Search results for "Pyrrolidines"

showing 6 items of 66 documents

N-sulfinyl amines as a nitrogen source in the asymmetric intramolecular aza-Michael reaction: total synthesis of (-)-pinidinol.

2010

N-Sulfinyl amines have been successfully employed as nitrogen nucleophiles for the asymmetric intramolecular aza-Michael reaction. The synthetic strategy involves a cross-metathesis reaction followed by the Michael-type cyclization, either in a base-catalyzed two-step procedure or in a tandem fashion. The developed methodology allows access to chiral substituted pyrrolidines and piperidines bearing one or two stereocenters and it has been applied to the synthesis of the piperidine alkaloid (-)-pinidinol.

StereochemistryNitrogenStereoisomerismMedicinal chemistryCatalysisCatalysisStereocenteraza-Michael reactionchemistry.chemical_compoundNucleophilePiperidinespiperidinesAminesMolecular StructureChemistryOrganic ChemistryTotal synthesispyrrolidinesStereoisomerismGeneral ChemistrysullinylaminesIntramolecular forceSulfoxidesMichael reactioncross metathesisPiperidineChemistry (Weinheim an der Bergstrasse, Germany)
researchProduct

Pyrrolidine in Drug Discovery: A Versatile Scaffold for Novel Biologically Active Compounds

2021

AbstractThe five-membered pyrrolidine ring is one of the nitrogen heterocycles used widely by medicinal chemists to obtain compounds for the treatment of human diseases. The great interest in this saturated scaffold is enhanced by (1) the possibility to efficiently explore the pharmacophore space due to sp3-hybridization, (2) the contribution to the stereochemistry of the molecule, (3) and the increased three-dimensional (3D) coverage due to the non-planarity of the ring—a phenomenon called “pseudorotation”. In this review, we report bioactive molecules with target selectivity characterized by the pyrrolidine ring and its derivatives, including pyrrolizines, pyrrolidine-2-one, pyrrolidine-2…

Steric effectsPyrrolidinesMolecular StructureChemistryDrug discoveryEnantioselective synthesisStereoisomerismGeneral ChemistryReviewAnti-inflammatory and analgesic agentsRing (chemistry)Combinatorial chemistrySettore CHIM/08 - Chimica FarmaceuticaPyrrolidineProlinolPyrrolidinechemistry.chemical_compoundAntidiabeticsDrug DiscoveryPseudorotationHumansAnticancer and antibacterial agentsPharmacophoreCentral nervous system diseases
researchProduct

Crystal structure of 5′′-benzylidene-1′-methyl-4′-phenyltrispiro[acenaphthylene-1,2′-pyrrolidine-3′,1′′-cyclohexane-3′′,2′′′-[1,3]dioxane]-2,6′′-dione

2016

In the title tris­piro compound, both the methyl-substituted pyrrolidine and dioxalane rings adopt a twist conformation. The cyclo­penta­none ring of the acenapthylen-1-one system adopts flattened envelope conformation, and the cyclo­hexa­none attached to the dioxalane ring adopts boat conformation. In the crystal, centrosymmetrically related mol­ecules are linked into dimers forming rings of (10) graph-set motif, which are further connected into chains parallel to the b axis by C—H⋯O contacts forming rings of (8) graph-set motif.

crystal structuretrispiropyrrolidinesStereochemistryCyclohexane conformationCrystal structurespiro­cyclo­hexa­nones010402 general chemistryRing (chemistry)01 natural sciencesPyrrolidineResearch Communicationslcsh:ChemistryCrystalchemistry.chemical_compoundacenaphthyleneGeneral Materials SciencedioxalaneEne reaction010405 organic chemistryChemistryHydrogen bondtris­piropyrrolidinesGeneral ChemistryCondensed Matter Physicsace­naphthyl­eneAcenaphthylene0104 chemical scienceslcsh:QD1-999spirocyclohexanonesActa Crystallographica Section E Crystallographic Communications
researchProduct

Anti-endothelin drugs in solid tumors

2010

Importance of the field: The endothelin (ET) axis, which includes the biological functions of ETs and their receptors, has played a physiological role in normal tissue, acting as a modulator of vasomotor tone, tissue differentiation and development, cell proliferation and hormone production. Interestingly, it also functions in the growth and progression of various tumors. Several researchers have identified the blockade of the ET-1 receptor as a promising therapeutic approach. Areas covered in this review: The clinical investigation of an orally bioavailable ET antagonist, atrasentan, in prostate cancer, is encouraging. In this neoplasia, it has shown antitumor activity, bone metastasis con…

medicine.hormoneEndothelin Receptor AntagonistsMalemedicine.medical_specialtyPyrrolidinesSettore MED/06 - Oncologia Medicaatrasentan endothelins prostate cancer zibotentanModels BiologicalEndothelinsProstate cancerchemistry.chemical_compoundDrug Delivery SystemsInternal medicineNeoplasmsAntineoplastic Combined Chemotherapy ProtocolsmedicineHumansPharmacology (medical)ReceptorPharmacologyZibotentanbusiness.industryReceptors EndothelinEndothelinsAtrasentanBone metastasisProstatic NeoplasmsDrugs Investigationalmedicine.diseaseBlockadeEndocrinologychemistryAtrasentanCancer researchEndothelin receptorbusinessmedicine.drugSignal Transduction
researchProduct

Modifications induced on the amygdaloid paroxysmal activity by entopeduncolar or nigral injection of kainic acid, in the cat.

1983

Entopeduncolar or nigral injection of kainic acid determines an early decrease of the evoked amygdaloid paroxysmal activity and a later increase of the after discharge duration. This biphasic effect is likely due to the structural analogy of the drug with monosodium glutamate, a neuroexcitant amino acid. The data suggest that the basal ganglia exert a tonic control on the amygdaloid activity.

medicine.medical_specialtyKainic acidPyrrolidinesTime FactorsPhysiologyMonosodium glutamateBiologyBiochemistryTonic (physiology)chemistry.chemical_compoundEpilepsyInternal medicineBasal gangliamedicineCarnivoraAnimalschemistry.chemical_classificationDecerebrate StateKainic AcidFissipediabiology.organism_classificationmedicine.diseaseAmygdalaAmino acidElectrophysiologySubstantia NigraEndocrinologynervous systemchemistryCatsArchives internationales de physiologie et de biochimie
researchProduct

D2-receptor imaging with [123I]IBZM and Single Photon Emission Tomography in psychiatry: a survey of current status

1995

D2-dopamine receptors can be visualized in the human brain in vivo by Single Photon Emission Tomography (SPECT) and the radiolabeled benzamide [123I]IBZM. The present paper reviews the current status of this type of functional brain imaging with respect to basic methodological aspects, data analysis and quantification. The results from published clinical studies in different psychiatric patient populations and normal controls with [123I]IBZM are reviewed. [123I]IBZM-SPECT is a powerful tool for the investigation of D2-dopamine receptor status in psychiatric disorders, different types of drug treatment as well as therapeutic and side effects of pharmacologic agents. However, there still is a…

medicine.medical_specialtyReceptor StatusPyrrolidinesNeurologyContrast MediaDrug treatmentDopamine receptor D2Image Processing Computer-AssistedmedicineSingle Photon Emission TomographyHumansPsychiatryBiological PsychiatryBrain ChemistryTomography Emission-Computed Single-Photonmedicine.diagnostic_testReceptors Dopamine D2business.industryBrainHuman brainPsychiatry and Mental healthmedicine.anatomical_structureNeurology123i ibzmPositron emission tomographyBenzamidesDopamine AntagonistsNeurology (clinical)Nuclear medicinebusinessPsychologyJournal of Neural Transmission
researchProduct