16114-05-9Relevant academic research and scientific papers
C6–O-alkylated 7-deazainosine nucleoside analogues: Discovery of potent and selective anti-sleeping sickness agents
Hulpia, Fabian,Bouton, Jakob,Campagnaro, Gustavo D.,Alfayez, Ibrahim A.,Mabille, Dorien,Maes, Louis,de Koning, Harry P.,Caljon, Guy,Van Calenbergh, Serge
, (2020/01/13)
African trypanosomiasis, a deadly infectious disease caused by the protozoan Trypanosoma brucei spp., is spread to new hosts by bites of infected tsetse flies. Currently approved therapies all have their specific drawbacks, prompting a search for novel th
Practical Synthesis of a 6-Triazolylazabicyclo[3.1.0]hexane
Sirois, Lauren E.,Xu, Jie,Angelaud, Remy,Lao, David,Gosselin, Francis
, p. 728 - 735 (2018/06/26)
We describe a practical, scalable synthesis of an advanced heterocyclic intermediate, (1R,5S,6s)-6-(4H-1,2,4-triazol-4-yl)-3-azabicyclo[3.1.0]hexane. A robust synthetic sequence based on a Kulinkovich-de Meijere pyrroline cyclopropanation followed by tran
A CRYSTALLINE METAL ORGANIC FRAMEWORK
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Page/Page column 35, (2018/05/16)
The present invention relates to a crystalline metal organic framework which comprises repeating units of formula (RR)-(IA)or (SS)-(IA)or (RS)-(IA) or (SR)-(IA); or alternatively of formula (RR)-(IB) or (SS)-(IB) or (RS)-(IB) or (SR)-(IB) and acomposition containing it. It also relates to processes for their preparation and theiruses as a separation agent and as a catalyst.
Homochiral zinc benzene-1,3,5-tricarboxylate coordination networks with a chiral nitrogen ligand or template: Spontaneous resolution of a twofold interpenetrated 2D SQL (4,4) network and formation of enantiopure 3D sra (SrAl2) networks
Tahli, Anas,Chamayou, Anne-Christine,K?c, ümit,Brückner, Robin,Elshaarawy, Reda F.M.,Heering, Christian,Janiak, Christoph
, p. 190 - 201 (2016/06/14)
A pair of homochiral enantiomorphic two-fold interpenetrated, mixed-ligand coordination polymers (CPs), 2D-{[Zn(μ-Hbtc)(μ-R-btrip)]·H2O}n 1 and 2D-{[Zn(μ-Hbtc)(μ-S-btrip)]·H2O}n 2, were found in a racemic conglo
A HKUST-1 MOF inclusion compound with in-situ reduced copper(I) as [Cu(NCCH3)4]+cation complex in the octahedral A-type pore
Tahli, Anas,Elshaarawy, Reda F.M.,K?c, ümit,Kautz, Anna Christin,Janiak, Christoph
, p. 579 - 584 (2016/07/22)
Hydrothermal reaction of racemic 1,2-bis(1,2,4-triazol-4-yl)propane (rac-btrip) and benzene-1,3,5-tricarboxylic acid (H3btc) with copper(II) acetate in an aqueous triethylamine and acetonitrile mixture afforded blue-green cuboctahedral crystals
Selective and reusable iron(II)-based molecular sensor for the vapor-phase detection of alcohols
Naik, Anil D.,Robeyns, Koen,Meunier, Christophe F.,Leonard, Alexandre F.,Rotaru, Aurelian,Tinant, Bernard,Filinchuk, Yaroslav,Su, Bao Lian,Garcia, Yann
supporting information, p. 1263 - 1265 (2014/03/21)
A mononuclear iron(II) neutral complex (1) is screened for sensing abilities for a wide spectrum of chemicals and to evaluate the response function toward physical perturbation like temperature and mechanical stress. Interestingly, 1 precisely detects methanol among an alcohol series. The sensing process is visually detectable, fatigue-resistant, highly selective, and reusable. The sensing ability is attributed to molecular sieving and subsequent spin-state change of iron centers, after a crystal-to-crystal transformation.
ANTIBACTERIAL PIPERIDINYL SUBSTITUTED 3,4-DIHYDRO-1H-[1,8]NAPHTHYRIDINONES
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Page/Page column 27, (2013/03/26)
The present invention is related to novel compounds of formula (I) that inhibit the activity of the Fab1 enzyme which are therefore useful in the treatment of bacterial infections. It further relates to pharmaceutical compositions comprising these compounds, and chemical processes for preparing these compounds.
Reaction of aminobenzoate esters with N,N′-dimethylformamide azine dihydrochloride: Crucial influence of intramolecular hydrogen bonding for the formation of 1,2,4-triazoles
Railliet, Antoine P.,Safin, Damir A.,Robeyns, Koen,Garcia, Yann
experimental part, p. 4812 - 4818 (2012/08/14)
The reaction of N,N′-dimethylformamide azine (DMFA) or its dihydrochloride derivative (DMFA·2HCl) with o-RO(O)CC6H 4NH2 (R = Me, Et) leads to co-crystallization products o-RO(O)CC6H4NH2·DMFA (R = Me, Et), while the same reaction of DMFA·2HCl with m- and p-RO(O)CC6H 4NH2 (R = Me, Et) provides the corresponding 4-substituted 1,2,4-triazoles (1-4). Reaction of the same m- and p-substituted amines with DMFA has failed, while addition of a few drops of HCl or HNO3 in this reaction mixture has allowed us to obtain the corresponding triazole derivatives. Thus, the direct transamination reaction with the formation of triazoles 1-4 is catalysed by acidic catalysts. Molecular structures of DMFA, o-EtO(O)CC6H4NH2·DMFA and 3 were elucidated by X-ray diffraction. The Royal Society of Chemistry 2012.
Isoindolinone inhibitors of the murine double minute 2 (MFM2)-p53 protein-protein interaction: Structure-activity studies leading to improved potency
Hardcastle, Ian R.,Liu, Junfeng,Valeur, Eric,Watson, Anna,Ahmed, Shafiq U.,Blackburn, Timothy J.,Bennaceur, Karim,Clegg, William,Drummond, Catherine,Endicott, Jane A.,Golding, Bernard T.,Griffin, Roger J.,Gruber, Jan,Haggerty, Karen,Harrington, Ross W.,Hutton, Claire,Kemp, Stuart,Lu, Xiaohong,McDonnell, James M.,Newell, David R.,Noble, Martin E. M.,Payne, Sara L.,Revill, Charlotte H.,Riedinger, Christiane,Xu, Qing,Lunec, John
supporting information; experimental part, p. 1233 - 1243 (2011/05/07)
Inhibition of the MDM2-p53 interaction has been shown to produce an antitumor effect, especially in MDM2 amplified tumors. The isoindolinone scaffold has proved to be versatile for the discovery of MDM2-p53 antagonists. Optimization of previously reported inhibitors, for example, NU8231 (7) and NU8165 (49), was guided by MDM2 NMR titrations, which indicated key areas of the binding interaction to be explored. Variation of the 2-N-benzyl and 3-alkoxy substituents resulted in the identification of 3-(4-chlorophenyl)-3-((1- (hydroxymethyl)cyclopropyl)methoxy)-2-(4-nitrobenzyl)isoindolin-1-one (74) as a potent MDM2-p53 inhibitor (IC50 = 0.23 A± 0.01 μM). Resolution of the enantiomers of 74 showed that potent MDM2-p53 activity primarily resided with the (+)-R-enantiomer (74a; IC50 = 0.17 A± 0.02 μM). The cellular activity of key compounds has been examined in cell lines with defined p53 and MDM2 status. Compound 74a activates p53, MDM2, and p21 transcription in MDM2 amplified cells and shows moderate selectivity for wild-type p53 cell lines in growth inhibition assays.
Zinc complexes with 1,2,4-triazole functionalized amino acid derivatives: Synthesis, structure and β-lactamase assay
Naik, Anil D.,Beck, Joséphine,D?rtu, Marinela M.,Bebrone, Carine,Tinant, Bernard,Robeyns, Koen,Marchand-Brynaert, Jacqueline,Garcia, Yann
scheme or table, p. 21 - 28 (2011/05/04)
Coordinating abilities of 4R-1,2,4-triazole derivatives (R = glycine ethyl ester (L1), glycine (L2), diethylamino malonate (L3), methionine (L4) and diethyl aminomethylphosphonate (L5)) towards ZnII ions have been studied in solution, in solid state and versus three zinc-β-lactamases. The crystal structure of [Zn3(L4)6(H2O) 6] (6) is described; it is the first crystal structure involving a 1,2,4-triazole functionalized methionine. It forms a trinuclear complex with central zinc octahedrally coordinated by only L4, whereas terminal zinc ions coordination sphere is completed by three water molecules. L4 exhibits a dual functionality of a bridging bidentate ligand as well as an anion. A dense hydrogen bonding network connects these trinuclear entity into a 3D supramolecular network. The ZnII ions in 6 are held at equidistance (3.848 A?) which coincidently matches with the corresponding Zn?Zn distance in the binuclear zinc enzyme from Bacillus cereus (3.848 and 4.365 A?). Among L1-L5 screened for β-lactamase assay, L4 shows modest inhibition for BcII enzyme.
