Search results for "Carboxamide"

showing 10 items of 216 documents

Synthesis of substituted 3-amino-N-phenyl-1H-indazole-1-carboxamides endowed with antiproliferative activity

2010

Abstract Several new N-phenyl-1H-indazole-1-carboxamides 1c–h and 4l,m were prepared by reacting phenyl isocyanate derivatives 3a,b with 3-amino-1H-indazole derivatives 2c,e,g or 1H-indazole 2l respectively. Chemical transformations of compounds 1a,b and 1g,h gave 3-acetamido-N-phenyl-1H-indazole-1-carboxamide derivatives 5a,b, and 3,5-diamino-N-phenyl-1H-indazole-1-carboxamide derivatives 4i, j respectively. Finally, 3,5-diacetamido-N-phenyl-1H-indazole-1-carboxamide derivatives 6a,b were prepared by acetylation of 4i, j. Some of synthesized compounds were evaluated for their in vitro antiproliferative activity against the full NCI tumor cell lines panel derived from nine clinically isolat…

IndazolesStereochemistryCellAntineoplastic AgentsRetinoblastoma Proteinchemistry.chemical_compoundCell Line TumorDrug DiscoveryG0–G1 arrestmedicineHumansCell ProliferationPharmacologyIndazoleCell growth3-amino-N-phenyl-1H-indazole-1-carboxamideMelanomaCell CycleOrganic ChemistryAntiproliferative agentsCancerGeneral Medicinemedicine.diseaseSettore CHIM/08 - Chimica FarmaceuticaIn vitropRbmedicine.anatomical_structurechemistryAcetylationK562 cellsEuropean Journal of Medicinal Chemistry
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The Halide Binding Behavior of 2-Carbamoyl-7-ureido-1H-indoles: Conformational Aspects

2009

Indole-based anion receptors with an carboxamide unit in 2- and an urea in 7-position were prepared and found to bind halides (as well as acetate and nitrate) in chloroform solutions at room temperature. Investigations of the binding behaviour show that the receptor is selective for chloride. Surprisingly, the truncated receptor 3 without the 2-carbamoyl substituent shows the highest affinity for Cl–. Thorough 1H, 13C and 15N NMR investigations indicate different binding modes for acetate, nitrate and halides to the receptor 2. The observation of a major conformational change of this receptor during the binding of the halide ions leads to an understanding of the relative binding affinities …

Indole testConformational changeHydrogen bondmedicine.drug_classStereochemistryOrganic ChemistryQuinolineSubstituentHalideCarboxamideNuclear magnetic resonance spectroscopychemistry.chemical_compoundchemistrymedicinePhysical and Theoretical ChemistryEuropean Journal of Organic Chemistry
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Studies on the synthesis of pentacyclic strychnos indole alkaloids. photocyclization of n-chloroacetyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b…

1985

Abstract Photocyclization of 2-chloroacetyl-1,2,3,4,5,6-hexahydro-1, 5-methanoazocino[4,3-b]indole ( 5 ) takes place at the indole 4-position to give a 1 ,2 ,3 ,4 , 5 ,6-hexahydro-2 ,11-ethano-1 ,5-methanoazocino [4 , 3-6] indole system. Consequently, the method appears to be unsuitable for constructing the pyrrolidine ring of pentacyclic Strychnos indole alkaloids.

Indole testbiologyChemistryStereochemistrymedicine.drug_classAlkaloidOrganic ChemistryStrychnosCarboxamideRing (chemistry)biology.organism_classificationBiochemistryPyrrolidinechemistry.chemical_compoundDrug DiscoveryLactammedicineTetrahedron
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Heterocyclic photorearrangements. Photoinduced rearrangement of 3-styryl-1,2,4-oxadiazoles

1990

The photochemical behaviour of 3-styryl-5-phenyl-(5-methyl)-1,2,4-oxadiazoles in methanol at 254 nm has been investigated. A photoinduced rearrangement to the quinoline system has been pointed out and explained as proceeding through an initial photolysis of the ring ON bond, followed by a six membered ring closure reaction involving the styryl moiety.

Intramolecular reactionBicyclic moleculemedicine.drug_classOrganic ChemistryQuinolinePhotodissociationCarboxamideRing (chemistry)PhotochemistryCis trans isomerizationchemistry.chemical_compoundchemistrymedicineMoietyJournal of Heterocyclic Chemistry
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Functional role of cholinoceptors and purinoceptors in human isolated atrial and ventricular heart muscle

1989

1. The effects of cholinergic and purinergic stimulation on action potential, force of contraction and 86Rb efflux were investigated in human atrial and ventricular heart muscle. 2. In atrial heart muscle, carbachol and (-)-N6-(R-phenyl-isopropyl)-adenosine (R-PIA) and 5'-(N-ethyl)-carboxamido-adenosine (NECA) evoked transient decreases of action potential duration and force of contraction; the steady-state effects on force of contraction were virtually identical to control values. In the presence of propranolol, steady-state values after carbachol, R-PIA or NECA amounted to about 50% of control values. 3. In ventricular heart muscle, carbachol, NECA and R-PIA did not significantly affect t…

MaleInotropemedicine.medical_specialtyAdenosineCarbacholContraction (grammar)Action PotentialsAdenosine-5'-(N-ethylcarboxamide)PropranololIn Vitro TechniquesBiologyContractilitySpecies SpecificityInternal medicineIsoprenalinemedicineHumansReceptors Cholinergiccardiovascular diseasesAgedPharmacologyMyocardiumPurinergic receptorIsoproterenolReceptors PurinergicHeartMiddle AgedPapillary MusclesMyocardial ContractionEndocrinologyCirculatory systemPhenylisopropyladenosinecardiovascular systemCarbacholFemaleRubidium RadioisotopesResearch Articlemedicine.drugBritish Journal of Pharmacology
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Suppression of the JNK Pathway by Induction of a Metabolic Stress Response Prevents Vascular Injury and Dysfunction

2008

Background— Oxidative injury and dysfunction of the vascular endothelium are early and causal features of many vascular diseases. Single antioxidant strategies to prevent vascular injury have met with mixed results. Methods and Results— Here, we report that induction of a metabolic stress response with adenosine monophosphate kinase (AMPK) prevents oxidative endothelial cell injury. This response is characterized by stabilization of the mitochondrion and increased mitochondrial biogenesis, resulting in attenuation of oxidative c-Jun N-terminal kinase (JNK) activation. We report that peroxisome proliferator coactivator 1α is a key downstream target of AMPK that is both necessary and suffici…

MaleUmbilical Veinsmedicine.medical_specialtyEndotheliumMitochondrionmedicine.disease_causeArticleMiceInternal medicinePhysiology (medical)Chlorocebus aethiopsmedicineAnimalsHumansVascular DiseasesRNA Small InterferingEndothelial dysfunctionHeat-Shock ProteinsMembrane Potential MitochondrialCell Deathbusiness.industryAdenylate KinaseJNK Mitogen-Activated Protein KinasesEndothelial CellsAMPKHydrogen PeroxideRibonucleotidesAminoimidazole CarboxamideOxidantsmedicine.diseaseAdaptation PhysiologicalPeroxisome Proliferator-Activated Receptor Gamma Coactivator 1-alphaAngiotensin IICell biologyMice Inbred C57BLEndothelial stem cellOxidative Stressmedicine.anatomical_structureEndocrinologyMitochondrial biogenesisMutagenesisCOS CellsbusinessCardiology and Cardiovascular MedicineOxidative stressTranscription FactorsCirculation
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Phenylamides of 1-Phenyl (or Methyl)-5-benzamidopyrazole-4-carboxylic Acid as Vratizolin Analogs with Analgesic and Antiinflammatory Activities

2001

A number of phenylamides of 5-benzamidopyrazole-4-carboxylic acid were prepared in 50-80 % yields from 1-phenyl (or methyl) 6-phenylpyrazolo[3,4-d]1,3-oxazin-4(1H)-ones and aniline derivatives. All the compounds were tested for their analgesic and antiinflammatory activities, as well as for their ulcerogenic potential and acute toxicity. Some derivatives, when compared to phenylbutazone, proved more active in the tests for analgesie and antiexudative activities, but less active in the carrageenin paw oedema test. The compounds proved to posses marginal or no ulcerogenic effect, as well as low systemic toxicity.

Malemedicine.drug_classCarboxylic acidAnalgesicDrug Evaluation PreclinicalPharmaceutical ScienceCarboxamideChemical synthesisRats Sprague-DawleyMiceStructure-Activity Relationshipchemistry.chemical_compoundAnilineDrug DiscoveryPhenylbutazonemedicineAnimalsOrganic chemistrychemistry.chemical_classificationAnalgesicsDose-Response Relationship DrugAcute toxicityRatsThiazoleschemistryBenzamidesToxicityPyrazolesInflammation Mediatorsmedicine.drugArchiv der Pharmazie
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Pronounced cholinergic but only moderate purinergic effects in isolated atrial and ventricular heart muscle from cats.

1989

1 The effects of cholinergic and purinergic stimulation on action potential, force of contraction and 86Rb efflux were investigated in cat atrial and/or ventricular heart muscle. 2 Acetylcholine and carbachol exerted a concentration-dependent negative inotropic effect in cat atrial heart muscle. Carbachol 10 μmol l−1 completely abolished the force of contraction and increased the rate constant of 86Rb efflux 2–3 fold, whereas the action potential duration was shortened to about 1/10 of its length under control conditions. 3 The effects of acetylcholine and carbachol in cat atrial heart muscle were mimicked, qualitatively, by adenosine and its analogues 5′-(N-ethyl)-carboxamido-adenosine (NE…

Malemedicine.medical_specialtyCarbacholAdenosineAction PotentialsStimulationAdenosine-5'-(N-ethylcarboxamide)BiologyIn Vitro TechniquesPurinergic AgonistsInternal medicineIsoprenalinemedicineAnimalsVentricular FunctionReceptors CholinergicPharmacologyPurinergic receptorReceptors PurinergicHeartDipyridamoleAtrial FunctionAdenosineMyocardial ContractionAcetylcholineEndocrinologyCatsPhenylisopropyladenosineCholinergicCarbacholFemaleRubidium RadioisotopesAcetylcholinemedicine.drugResearch Article
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17 beta-carboxamide steroids: highly effective inhibitors of the phytohaemagglutinin mediated blastogenesis of normal human peripheral lymphocytes.

1984

Several novel 17 beta-carboxamide analogues of dexamethasone were synthesized. The common precursor, 9-fluoro-16 alpha-methyl-11 beta,17-dihydroxy-3-oxo-1,4-androstadiene-17 beta-carboxylic acid, did not bind to the glucocorticoid receptors of rat liver and human spleen tumours. In addition, no inhibition of the mitogen-induced blastogenesis of cultured human peripheral lymphocytes was observed. The 17 beta-carboxamide analogues, however, bound with similar affinities to the glucocorticoid receptors of both tissues. They inhibited the mitogen-induced blastogenesis of peripheral lymphocytes, showing the same potency and same order of binding affinity as the natural glucocorticoids.

Malemedicine.medical_specialtyChemical Phenomenamedicine.drug_classClinical BiochemistryeducationCarboxamideBiologyIn Vitro TechniquesLymphocyte ActivationBinding CompetitiveDexamethasoneGlucocorticoid receptorCytosolReceptors GlucocorticoidInternal medicinemedicinePotencyAnimalsHumansPhytohemagglutininsBeta (finance)GlucocorticoidsDexamethasonePhytohaemagglutininBiochemistry (medical)Biological activityRats Inbred StrainsGeneral MedicineDNAPeripheralRatsChemistryEndocrinologyLiverbiology.proteinmedicine.drugThymidineJournal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie
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N-(INDAZOLYL)BENZAMIDO DERIVATIVES AS CDK1 INHIBITORS: DESIGN, SYNTHESIS, BIOLOGICAL ACTIVITY, AND MOLECULAR DOCKING STUDIES

2009

A series of N-1H-indazole-1-carboxamides has been synthesized and their effects on both CDK1/cyclin B and the K-562 (human chronic myelogenus leukemia) cell line were evaluated. Using a computational model, we have observed that all the most active compounds 9e, f, i-n exhibited the same binding mode of purvanalol A in the ATP-binding cleft. Although they were able to moderately inhibit the leukemic cell line K-562 and to show inhibitory activity against the Cdc2-Cyclin B kinase in the low micromolar range, they turned out to be non-cytotoxic against HuDe (IZSL) primary cell cultures from human derm. These preliminary results are quite encouraging in view of the low toxicity demonstrated by…

Models MolecularStereochemistryCyclin BPharmaceutical ScienceAntineoplastic AgentsCyclin BStructure-Activity RelationshipCDC2 Protein KinaseDrug DiscoveryHumansStructure–activity relationshipCell ProliferationCyclin-dependent kinase 1Binding SitesbiologyCell growthChemistryImidazolesN-(1H-indazolyl)benzamides 1H-indazole-3-carboxamides CDK1 Molecular dockingBiological activitySettore CHIM/08 - Chimica FarmaceuticaBiochemistryDocking (molecular)Cell cultureDrug DesignBenzamidesbiology.proteinDrug Screening Assays AntitumorK562 CellsCDC2 Protein KinaseProtein Binding
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