Search results for "Pyrazole"

showing 10 items of 315 documents

4-(4-Fluorophenyl)-1-phenyl-3-(pyridin-4-yl)-1H-pyrazol-5-amine

2012

In the title compound, C20H15FN4, the pyrazole ring forms dihedral angles of 43.51 (6), 39.95 (6) and 32.23 (6)° with the directly attached 4-fluorophenyl, pyridine and phenyl rings, respectively. The crystal packing is stabilized by intermolecular N—H...N and N—H...F hydrogen bonds.

Hydrogen bondGeneral ChemistryDihedral anglePyrazoleCondensed Matter PhysicsRing (chemistry)BioinformaticsOrganic PapersMedicinal chemistrylcsh:ChemistryCrystalchemistry.chemical_compoundlcsh:QD1-999chemistryPyridine1H-pyrazol-5-amineGeneral Materials ScienceActa Crystallographica Section E Structure Reports Online
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Hydrogen Bonding and Anion Binding in Structures of Tris(pyrazolyl)boratenickel(II) and Phosphate Esters

2008

This paper presents the syntheses, crystal structures and spectroscopic properties of a series of nickel(II) complexes containing hydrotris(3,5-dimethylpyrazolyl)borate and phosphate esters: [Tp*Ni(Hpz*)2(L)][(RO)2PO2] [R = Et, Bu; L = H2O (1), (BuO)2P(O)OH (2)] and [Tp*Ni(Hpz*)(H2O)2][(EtO)2PO2] (5) {Tp* = hydrotris(3,5-dimethylpyrazolyl)borate, Hpz* = 3,5-dimethylpyrazole}. The complexes [Ni(Tp*)2] (3) and [(Tp*Ni)2(μ-pz*)(μ-OH)](4) were also prepared and fully characterized. X-ray crystallographic studies of 1 and 2 reveal that the pyrazole moieties are hydrogen bonded to the guest phosphate ester anion. In complex 5, the phosphate anion is hydrogen-bonded by two O–H groups of the water …

Hydrogen bondInorganic chemistrychemistry.chemical_elementCrystal structureNuclear magnetic resonance spectroscopyPyrazoleMedicinal chemistryInorganic ChemistryNickelchemistry.chemical_compoundchemistryProton NMRMoleculeAnion bindingEuropean Journal of Inorganic Chemistry
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N-(4-Acetyl-3-methyl-1-phenyl-1H-pyrazol-5-yl)-N-methyl-2-(2-methyl-4-oxo-3,4-dihydroquinazolin-3-yl)benzamide

2013

In the title compound, C29H25N5O3, the dihedral angle between the benzene ring and the pendant quinazoline ring system (r.m.s. deviation = 0.036Å) is 87.60 (17)°. The equivalent angle between the pyrazole ring and the phenyl group is 70.0 (2)°. The dihedral angle between the benzene and pyrazole rings is 30.7 (2)° and overall, the molecular conformation approximates to a Z shape. A short intramolecular C—H...O contact occurs. In the crystal, the molecules are linked by Cπ—H...O-type hydrogen bonds and aromatic π–π stacking interactions [centroid–centroid distance = 3.860 (3) Å], generating a three-…

Hydrogen bondQuinazolinylbenzamide derivative X-ray structureStackingGeneral ChemistryDihedral anglePyrazoleCondensed Matter PhysicsRing (chemistry)BioinformaticsOrganic PapersMedicinal chemistrySettore CHIM/08 - Chimica Farmaceuticalcsh:Chemistrychemistry.chemical_compoundchemistrylcsh:QD1-999QuinazolinePhenyl groupGeneral Materials ScienceBenzeneActa Crystallographica Section E
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Synthesis and COX inhibition of 7-R1-8-R2-1-ethyl-3,4-dimethyl-, 4,10-dihydro-1H-pyrazolo[3,4-c][1,5]benzodiazocine-5,11-diones

2008

The title compounds were easily synthesized by reacting the 4-aminopyrazole hydrochloride 2 and the substituted 2-nitrobenzoyl chlorides 3a-d. The obtained 2-nitrobenzamides 4a-d were methylated and then reduced to give the corresponding amines 6a-d. These were hydrolyzed then directly converted into 4,10-dihydro-1H-pyrazolo[3,4-c][1,5]benzodiazocine-5,11-diones 1a-d by the action of SOCl2 in benzene. These were tested for their COX inhibitory activity, showing an inhibitory profile against both COX-1 and COX-2, being slightly more selective against COX-2 with a percentage of inhibition, at the concentration of 10 μM, in the range 42.0 – 55.0.

Hydrolysischemistry.chemical_compoundchemistryHydrochlorideOrganic ChemistryPyrazoleCOX inhibitorsPyrazolePyrazole; COX inhibitorsBenzeneSettore CHIM/08 - Chimica FarmaceuticaMedicinal chemistryPyrazole COX inhibitors
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New Internal-Charge-Transfer Second-Order Nonlinear Optical Chromophores Based on the Donor Ferrocenylpyrazole Moiety

2016

A series of new N-arylated ferrocenepyrazole structures, carrying different donor or acceptor substituents in the para position of the aryl ring, has been synthesized by the Chan-Lam cross-coupling reaction. The nonplanar geometric molecular structure of some of these chromophores together with their crystal packing was determined by X-ray diffraction, and the HOMO and LUMO energy levels were evaluated by electrochemical and optical measurements and by density functional theoretical (DFT) calculations. By the investigation of solvent effects and time-dependent DFT (TD-DFT) calculations, the intense electronic absorption band around 270-310 nm was confirmed to be an internal-chargetransfer (…

Hyperpolarizability010402 general chemistryPhotochemistry01 natural scienceschemistry.chemical_compoundnonlinear optical responsearylationPhysical and Theoretical ChemistryHOMO/LUMOta116010405 organic chemistryArylN-arylated ferrocenepyrazole; internal-charge-transfer; NLO; DDA chromophoreSecond-harmonic generationChromophoreAcceptor0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsCrystallographyGeneral EnergychemistryAbsorption bandSolvent effectsferrocenepyrazoleelectronic absorptionJournal of Physical Chemistry C
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Haptens, bioconjugates, and antibodies for penthiopyrad immunosensing

2014

4 pages, 1 table, 2 figures.

ImmunoconjugatesSynthetic derivativesbiologyChemistryBiosensing TechniquesThiophenesBiochemistryCombinatorial chemistryAntibodiesAnalytical ChemistryHighly sensitivePenthiopyradElectrochemistrybiology.proteinEnvironmental ChemistryPyrazolesImmunochemical analysisAntibodyHaptenHaptensSpectroscopyFungicides
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Convenient synthesis of pyrrolo[3,4-g]indazole

2013

Abstract The synthesis of a novel class of tetrahydropyrrolo[3,4-g]indazoles is reported, by annelation of the pyrazole ring on the isoindole moiety by means of 5-hydroxymethylene tetrahydroisoindole-4-ones key intermediates, with good regioselectivity. Dihydroderivatives were also obtained by oxidation with DDQ of the corresponding tetrahydropyrrolo[3,4-g]indazoles. The growth inhibitory effect was evaluated at the National Cancer Institute of Bethesda and some derivatives showed modest activity.

IndazoleAnnulationTetrahydropyrrolo[3; 4-g]indazole; Hydroxymethyleneketones; Antiproliferative activity; RegioselectivityStereochemistryTetrahydropyrrolo[3Organic ChemistryRegioselectivity4-g]indazoleGrowth inhibitoryAntiproliferative activityPyrazoleRing (chemistry)Settore CHIM/08 - Chimica FarmaceuticaBiochemistryTetrahydropyrrolo[34-g]indazole Hydroxymethyleneketones Antiproliferative activity Regioselectivitychemistry.chemical_compoundRegioselectivitychemistryHydroxymethyleneketonesDrug DiscoveryMoietyIsoindoleTetrahedron
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Synthesis and antiproliferative activity of triazenoindazoles and triazenopyrazoles: a comparative study.

2003

Several triazenoindazoles and triazenopyrazoles were prepared transforming the appropriate aminoindazoles and aminopyrazoles in the corresponding diazonium salts which were reacted with dimethylamine, diethylamine and pyrrolidine. All the triazenes were tested for their antiproliferative activity against K562, HL60, L1210 and MCF7 cell lines. The biological data showed that the benzocondensation plays a positive role on the antiproliferative activity. The (1)H-NMR spectra showed that the rotational barrier around the N(2)-N(3) bond in the triazene group can be influenced both by the position of this group in the indazole nucleus and by the substitution pattern in the benzene moiety.

IndazolesMagnetic Resonance SpectroscopyHL60StereochemistryAntineoplastic AgentsMedicinal chemistryChemical synthesisPyrrolidinechemistry.chemical_compoundInhibitory Concentration 50Structure-Activity RelationshipDrug DiscoveryTumor Cells CulturedMoietyHumansTriazeneBenzeneDimethylaminePharmacologyDiethylamineIndazoleBicyclic moleculeMolecular StructureOrganic ChemistryGeneral MedicineSettore CHIM/08 - Chimica FarmaceuticachemistryPyrazolesTriazenoindazoles Triazenopyrazoles Antiproliferative activity Hindered rotationDrug Screening Assays AntitumorTriazenesCell DivisionEuropean journal of medicinal chemistry
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Novel 4-(3-phenylpropionamido), 4-(2-phenoxyacetamido) and 4-(cinnamamido) substituted benzamides bearing the pyrazole or indazole nucleus: synthesis…

2019

Based on some common structural features of known compounds interfering with p53 pathways and our previously synthesized benzamides, we synthesized new ethyl 5-(4-substituted benzamido)-1-phenyl-1H-pyrazole-4-carboxylates 26a-c, ethyl 5-(4-substituted benzamido)-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylates 27a-c and N-(1H-indazol-6-yl)-4-substituted benzamides 31a,b bearing in the 4 position of the benzamido moiety the 2-phenylpropanamido or 2-phenoxyacetamido or cinnamamido groups. A preliminary test to evaluate the antiproliferative activity against human lung carcinoma H292 cells highlighted how compound 26c showed the best activity. This last was therefore selected for further studies wi…

IndazolesStereochemistryAntineoplastic AgentsApoptosisTRAIL-receptorPyrazole01 natural sciencesBiochemistrychemistry.chemical_compoundDownregulation and upregulationCell Line Tumor2-(3-phenylpropanamido)benzamideDrug DiscoverymedicineHumansMoietyMolecular BiologyCell ProliferationBiological evaluationP53Indazole010405 organic chemistryDrug Discovery3003 Pharmaceutical Science2-cinnamamidobenzamideOrganic ChemistryApoptosi2-(2-phenoxyacetamido)benzamide0104 chemical sciences010404 medicinal & biomolecular chemistrymedicine.anatomical_structureProto-Oncogene Proteins c-bcl-2Mechanism of actionchemistryApoptosisBenzamidesPyrazolesDrug Screening Assays Antitumormedicine.symptomNucleusBioorganic Chemistry
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Design and synthesis of 1-aryl-5-anilinoindazoles as c-Jun N-terminal kinase inhibitors.

2012

Starting from pyrazole HTS hit (1), a series of 1-aryl-1H-indazoles have been synthesized as JNK3 inhibitors with moderate selectivity against JNK1. SAR studies led to the synthesis of 5r as double digital nanomolar JNK3 inhibitor with good in vivo exposure.

IndazolesStereochemistryClinical BiochemistryPharmaceutical SciencePlasma protein bindingPyrazoleBiochemistrychemistry.chemical_compoundStructure-Activity RelationshipIn vivoMitogen-Activated Protein Kinase 10Drug DiscoveryStructure–activity relationshipAnimalsMitogen-Activated Protein Kinase 8Molecular BiologyProtein Kinase InhibitorsAniline CompoundsChemistryKinaseArylOrganic Chemistryc-junJNK Mitogen-Activated Protein KinasesBrainCombinatorial chemistryRatsDrug DesignMolecular MedicineSelectivityHalf-LifeProtein BindingBioorganicmedicinal chemistry letters
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