6636-71-1Relevant academic research and scientific papers
Probing the effect of arm length and inter- and intramolecular interactions in the formation of Cu(II) complexes of Schiff base ligands derived from some unsymmetrical tripodal amines
Keypour, Hassan,Shayesteh, Maryam,Salehzadeh, Sadegh,Dhers, Sébastien,Maleki, Farahnaz,ünver, Hüseyin,Dilek, Nefise
, p. 7429 - 7441 (2015)
The syntheses of two previously known, 2-((2-aminoethyl)(pyridin-2-ylmethyl)amino)ethanol (1) and 2-((3-aminopropyl)(pyridin-2-ylmethyl)amino)ethanol (2), and four new unsymmetrical N-capped tripodal amines, 2-((4-aminobutyl)(pyridin-2-ylmethyl)amino)ethanol (3), 3-((2-aminoethyl)(pyridin-2-ylmethyl)amino)propan-1-ol (4), 3-((3-aminopropyl)(pyridin-2-ylmethyl)amino)propan-1-ol (5) and 3-((4-aminobutyl)(pyridin-2-ylmethyl)amino)propan-1-ol (6), are reported. The ligands (3-4) feature a longer arm, 3-hydroxypropyl or butylamino, than in the analogues previously employed (2-hydroxyethyl arm, ethylamino-arm or propylamino-arm in 1 and 2). All six tripodal amines, 1-6, are equipped with a 2-methylpyridyl-arm and either an ethylamino-arm (1 and 4), propylamino-arm (2 and 5) or butylamino-arm (3 and 6). The new amines, 3-6, have been employed in one pot condensation reactions with 2-hydroxy-1-naphthaldehyde and salicylaldehyde (and its derivatives) in the presence of Cu(II) metal ions to generate a series of new mononuclear complexes, [MIILaldi](ClO4) as well as new dinuclear complexes [CuIILaldi]2(ClO4)2 of new ligands Laldi. Four monomeric complexes and one dimeric complex have been characterised by single crystal X-ray diffraction, revealing a distorted square-pyramidal copper(II) ion. A general comparison between these structures shows that the number and types of chelate ring sequences around the metal ions are important in the formation of structures. Theoretical studies show that the 3-hydroxypropyl arm in these complexes is a weak coordinating group and it can readily be removed from the coordination sphere of metal ions, resulting in a dimerised four coordinate complex. Calculations show that the interaction between the two monomeric fragments is very weak.
A highly selective CHEF-type chemosensor for monitoring Zn2+ in aqueous solution and living cells
Lee, Jae Jun,Lee, Seul Ah,Kim, Hyun,Nguyen, Letuyen,Noh, Insup,Kim, Cheal
, p. 41905 - 41913 (2015)
A new simple quinolone-based chemosensor 1 was synthesized for Zn2+. 1 exhibited selective fluorescence enhancement in the presence of Zn2+ with a 1:1 stoichiometry in aqueous solution, which was reversible with the addition of ethylenediaminetetraacetic acid (EDTA). The detection limit (0.019 μM) of 1 for Zn2+ is far lower than the World Health Organization guideline (76 μM) in drinking water. 1 was successfully applied to quantify and image Zn2+ in water samples and living cells. The sensing mechanism of Zn2+ by 1via the chelation-enhanced fluorescence (CHEF) effect was supported by theoretical calculations. Therefore, 1 could be used in a practical system for monitoring Zn2+ in aqueous solution.
Compound for detecting brassicaceous vegetable sclerotinia sclerotiorum and application thereof
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, (2021/08/07)
The invention discloses a compound for detecting brassicaceous vegetable sclerotinia sclerotiorum, wherein the structure of the compound is shown in the specification, wherein in the formula, R1 is selected from hydrogen and halogen; R2 is selected from hydrogen and halogen; R3 is selected from hydrogen and halogen; R4 is selected from hydrogen and halogen; and R5 is selected from hydrogen and halogen. The compound provided by the invention can realize rapid detection of brassicaceous vegetable sclerotinia sclerotiorum, has the characteristics of high accuracy, low operation difficulty, short time consumption and the like, and is worthy of popularization and application.
Excellent synergistic activity of a designed membrane acting pyridinium containing antimicrobial cationicN-acylethanolamine with isoniazid against mycobacterium
Subramaniyan, Siva Bala,Sengan, Megarajan,Subburethinam, Ramesh,Veerappan, Anbazhagan
, p. 11937 - 11945 (2021/07/19)
The emergence of drug-resistant microorganisms and the failure of conventional antibiotics demand extensive research efforts to develop more effective antimicrobial therapies. A new series of cationicN-acylethanolamines was synthesized through introducing a (2-methylene-1-methylpyridinium iodide) moiety, and their antimicrobial activity was evaluated againstMycobacterium smegmatis. The minimum inhibitory concentration (MIC) of cNAEs follows a fourfold decrement when theN-acyl chain length increases by two methylene units. Inspiringly, the lowest MIC of 15.63 μM was observed with 2-((N-(2-hydroxyethyl)palmitamido)methyl)-1-methylpyridin-1-ium iodide, suggesting the necessity of a hydrophilic-lipophilic balance for better antimicrobial activity. cNAEs are unique, because they do not produce reactive oxygen species as most antibiotics do, but exert antimicrobial activity through loss of membrane integrity and membrane depolarization. Further, cNAEs and their combination with a standard drug, isoniazid, exhibit synergistic activity at lower concentrations (cN16E/INH - 3.91/1.95 μM) in comparison to the MIC of the individual drug. Strikingly, the combination showed a bactericidal effect through bacterial membrane disruption, ROS generation and membrane depolarization. Notably, a hemolytic study showed that cN16E is nontoxic to human red blood cells, even above 100 fold higher MIC. The result signifies that cN16E can be used as a potential drug against mycobacteria, as well as in combination with other antimycobacterial drugs.
A selective and sensitive near-infrared fluorescent probe for real-time detection of Cu(i)
Liu, Yiqing,Kang, Ting,He, Qian,Hu, Yuefu,Zuo, Zeping,Cao, Zhihua,Ke, Bowen,Zhang, Weiyi,Qi, Qingrong
, p. 14824 - 14828 (2021/05/17)
The disruption of copper homeostasis (Cu+/Cu2+) may cause neurodegenerative disorders. Thus, the need for understanding the role of Cu+ in physiological and pathological processes prompted the development of improved methods of Cu+ analysis. Herein, a new near-infrared (NIR) fluorescent turn-on probe (NPCu) for the detection of Cu+ was developed based on a Cu+-mediated benzylic ether bond cleavage mechanism. The probe showed high selectivity and sensitivity toward Cu+, and was successfully applied for bioimaging of Cu+ in living cells. This journal is
Dinuclear copper(II) complexes of “end-off” bicompartmental ligands: Alteration of the chelating arms on ligands to regulate the reactivity of the complexes towards DNA
Cao, Shuhong,Cheng, Run,Wang, Dandan,Zhao, Yunfeng,Tang, Ruiren,Yang, Xiuli,Chen, Jingwen
, p. 126 - 139 (2019/01/24)
Two phenol-based “end-off” biscompartmental heptadentate ligands were designed by introduction of substituents with different electronic and steric properties to the chelating arms, i.e. 2,6-bis{[(2-pyridylmethyl)(2-hydroxyethyl)amino]methyl}-4-methylphen
Zinc-Catalyzed Esterification of N-β-Hydroxyethylamides: Removal of Directing Groups under Mild Conditions
Nishii, Yuji,Hirai, Takahiro,Fernandez, Sarah,Knochel, Paul,Mashima, Kazushi
supporting information, p. 5010 - 5014 (2017/09/21)
Amide transformations involving C–N bond cleavage are recognized as difficult reactions owing to the inert nature of amides resulting from resonance. Accordingly, a strong inductive effect and geometrical distortion reasonably decrease the resonance stabilization to attenuate the C–N linkage. Although the conversion of such activated amides has been studied intensively, reaction systems for “unactivated” amides are underdeveloped. We herein report that a zinc(II) trifluoromethanesulfonate [Zn(OTf)2] catalyst achieves the esterification of a wide range of unactivated tertiary amides with the assistance of intramolecular acyl rearrangement. The reaction was applied to the one-pot removal of various amide-based directing groups under mild reaction conditions to afford the corresponding esters in high yields.
Dinuclear Cu(II) complexes of compartmental Schiff base ligands formed from unsymmetrical tripodal amines of varying arm lengths: Crystal structure of [Cu2L1](ClO4)2 and theoretical studies
Keypour, Hassan,Shayesteh, Maryam,Rezaeivala, Majid,Sayin, Koray
, p. 110 - 118 (2016/02/19)
Three new dinuclear copper complexes were synthesized via condensation reaction of three new unsymmetrical N-capped tripodal amines and 2,6-diformyl-4-methylphenol, in the presence of copper(II) perchlorate. The solid-state structure of the dinuclear complex, [Cu2L1](ClO4)2, has been determined by X-ray crystallography, showing that the CuII centers have distorted square-pyramidal geometry with N3O2 coordination. The copper (II) ions are bridged by phenolic and hydroxyalkyl groups when in both cases, deprotonation of the hydrogen atoms of the OH groups occurs. The distance between the copper atoms is 3.062 ?. This compound consists of the dication [Cu2L1]2+ and two ClO4- anions in which one of ClO4- groups has a week interaction with one of the Cu atoms. All complexes were characterized by a variety of physico-chemical techniques such as elemental analyses, IR, mass spectra, conductivity measurements and electronic spectral studies. Computational investigation of mentioned binuclear Cu(II) complexes was done by using M062X method with LANL2DZ basis set in vacuo.
A Novel Quinolin Based Compounds, Agent Selecting Zinc Ion Using The Same, Detecting Method And Detecting Device Thereof
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Paragraph 0045-0048; 0051-0052, (2017/05/06)
The present invention relates to a novel quinolin-based compound, to an agent for detecting a zinc ion (Zn^2+), to a detection method, and to a detection device using the same. More specifically, the present invention relates to a quinolin-based compound having the selectivity specific to the zinc ion (Zn^2+), to an agent for detecting a zinc ion (Zn^2+), to a detection method, and to a detection device using the same. The novel quinolin-based compound of the present invention can be manufactured at room temperature to be manufactured in an easy manner.COPYRIGHT KIPO 2016
Structure and properties of metal complexes of a pyridine based oxazolidinone synthesized by atmospheric CO2 fixation
Sarkar, Amrita,Bhattacharyya, Sudipta,Dey, Suman Kr,Karmakar, Subhendu,Mukherjee, Arindam
, p. 817 - 826 (2014/02/14)
We present here the synthesis of a pyridine containing oxazolidinone, 3-(pyridin-2-ylmethyl)oxazolidin-2-one (L) through the fixation of atmospheric CO2 and without any added base. L has been used to generate three metal complexes [Cu(L)2
