Search results for "4-OXADIAZOLE"

showing 10 items of 65 documents

Unexpected Substituent Effects in the Iso-Heterocyclic Boulton-Katritzky Rearrangement of 3-Aroylamino-5-methyl-1,2,4-oxadiazoles: A Mechanistic Stud…

2019

The kinetics of the iso-heterocyclic mononuclear rearrangement of some 3-aroylamino-5-methyl-1,2,4-ozadiazoles was carefully examined under largely variable acidic or alkaline conditions. This reaction may proceed via two different mechanistic pathways (an uncatalyzed and a base-catalyzed one), as accounted for also by the evaluation of the relevant activation parameters. Substituent effects, as quantified by means of the Hammett’s equation, appear relatively modest; however, they reveal some interesting anomalies, which enabled us to draw a very precise picture of the intimate reaction course.

010304 chemical physicsChemistryKineticsSubstituent124-oxadiazoleSettore CHIM/06 - Chimica OrganicaMononuclear Heterocyclic Rearrangement010402 general chemistry01 natural sciences0104 chemical sciencesKineticschemistry.chemical_compoundSubstituent effectComputational chemistry0103 physical sciencesPhysical and Theoretical ChemistryReaction mechanismThe journal of physical chemistry. A
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Investigation on Quantitative Structure-Activity Relationships of 1,3,4-Oxadiazole Derivatives as Potential Telomerase Inhibitors.

2020

Background:Telomerase, a reverse transcriptase, maintains telomere and chromosomes integrity of dividing cells, while it is inactivated in most somatic cells. In tumor cells, telomerase is highly activated, and works in order to maintain the length of telomeres causing immortality, hence it could be considered as a potential marker to tumorigenesis.A series of 1,3,4-oxadiazole derivatives showed significant broad-spectrum anticancer activity against different cell lines, and demonstrated telomerase inhibition.Methods:This series of 24 N-benzylidene-2-((5-(pyridine-4-yl)-1,3,4-oxadiazol-2yl)thio)acetohydrazide derivatives as telomerase inhibitors has been considered to carry out QSAR studies…

0301 basic medicineModels MolecularTelomeraseQuantitative structure–activity relationship2D descriptorsDatasets as TopicQuantitative Structure-Activity RelationshipAntineoplastic Agents010402 general chemistry01 natural sciencesModels BiologicalAnticancer activityMLR03 medical and health sciencesInhibitory Concentration 50Drug DiscoveryLeast-Squares AnalysisTelomerase134-oxadiazolesOxadiazolesMolecular StructureDrug discoveryChemistryQSARQuantitative structureCombinatorial chemistry0104 chemical sciencesTelomerase inhibitors030104 developmental biology1 3 4 oxadiazole derivativesDrug Screening Assays AntitumorCurrent drug discovery technologies
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CCDC 915397: Experimental Crystal Structure Determination

2013

Related Article: M.Saccone,G.Cavallo,P.Metrangolo,A.Pace,I.Pibiri,T.Pilati,G.Resnati,G.Terraneo|2013|CrystEngComm|15|3102|doi:10.1039/C3CE40268A

112233445566-Dodecafluoro-16-diiodohexane 44'-(124-oxadiazole-35-diyl)dipyridineSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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The synthesis of fluorinated heteroaromatic compounds. Part 1. Five-membered rings with more than two heteroatoms. A review

2005

(2005). THE SYNTHESIS OF FLUORINATED HETEROAROMATIC COMPOUNDS. PART 1. FIVE-MEMBERED RINGS WITH MORE THAN TWO HETEROATOMS. A REVIEW. Organic Preparations and Procedures International: Vol. 37, No. 5, pp. 447-506.

13-DIPOLE ADDITION REACTIONSTETRASULFUR TETRANITRIDEChemistryOrganic ChemistryHeteroatomSUBSTITUTED 123-TRIAZOLES124-OXADIAZOLE SERIESSettore CHIM/06 - Chimica OrganicaORGANIC-CHEMISTRYEXPEDIENT ROUTEUNSATURATED NITROGEN-COMPOUNDSORGANOFLUORINE COMPOUNDSOrganic chemistryN-METHOXYTRIAZOLIUM SALTSHETEROCYCLIC-COMPOUNDS
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CCDC 827086: Experimental Crystal Structure Determination

2011

Related Article: A.Kudelko, W.Zielinski, K.Ejsmont|2011|Tetrahedron|67|7838|doi:10.1016/j.tet.2011.07.047

2-(1-Amino-11-diphenylmethyl)-5-phenyl-134-oxadiazoleSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 780779: Experimental Crystal Structure Determination

2013

Related Article: F.Emmerling, I.Orgzall, B.Dietzel, B.Schulz, J.Larrucea|2012|J.Mol.Struct.|1030|209|doi:10.1016/j.molstruc.2012.04.040

2-(Biphenyl-4-yl)-5-(4-t-butylphenyl)-134-oxadiazoleSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 780778: Experimental Crystal Structure Determination

2013

Related Article: F.Emmerling, I.Orgzall, B.Dietzel, B.Schulz, J.Larrucea|2012|J.Mol.Struct.|1030|209|doi:10.1016/j.molstruc.2012.04.040

2-(Biphenyl-4-yl)-5-phenyl-134-oxadiazoleSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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Theoretical study of photoinduced ring-isomerization in the 1,2,4-oxadiazole series

2004

Abstract A theoretical study of photoinduced ring-isomerization of 3-amino-5-methyl- and 3-amino-5-phenyl-1,2,4-oxadiazoles is reported. The results well agree with the reported experimental data: in particular, they explain the ring-photoisomerization into the corresponding 2-amino-1,3,4-oxadiazoles through a ring contraction-ring expansion route; moreover, the occurrence of competing pathways involving both the ring contraction and the internal cyclization–isomerization mechanism during irradiation of the 5-alkyl substituted substrates in the presence of a base has been also substantiated.

Ab initio calculationPhotoisomerizationPhotochemistryChemistryHeterocycleOrganic ChemistryOxadiazoleSettore CHIM/06 - Chimica OrganicaPhotochemistryBiochemistrychemistry.chemical_compoundComputational chemistryAb initio quantum chemistry methodsPhotoisomerizationDrug Discovery124-OxadiazoleIsomerizationTetrahedron
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Experimental and DFT studies on competitive heterocyclic rearrangements. part 2: A one-atom side-chain versus the classic three-atom side-chain (Boul…

2007

The experimental investigation of the base-catalyzed rearrangements of 3-acylamino-1,2,4-oxadiazoles evidenced a new reaction pathway which competes with the well-known ring-degenerate Boulton- Katritzky rearrangement (BKR). The new reaction consists of a one-atom side-chain rearrangement that is base-activated, occurs at a higher temperature than the BKR, and irreversibly leads to the corresponding 2-acylamino-1,3,4-oxadiazoles. An extensive DFT study is reported to elucidate the proposed reaction mechanism and to compare the three possible inherent routes: (i) the reversible three-atom side-chain ring-degenerate BKR, (ii) the ring contraction-ring expansion route (RCRE), and (iii) the one…

CASCADE REARRANGEMENTPHOTOCHEMICAL APPROACHDEGENERATE EQUILIBRATION124-OXADIAZOLE SERIESMONOCYCLIC REARRANGEMENT5-MEMBERED HETEROCYCLESEXPEDIENT ROUTEPHOTOINDUCED MOLECULAR-REARRANGEMENTSGENERALIZED SYNTHESISBASIS-SETS
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SYNTHESIS AND BIOLOGICAL EVALUATION OF NOVEL SMALL MOLECULES AS PROMISING ALTERNATIVE AGENTS TO COUNTERACT DRUG RESISTANCE IN CANCER AND MICROBIAL IN…

2022

Il cancro rimane un grave problema di salute pubblica, rappresentando la seconda principale causa di morte in tutto il mondo. Tra le diverse tipologie di tumori, l'adenocarcinoma duttale pancreatico (PDAC) è una delle forme più letali nell'uomo, a causa della diagnosi tardiva e delle limitate possibilità di trattamento. Pertanto, lo studio di nuove strategie terapeutiche per i pazienti affetti da PDAC è altamente necessario. Allo stesso modo, il mesotelioma rappresenta una malattia rara ma aggressiva, difficile da diagnosticare per il lungo periodo di latenza prima dei segni clinici. Gli approcci terapeutici standard includono la chirurgia, la chemioterapia e la radioterapia. Tuttavia, la s…

CDK1Antibiofilm activityGSK3βMesothelioma ImidazothiadiazolePancreatic cancer124-OxadiazoleSettore CHIM/08 - Chimica Farmaceutica
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