Search results for "5-tetrazepinones"

showing 2 items of 2 documents

Synthesis and antiproliferative activity of 3-(2-chloroethyl)-5-methyl-6-phenyl-8-(trifluoromethyl)-5,6-dihydropyrazolo[3,4-f][1,2,3,5]tetrazepin-4-(…

2015

Based on the encouraging results found for 3,5-dimethyl-6-phenyl-8-(trifluoromethyl)-5,6-dihydropyrazolo[3,4-f][1,2,3,5]tetrazepin-4-(3H)-one 7 previously tested by us, as well as the consideration that heterocycle fused tetrazepinones bearing the 2-chloroethyl substituent show a better cytotoxic profile than temozolomide and mitozolomide against human cancer cell lines which express the DNA repair protein O6-methylguanine-DNA methyltransferase (MGMT), in this paper we report the multistep synthesis and the biological study of 3-(2-cloroethyl)-5-methyl-6-phenyl-8-(trifluoromethyl)-5,6-dihydropyrazolo[3,4-f][1,2,3,5]tetrazepin-4-(3H)-one 10. Like compound 7, it was active on P-glycoprotein e…

MethyltransferaseStereochemistryHL60Antineoplastic AgentsApoptosisHL-60 CellsStructure-Activity Relationshipchemistry.chemical_compoundDrug DiscoveryHumansStructure–activity relationshipCell ProliferationPharmacologyTrifluoromethylDose-Response Relationship DrugMolecular StructureChemistryCell growthCell CycleOrganic ChemistryAzepinesGeneral MedicineCell cycleSettore CHIM/08 - Chimica Farmaceutica1235-Tetrazepinones pyrazolo[34-f][1235]-tetrazepinones drug resistance apoptosis antiproliferative activityCell cultureApoptosisPyrazolesDrug Screening Assays AntitumorK562 CellsEuropean Journal of Medicinal Chemistry
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Synthesis of alkyl-5,8-dimethyl-6-phenyl-5,6-dihydropyrazolo[3,4-f] [1,2,3,5]tetrazepin-4(3H)-ones of pharmaceutical interest

2006

The multistep synthesis of two pyrazolo[3,4-f][1,2,3,5]tetrazepin-4(3H)-one derivatives, a new class of fused 1,2,3,5-tetrazepinones with potential antiproliferative activity, has been carried out. Owing to the instability of the above compounds, the last step of the synthesis was performed at -5/0 degrees C. The obtained tetrazepinones, when allowed to stand at r.t. for 24 h, afforded quantitatively 1-phenyl-3,6-dimethylpyrazolo [3,4-d][1,2,3] triazole.

lcsh:QD241-441chemistry.chemical_classificationchemistry.chemical_compoundlcsh:Organic chemistryChemistryOrganic ChemistryTriazole1235-tetrazepinones pyrazoles pyrazolo[34-f][1235]-tetrazepinones drug resistance antiproliferative activityCombinatorial chemistryAlkyl
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