Search results for "Ethyl acetoacetate"

showing 4 items of 4 documents

Regioselective substitution of 6,7-dichloroquinoline-5,8-dione: synthesis and X-ray crystal structure of 4a,10,11-triazabenzo[3,2-a]fluorene-5,6-dion…

2003

6,7-Dichloroquinoline-5,8-dione (1) was reacted with a number of 2-aminopyridine derivatives. Of the several possible products of this reaction, 4a,10,11-triazabenzo[3,2-a]fluorene-5,6-dione (6), produced by condensation and rearrangement, was obtained as the major product, and its structure was subsequently unambigously determined by X-ray crystallographic study. Ortho-quinones were produced via nucleophilic substitution at position C7, which was unexpected, considering that para-quinones were produced via C6 substitution in the reaction between compound 1 and ethyl acetoacetate in our previous work. Such unexpected nucleophilic substitution at C7 provides an effective, yet simple route, t…

StereochemistryClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsCrystallography X-RayBiochemistryMedicinal chemistryChemical synthesisInhibitory Concentration 50chemistry.chemical_compoundNucleophilic aromatic substitutionDrug DiscoveryTumor Cells CulturedNucleophilic substitutionHumansMolecular BiologySubstitution reactionFluorenesMolecular StructureOrganic ChemistryQuinonesRegioselectivityStereoisomerismQuinonechemistryDoxorubicinEthyl acetoacetateQuinolinesMolecular MedicineAcid hydrolysisDrug Screening Assays AntitumorBioorganic & Medicinal Chemistry
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Prodrugs of sulfacetamide: Synthesis, X-ray structure, Hirshfeld analysis, antibacterial assessment, and docking studies

2022

Abstract New prodrugs of sulfacetamide as azo compounds were synthesized and have been evidenced through elemental and spectral analyses. Their synthesis was carried out by coupling the diazonium salt of sulfacetamide with activated carbanion salt of ethyl acetoacetate at 0 ˚C to afford the hydrazono derivative 3. Other prodrugs as sulfacetamide-pyrazoles, 5a, 5b and 5c were furnished via cyclocondensation of 3 with aryl/heteroaryl hydrazines. X-ray diffraction for single crystal was used to confirm the molecular and supramolecular structures of 3. In addition, DFT studies were performed to analyze the geometric parameters and compute the electronic properties of 3 and 5a-c. Hirshfeld analy…

biologyArylOrganic ChemistrySupramolecular chemistryActive siteSulfacetamideProdrugCombinatorial chemistryAnalytical ChemistryInorganic Chemistrychemistry.chemical_compoundchemistryDocking (molecular)Ethyl acetoacetatebiology.proteinmedicineSpectroscopyCarbanionmedicine.drugJournal of Molecular Structure
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9-Ethoxy-1,5,13-trimethyl-8,10-dioxatetracyclo[7.7.1.02,7.011,16]heptadeca-2,4,6,11,13,15-hexaene

2009

The reaction of ethyl acetoacetate with meta-cresol in an acidic ionic liquid yielded a complex mixture of condensation products. 4,7-Dimethylcoumarin and the title compound, C20H22O3, were isolated. The title compound shows chemical but not crystallographic mirror symmetry. The two aromatic rings are inclined at an angle of 73.55 (6)°.

biologyCondensationAromaticityGeneral ChemistryCondensed Matter PhysicsHEXAbiology.organism_classificationBioinformaticsMedicinal chemistrylcsh:Chemistrychemistry.chemical_compoundchemistrylcsh:QD1-999Ethyl acetoacetateIonic liquidTetraGeneral Materials ScienceDeca-Ene reactionActa Crystallographica Section E
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H2-Antihistaminika, 33. Mitt. Synthese und H2-antagonistische Aktivität heteroaromatischer (Thio)Carboxamide und Triazol(thi)on-Derivate des Piperidi…

1987

Die Zyklisierung der (Thio)Semicarbazide la, b mit N-Cyan-diphenylimidocarbonat, N-Cyan-dimethyldithioimidocarbonat, Aminocrotonsaurenitril und Acetessigester gibt die heteroaromatischen (Thio)Carboxamide 5a, b und 7–9. Beim Einwirken von NaOH auf die (Thio)Biharnstoffe 12 und 13 sowie die (Oxa)Thiadiazoldiamine 19 und 20 werden die Triazol(thi)one 15 und 17 erhalten. Am Vorhof des Meerschweinchens zeigen 5a, 7 und 8 eine mit Cimetidin vergleichbare Histamin-H2-antagonistische Wirkung. H2-Antihistaminics, XXXIII: Synthesis and H2-Antagonistic Activity of Heteroaromatic (Thio)Carboxamides and Triazole(thi)one-Derivatives of Piperidinomethylphenoxypropylamine The (thio)semicarbazides la, b ar…

chemistry.chemical_classificationSemicarbazideSemicarbazidesStereochemistrymedicine.drug_classTriazolePharmaceutical ScienceThio-Carboxamidechemistry.chemical_compoundchemistryEthyl acetoacetateDrug DiscoverymedicineAliphatic compoundThioamideArchiv der Pharmazie
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