Search results for " enaminoketones"

showing 3 items of 3 documents

Synthesis of [1,2]oxazolo[5,4-e]indazoles as antitumour agents

2013

Abstract A series of 40 derivatives of the [1,2]oxazolo[5,4-e]indazoles ring system have been prepared with good yields using a versatile and convenient route. Annelation of the [1,2]oxazole ring on the indazole-4-one system was achieved by reaction of the corresponding enaminoketones with hydroxylamine hydrochloride. Derivatives of the title ring system were tested by the National Cancer Institute of Bethesda and one of them (13t) showed growth-inhibitor activity against all the 54 human tumour cell lines generally at low micromolar concentrations.

Annulation2]Oxazolo[5StereochemistryOrganic ChemistryHydroxylamine hydrochlorideAntiproliferative activityRing (chemistry)Hydroxylamine HydrochlorideBiochemistryMedicinal chemistrySettore CHIM/08 - Chimica Farmaceutica[12]Oxazolo[54-e]indazoles Enaminoketones Hydroxylamine hydrochloride Antiproliferative activitychemistry.chemical_compoundEnaminoketoneschemistryDrug Discovery4-e]indazoles[1; 2]Oxazolo[5; 4-e]indazoles; Enaminoketones; Hydroxylamine hydrochloride; Antiproliferative activity[1Oxazole
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An efficient synthesis of pyrrolo[3',2':4,5]thiopyrano[3,2-b]pyridin-2-one: a new ring system of pharmaceutical interest

2012

Abstract A series of pyrrolo[3′,2′:4,5]thiopyrano[3,2- b ]pyridin-2-ones 4 was prepared in good yields by reacting enaminoketones with cyanomethylene active compounds such as phenylsulfonylacetonitrile, benzoylacetonitrile, and malononitrile. Derivatives of the title ring system were tested by the National Cancer Institute of Bethesda against a panel of about 60 human tumor cell lines, and one of them showed inhibitory activity against all cancer cell lines reaching on 48% of them GI 50 values at submicromolar level and on the majority of the remaining ones in the low micromolar concentration.

Pyrrolo[3'; 2':4; 5]thiopyrano[3; 2-b]pyridin-2-one; Angelicin; Antiproliferative activity; EnaminoketonesPyrrolo[3'2':45]thiopyrano[32-b]pyridin-2-one Angelicin Antiproliferative activity EnaminoketonesStereochemistryChemistryAngelicinOrganic ChemistryAntiproliferative activityRing (chemistry)Pyrrolo[3'Biochemistry5]thiopyrano[3Settore CHIM/08 - Chimica FarmaceuticaHuman tumorchemistry.chemical_compound2':4EnaminoketonesDrug DiscoveryCancer cell linesMalononitrile2-b]pyridin-2-one
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Synthesis and antiproliferative activity of the ring system [1,2]oxazolo[4,5-g]indole.

2012

Brand new ring: A series of 27 derivatives of the new ring system [1,2]oxazolo[4,5-g]indole were conveniently prepared and tested at the NCI for antiproliferative studies. Several of them showed good inhibitory activity toward all tested cell lines, reaching GI50 values generally at the micromolar and sub-micromolar levels and in some cases at nanomolar concentrations. The mean GI50 values, calculated on the full panel, were in the range 0.25-7.08 μM.

antiproliferative activityIndolesStereochemistryhydroxylamine hydrochloridesAntineoplastic AgentsRing (chemistry)Biochemistrychemistry.chemical_compoundStructure-Activity RelationshipCell Line TumorNeoplasms2]oxazolo[4Drug Discoveryantiproliferative activity; combretastatin A-4; enaminoketones; hydroxylamine hydrochlorides; [1; 2]oxazolo[4; 5-g]indolesStructure–activity relationshipHumanscombretastatin A-4General Pharmacology Toxicology and PharmaceuticsOxazolesCell ProliferationPharmacologyCombretastatin A-4Indole testantiproliferative activity combretastatin A-4 enaminoketones hydroxylamine hydrochlorides[12]oxazolo[45-g]indolesOrganic ChemistrySettore CHIM/08 - Chimica Farmaceuticachemistry5-g]indolesenaminoketonesMolecular Medicine[1Drug Screening Assays AntitumorChemMedChem
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