Search results for "Dimroth rearrangement"

showing 3 items of 3 documents

An unexpected Dimroth rearrangement leading to annelated thieno[3,2-d][1,2,3]triazolo[1,5-a]pyrimidines with potent antitumor activity.

2013

An unusual Dimroth rearrangement occurring in the reaction leading to annelated thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidine core allowed the isolation of the linear isomer thieno[3,2-d][1,2,3]triazolo[1,5-a]pyrimidine. By decorating the linear isomer with the same chains that improved the biological activity of the angular isomers, new annelated thieno[3,2-d][1,2,3]triazolo[1,5-a]pyrimidines were designed and synthesized. They were selected by the Developmental Therapeutics Program (DTP) of the National Cancer Institute (NCI) for the anticancer screening against a panel of 60 human tumor cell lines. The biological results showed that the new derivatives exhibited strong antiproliferative …

PyrimidineStereochemistryAntineoplastic AgentsAnnelated thienotriazolopyrimidines Domino reactions Dimroth rearrangement Developmental Therapeutics Program (DTP) Anticancer agentsDimroth rearrangementD-1chemistry.chemical_compoundStructure-Activity RelationshipCell Line TumorDrug DiscoveryHumansCell ProliferationPharmacologyAntitumor activityLow toxicityDose-Response Relationship DrugMolecular StructureOrganic ChemistryBiological activityGeneral MedicineTriazolesSettore CHIM/08 - Chimica FarmaceuticaHuman tumorPyrimidineschemistryActive compoundDrug Screening Assays AntitumorEuropean journal of medicinal chemistry
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ChemInform Abstract: Pyrazolo[3,4-d][1,2,3]triazolo[1,5-a]pyrimidine: A New Ring System Through Dimroth Rearrangement.

2008

Abstract Derivatives of the new ring system pyrazolo[3,4- d ][1,2,3]triazolo[1,5- a ]pyrimidine were synthesized from the corresponding angular isomers, through a Dimroth rearrangement, in quantitative yields. Preliminary computational studies demonstrated that this class of compounds could be a good candidate as DNA intercalating agents.

chemistry.chemical_compoundPyrimidineChemistryStereochemistryIntercalation (chemistry)General MedicineRing (chemistry)Dimroth rearrangementD-1ChemInform
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Pyrazolo[3,4-d][1,2,3]triazolo[1,5-a]pyrimidine: a new ring system through Dimroth rearrangement

2008

Abstract Derivatives of the new ring system pyrazolo[3,4- d ][1,2,3]triazolo[1,5- a ]pyrimidine were synthesized from the corresponding angular isomers, through a Dimroth rearrangement, in quantitative yields. Preliminary computational studies demonstrated that this class of compounds could be a good candidate as DNA intercalating agents.

13-dipolar cycloaddition Dimroth rearrangement docking studies DNA intercalating agentsPyrimidineChemistryStereochemistryOrganic ChemistryIntercalation (chemistry)Settore CHIM/06 - Chimica OrganicaRing (chemistry)BiochemistryDimroth rearrangementSettore CHIM/08 - Chimica FarmaceuticaD-1chemistry.chemical_compoundDrug DiscoveryDNA
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