36839-55-1Relevant articles and documents
A versatile strategy for the synthesis of crown ether-bearing heterocycles: Discovery of calcium-selective fluoroionophore
Aoki, Yuko,Umezawa, Naoki,Asano, Yuko,Hatano, Keiichiro,Yano, Yuki,Kato, Nobuki,Higuchi, Tsunehiko
, p. 7108 - 7115 (2007)
Heterocycles have been modified in various ways in the search for new functions, but few examples are known of crown ethers incorporating heterocycles in macro-ring systems. Here we report a simple and versatile synthesis of crown ether-bearing heterocycles. An acylurea moiety in the heterocycles is efficiently transformed to 'crown ether' of various ring sizes. The products included a Ca2+-selective fluoroionophore. Our simple methodology is expected to provide many novel functional heterocyclic compounds, including fluoroionophores and candidate pharmaceuticals.
When serendipity knocks on the door: Synthesis and Physicochemical Characterization of 7-Chloro-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidin-5-one
Carmona-Vargas, Christian C.,Ellena, Javier,D’Vries, Richard F.,Chaur, Manuel N.
, p. 1475 - 1482 (2019)
Herein, we present the serendipitous obtaining of 7-chloro-2,3-dihydro-5H-thiazolo [3,2-a]pyrimidin-5-one in 40percent yield by using POCl3 and a thiobarbituric acid derivative. The thiazolopyrimidine derivative was characterized by 1H nuclear magnetic resonance (NMR), UV-Vis, and Fourier transform infrared (FTIR) spectroscopy. Additionally, the structure was confirmed by single crystal X-ray diffraction, where it was found that the compound crystallizes in the P-1 triclinic space group with two conformeric molecules of 7-chloro-2,3-dihydro-5H-thiazolo [3,2-a]pyrimidin-5-one by asymmetric unit. Also, from the structural data was studied the supramolecular interactions using Hirshfeld surface analysis and 2D fingerprint plots.
Target protein degradation inducing compound, preparation method thereof and pharmaceutical composition for preventing or treating targeted protein related diseases containing the same as an active ingredient
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Paragraph 1160; 1166-1168, (2020/05/01)
The present invention relates to a degraducer for inducing the decomposition of target protein, a producing method thereof, and a pharmaceutical composition for preventing or treating target protein-related diseases by containing the degraducer as an active ingredient. A novel compound represented by chemical formula 1, ULB-L-PTM, by the present invention, as a degraducer compound inducing the decomposition of target protein using cereblon E3 ubiquitin ligase, is able to significantly achieve a target protein degradation-inducing activity with an excellent binding activity of a cereblon E3 ubiquitin ligase binder thereby, being able to achieve an excellent protein degradation activity by targeting protein or polypeptide related to various diseases. The bromodomain-containing pharmaceutical composition for preventing or treating protein-related diseases or conditions contains the novel compound represented by chemical formula 1 as an active ingredient and has a useful effect of providing a health functional food composition for prevention or improvement.(AA) Example 22 (nM, 24h)COPYRIGHT KIPO 2020
A donor-acceptor type macrocycle: Toward photolyzable self-assembly
Chen, Yulan,Deng, Yakui,Hu, Wenping,Jiang, Tingting,Li, Xiaopei,Qian, Tingjuan,Tian, Tian,Wang, Yi-Xuan,Yuan, Wei
supporting information, p. 3939 - 3942 (2020/04/17)
A water-soluble macrocyclic host is reported, composed of alkoxyanthracene as the donor (D), and 4,4-bipyridinium as the acceptor (A). The intramolecular D-A structure renders the host highly photostable. However, the introduction of a strong electron-donating guest promotes the photodecomposition of alkoxyanthracene, yielding photolyzable host-guest complexes or aggregates.
Novel Isophthalohydrazide-cDB24C8 cryptand derivative for the selective recognition of fluoride ion: An experimental and DFT study
Bora, Sankar Jyoti,Dutta, Rakesh,Kalita, Dhruba Jyoti,Chetia, Bolin
supporting information, p. 225 - 231 (2018/06/26)
A highly selective and sensitive novel Isophthalohydrazide-cDB24C8 cryptand derivative was developed for fluoride recognition at a very low concentration of 2.31 × 10?10 M. The binding was established by UV–Vis, fluorescence and 1H NMR titration. The receptor formed very strong H-bonded complex with fluoride, furnished a sharp new UV–Vis absorption peak at 280 nm which was also supported by the DFT-study. The fluorescence emission spectra showed large quenching up to 79.13% upon addition of fluoride.
Novel CuCl2-cryptand-[2.2.Benzo] complex: A base free and oxidant free catalyst for Ipso-Hydroxylation of aryl/heteroaryl-boronic acids in water at room temperature
Bora, Sankar Jyoti,Chetia, Bolin
, p. 52 - 56 (2017/09/19)
A novel cryptand and its copper complex was synthesised, which found to have enormous catalytic activity towards ipso-hydroxylation of aryl or heteroarylboronic acids and esters in water without using H2O2 or other oxidising agent and base at room temperature. This newly developed method efficiently converts aryl boronic acids and esters as well as heteroaryl boronic acids to their corresponding phenols with high yields within a very short reaction time. This protocol has found to be well-matched with a wide variety of functional groups. High yields, very short reaction time, easy separation, recyclability up to 6th time are the advantages of this method.
Preparation of 7-methoxy tacrine dimer analogs and their in vitro/in silico evaluation as potential cholinesterase inhibitors
Lee, Sang Kwang,Park, Min Kyun,Jhang, Ho Eun,Yi, Jinju,Nahm, Keepyong,Cho, Dae Won,Ra, Choon Sup,Musilek, Kamil,Horova, Anna,Korabecny, Jan,Dolezal, Rafael,Jun, Daniel,Kuca, Kamil Kuca
, p. 1654 - 1660 (2015/07/15)
Novel types of symmetric bis-7-methoxytacrines connected by oligoethyleneoxy chains 3-5 and nonsymmetric monomeric 7-methoxytacrines containing hydroxyl-terminated oligoethyleneoxy chains 6-8 were prepared, and their in vitro/in silico effects on human recombinant AChE (hAChE) and human plasmatic butyrylcholinesterase (hBChE) were compared, with 7-MEOTA (2) as the standard compound. The symmetric bis-7-MEOTA derivatives 3-5 showed hAChE inhibition similar to that of 2. On the other hand, their effects on hBChE revealed an increasing inhibition trend when the oligoethyleneoxy units between the two 7-MEOTA moieties became longer. Accordingly, compounds 4 and 5 showed better selectivity towards hBChE. The most effective in the inhibition hAChE and hBChE was compound 8 with the longest oligoethyleneglycol chain, whereas compounds 6 and 7 resulted in similar IC50 values. A molecular modeling study using substrates 5 and 8 showed a possible binding conformation and protein-ligand interaction between the substrates and AChE/BChE.
Displacement assay detection by a dimeric lanthanide luminescent ternary Tb(iii)-cyclen complex: High selectivity for phosphate and nitrate anions
Caffrey, David F.,Gunnlaugsson, Thorfinnur
supporting information, p. 17964 - 17970 (2015/01/09)
The luminescent dimeric ternary lanthanide-cyclen complexes (2-(Ln.1)2; Ln = Tb/Eu) were designed and both their self-assembly formation and their ability to detect anions via displacement assays were investigated using spectrophotometric titrations in MeOH solution. The formation of 2-(Tb.1)2 and 2-(Eu.1)2 was investigated in solution, and determination of the binding constants and stoichiometry showed that the former was formed almost exclusively over the 1 1 complex 2-(Tb.1) after the addition of two equivalents of 2; while for 2-(Eu.1)2 a mixture of both stoichiometries existed even after the addition of four equivalents of 2. Of these two systems, 2-(Tb.1)2 was studied in details as a probe for anions, where significant changes where observed in the photophysical properties of the complex; with the characteristic Tb(iii)-centred emission being fully switched off upon the sensing of phosphates and nitrate, giving rise to the formation of a H2PO4-:Tb.1 complex in a 1 2 stoichiometry upon sensing of H2PO4- by 2-(Tb.1)2, while NO3- gave 1 1 complex formation and two equivalents of NO3-·Tb.1.
Highly efficient conversion of carbon dioxide catalyzed by polyethylene glycol-functionalized basic ionic liquids
Yang, Zhen-Zhen,Zhao, Ya-Nan,He, Liang-Nian,Gao, Jian,Yin, Zhong-Shu
experimental part, p. 519 - 527 (2012/03/27)
A series of polyethylene glycol (PEG)-functionalized basic ionic liquids (ILs) were developed for efficient CO2 conversion into organic carbonates under mild conditions. In particular, BrTBDPEG150TBDBr was proven to be a highly efficient and recyclable catalyst for the synthesis of cyclic carbonates without utilization of any organic solvents or additives. This is presumably due to the activation of epoxide assisted by hydrogen bonding and activation of CO2 by the ether linkage in the PEG backbone or through the formation of carbamate species with the secondary amino group in the IL cation on the basis of in situ FT-IR study under CO2 pressure. In addition, the subsequent transesterification of cyclic carbonate e.g. ethylene carbonate (EC) with methanol to dimethyl carbonate (DMC) can also be effectively catalyzed by BrTBDPEG150TBDBr, thanks to the activation of methanol by the secondary and tertiary nitrogen in the IL to easily form CH 3O-, realizing a so-called "one-pot two-stage" access to DMC from CO2 without separation of cyclic carbonate by using one kind of single component catalyst. Therefore, this protocol represents a highly efficient and environmentally friendly example for catalytic conversion of CO2 into value-added chemicals such as DMC by employing PEG-functionalized basic ILs as catalysts.
SYNTHESIS OF DIFUNCTIONAL OXYETHYLENE-BASED COMPOUNDS
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Page/Page column 2-3, (2009/07/25)
A method of reacting a toluenesulfonyl-terminated polyoxyethylene compound having the formula CH3—C6H4—SO2—(O—CH2—CH2)n—O—R1 with an ammonium salt having the formula NR24X to form a compound having the formula X—CH2—CH2—(O—CH2—CH2)n-1—R3. The value n is a positive integer. X is a halogen, cyanide, cyanate, thiocyanate, or azide. R1 is a terminating group. Each R2 is hydrogen or an alkyl group. —R3 is —O—R1 or —X.
