Search results for "Benzyl Compound"

showing 10 items of 11 documents

Chiral Monofluorobenzyl Carbanions: Synthesis of Enantiopure β‐Fluorinated β‐Phenylethylamines

2011

The preparation of a stabilized monofluorobenzyl carbanion by means of a remote homochiral sulfinyl group and its completely stereoselective reactions with N-p-tolylsulfinylimines are described. The use of these reactions followed by the simultaneous removal of both chiral auxiliaries with tBuLi, which occurs without epimerization at the benzylic position, provides the quickest entry to enantiomerically pure β-fluorinated β-phenylethylamines.

AnionsHalogenationStereochemistryOrganic ChemistryMolecular ConformationEnantioselective synthesisStereoisomerismGeneral ChemistryCatalysischemistry.chemical_compoundEnantiopure drugchemistryBenzyl CompoundsPhenethylaminesIonic liquidStereoselectivityEpimerIminesCarbanionChemistry – A European Journal
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Displacement of phenprocoumon (Marcumar) from albumin by sulfonylurea compounds, suramin, and ioglycamic acid.

1972

The technique of Sephadex gel filtration was employed to characterize the effect of some sulfonylurea compounds, ioglycamic acid, and suramin on the binding of phenprocoumon to bovine serum albumin.

ChlorpropamideChlorpropamideSuraminTolbutamideSerum albuminSuraminIn Vitro TechniquesBenzoatesPhenprocoumonCoumarinsBenzyl CompoundsmedicineAnimalsBovine serum albuminPharmacologyChromatographyBinding SitesbiologyChemistryAlbuminAnticoagulantsDextransSerum Albumin BovineGeneral MedicineCarbutamideGlycolatesCarbutamideSulfonylurea CompoundsSephadexbiology.proteinChromatography GelIodobenzoatesCattlemedicine.drugProtein BindingNaunyn-Schmiedeberg's archives of pharmacology
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Atropine-resistant effects of the muscarinic agonists McN-A-343 and AHR 602 on cardiac performance and the release of noradrenaline from sympathetic …

1974

Abstract 1 The effects of 4-(m-chlorophenylcarbamoyloxy)-2-butynyltrimethylammonium chloride (McN-A-343) and N-benzyl-3-pyrrolidyl acetate methobromide (AHR 602) on cardiac performance and noradrenaline release from terminal sympathetic fibres were measured in isolated perfused hearts of rabbits. 2 In the presence of sufficient atropine to block muscarinic receptors, high concentrations of McN-A-343 and AHR 602 caused no cardiac stimulation and there was no increase in the resting output of noradrenaline into the perfusates. 3 McN-A-343 and AHR 602 increased both the mechanical responses and the transmitter overflow evoked by electrical stimulation of the sympathetic nerves (SNS) but inhibi…

ChronotropicAtropineMalemedicine.medical_specialtyPyrrolidinesSympathetic Nervous SystemStimulationAutopharmacologyHexamethonium CompoundsPharmacologyIn Vitro TechniquesPiperazinesHexamethonium compoundchemistry.chemical_compoundNorepinephrineCocaineInternal medicineDesipramineMuscarinic acetylcholine receptorBenzyl CompoundsmedicineAnimalsPharmacologyNeuronsHeartHydrogen-Ion ConcentrationAcetylcholineElectric StimulationPerfusionQuaternary Ammonium CompoundsAtropineEndocrinologychemistryParasympathomimeticsHexamethoniumFemaleCarbamatesRabbitsDimethylphenylpiperazinium IodideAcetylcholinemedicine.drug
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Identification of highly effective antitrypanosomal compounds in essential oils from the Apiaceae family

2018

The Apiaceae family encompasses aromatic plants of economic importance employed in foodstuffs, beverages, perfumery, pharmaceuticals and cosmetics. Apiaceae are rich sources of essential oils because of the wealth of secretory structures (ducts and vittae) they are endowed with. The Apiaceae essential oils are available on an industrial level because of the wide cultivation and disposability of the bulky material from which they are extracted as well as their relatively cheap price. In the fight against protozoal infections, essential oils may represent new therapeutic options. In the present work, we focused on a panel of nine Apiaceae species (Siler montamon, Sison amomum, Echinophora spi…

Human African trypanosomiasiAlkeneApiaceae; BALB/3T3; Essential oils; Human African trypanosomiasis; Trypanosoma brucei; 3T3 Cells; Alkenes; Animals; Apiaceae; Benzyl Compounds; Cyclohexenes; Dioxolanes; Inhibitory Concentration 50; Mice; Monoterpenes; Oils Volatile; Plant Oils; Pyrogallol; Terpenes; Trypanosoma brucei brucei; Trypanosomiasis; Pollution; Public Health Environmental and Occupational Health; Health Toxicology and MutagenesisHealth Toxicology and Mutagenesis[SDV]Life Sciences [q-bio]VolatileMonoterpeneAllylbenzene DerivativesPlant Oil01 natural sciencesCosmeticsEssential oilTerpenechemistry.chemical_compoundMiceTrypanosoma bruceiBALB/3T3media_commonBicyclic Monoterpenes2. Zero hungerbiologyTraditional medicineChemistryBenzyl CompoundsDioxolanesGeneral Medicine3T3 CellsPollutionHealthEssential oilsTerpeneIdentification (biology)Public HealthDioxolaneCyclohexenesmedia_common.quotation_subjectAcyclic MonoterpenesApiaceae; BALB/3T3; Essential oils; Human African trypanosomiasis; Trypanosoma brucei; 3T3 Cells; Alkenes; Animals; Apiaceae; Benzyl Compounds; Cyclohexenes; Dioxolanes; Inhibitory Concentration 50; Limonene; Mice; Monoterpenes; Oils Volatile; Plant Oils; Pyrogallol; Terpenes; Trypanosoma brucei brucei; TrypanosomiasisTrypanosoma brucei bruceiCyclohexane MonoterpenesTrypanosoma bruceiAlkenesPyrogallolInhibitory Concentration 50TrypanosomiasisBenzyl CompoundsCyclohexenesOils VolatileCyclohexeneAnimalsPlant OilsToxicology and Mutagenesis3T3 CellApiaceaeAnimal010405 organic chemistryTerpenesEnvironmental and Occupational HealthHuman African trypanosomiasisPublic Health Environmental and Occupational Healthbiology.organism_classification0104 chemical sciences010404 medicinal & biomolecular chemistryPyrogallolMonoterpenesCymenesBenzyl CompoundOilsLimoneneApiaceae
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Enantioselective syntheses of dopaminergic (R)- and (S)-benzyltetrahydroisoquinolines.

2001

Optically pure (1S,R)- and (1R,S)-benzyltetrahydroisoquinolines (BTHIQs), 12a,b as the major diastereomers, were prepared by stereoselective reduction of the isoquinolinium salt possessing (R)- and (S)-phenylglycinol as the chiral auxiliary, respectively. The absolute configurations of (1S,R)-13a hydrochloride (O-debenzoylated derivative from 12a) and (1R,S)-12b diastereomers were unambiguously determined by single-crystal X-ray analysis. Reductive removal of the chiral auxiliary group, subsequent N-propylation, and cleavage of the methylenedioxy group furnished the optically active catecholamines (1S)-16a and (1R)-16b in good overall yield. We have separately prepared for the first time pa…

MaleStereochemistryHydrochlorideDopamineIn Vitro TechniquesCrystallography X-RayLigandsBinding CompetitiveMethylenedioxychemistry.chemical_compoundRadioligand AssayStructure-Activity RelationshipDrug DiscoveryBenzyl CompoundsAnimalsRats WistarChiral auxiliaryChemistryReceptors Dopamine D2Receptors Dopamine D1DopaminergicEnantioselective synthesisDiastereomerStereoisomerismBenzazepinesIsoquinolinesCorpus StriatumRatsRacloprideMolecular MedicineDopamine AntagonistsStereoselectivityEnantiomerSynaptosomes
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5-(3,4-Dimethoxybenzyl)-7-isopropyl-1,3,5-triazepane-2,6-dione acetonitrile solvate refined using a multipolar atom model

2010

International audience; The crystal structure of the title compound, C16H23N3O4·CH3CN, was refined using a multipolar atom model transferred from an experimental electron-density database. The refinement showed some improvement in crystallographic statistical indices compared with the independent atom model. The triazepane ring adopts a twist-boat conformation. In the crystal structure, the mol­ecule forms inter­molecular contacts with 14 different neighbours. There are two N-H...O and one C-H...O inter­molecular hydrogen bond.

Models MolecularStereochemistryMolecular ConformationCrystal structure010402 general chemistryRing (chemistry)Crystallography X-Ray01 natural sciencesGeneral Biochemistry Genetics and Molecular Biologychemistry.chemical_compoundBenzyl Compounds[CHIM.CRIS]Chemical Sciences/CristallographyMoleculeAcetonitrileQuantitative Biology::Biomolecules010405 organic chemistryChemistryHydrogen bondIntermolecular forceGeneral MedicineAzepines0104 chemical sciencesCrystallographySolubilityDimerizationIsopropylAtom model
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Chemistry and Photochemistry of 2,6-Bis(2-hydroxybenzilidene)cyclohexanone. An Example of a Compound Following the Anthocyanins Network of Chemical R…

2014

The kinetics and thermodynamics of the 2,6-bis(2-hydroxybenzilidene)cyclohexanone chemical reactions network was studied at different pH values using NMR, UV-vis, continuous irradiation, and flash photolysis. The chemical behavior of the system partially resembles anthocyanins and their analogue compounds. 2,6-Bis(2-hydroxybenzilidene)cyclohexanone exhibits a slow color change from yellow to red styrylflavylium under extreme acidic conditions. The rate constant for this process (5 × 10(-5) s(-1)) is pH independent and controlled by the cis-trans isomerization barrier. However, the interesting feature is the appearance of the colorless compound, 7,8-dihydro-6H-chromeno[3,2-d]xanthene, isolat…

Models MolecularXantheneMolecular StructureCyclohexanonesKineticsCyclohexanoneHydrogen-Ion ConcentrationPhotochemical ProcessesPhotochemistryChemical reactionAnthocyaninschemistry.chemical_compoundReaction rate constantchemistryBenzyl CompoundsProton NMRFlash photolysisPhysical and Theoretical Chemistryta116IsomerizationThe Journal of Physical Chemistry A
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Apical transport of osteopontin is independent of N-glycosylation and sialylation.

2002

Studies of how epithelial surface polarity into apical and basolateral domains is generated and maintained have proposed that carbohydrate modifications serve as apical targeting signals for proteins by interacting with lectin sorters. However, the experimental evidence in support of N-glycans, O-glycans and sialic acids mediating apical transport is still very controversial. This could be partly due to the fact that in most studies exogenously expressed proteins were analysed. One has, therefore, examined the role of carbohydrate moieties in apical targeting of the endogenous secretory protein osteopontin in MDCK cells. It was found, however, that sorting of osteopontin does not require N-…

Signal peptideAcetylgalactosamineGlycosylationProtein ConformationSialoglycoproteinsOligosaccharidesBiologyProtein Sorting SignalsKidneyCell Linechemistry.chemical_compoundDogsN-linked glycosylationLectinsCell polarityBenzyl CompoundsAnimalsOsteopontinMolecular BiologyCell PolarityEpithelial CellsCell BiologySialic acidTransport proteincarbohydrates (lipids)Molecular WeightProtein TransportProtein Sorting SignalsSecretory proteinchemistryBiochemistrybiology.proteinSialic AcidsOsteopontinMolecular membrane biology
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The introduction of fluorine atoms or trifluoromethyl groups in short cationic peptides enhances their antimicrobial activity

2006

The effect of introducing fluorine atoms or trifluoromethyl groups in either the peptidic chain or the C-terminal end of cationic pentapeptides is reported. Three series of amide and ester peptides were synthesised and their antimicrobial properties evaluated. An enhanced activity was found in those derivatives whose structure contained fluorine, suggesting an increase in their hydrophobicity.

StereochemistryClinical BiochemistryPharmaceutical Sciencechemistry.chemical_elementPeptideMicrobial Sensitivity TestsBiochemistryChemical synthesisMedicinal chemistryStructure-Activity Relationshipchemistry.chemical_compoundCationsAmideBenzyl CompoundsDrug DiscoveryHumansMolecular Biologychemistry.chemical_classificationTrifluoromethylMolecular StructureOrganic ChemistryCationic polymerizationStereoisomerismBiological activityFluorineAnti-Bacterial AgentsEukaryotic CellschemistryDrug DesignLipophilicityFluorineMolecular MedicineHydrophobic and Hydrophilic InteractionsOligopeptidesBioorganic & Medicinal Chemistry
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Benzyl ions from 1,1-(2,2′-dimethoxyphenyl)-substituted 2-methylpropanes under electron ionization

2006

The electron ionization (EI)-induced fragmentations of a series of 1,1-(2,2'-dimethoxyphenyl)-substituted 2-methylpropanes (1-20) in both 70 eV and mass-analyzed ion kinetic energy (MIKE) spectra have been investigated. The EI-MS spectra of these compounds are characterized by the presence of abundant benzyl ions. These ions result from competitive hydrogen migration from the 2- and 2'-methoxy groups on the carbenium center of the diphenylmethyl cations formed by benzylic cleavage of the molecular ions. The relative abundances of the benzyl ions arising from such competitive processes are discussed and rationalized. The steric effect of the 3- or 3'-substituents is the main discriminating f…

Steric effectsSpectrometry Mass Electrospray IonizationHydrogenStereochemistrychemistry.chemical_elementKinetic energyMedicinal chemistrySpectral lineAnalytical ChemistryIonPropaneBenzyl CompoundsSpectroscopyElectron ionizationCARBON DOUBLE REARRANGEMENTMASS-SPECTRAHydrocarbons HalogenatedOrganic ChemistryCleavage (crystal)HYDROGEN-CARBONDIMETHOXY AROMATIC-COMPOUNDSSPECTROMETRYchemistryALKYLBENZENESSUBSTITUTED DIPHENYLMETHYL CATIONSHydrogenRapid Communications in Mass Spectrometry
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