6636-71-1Relevant articles and documents
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.
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.
Compound for detecting brassicaceous vegetable sclerotinia sclerotiorum and application thereof
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Paragraph 0063-0066, (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.
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.
