31576-51-9Relevant academic research and scientific papers
Competitive intramolecular hydrogen bonding in oligo(ethylene oxide) substituted quadruple hydrogen bonded systems
De Greef, Tom F.A.,Nieuwenhuizen, Marko M.L.,Sijbesma, Rint P.,Meijer
, p. 598 - 610 (2010)
(Figure Presented) A series of oligo(ethylene oxide) (oligoEO) substituted 2-ureido-pyrimidinones (UPy), differing in the number of ethylene oxide units and the length of the aliphatic spacer connecting the oligoEO side chain with the UPy group, have been prepared. It was found that variation in these structural parameters strongly influences the dimerization constant (K dim) of theUPy dimer and the association constant (Ka) of UPy with 2,7-diamido-1,8-naphthyridine (NaPy) in chloroform. By analyzing the relation between dimerization strength, length of aliphatic spacer, and the number of EO units in the oligoEO chain, we present strong evidence that the reduction in hydrogen bond strength is caused by competitive intramolecular hydrogen bonding of the ether atoms of the oligoEO chain to the hydrogen bond donors of the UPy unit.
Novel method for preparing tris (3,6 -dioxo-heptyl) amine
-
Paragraph 0037; 0050-0054; 0059-0062; 0067-0070, (2021/04/14)
The invention relates to a new method for preparing tris(3,6-dioxaheptyl)amine. The new method is characterized in that ammonia water, diethylene glycol monomethyl ether and thionyl chloride are takenas raw materials, and the tris(3,6-dioxaheptyl)amine is synthesized through three steps. The new method provided by the invention has the following advantages that reaction conditions are mild, the operation is safe, and the danger of using high-risk chemicals such as hydrogen and Raney nickel is avoided; the reaction conversion rate is high, and the product yield is high; only products, sodium chloride and a very small amount of pre-distillation fractions are produced in the process, excess materials can be recycled after treatment, three wastes are very few, and the production process is green and environmentally friendly.
Self-Assembly Can Direct Dynamic Covalent Bond Formation toward Diversity or Specificity
Komáromy, Dávid,Stuart, Marc C. A.,Monreal Santiago, Guillermo,Tezcan, Meniz,Krasnikov, Victor V.,Otto, Sijbren
supporting information, p. 6234 - 6241 (2017/05/09)
With the advent of reversible covalent chemistry the study of the interplay between covalent bond formation and noncovalent interactions has become increasingly relevant. Here we report that the interplay between reversible disulfide chemistry and self-assembly can give rise either to molecular diversity, i.e., the emergence of a unprecedentedly large range of macrocycles or to molecular specificity, i.e., the autocatalytic emergence of a single species. The two phenomena are the result of two different modes of self-assembly, demonstrating that control over self-assembly pathways can enable control over covalent bond formation.
Design, synthesis and cytotoxic activity of water-soluble quinones with dibromo-p-benzoquinone cores and amino oligo(ethylene glycol) side chains against MCF-7 breast cancer cells
Scherz, Leon F.,Abdel-Rahman, Engy A.,Ali, Sameh S.,Schlüter, A. Dieter,Abdel-Rahman, Mona A.
, p. 662 - 672 (2017/03/30)
A series of novel quinones was synthesized by reacting tetrabromo-p-benzoquinone with amino oligo(ethylene glycol) dendrons of generation numbers g = 0-2. According to the performed shake-flask experiments, their aqueous solubility (S = 18 mg l?1-1.6 g ml?1) and partition coefficients (log?Poct/wat = 2.53-0.21) can be tuned in a wide range as a function of g. In vitro cytotoxicity assays of tetrabromo-p-benzoquinone and its derivatives against MCF-7 human breast cancer cells showed a concentration- and generation-specific biological activity with IC50-values as low as 0.8 μM. Further investigations revealed a considerable selectivity against cancer cells, as indicated by a weak cytotoxicity against human skin fibroblast cells (>80% survival) within the studied range of concentrations. The results demonstrate that these novel amino oligo(ethylene glycol) dendrons depict versatile tools to ameliorate physical and pharmacological characteristics of extremely hydrophobic molecules and make them susceptible to biological applications.
ALKYNYL INDAZOLE DERIVATIVE AND USE THEREOF
-
Paragraph 0142; 0143, (2017/02/24)
The main object of the present invention is to provide a novel compound which has a VEGF receptor tyrosine kinase inhibitory activity and is useful as an active ingredient for the treatment of diseases accompanying angiogenesis or edema, for example, age-related macular degeneration or the like. The present invention includes, for example, an alkynyl indazole derivative represented by the following general formula (I), a pharmaceutical acceptable salt thereof, and a medicine containing thereof.
Tuning the DNA binding and cleavage of bpa Cu(II) complexes by ether tethers with hydroxyl and methoxy groups
Sudarga Tjakraatmadja, Airlangga Arya Janitra,Lüdtke, Carsten,Kulak, Nora
, p. 159 - 169 (2016/10/03)
Five bpa (bis(2-picolyl)amine) derivatives (1b, 2e, 3f, 4c, 5d) carrying ether tethers with hydroxyl and methoxy groups, have been synthesized from pyridine aldehyde and the respective amines by reductive amination. Their Cu(II) complexes carrying additio
Structure-conductivity relationship for peptoid-based PEO-mimetic polymer electrolytes
Sun, Jing,Stone, Gregory M.,Balsara, Nitash P.,Zuckermann, Ronald N.
experimental part, p. 5151 - 5156 (2012/09/25)
Polymer electrolytes offer great potential for application in lithium batteries. In order to systematically optimize the performance of these materials, atomic level synthetic control over the polymer chemical structure is desired. In this study, we designed a series of chemically defined, monodisperse peptoid polymers to explore the impact of side-chain structure on the thermal and electrical properties. A series of comblike peptoid homopolymers with ethylene oxide (EO)n side chains of varying length were synthesized by a rapid solid phase synthetic method. The electrical properties of these materials with dissolved lithium salt were characterized by ac impedance. The temperature dependence of the ionic conductivity of the polypeptoid electrolytes is consistent with the Vogel-Tamman-Fulcher equation. The optimum ionic conductivity of 2.6 × 10-4 S/cm achieved for oligo-N-2-(2-(2-methoxyethoxy)ethoxy)ethylglycine-Li salt complex at 100 °C, is approximately 10-fold lower than the analogous PEO-salt complex. It is, however, nearly 2 orders of magnitude higher than previously reported comblike PEO-mimetic polypeptides. The ionic conductivities of these side chain analogs vary by 3 orders of magnitude, but this variation is entirely governed by the proximity of the system to the glass transition temperature. This investigation shows that polypeptoids provide a unique platform for examining the structure-property relationships of solid polymer electrolytes.
HETEROCYCLIC COMPOUND AND HEMATOPOIETIC STEM CELL AMPLIFIER
-
Page/Page column 52, (2012/04/23)
An expansion agent for hematopoietic stem cells and/or hematopoietic progenitor cells useful for improvement in the efficiency of gene transfer into hematopoietic stem cells for gene therapy useful for treatment of various disorders is provided. An expansion agent for hematopoietic stem cells and/or hematopoietic progenitor cells containing a compound represented by the formula (I) (wherein X, Y, Z, Ar1, R1, R2, R3, R4, R5, R6 and R7 are as defined in the description), a tautomer, prodrug or pharmaceutically acceptable salt of the compound or a solvate thereof, which can expand hematopoietic stem cells and/or hematopoietic progenitor cells.
Synthesis and thermoresponsive solution properties of poly[oligo(ethylene glycol) (meth)acrylamide]s: Biocompatible PEG analogues
Chua, Giles B. H.,Roth, Peter J.,Duong, Hien T. T.,Davis, Thomas P.,Lowe, Andrew B.
scheme or table, p. 1362 - 1374 (2012/06/29)
A library of (meth)acrylamido (co)polymers was prepared by reacting poly(pentafluorophenyl (meth)acrylate) with α-amino, ω-methoxy functionalized di(ethylene glycol), tri(ethylene glycol), and poly(ethylene glycol) (PEG)-350, PEG-750, and PEG-5k, in combination with hexylamine or thyroxine. The resulting copolymers showed an improved solubility in water (higher or absent LCST values) and in alcohols (lower or absent UCST values) than the analogous common series of poly[oligo(ethylene glycol) methyl ether (meth)acrylates]. The polyacrylamido species showed a better solubility than the corresponding polymethacrylamido derivatives of similar molecular weight with all polyacrylamides investigated being water-soluble at temperatures exceeding 90.0 °C. Tunable thermosensitive behavior could be effected by the incorporation of the hydrophobic hexylamide comonomer. Similarly, an acrylamido backbone with grafted oligo(propylene glycol 600) amides exhibited a sharp LCST-type transition around 22.0 °C. The UCST-type transitions of the (meth)acrylamido homopolymers were evaluated in 2-propanol and 1-octanol and were found to increase with an increasing ethylene glycol side chain length, but were essentially independent of the alcohol chain length with polymers exhibiting higher UCST transitions in 2-propanol vs 1-octanol. Cytotoxicity tests on MRC5 fibroblast cells of the di- and tri(ethylene glycol) methyl ether acrylamido homopolymers revealed no toxicity up to concentrations of 10.0 g/L. By employing mixtures of di(ethylene glycol) methyl ether amine and the prohormone thyroxine (T4), water-soluble copolymers containing varying amounts of T4 could be easily synthesized. Because of enhanced solubility, low toxicity, and higher hydrolytic stability of amides versus ester linkages, activated ester polymers in combination with amino-functionalized ethylene glycol based side chains are presented as a versatile platform for highly soluble, biocompatible, bioconjugated materials.
Single-particle and ensemble diffusivitiesa-test of ergodicity
Feil, Florian,Naumov, Sergej,Michaelis, Jens,Valiullin, Rustem,Enke, Dirk,Kaerger, Joerg,Braeuchle, Christoph
supporting information; experimental part, p. 1152 - 1155 (2012/03/22)
To prove the ergodic theorem experimentally the diffusivities of guest molecules inside a nanostructured porous glass were measured by using two conceptually different approaches under identical conditions. The data obtained through the direct observation of dye-molecule diffusion by single-molecule tracking experiments (red circles) was in perfect agreement with the ensemble value obtained in pulsed-field gradient NMR experiments (black squares). Copyright
