Search results for "trifluoromethyl"

showing 10 items of 288 documents

CCDC 1564495: Experimental Crystal Structure Determination

2017

Related Article: Fernando Rabasa-Alcañiz, Javier Torres, María Sánchez-Roselló, Tomás Tejero, Pedro Merino, Santos Fustero, Carlos del Pozo|2017|Adv.Synth.Catal.|359|3752|doi:10.1002/adsc.201700975

Benzyl [(3aR5S9bR)-7-fluoro-3-methyl-9b-(trifluoromethyl)-133a459bhexahydronaphtho[21-c]isoxazol-5-yl](hydroxy)carbamateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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Implication of three isoforms of PLA2in human T-cell proliferation

2002

We observed that human (Jurkat) T-cells constitutively expressed the mRNA, encoding for the four isoforms of phospholipase A(2) (PLA(2)), i.e. two secretory (type IB and type V), and two cytosolic (type IV, Ca(2+)-dependent and type VI, Ca(2+)-independent). In order to assess whether these PLA(2) isoforms are active, we labeled Jurkat T-cells with [(3)H]arachidonic acid ([(3)H]AA) and determined its release into the extracellular medium in the presence of phorbol 12-myristate 13-acetate (PMA) and ionomycin. The three PLA(2) isoforms seem functional as aristolochic acid and bromoenol lactone (BEL), the respective inhibitors of type IB/type V and type VI PLA(2)s, significantly inhibited the r…

BiophysicsAristolochic acidArachidonic AcidsPhospholipaseTritiumBiochemistryJurkat cellsGene Expression Regulation EnzymologicPhospholipases AJurkat Cellschemistry.chemical_compoundPhospholipase A2Structural BiologyGeneticsHumansPhospholipaseRNA MessengerEnzyme InhibitorsMolecular BiologyArachidonyl trifluoromethyl ketoneArachidonic AcidbiologyIonomycinCell BiologyJurkat T-cellIsoenzymesGene Expression RegulationchemistryBiochemistryIonomycinPhorbolbiology.proteinInterleukin-2Tetradecanoylphorbol AcetateCalciumlipids (amino acids peptides and proteins)Arachidonic acidCell DivisionFEBS Letters
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Pauson-Khand reaction of internal dissymmetric trifluoromethyl alkynes. Influence of the alkene on the regioselectivity.

2014

Abstract: The scope of the Pauson-Khand reaction (PKR) of internal trifluoromethyl alkynes, previously described with norbornadiene, is expanded to norbornene and ethylene. A thorough structural analysis of the resulting PK adducts has been carried out to unveil that α-trifluoromethylcyclopentenones are preferred in all cases, independently of the electronic properties of the alkyne. The regioselectivity observed with norbornadiene and ethylene is higher than in the case of norbornene.

Ciclització (Química)EthyleneHydrocarbons FluorinatedStereochemistryNorbornadieneQuímica organometàl·licaPharmaceutical ScienceAlkynetrifluoromethylalkynesCrystallography X-RayArticlecyclopentenonesAnalytical ChemistryRing formation (Chemistry)cycloadditionslcsh:QD241-441chemistry.chemical_compoundlcsh:Organic chemistryDrug DiscoveryPhysical and Theoretical ChemistryNorbornenechemistry.chemical_classificationPauson-Khand reactionTrifluoromethylMolecular StructureAlkenePauson–Khand reactionOrganic ChemistryRegioselectivityStereoisomerismCobaltEthylenesNorbornaneschemistryOrganometallic chemistryChemistry (miscellaneous)AlkynesregioselectivityMolecular MedicineMolecules (Basel, Switzerland)
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Thiourea Organocatalysts as Emerging Chiral Pollutants: En Route to Porphyrin-Based (Chir)Optical Sensing

2021

Environmental pollution with chiral organic compounds is an emerging problem requiring innovative sensing methods. Amino-functionalized thioureas, such as 2-(dimethylamino)cyclohexyl-(3,5-bis(trifluoromethyl)phenyl)thiourea (Takemoto’s catalyst), are widely used organocatalysts with virtually unknown environmental safety data. Ecotoxicity studies based on the Vibrio fischeri luminescence inhibition test reveal significant toxicity of Takemoto’s catalyst (EC50 = 7.9 mg/L) and its NH2-substituted analog (EC50 = 7.2–7.4 mg/L). The observed toxic effect was pronounced by the influence of the trifluoromethyl moiety. En route to the porphyrin-based chemosensing of Takemoto-type thioureas, their s…

Circular dichroismSupramolecular chemistrychiralitymonitorointiEnvironmental pollutionchiral amineVibrio fischeriQD415-436010402 general chemistryBiochemistry01 natural sciencesMedicinal chemistrysupramolecular chemistrybakteeritAnalytical Chemistry<i>Vibrio</i> <i>fischeri</i>chemistry.chemical_compoundkatalyytitrikkiyhdisteetsupramolekulaarinen kemiaMoiety[CHIM]Chemical Sciences[CHIM.COOR]Chemical Sciences/Coordination chemistryPhysical and Theoretical Chemistrythioureaorgaaniset yhdisteetchiral pollutantsTrifluoromethyl010405 organic chemistrytoxicityhost–guest bindingPorphyrin0104 chemical sciencesTakemoto’s catalystcircular dichroismekotoksikologiachemistryThiourea13. Climate action[SDV.TOX.ECO]Life Sciences [q-bio]/Toxicology/Ecotoxicology[SDE.BE]Environmental Sciences/Biodiversity and EcologyChirality (chemistry)porphyrinorganocatalyst
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Light-controlled reversible modulation of frontier molecular orbital energy levels in trifluoromethylated diarylethenes

2017

Among bistable photochromic molecules, diarylethenes (DAEs) possess the distinct feature that upon photoisomerization they undergo a large modulation of their π-electronic system, accompanied by a marked shift of the HOMO/LUMO energies and hence oxidation/reduction potentials. The electronic modulation can be utilized to remote-control charge- as well as energy-transfer processes and it can be transduced to functional entities adjacent to the DAE core, thereby regulating their properties. In order to exploit such photoswitchable systems it is important to precisely adjust the absolute position of their HOMO and LUMO levels and to maximize the extent of the photoinduced shifts of these energ…

Cyclic voltammetryBistabilityPhotoisomerizationQuantum yields010402 general chemistryPhotochemistryDiarylethene01 natural sciencesCatalysischemistry.chemical_compoundPhotochromismMoleculeMolecular orbitalHOMO/LUMOquantum yieldsFrontier molecular orbital energiesTrifluoromethyl010405 organic chemistryChemistryFrontier molecular orbital energieOrganic Chemistryfrontier molecular orbital energiesGeneral ChemistryphotochromismPhotochromismcyclic voltammetry0104 chemical sciencesdiarylethenes540 Chemie und zugeordnete WissenschaftenDiarylethenesddc:540IsomerizationChemistry - A European Journal
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The synthesis of fluorinated heteroaromatic compounds. Part 2. Five-membered rings with two heteroatoms. A review

2007

DAKIN-WEST REACTIONCONVENIENT SYNTHESISPOLYFUNCTIONALLY SUBSTITUTED PYRAZOLESOrganic ChemistryTRIFLUOROMETHYL-BETA-DIKETONESN-DIFLUOROMETHYL ANIONSMONONUCLEAR HETEROCYCLIC REARRANGEMENTSHALOACETYLATED ENOL ETHERSF-19 NMR-SPECTRAELECTROLYTIC PARTIAL FLUORINATIONALPHA-AMINO-ACIDS
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CCDC 894411: Experimental Crystal Structure Determination

2013

Related Article: S.Fustero, P.Bello, J.Miro, M.Sanchez-Rosello, M.A.Maestro, J.Gonzalez, C.del Pozo|2013|Chem.Commun.|49|1336|doi:10.1039/c2cc37796a

Diethyl 10-methoxy-1-(4-methoxyphenyl)-26-bis(trifluoromethyl)-233a3b45611b-octahydro-1H-dipyrrolo[12-a:3'2'-c]quinoline-26-dicarboxylateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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Electron-deficient trifluoromethyl-substituted sub-components affect the properties of M4L4 tetrahedral cages

2017

Two supramolecular tetrahedral cages based on a new electron-deficient trifluoromethyl-substituted pyridylimine ligand are synthesised by sub-component self-assembly. Their structures are characterised by NMR und UV-Vis spectroscopy, high-resolution mass spectrometry and single crystal X-ray diffraction. The iron(II) complex shows host–guest chemistry, complex-to-complex transformations and novel electronic properties.

DiffractionTrifluoromethyl010405 organic chemistryLigandSupramolecular chemistry010402 general chemistryMass spectrometry01 natural sciences0104 chemical sciencesInorganic ChemistryCrystallographychemistry.chemical_compoundchemistryelectron-deficient trifluoromethyl-substituted sub-componentsTetrahedronSpectroscopyta116Single crystalDalton Transactions
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Reactions at Interfaces: Oxygenation of n-Butyl Ligands Anchored on Silica Surfaces with Methyl(trifluoromethyl)dioxirane

2011

The oxygenation of n-butyl and n-butoxy chains bonded to silica with methyl(trifluoromethyl)dioxirane (1) revealed the ability of the silica matrix to release electron density toward the reacting C(2)-H σ-bond through the Si-C(1) and Si-O(1) σ-bonds connecting the alkyl chain to the surface (silicon β-effect). The silica surface impedes neither the alkyl chain adopting the conformation required for the silicon β-effect nor dioxirane 1 approaching the reactive C(2) methylene group. Reaction regioselectivity is insensitive to changes in the solvation of the reacting system, the location of organic ligands on the silica surface, and the H-bonding character of the silica surface. Reaction rates…

Ethylene OxideTrimethylsilylSiliconSurface PropertiesMolecular Conformationchemistry.chemical_elementChemistry Techniques SyntheticPhotochemistryReaction ratechemistry.chemical_compoundDioxiraneMethyleneAlkylchemistry.chemical_classificationTrifluoromethylOrganic ChemistryRegioselectivityEstersHydrogen BondingStereoisomerismSilicon DioxideOxygenSolutionsKineticschemistryButanesOxidation-ReductionThe Journal of Organic Chemistry
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Synthesis and induction of G0–G1 phase arrest with apoptosis of 3,5-dimethyl-6-phenyl-8-(trifluoromethyl)-5,6-dihydropyrazolo[3,4-f][1,2,3,5]tetrazep…

2007

The multistep synthesis of 3,5-dimethyl-6-phenyl-8-(trifluoromethyl)-5,6-dihydropyrazolo[3,4-f][1,2,3,5]tetrazepin-4(3H)-one 15 has been carried out. The compound showed antiproliferative and apoptotic effects against K562, K562-R (imatinib mesilate resistant), HL60 and multidrug resistant (MDR) HL60 cell lines. Compound 15 showed a pro-apoptotic activity against HL60 and K562 resistant cell lines markedly higher than etoposide and busulfan, respectively. Flow cytometry studies carried out on K562 cells allowed to establish that 15 induces G0-G1 phase arrest followed by apoptosis.

HL60StereochemistryApoptosisHL-60 CellsAntiproliferative activityResting Phase Cell CycleChemical synthesisPyrazolo[34-f][1234]tetrazepinoneFlow cytometrychemistry.chemical_compoundhemic and lymphatic diseasesDrug DiscoverymedicineHumansCytotoxicityEtoposideG0-G1 arrestPharmacologyTrifluoromethylMolecular Structuremedicine.diagnostic_testOrganic ChemistryG1 PhaseApoptosiAzepinesGeneral MedicineSettore CHIM/08 - Chimica FarmaceuticaMolecular biologyMultiple drug resistancechemistryApoptosisDrug resistancePyrazoles1234-TetrazepinoneK562 Cellsmedicine.drugEuropean Journal of Medicinal Chemistry
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