Search results for "Azocine"

showing 10 items of 28 documents

Eight-membered heterocycles with two heteroatoms in a 1,2-relationship of interest in medicinal chemistry

2021

Abstract This chapter treats 1,2-diheterocines, eight membered heterocyclic systems with two heteroatoms, N, O and S, in an 1,2 relationship, exhibiting biological properties and exhaustively covers the literature from 2007 to the end of November 2019. In this period of time 1,2-diazocine, 1,2-oxazocine, 1,2-dioxocin and 1,5-dithiocin ring systems had derivatives exhibiting pharmacological activities. No articles on biological properties have been reported for 1,2-thiazocines and 1,2-oxathiocins. Besides uncondensed derivatives, 1,2-diheterocines fused with five-, six-, and seven-membered carbocycles or heterocycles have been reviewed, as well as bridged 1,2-diheterocines.

Eight-membered heterocycles with two heteroatoms 12 Medicinal chemistry Biological activity 12-Diazocines 12-Oxazocines 12-Dioxocins 12-DithiocinsChemistryBiological propertyHeteroatomOrganic chemistryRing (chemistry)
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Eight-Membered Rings With Two Heteroatoms 1,5

2022

This chapter titled “Eight-membered Rings with two Heteroatoms 1,5” deals eight-membered rings with two heteroatoms in a 1,5-relationship, namely 1,5-diazocine, 1,5-oxazocine, 1,5-thiazocine, 1,5-dioxocin, 1,5-oxathiocin, and 1,5-dithiocin and covers the literature from 2007 to October 2020 (SciFindern search) reporting the chemistry of uncondensed derivatives, diheterocines fused to carbocycles and heterocycles, as well as bridged diheterocines. Among them, the 1,5-diazocine ring system is by far the largest class, based on the number of publications which constituted the 87% of the total amount of the references reported in the range of interest of CHEC IV. Thus, 1,5-diazocines were divid…

Follicle-Stimulant Hormone (FSH) receptor agonists1 5-Dithiocin1 5-OxazocineAnticancer agentsGas permeation membranes1 5-ThiazocinesAntiHCV agentsSmac mimetics1 5-Diazocine1 5-OxathiocinSettore CHIM/08 - Chimica Farmaceutica1 5-DioxocinAntimalarial agents
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Synthesis and antiproliferative activity of new derivatives containing the polycyclic system 5,7:7,13-dimethanopyrazolo[3,4-b]pyrazolo[3’,4’:2,3]azep…

2013

The reaction under reflux between 1-phenyl-3-R-5-methylaminopyrazoles and 2,5-hexanedione lead to 5,7:7,13-dimethanopyrazolo[3,4-b]pyrazolo[3′,4′:2,3]azepino[4,5-f]azocine derivatives 3b–g. These unusual molecules show the structural complexity of many biologically active natural products and are endowed with the chemical diversity that is required in drug discovery. The compounds 3b,e were reduced by hydrogen in the presence of Palladium on activated charcoal to give the dihydro derivatives 5b,e. Compounds 3b–f and 5b,e were selected by the NCI to evaluate their in vitro antiproliferative activity against 60 human cell lines derived from nine clinically isolated cancer types (leukaemia, lu…

Models MolecularStereochemistryAntineoplastic AgentsHL-60 CellsHeterocyclic Compounds 4 or More RingsDephosphorylationchemistry.chemical_compoundStructure-Activity RelationshipCell Line TumorSettore BIO/10 - BiochimicaDrug DiscoverymedicineMoleculeHumansAzocinePolycyclic CompoundsCell ProliferationPharmacologyDose-Response Relationship DrugMolecular StructureDrug discoveryOrganic ChemistryCell CycleCancerBiological activityGeneral MedicineCell cyclemedicine.diseaseSettore CHIM/08 - Chimica FarmaceuticaIn vitrochemistryMCF-7 Cells57:713-dimethanopyrazolo[34-b]pyrazolo[3’4’:23]azepino[45-f]azocine derivatives antiproliferative activity G0-G1 arrest pRbDrug Screening Assays AntitumorK562 Cells
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Synthesis and antioproliferative activity of new derivatives containing the policyclic sistem 5,7:7,13-dimethanopyrazolo[3,4-b]pyrazolo[3'.4':2,3]aze…

2012

By reacting methylaminopyrazoles with hexane-2,5-dione in 1,4-dioxane in the presence of p-toluensulfonic acid, new derivatives containing the policyclic sistem 5,7:7,13-dimethanopyrazolo[3,4-b]pyrazolo[3'.4':2,3]azepino[4,5-f]azocine were obtained. The new synthesized compounds were tested preliminarly at 10 microM against five human cancer cell lines showing a range of inhibition of 20-62% against the most susceptible cell lines K562 and HCT116.

Policyclic system 57:713-dimethanopyrazolo[34-b]pyrazolo[3'.4':23]azepino[45-f]azocine antiproliferative activity apoptosisSettore BIO/19 - Microbiologia GeneraleSettore CHIM/08 - Chimica Farmaceutica
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CCDC 655687: Experimental Crystal Structure Determination

2008

Related Article: H.V.Ly, H.M.Tuononen, M.Parvez, R.Roesler|2008|Angew.Chem.,Int.Ed.|47|361|doi:10.1002/anie.200703556

Space GroupCrystallographyCrystal System(mu~2~-eta^8^eta^5^-37-Dimethyl-2468-tetraphenyl-2468-tetrabora-15-diazocine)-bis(eta^5^-pentamethyl-cyclopentadienyl)-di-ruthenium hexane solvateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1546697: Experimental Crystal Structure Determination

2017

Related Article: Adam F. Henwood, Amlan K. Pal, David B. Cordes, Alexandra M. Z. Slawin, Thomas W. Rees, Cristina Momblona, Azin Babaei, Antonio Pertegás, Enrique Ortí, Henk J. Bolink, Etienne Baranoff, Eli Zysman-Colman|2017|J.Mater.Chem.C|5|9638|doi:10.1039/C7TC03110F

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(510-dihydrodiimidazo[12-b:2'1'-d][25]benzodiazocine)-(26-dimethoxy-5-[4-methylpyridin-2-yl]pyrimidin-4-yl)-(26-dimethoxy-5-[4-methylpyridin-2-yl]pyrimidin-3-ium-4-yl)-iridium bis(hexafluorophosphate) acetonitrile diethyl ether solvateExperimental 3D Coordinates
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CCDC 1979408: Experimental Crystal Structure Determination

2021

Related Article: Widukind Moormann, Tobias Tellkamp, Eduard Stadler, Fynn R��hricht, Christian N��ther, Rakesh Puttreddy, Kari Rissanen, Georg Gescheidt, Rainer Herges |2020|Angew.Chem.,Int.Ed.|59|15081|doi:10.1002/anie.202005361

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters12111212a12b-hexahydrodiindeno[71-cd:1'7'-fg][12]diazocineExperimental 3D Coordinates
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CCDC 1546698: Experimental Crystal Structure Determination

2017

Related Article: Adam F. Henwood, Amlan K. Pal, David B. Cordes, Alexandra M. Z. Slawin, Thomas W. Rees, Cristina Momblona, Azin Babaei, Antonio Pertegás, Enrique Ortí, Henk J. Bolink, Etienne Baranoff, Eli Zysman-Colman|2017|J.Mater.Chem.C|5|9638|doi:10.1039/C7TC03110F

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates(510-dihydrodiimidazo[12-b:2'1'-d][25]benzodiazocine)-(26-dimethoxy-5-[5-(trifluoromethyl)pyridin-2-yl]pyrimidin-3-ium-4-yl)-(26-dimethoxy-5-[5-(trifluoromethyl)pyridin-2-yl]pyrimidin-4-yl)-iridium (510-dihydrodiimidazo[12-b:2'1'-d][25]benzodiazocine)-bis(26-dimethoxy-5-[5-(trifluoromethyl)pyridin-2-yl]pyrimidin-4-yl)-iridium tris(hexafluorophosphate) acetonitrile diethyl ether solvate
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New complex polycyclic compounds: Synthesis, antiproliferative activity and mechanism of action

2020

Abstract Polycyclic or O-glycoconiugate polycyclic compounds 1a-g were previously tested for their in vitro antiproliferative activity. In this series of compounds, activity increases as log P decreases. Specifically, compounds 1d and 1g showed lower log P values together with the best antiproliferative profiles. With the aim of extending our understanding of the structure–activity relationship (SAR) of this class of compounds, we prepared new polycyclic derivatives 2a-c, which bear on each of the two phenyl rings hydrophilic substituents (OH, SO2NH2 or NHCOCH3). These substituents are able to form hydrogen bonds and to decrease the partition coefficient value as compared with compound 1d. …

StereochemistryO-glycoconjugate polycyclic compoundsApoptosisAntiproliferative activityCrystallography X-Ray01 natural sciencesBiochemistryStructure-Activity RelationshipBreast cancer cell lineCell Line TumorDrug DiscoverymedicineAutophagyMDA-MB231 breast cancer cellsHumansPolycyclic CompoundsCytotoxicityMolecular BiologyCell Proliferation010405 organic chemistryHydrogen bondChemistryOrganic ChemistryHydrogen BondingIn vitro0104 chemical sciencesPartition coefficient010404 medicinal & biomolecular chemistryMechanism of actionApoptosisPyrazolo[34-b]pyrazolo[3′4′:23]azepino[45-f]azocinemedicine.symptom
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(E)-2-{[1-(3,11-Dimethyl-4-methylene-10-oxo-1-phenyl-4,5,10,11-tetrahydro-1H-benzo[b]pyrazolo[3,4-f][1,5]diazocin-5-yl)ethylidene]amino}-N-methyl-N-(…

2013

The central eight-membered ring of the title compound, C40H36N8O2, deviates from the ideal boat conformation because the bond between the exo-ethylene group and the adjacent N atom is twisted by 60.0 (4)° due to steric hindrance. Its adjacent benzene and pyrazole rings are oriented almost perpendicular to each other, making a dihedral angle of 85.8 (3)°. In the crystal, the molecules are linked by C(ar)—H...O hydrogen bonds, generating a three-dimensional network.

Steric effectsCrystallographyHydrogen bondCyclohexane conformationGeneral ChemistryDihedral anglePyrazoleCondensed Matter PhysicsRing (chemistry)Settore CHIM/08 - Chimica FarmaceuticaOrganic PapersMedicinal chemistrychemistry.chemical_compoundchemistryDiazocine derivative X-ray structureQD901-999General Materials ScienceDiazoEne reactionActa Crystallographica Section E Structure Reports Online
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