline derivatives [4(a-j)] as an intermediate compounds, which on condensation with p-acetanilide sulphonyl chloride gives corresponding substituted p - acetanilide sulphonyl derivatives [5(a-j)] and on condensation with benzoyl chloride gives corresponding substituted benzoyl derivatives [6(a-j)]. Structure elucidation of synthesised compounds has been made on the basis of elemental analysis, I.R. spectral studies and 1H N.M.R. spectral studies. The antimicrobial activity of the synthesised compounds has been studied against the cultures “Staphylococcus aureus”, “Escherichia coli” and “Candela albicans”.
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K, Ishwar Bhat, and Abhishek Kumar. "PYRAZOLINES AS POTENT ANTITUBERCULAR AND CYTOTOXIC AGENTS." Asian Journal of Pharmaceutical and Clinical Research 10, no. 6 (June 1, 2017): 247. http://dx.doi.org/10.22159/ajpcr.2017.v10i6.17344.

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Objective: Pyrazolines are known to exhibit different biological and pharmacological properties such as anticancer, antibacterial, antifungal and antitubercular activities. Chalcones with an enone group between two aromatic rings exhibit remarkable pharmacological activities such as antiinflammatory, antibacterial, antitumor, antifungal, and antimalarial activity. A series of pyrazolines from chalcones have been synthesized and evaluated for antitubercular and cytotoxic activity studies.Methods: Chalcones [3-substituted phenyl-1-(p-tolyl)prop-2-en-1-one] were synthesized from various substituted aldehydes and 4-methyl acetophenone and cyclized into pyrazolines [5-substituted phenyl-3-(p-tolyl)-4,5-dihydro-1H-pyrazole] using hydrazine hydrate. Antitubercular and cytotoxic activity studies were carried out.Results: Antitubercular and cytotoxic activity studies of synthesized pyrazoline revealed that some compounds have showed promising activity.Conclusion: The observed results proved that pyrazolines are found to be interesting lead molecules for further synthesis as antitubercular and cytotoxic agents.
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Idemudia, Omoruyi G., Alexander P. Sadimenko, and Eric C. Hosten. "Crystal structure of 4-benzoyl-3-methyl-1-phenyl-2-pyrazolin-5-one sulfadiazine dimethylformamide monosolvate, C30H29N7O4S." Zeitschrift für Kristallographie - New Crystal Structures 229, no. 4 (December 1, 2014): 455–57. http://dx.doi.org/10.1515/ncrs-2014-0216.

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Ahmadia, F., A. Khanmohammadi, and A. Malekpour. "MICELLE-MEDIATED EXTRACTION AS A TOOL FOR SEPARATION AND PRECONCENTRATION IN COPPER ANALYSIS." Indonesian Journal of Chemistry 7, no. 3 (June 20, 2010): 278–83. http://dx.doi.org/10.22146/ijc.21669.

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A cloud point extraction method was presented for preconcentration of copper in various samples. After complexation with 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazoline-5-one (ADPP) or N-Benzoyl-N-phenylhydroxylamine (BPA) in water, analyte ions are quantitatively extracted to the phase rich in Triton X-114 after centrifugation. 2.0 mol L-1 HNO3 solution in methanol was added to the surfactant-rich phase prior to its analysis by flame atomic absorption spectrometry (FAAS). The adopted concentrations for ADPP, Triton X-114, HNO3 and parameters such as bath temperature, centrifuge rate and time were optimized. Detection limits (3SDb/m) of 1.3 and 1.9 ng mL-1 for ADPP and BPA along with enrichment factors of 30 and 38 for ADPP and BPA were achieved. The high efficiency of cloud point extraction to carry out the determination of analyte in complex matrices was demonstrated. The proposed method was applied to the analysis of biological, industrial, natural and wastewater, soil and blood samples. Keywords: 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazoline-5-one (ADPP), N-Benzoyl-N-phenylhydroxylamine (BPA) , Cloud Point Extraction, Triton X-114, Flame Atomic Absorption Spectrometry.
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Lesnov, Andrey E., Larisa V. Pustovik, and Irina A. Sarana. "EXTRACTION OF METAL IONS BY 4-BENZOYL- OR 4-(3-NYTROBENZOYL-1-HEXYL- 3-METHYL-2-PYRAZOLINE-5-ONES." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 63, no. 9 (August 5, 2020): 63–69. http://dx.doi.org/10.6060/ivkkt.20206309.6216.

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The extraction properties of solutions of 4-benzoyl- and 4- (3-nitrobenzoyl) -1-hexyl-3-methyl-2-pyrazolin-5-ones in chloroform were studied. The pH dependence of the degree of extraction is S-shaped. Ions Cu2+, Pb2+, Zn2+, Ni2+, Co2+, Mn2+, Cd2+, Ca2+, Mg2+ are extracted in the form of complexes with the ratio M (II): reagent determined by the equilibrium shift method equals to 1: 2. A lower equilibrium pH than the initial value indicates a cation-exchange extraction mechanism. The introduction of an electronegative nitro group into the benzoyl fragment of the reagent led to a shift in the pH50 values of the extraction of metal ions in a more acidic region. The presence of a correlation between the values of the Klopman hardness parameters of the above metal cations and extraction pH50 values was shown. The influence of the nature of the solvent on the extraction of zinc ions was studied. The addition of polar isopentanol to the extractant shifts the pH of the metal extraction to a more acidic region. In order to increase the pH50 value of zinc extraction, the solvents are arranged in a row: 30% isopentanol in CHCl3 < benzene < xylene < toluene < chloroform < dichloroethane. The introduction of additional neutral electron-donating hydrophobic organic compounds into the extract: 1-hexyl-3-methyl-2-pyrazolin-5-one, triisobutyl phosphate, trioctylphosphine oxide significantly increases the values of the partition coefficients of zinc. The observed synergistic effect is explained by the formation of a coordinatively unsaturated intracomplex compound of zinc with aroylpyrazolone, in which the free coordination sites are filled with neutral reagent molecules. In this case, water is replaced and due to the increased hydrophobicity of the complex, an increase in extraction occurs. Confirmation of the formation of a coordination-unsaturated zinc complex is a close to unity value of the slope of the decimal logarithm of the metal distribution constant for pH.
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Sock, Sung Yun, Beom Yang Han, and Park Hyun-Soo. "The thermodynamics of synergistic solvent extraction of Zn(II) with 1-phenyl-3- methyl-4-benzoyl-pyrazole-5-one." Polyhedron 4, no. 11 (January 1985): 1865–68. http://dx.doi.org/10.1016/s0277-5387(00)86702-9.

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Idemudia, Omoruyi G., and Eric C. Hosten. "Bis(4-benzoyl-3-methyl-1-phenyl-1H-pyrazol-5-olato-κ2O,O′)bis(ethanol-κO)cobalt(II)." Acta Crystallographica Section E Structure Reports Online 68, no. 8 (July 25, 2012): m1107—m1108. http://dx.doi.org/10.1107/s1600536812032837.

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The title compound, [Co(C17H13N2O2)2(C2H5OH)2], is a CoIIcomplex with two 4-benzoyl-3-methyl-1-phenyl-1H-pyrazol-5-olate (BMPP) ligands and two coordinating ethanol molecules. In the asymmetric unit, there are two half molecules, with the CoIIatoms located on inversion centres. The two cobalt complexes have slightly different geometries and in one, the ethyl group of the ethanol is disordered over two sets of sites [occupancy ratio 0.757 (7):0.243 (7)]. Each BMPP ligand is deprotonated with the negative charge delocalized. The hydroxy group of each ethanol molecule forms hydrogen bonds with a pyrazole N atom in an adjacent BMPP ligand. Weaker C—H...O and C—H...N interactions link the molecules into a three-dimensional structure.
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Maurya, R. C., P. K. Vishwakarma, J. M. Mir, and D. K. Rajak. "Oxidoperoxidomolybdenum(VI) complexes involving 4-formyl-3-methyl-1-phenyl-2-pyrazoline-5-one and some β-diketoenolates." Journal of Thermal Analysis and Calorimetry 124, no. 1 (January 30, 2016): 57–70. http://dx.doi.org/10.1007/s10973-015-5234-4.

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METWALLY, S. A. M., G. M. EL-NAGGAR, and T. I. EL EMARY. "ChemInform Abstract: Reactions of 4-(Dicyanomethylene)-3-methyl-1-phenyl-2-pyrazoline-5-one Towards Active Methylene Compounds." ChemInform 22, no. 48 (August 22, 2010): no. http://dx.doi.org/10.1002/chin.199148063.

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Dissertations / Theses on the topic "Pyrazoline one-5(benzoyl-4 methyl-3 phenyl-1)"

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LAKKIS, ZAHREDDINE ZEINAB. "Aspects thermodynamiques et cinetiques de l'extraction de metaux divalents par des acyl-4-pyrazolones-5." Strasbourg 1, 1986. http://www.theses.fr/1986STR13001.

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Extraction de cd et zn a partir des milieux aqueux, perchlorate, nitrate et sulfate par des melanges de phenyl-1 methyl-3 benzoyl-4 pyrazolone-5 et de sels d'ammonium lipophiles. Le pyrazolonate de nh::(4) est l'agent reel de synergie. Mecanisme de transport de cuivre par des acyl-4 pyrazolones-5 a travers une membrane liquide epaisse
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Sahmoune, Amar. "Extractions synergiques de metaux divalents de transition par association d'une acyl-4-pyrazolone-5 avec des polyethers cycliques et acycliques." Université Louis Pasteur (Strasbourg) (1971-2008), 1988. http://www.theses.fr/1988STR13116.

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Extractions de co. Zu. Cd et cu divalents par les melanges phenyl-1 methyl-3 benzoyl-4 pyrazolone-5 ethers crown. La coextraction alcalins-alcalinoterreux complexes par les composes crown et des metaux divalents est possible quand la taille de la cavite de l'ether-crown est voisine de celle de l'alcalin (ou alcalino-terreux) et quand l'ion ml::(3)**(-) est suffisamment stable
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Bacher, W. [Verfasser]. "Zur Reaktion von 4-Acylsubstituiertem 1-Phenyl-3-methyl-pyrazolon-5 mit Actinidenionen in waessriger Loesung / W. Bacher." Karlsruhe : KIT-Bibliothek, 2009. http://d-nb.info/118690495X/34.

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Holz, Karsten. "Enol-Konjugate von 1-Phenyl-3-methyl-4-amino-3-pyrazolin-5-on als "minor metabolites" im Stoffwechsel von Metamizo. (Novalgin R) : Untersuchungen zur Analytik, zu Nachweis, Bildung und Verbleib metastabiler Phase-II-Metaboliten bei der Ratte /." [S.l. : s.n.], 1997. http://www.gbv.de/dms/bs/toc/226144828.pdf.

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Aquino, Estefania da Costa. "Aplicação de 5-bromo-1,1,1-trifluor-4-metoxipent-3-en-2-ona na síntese de pirróis, pirazóis, pirimidinas e 1,2,3-triazóis." Universidade Federal de Santa Maria, 2015. http://repositorio.ufsm.br/handle/1/4275.

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Conselho Nacional de Desenvolvimento Científico e Tecnológico
This thesis reports the synthesis of various series of trifluoromethyl substituted nitrogenated heterocycles, such as pyrroles, pyrazoles, pyrimidines and 1,2,3-triazoles, exploiting the synthetic versatility of 5-bromo-1,1,1-trifluoro-4-methoxypent-3-en-2-one in reactions with nitrogenated nucleophiles. In this way, synthesis of a novel series of 4-amino-3-trifluoromethyl-1H-N-substituted pyrroles was performed through two reaction steps. In the first stage is an addition reaction of primary or secondary amine in the 4-position of 5-bromo-1,1,1-trifluoro-4-methoxy-3-penten-2-one furnishing 4-amino-5-bromo-1,1,1-trifluoropent-3-en-2-one. The second stage is a nucleophilic substitution of the bromine by a primary amine followed by an intramolecular cyclocondensation reaction resulting in the formation of pyrroles with yields from 50 to 98%. Through the reaction of 5-bromo-1,1,1-trifluoro-4-methoxypent-3-en-2-one with sodium azide, 5-azido-1,1,1-trifluoro-4-methoxypent-3-en-2-one was obtained. This compound was subjected to cycloaddition reaction [3 + 2] with terminal alkynes, allowing the synthesis of a novel series of 1,1,1-trifluoro-4-methoxy-5-(4-alkyl/aryl-1H-1,2,3-triazol-1-yl)-pent-3-en-2-one (I) in good yields (74-90%). Through this reaction a wide range of bi-heterocycle compounds was obtained. For example, the reaction of compound I with 2-methylisothiourea sulfate gave a series of 4-(1H-1,2,3-triazol-1-yl)-methyl-6-trifluoromethyl pyrimidine (72-79%). In a second step, the SCH3 group of these pyrimidines was oxidized to SO2CH3 and subsequently substituted by primary and secondary amines to give a series of 2-aminopyrimidines derivatives in yields of 70-93%. Furthermore, the reaction with N1-substituted 2-methylisothiourea sulphates furnished two products: a 4-pyrimidinone and 1,4-dihydropyrimidine derivatives, depending on the reaction conditions employed. From the reaction of compound I with hydrazines and hydrazides a series of 4-[(4-alkyl/aryl-1H-1,2,3-triazol-1-yl)methyl]-5-hydroxy-5-trifluoromethyl-4,5-dihydro-1H-pyrazole, in yields of 77-90%, was obtained. The products obtained in this study were characterized by 1H- and 13C- NMR, mass spectrometry, high resolution mass spectrometry, elemental analysis, and X-ray diffraction. Keywords: 5-bromo-1,1,1-trifluoro-4-methoxypent-3-en-2-one, 5-bromo-4-enaminoketone, 4-amino-3-trifluoromethyl-1H-pyrroles N-substituted, 1,2,3-triazole, pyrimidine, pyrazolines, bi-heterocycles.
Esta tese apresenta a síntese de várias séries de heterociclos nitrogenados trifluormetil substituidos, tais como pirróis, pirazóis, pirimidinas e 1,2,3-triazóis, explorando-se a versatilidade sintética de 5-bromo-1,1,1-trifluor-4-metoxipent-3-en-2-ona em reações com nucleófilos nitrogenados. Dessa forma, a síntese de uma série inédita de 4-amino-3-trifluormetil-1H-pirróis N-substituídos foi realizada através de duas etapas reacionais. Na primeira etapa ocorre uma reação de adição de amina primária ou secundária na posição-4 da 5-bromo-1,1,1-trifluor-4-metoxipent-3-en-2-ona para a formação de 4-amino-5-bromo-1,1,1-trifluorpent-3-en-2-ona. Na segunda etapa ocorre a substituição nucleofílica do bromo por uma amina primária e consequente ciclocondensação intramolecular para a formação dos pirróis com rendimentos entre 50 a 98%. Através da reação da 5-bromo-1,1,1-trifluor-4-metoxipent-3-en-2-ona com azida de sódio, obteve-se a 5-azido-1,1,1-trifluor-4-metoxipent-3-en-2-ona, a qual, pela reação de cicloadição [3+2] com alcinos terminais possibilitou a síntese de uma série inédita de 1,1,1-trifluor-4-metóxi-5-(4-alquil/aril-1H-1,2,3-triazol-1-il)-pent-3-en-2-ona (I), com bons rendimentos (74-90%). Por intermédio destes compostos foi obtida uma vasta gama de bi-heterociclos. Por exemplo, a reação do composto I com sulfato de 2-metilisotioureias possibilitou a obtenção da série de 4-(1H-1,2,3-triazol-1-il)metil-6-trifluormetil pirimidinas (72-79%). Em uma segunda etapa, o grupamento SCH3 destas pirimidinas foi oxidado a SO2CH3 e, posteriormente substituído por aminas primárias e secundárias, obtendo-se, assim, uma série de 2-aminopirimidinas derivadas com rendimentos de 70-93%. Além disso, a reação com os sulfatos de 2-metilisotioureia N1-substituídos levou a obtenção de dois produtos: uma 4-pirimidinona e uma 1,4-diidropirimidina, dependendo da condição reacional empregada. A partir da reação do composto I com hidrazinas e hidrazidas proporcionou a obtenção de uma série de 4-[(4-alquil/aril-1H-1,2,3-triazol-1-il)metil]-5-hidróxi-5-trifluormetil-4,5-diidro-1H-pirazol com rendimentos de 77-90%. Os produtos obtidos neste trabalho foram caracterizados por Ressonância Magnética Nuclear de Hidrogênio e Carbono-13, Espectrometria de Massas, Espectrometria de Massas de Alta Resolução, Análise Elementar e Difratometria de Raio-X.
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Desalegn, Nebiyou. "Kinetic Studies Of The Thermolysis Of 3-Halogenated-4,5-Dihydro-3h-Pyrazoles." Digital Archive @ GSU, 2005. http://digitalarchive.gsu.edu/chemistry_theses/1.

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3-Chloro-4,4,5-trimethyl-3,5-diphenyl-4,5-dihydro-3H-pyrazole (3b) and 3-bromo-4,4,5-trimethyl-3,5-diphenyl-4,5-dihydro-3H-pyrazole (3c) were prepared for the thermolysis project. The thermal decompositions of 3b and 3c were monitored using 1H NMR spectroscopy. Plots of ln (% starting material) vs. time (sec) were linear for at least two half lives and the first order rate constants were determined over at least a 30o temperature range. The relative reactivity was found to be 3c > 3b. The activation parameters determined for the thermal decomposition of the pyrazoline at 150oC were found to be: for 3b &#;H‡ = 33 &#;1.0 kcal/mol, &#;S‡ = -2.4 &#; 0.07eu , k150 0 = 7.34 &#; 0.44 x 10 -5 s-1 ; for 3c &#;H‡ = 30&#;0.2 kcal/mol, &#;S‡ = -6.9 &#;0.03 eu, k150o = 42.3&#;0.7 x 10-5 s-1. Thermal decomposition of 3b both neat and in dibromobenzene (DBB) resulted in the formation of an intermediate 2,3-diphenyl-4-methyl-1,3-pentadiene (8) as a major product and minor isomers of 8. These intermediates then thermally decomposed to 1,1,3-trimethyl-2-phenyl-1H-indene (9) via an acid catalyzed process. In order to gain a mechanistic understanding (ionic vs. radical pathways) of the thermal decomposition of 3b, a product study was conducted in protic solvents. In methanol and ethanol, 3b underwent an ionic reaction (SN1-type) with the solvent to produce 3-methoxy/ethoxy-4,4,5-trimethyl-3,5-diphenyl-4,5-dihydro-3H-pyrazole (3/3d) in good yield. The reaction of 3b with refluxing protic solvents led to the development of new method for the synthesis of alkoxy-4,5-dihydro-3H-pyrazoles which is both safe and efficient.
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Moraes, Paulo Alexandre de. "N-alquilação regiosseletiva de pirazóis empregando 4-alcóxi(amino)-5-bromo-1,1,1-trifluorpent-3-en-2-onas." Universidade Federal de Santa Maria, 2016. http://repositorio.ufsm.br/handle/1/10628.

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This work presents the synthesis of three new series of nitrogen-heterocycles containing the substituent trifluoromethyl, exploiting the synthetic versatility and regioselectivity of 4-alkoxy-5-bromo-1,1,1-trifluorpent-3-en-2-ones and 4-amino-5-bromo-1,1,1-trifluoropent-3-en-2-ones in reactions with compounds containing nucleophilic nitrogen. Two series of 1-(3-alkoxy-5-trifluoromethyl-2,3-dihydrofuran-3-yl)-4,5-alkyl-3-(trifluoromethyl)-1H-pyrazoles were synthesized by the N-functionalization reaction of pyrazoles with 4-alkoxy-5-bromo-1,1,1-trifluorpent-3-en-2-ones, by Michael s nucleophilic addition. In the first step, there is a nucleophilic addition of the pyrazol molecule to the beta position of enones (Cβ), followed by an intramolecular cyclization reaction, where the furan ring is formed by replacement of the bromine atom by the carbonyl oxygen of enone, resulting in thirteen novel compounds with yields between 55-86%. The other compounds series, (E)-4-(amino)-1,1,1-trifluoro-5-(5-methyl-3- (trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-ones, was synthesized by N-alkylation reaction, through a bimolecular nucleophilic substitution (SN2) mechanism, with replament of the bromine atom, at five position (Cγ) of 4-amino-5-bromo-1,1,1-trifluoropent-3-en-2-ones, by the nucleophilic nitrogen of the pyrazoline ring. Seven N-alkylated products were obtained, with yields among 65-85%. In addition, the regioselectivity study of N-functionalized pyrazoles reactions is described, including the evaluation of reaction conditions and how substituents present in the pyrazole structure can influence the product formation, because many different steric and electronic factors. The obtained compounds were characterized by nuclear magnetic resonance 1H and 13C, mass spectrometry, elementary analysis and X-ray diffractometry.
A presente dissertação relata a síntese de três séries inéditas de heterociclos nitrogenados trifluormetil substituídos, que exploram a versatilidade sintética e a regiosseletividade das 4-alcóxi-5-bromo-1,1,1-trifluorpent-3-en-2-onas e das 4-amino-5-bromo-1,1,1-trifluorpent-3-en-2-onas, em reações com nucleófilos nitrogenados. As primeiras duas séries dos compostos 1-(3-alcóxi-5-trifluorometil-2,3-diidrofuran-3-il)-4,5-alquil-3-(trifluorometil)-1H-pirazóis, foram sintetizadas através do processo de N-funcionalização de pirazóis, a partir da reação com as 4-alcóxi-5-bromo-1,1,1-trifluorpent-3-en-2-onas, cujo o caminho mecanístico se deu através de uma reação de adição nucleofílica de Michael. Inicialmente, ocorre a adição do pirazol nucleofílico na posição beta (Cβ) das enonas bromadas, seguida de uma reação de ciclocondensação intramolecular formando o anel furano, com a substituição átomo de bromo pelo oxigênio enólico, resultando na formação de treze compostos inéditos, com rendimentos entre 55 e 86%. Outra série de compostos (E)-4-(amino)1,1,1-triflúor-5-(5-metil-3-(trifluormetil)-1H-pirazóis-1-il)pent-3-en-2-onas, foi sintetizada através da reação de N-alquilacão, via substituição nucleofílica bimolecular (SN2), onde o átomo de bromo na posição cinco (Cγ), das 4-amino-5-bromo-1,1,1-trifluorpent-3-en-2-onas, foi substituído pelo nitrogênio nucleofílico do anel pirazolínico, promovendo a formação de sete produtos N-alquilados, com rendimentos que variam entre 65 e 85%. Além disso, um estudo de regiosseletividade das reações N-funcionalizadas de pirazóis está descrito, onde a avaliação das condições reacionais e também de fatores estéricos e eletrônicos dos substituintes presentes nos substratos, foram determinantes para formação do produto formado. Os produtos obtidos neste trabalho foram caracterizados por ressonância magnética nuclear de 1H e 13C, espectrometria de massas de baixa e alta resolução, análise elementar e difratometria de Raio X.
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GOMES, Marcelo do Nascimento. "Planejamento, síntese e avaliação farmacológica de novos candidatos a protótipos de fármacos anti-inflamatórios." Universidade Federal de Goiás, 2009. http://repositorio.bc.ufg.br/tede/handle/tde/2136.

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Made available in DSpace on 2014-07-29T16:11:54Z (GMT). No. of bitstreams: 1 MARCELO DO NASCIMENTO capitulos.pdf: 46847 bytes, checksum: 9184c68b4afbd4f8c18e081f4c9274be (MD5) Previous issue date: 2009-06-15
In the field of a research line that seeks the planning, the synthesis and the pharmacologycal evaluation of new candidates to prototypes of anti-inflammatory drugs, we will describe in this project the planning of derived new pyrazolics (LQFM 002-003), originally drawn starting from the nerolidilcatecol (24) and arylsulfonilpiperazines, (25) that present profile inhibition of the enzyme sPLA2. The compounds (E)-N-(3,7-dimethylocta-2,6-dienyl)-1,3-dimethtyl-1-H-pyrazol-5-amine (LQFM 002) and (E)-N-(3,7-dimethylocta-2,6-dienyl)-1,3-dimethyl-4-((4-methylpiperazin-1-il) methyl)-1H-pyrazol-5-amine (LQFM 003), were submitted to pharmacologycal rehearsals in vitro, seeking to evaluate the enzymatic inhibition activity of the sPLA2. For the prototype (LQFM 002) the inhibition halos were 14,43 ± 6,28%, 16,68 ± 2,45%, 23,61 ± 2,62%, 37,06 ± 3,25%, in the doses of 250, 500, 1000 and 2000 μg/mL respectively. For the compound (LQFM 003), the halos were 1,85 ± 1,38%, 9,29 ± 3,33%, 7,82 ± 3,32%, 13,21 ± 3,22%, respectively. Subsequently the rehearsal in vivo was accomplished to evaluate the profile of cellular migration. Being also analyzed the concentration of plasmatic protein by the methodology of the Evans of blue once the inflammatory process was induced. The compound (LQFM 002) presented inhibition on cellular migration of 50,46 ± 14,34% in the peritonit test, 68,7 ± 2,65% in the pleurisy test and reduction of 40,1 ± 6,40% of the plasmatics proteins for the method of coloration of the Evans of blue. The compound (LQFM 003) presented 25,89 ± 5,39% inhibition, in the doses of 50 mg/Kg, characterizing, significant anti-inflammatory profile for the prototype (LQFM 002). Parallel to the pharmacologycal synthetic work and, we carried out theoretical studies through the application of molecular dynamics. The parameters of the enzyme sPLA2 was more effective through the applications of the water box's, once the smaller state energy observed was of -175000kcal/mol. At the end of this project, we can conclude that the structural planning applied in the project was validated through the applications of the pharmacologycal rehearsals, once both molecules were recognized by the enzyme sPLA2 and they presented anti-inflammatory activity in the rehearsal of cellular migration. In addition, the applied synthetic methodology for obtaining of the prototypes pyrazolics (LQFM 002-003) studied was satisfatory.
No âmbito de uma linha de pesquisa que visa o planejamento, a síntese e a avaliação farmacológica de novos candidatos a protótipos de fármacos anti-inflamatórios, descreveremos neste trabalho o planejamento de novos derivados pirazólicos (LQFM 002-003), originalmente desenhados a partir do nerolidilcatecol (24) e arilsulfonilpiperazínicos (25), que apresentam perfil inibitório da enzima sPLA2. Os compostos (E)-N-(3,7-dimetilocta-2,6-dienil)-1,3-dimetil-1-H-pirazol-5-amina (LQFM 002) e (E)-N-(3,7-dimetilocta-2,6-dienil)-1,3-dimetil-4-((4-metilpiperazina-1-il) metil)-1H-pirazol-5-amina (LQFM 003), foram submetidos a ensaios farmacológicos in vitro, visando avaliar a atividade de inibição enzimática da sPLA2. Para o protótipo LQFM 002 os halos de inibição foram 14,43 ± 6,28%, 16,68 ± 2,45 %, 23,61 ± 2,62 %, 37,06 ± 3,25 %, nas doses de 250, 500, 1000 e 2000 μg/mL respectivamente. Para o composto LQFM 003, os halos foram 1,85 ± 1,38 %, 9,29 ± 3,33 %, 7,82 ± 3,32 %, 13,21 ± 3,22 %, respectivamente. Posteriormente foram realizados os ensaios in vivo o qual avalia o perfil de migração celular para cavidade peritoneal e pleural. Sendo também analisada a concentração de proteína plasmática pela metodologia do azul de Evans quando induzido o processo inflamatório. O composto LQFM 002 apresentou inibição sobre a migração celular de 50,46 ± 14,34 % no teste de peritonite, 68,7 ± 2,65 % no teste de pleurisia e redução de 40,1 ± 6,40 % das proteínas plasmáticas pelo método de coloração do azul de Evans. O composto LQFM 003 apresentou inibição de 25,89 ± 5,39%, nas doses de 50 mg/Kg, caracterizando, desta forma, perfil anti-inflamatório significativo para o protótipo (LQFM 002). Paralelamente ao trabalho sintético e farmacológico, foi realizado estudos teóricos através do emprego de dinâmica molecular. A parametrização da enzima sPLA2 foi mais efetiva através do emprego de caixa de água, uma vez que o estado de menor energia observado foi de -175000kcal/mol. Ao término deste trabalho, podemos concluir que o planejamento estrutural empregado no mesmo foi validado através dos ensaios farmacológicos empregados, uma vez que ambas as moléculas foram reconhecidas pela enzima sPLA2 e apresentaram atividade anti-inflamatória no ensaio de migração celular. Ademais, a metodologia sintética empregada se mostrou satisfatória para a obtenção dos protótipos pirazólicos (LQFM 002 - 003) estudados.
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Marouani-Keraghel, Saïda. "Reduction electrochimique de composes d'uranyle en milieu organique." Université Louis Pasteur (Strasbourg) (1971-2008), 1988. http://www.theses.fr/1988STR13175.

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Etude de la reduction chimique de sels (nitrate et acetate) d'uranyle et des complexes (phenyl-1 methyl-3 acyl-4 pyrazolones-5) et beta-cetophosphonates d'uranyle en milieu organique et en presence de perchlorate d'ammonium sur une electrode de mercure
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Book chapters on the topic "Pyrazoline one-5(benzoyl-4 methyl-3 phenyl-1)"

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of manganese(III) thiocyanate complex with hexadentate Schiff base derived from 1-phenyl-3-methyl-4-benzoyl-2-pyrazoline-5-one and triethylenetetraamine." In Magnetic Properties of Paramagnetic Compounds, 1320–21. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-49202-4_647.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of manganese(III) nitrate complex with hexadentate Schiff base derived from 1-phenyl-3-methyl-4-benzoyl-2-pyrazoline-5-one and triethylenetetraamine." In Magnetic Properties of Paramagnetic Compounds, 1322–23. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-49202-4_648.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of manganese(III) perchlorate complex with hexadentate Schiff base derived from 1-phenyl-3-methyl-4-benzoyl-2-pyrazoline-5-one and triethylenetetraamine." In Magnetic Properties of Paramagnetic Compounds, 1324–25. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-49202-4_649.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of manganese(III) thiocyanate complex with hexadentate Schiff base dervived 1-phenyl-3-methyl-4-acetyl-2-pyrazoline-5-one and triethylenetetraamine." In Magnetic Properties of Paramagnetic Compounds, 1326–27. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-49202-4_650.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of manganese(III) nitrate complex with hexadentate Schiff base derived from 1-phenyl-3-methyl-4-acetyl-2-pyrazoline-5-one and triethylenetetraamine." In Magnetic Properties of Paramagnetic Compounds, 1328–29. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-49202-4_651.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of manganese(III) perchlorate complex with hexadentate Schiff base derived from 1-phenyl-3-methyl-4-acetyl-2-pyrazoline-5-one and triethylenetetraamine." In Magnetic Properties of Paramagnetic Compounds, 1330–31. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-49202-4_652.

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Shao, Xia, Keunsam Jang, and Peter J. H. Scott. "Synthesis of 1-(2,4-Dichlorophenyl)-4-Cyano-5-(4-[11C]methoxyphenyl)-N-(Piperidin-1-yl)-1H-Pyrazole-3-Carboxamide ([11C]OMAR)." In Radiochemical Syntheses, 73–80. Hoboken, NJ: John Wiley & Sons, Inc, 2015. http://dx.doi.org/10.1002/9781118834114.ch8.

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Jayant, Kaware, and Band Pramod. "Synthesis and pharmacological properties of some Bis-(1-(5-aryl-3-isoxzolnyl) 2-hydroxy-4-oxyphenyl) methanes and Bis-(1-(1-phenyl-5-aryl-3-pyrazolinyl) 2-hydroxy-4-oxypheyl) methanes." In 19th International Congress on Heterocyclic Chemistry, 201. Elsevier, 2003. http://dx.doi.org/10.1016/b978-0-08-044304-1.50193-3.

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Taber, Douglass. "Preparation of Heteroaromatic Derivatives." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0067.

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Several new routes to furans and to pyrroles have recently been put forward. Inspired by the Achmatowicz ring expansion, Patrick J. Walsh of the University of Pennsylvania developed (J. Am. Chem. Soc. 2008, 130, 4097) the oxidative rearrangement of 3-hydrox-alkyl furans such as 1 to the 3-aldehyde 2. José M. Aurrecoechea of the Universidad del País Vasco established (J. Org. Chem. 2008, 73, 3650) that cumulated alcohols, available by reduction of alkynes such as 3 with SmI2, rearrange under Pd catalysis, and then add to an acceptor alkene such as 4, to give the furan 5. Vladimir Gevorgyan of the University of Illinois at Chicago used (J. Am. Chem. Soc. 2008, 130, 1440) an Au catalyst to rearrange an allene such as 6 to the bromo furan 7. Fabien L. Gagosz of the Ecole Polytechnique, Palaiseau, also found (Organic Lett. 2007, 9, 3181) that an Au catalyst rearranged the eneyne 8 to the pyrrole 9. Azido esters such as 10 are readily prepared from the corresponding aldehyde by phosphonate condensation. Shunsuke Chiba and Koichi Narasaka of Nanyang Technology University demonstrated (Organic Lett. 2008, 10, 313) that thermal condensation of 10 with acetyl acetone 11 gave the pyrrole 12, while Cu catalyzed condensation with acetoacetate 13 gave the complementary pyrrole 14. Huan-Feng Jiang of South China University of Technology observed (Tetrahedron Lett. 2008, 49, 3805) that condensation of an acid chloride 15 with an alkyne 16, presumably to give the alkynyl ketone, followed by the addition of hydrazine delivered the pyrazole 17. Masanobu Uchiyama of RIKEN and Florence Mongin of the Université de Rennes 1 established (J. Org. Chem. 2008, 73, 177) that a pre-formed pyrazole 18 could be metalated and then iodinated, to give 19. Xiaohu Deng of Johnson & Johnson, San Diego reported (Organic Lett. 2008, 10, 1307; J. Org. Chem. 2008, 73, 2412) complementary routes to pyrazoles, combining 20 and 21 under acidic conditions to give 22, and under basic conditions to give 23.
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Lambert, Tristan H. "Advances in Heterocyclic Aromatic Construction." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0068.

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Rubén Vicente and Luis A. López at the University of Oviedo in Spain reported (Angew. Chem. Int. Ed. 2012, 51, 8063) the synthesis of cyclopropyl furan 2 from alkylidene 1 and styrene by way of a zinc carbene intermediate. The same substrate 1 was also converted (Angew. Chem. Int. Ed. 2012, 51, 12128) to furan 3 via catalysis with tetrahydrothiophene in the presence of benzoic acid by J. Stephen Clark at the University of Glasgow. Xue-Long Hou at the Shanghai Institute of Organic Chemistry discovered (Org. Lett. 2012, 14, 5756) that palladacycle 6 catalyzes the conversion of bicyclic alkene 4 and alkynone 5 to furan 7. A silver-mediated C–H/C–H functionalization strategy for the synthesis of furan 9 from alkyne 8 and ethyl acetoacetate was developed (J. Am. Chem. Soc. 2012, 134, 5766) by Aiwen Lei at Wuhan University. Ning Jiao at Peking University and East China Normal University found (Org. Lett. 2012, 14, 4926) that azide 10 and aldehyde 11 could be converted to either pyrrole 12 or 13 with complete regiocontrol by judicious choice of a metal catalyst. Meanwhile, Michael A. Kerr at the University of Western Ontario developed (Angew. Chem. Int. Ed. 2012, 51, 11088) a multicomponent synthesis of pyrrole 16 involving the merger of nitrone 14 and the donor–acceptor cyclopropane 15. The pyrrole 16 was subsequently converted to an intermediate in the synthesis of the cholesterol-lowering drug compound Lipitor. A robust synthesis of the ynone trifluoroboronate 17 was developed (Org. Lett. 2012, 14, 5354) by James D. Kirkham and Joseph P.A. Harrity at the University of Sheffield, which thus allowed for the ready production of trifluoroboronate-substituted pyrazole 18. An alternative pyrazole synthesis via oxidative closure of unsaturated hydrazine 19 to produce 20 was reported (Org. Lett. 2012, 14, 5030) by Yu Rao at Tsinghua University. A unique fluoropyrazole construction was developed (Angew. Chem. Int. Ed. 2012, 51, 12059) by Junji Ichikawa at the University of Tsukuba that involved nucleophilic substitution of two of the fluorides in 21 to form pyrazole 22.
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Conference papers on the topic "Pyrazoline one-5(benzoyl-4 methyl-3 phenyl-1)"

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Fauzi’ah, Lina, and Tutik Dwi Wahyuningsih. "Synthesis of 1-phenyl-3-(4’-nitrophenyl)-5-(3’,4’-dimethoxy-6’-nitrophenyl)-2-pyrazoline and its antibacterial activity." In PROCEEDINGS FROM THE 14TH INTERNATIONAL SYMPOSIUM ON THERAPEUTIC ULTRASOUND. Author(s), 2017. http://dx.doi.org/10.1063/1.4978124.

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Chandra, N. Srikantamurthy, E. A. Jithesh Babu, K. B. Umesha, and M. Mahendra. "Synthesis and crystal structure studies of ethyl 5-methyl-1, 3-diphenyl-1H-pyrazole-4-carboxylate." In SOLID STATE PHYSICS: Proceedings of the 58th DAE Solid State Physics Symposium 2013. AIP Publishing LLC, 2014. http://dx.doi.org/10.1063/1.4872901.

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Kumar, V. G. Viju, and Nidhy Mary Rajan. "Synthesis and characterization of Copper(II) complexes of an azo dye derived from 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one." In LIGHT AND ITS INTERACTIONS WITH MATTER. AIP Publishing LLC, 2014. http://dx.doi.org/10.1063/1.4898309.

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Nikalje, Anna Pratima, Julio Seijas Vázquez, M. Pilar Vazquez-Tato, and Urja Nimbalkar. "Ionic liquid [Et3NH][HSO4]catalyslyzed multicomponent synthesis of 6 amino-4-(Substituted phenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile ." In The 20th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2016. http://dx.doi.org/10.3390/ecsoc-20-f011.

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