59488-83-4

Usage

Uses

Used in Pharmaceutical Applications:
(6E)-6-[(2-[(2-hydroxyethyl)amino]ethylamino)methylidene]cyclohexa-2,4-dien-1-one is used as a pharmaceutical compound for its potential interactions with biological systems due to the presence of amine and hydroxyl functional groups.
Used in Chemical Research:
(6E)-6-[(2-[(2-hydroxyethyl)amino]ethylamino)methylidene]cyclohexa-2,4-dien-1-one is used as a subject of study in chemical research for its conjugated double bonds in the cyclohexa-2,4-dien-1-one ring, which could provide unique properties for further investigation.
Used in Material Science:
(6E)-6-[(2-[(2-hydroxyethyl)amino]ethylamino)methylidene]cyclohexa-2,4-dien-1-one is used in material science to explore its potential in developing new materials or improving existing ones, given its complex molecular structure and functional groups.

Upstream product

• 90-02-8 salicylaldehyde 
• 111-41-1 2-(2-Aminoethylamino)ethanol 

Downstream Products

• 205391-45-3 N-(2-hydroxybenzyl)-N'-(2-hydroxyethyl)-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamine 
• 158472-17-4 2-{[2-(2-Hydroxy-ethylamino)-ethylamino]-methyl}-phenol 

Relevant academic research and scientific papers

An easy and accessible water-soluble sensor for the distinctive fluorescence detection of Zn2+ and Al3+ ions

A water-soluble fluorescence sensor (SA) was facilely synthesized via a one-step condensation reaction between commercially available salicylaldehyde and 2-(2-aminoethylamino)ethanol with high yield. The addition of Zn2+ and Al3+ to SA showed drastic enhancements of the emission intensities at 458 nm and 376 nm, respectively, while exhibiting negligible interference in the presence of typical competitive ions such as Fe3+, Cr3+, Hg2+ and Cd2+. This phenomenon indicates that SA may be helpful for rapid, quantitative and qualitative detection of Zn2+ and Al3+.

Cooperative influence of pseudohalides and ligand backbone of Schiff-bases on nuclearity and stereochemistry of cobalt(iii) complexes: Experimental and theoretical investigation

Four cobalt(iii) complexes, [Co(HL1)(NCS)2(EtOH)] (1), [Co2(L1)2(N3)2] (2) and [Co(HL2)(NCS)2(EtOH)] (3), [Co(HL2)(N3)2] (4) were synthesized from two Schiff-base ligands namely, (E)-2-((2-(2-hydroxyethylamino)ethylimino)methyl)phenol (H2L1) and (E)-2-((3-(2-hydroxyethylamino)propylimino)methyl)phenol (H2L2), respectively. All the four complexes have been thoroughly characterised by using various physicochemical studies such as UV-Vis, FT-IR, ESI-MS, EPR and single crystal X-ray diffraction. Depending on flexibility of the ligand backbone subtle structural differences are observed in the synthesized complexes. In complex 1 the two thiocyanate ligands are trans to each other whereas in complex 3 they are cis to each other with addition of one additional methylene (-CH2-) group to the ligand system. Complex 2 is dinuclear while complex 4 is mononuclear in the presence of the azide co-anionic ligand. Theoretical studies are carried out in order to rationalize the structural differences observed in the complexes. Catecholase like activity of all the four complexes were performed in N,N-dimethylformamide (DMF) using 3,5-di-tert-butylcatechol (3,5-DTBC) as a model substrate. Complex 2 was found to exhibit the highest activity. Mechanistic investigation of the catecholase like activity revealed the formation of the imine radical during catalytic reactions of complexes 2 and 4 which are further corroborated by the EPR study.

Di-μ-oxidovanadium(V) di-nuclear complexes: Synthesis, X-ray, DFT modeling, Hirshfeld surface analysis and antioxidant activity

In this work, two di-μ-oxidovanadium(V) complexes, [(L1H)VO(μ-O)]2 (C1) and [(L2H)VO(μ-O)]2 (C2), with tridentate Schiff base ligands, [N-(2-hydroxyethylamino)ethyl]-5-methoxysalicylaldimine (L1H) and

Synthesis and characterization of dimeric μ-oxidovanadium complexes as the functional model of vanadium bromoperoxidase

Two vanadium (IV) complexes [VIVO(Haeae-sal)(MeOH)]+ (1) and [VIVO(Haeae-hyap)(MeOH)]+ (2) were prepared by reacting [VO(acac)2] with ligands [H2aeae-sal] (I) and [H2aeae-hyap] (II) respectively. Condensation of 2-(2-aminoethylamino)ethanol with salicylaldehyde and 2-hydroxyacetophenone produces the ligands (I) and (II) respectively. Both vanadium complexes 1 and 2 are sensitive towards aerial oxygen in solution and rapidly convert into vanadium(V) dioxido species. Vanadium(V) dioxido species crystalizes as the dimeric form in the solid-state. Single-crystal XRD analysis suggests octahedral geometry around each vanadium center in the solid-state. To access the benefits of heterogeneous catalysis, vanadium(V) dioxido complexes were anchored into the polymeric chain of chloromethylated polystyrene. All the synthesized neat and supported vanadium complexes have been studied by a number of techniques to confirm their structural and functional properties. Bromoperoxidase activity of the synthesized vanadium(V) dioxido complexes 3 and 4 was examined by carrying out oxidative bromination of salicylaldehyde and oxidation of thioanisole. In the presence of hydrogen peroxide, 3 shows 94.4% conversion (TOF value of 2.739 × 102 h?1) and 4 exhibits 79.0% conversion (TOF value of 2.403 × 102 h?1) for the oxidative bromination of salicylaldehyde where 5-bromosalicylaldehyde appears as the major product. Catalysts 3 and 4 also efficiently catalyze the oxidation of thioanisole in the presence of hydrogen peroxide where sulfoxide is observed as the major product. Covalent attachment of neat catalysts 3 and 4 into the polymer chain enhances substrate conversion (%) and their catalytic efficiency increases many folds, both in the oxidative bromination and oxidation of thioether. Polymer supported catalysts 5 displayed 98.8% conversion with a TOF value of 1.127 × 104 h?1 whereas catalyst 6 showed 95.7% conversion with a TOF value of 4.675 × 103 h?1 for the oxidative bromination of salicylaldehyde. These TOF values are the highest among the supported vanadium catalysts available in the literature for the oxidative bromination of salicylaldehyde.

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

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

Synthesis, characterization and catalytic activity toward dye decolorization by manganese (II) mononuclear complexes

Manganese(II) perchlorate reacts with L1 = N,N,N′-tris(2- methylpyridyl)-N′-hydroxyethyl-ethylenodiamine and L2 = N-(2-hydroxybenzyl)-N,N′-bis(2-methylpyridyl)-N′-hydroxyethyl- ethylenodiamine in ethanol to form the corresponding complexes [MnL1(H 2O)](ClO4)2 and [MnL2]ClO4. Both complexes crystallize in the monoclinic system and space group P 2 1/n. In [MnL1(H2O)]2+ and [MnL2]+ the manganese(II) ion is heptacoordinated and hexacoordinated, respectively. FTIR, elemental analysis and conductance measurements were all in accordance with the molecular structures of [MnL1(H2O)](ClO4) 2 and [MnL2]ClO4. The ability of [MnL1(H 2O)](ClO4)2 and [MnL2]ClO4 to catalyze the oxidation of the dyes methyl orange and reactive orange 16 was studied in aqueous alkaline solution (carbonate/bicarbonate buffer). Both complexes were active catalysts promoting significant enhancement of dye solution decolorization in comparison to control reactions.

Synthesis and crystal structures of dioxovanadium complexes with schiff bases

Two new dioxovanadium complexes, [VO2L1]2 (1) and [VO2L2]2 (2), where L1 and L2 are the deprotonated forms of 2-bromo-4-chloro-6- {[2-(2-hydroxyethylamino)ethylimino)methyl]phenol (HL1) and 2- {[2-(2-hydroxyethylamino)ethylimino]methyl } phenol (HL2), respectively, have been synthesized and characterized by IR, UV-Vis spectra, and single-crystal X-ray diffraction. Both complexes are centrosymmetric dimeric dioxovanadium(V) compounds, with the V...V distances of 3.251(2)A and 3.127(2), respectively. The V atoms in the complexes are in octahedral coordination. Copyright Taylor & Francis Group, LLC.

Effect of the chloro-substitution on lowering diabetic hyperglycemia of vanadium complexes with their permeability and cytotoxicity

The effect of the chloro-substitution of dinuclear vanadium (V) complexes on lowering diabetic hyperglycemia was evaluated. The in vivo tests for hypoglycemic activity show that complex 2 at the dose of 10.0 and 20.0 mg V kg-1, could significantly decrease the blood glucose level. Importantly, our results the chloro substituent increased the insulin-enhancing properties of the complex 2. The two vanadium compounds had permeability above 10-5 cm/s. It suggested that two complexes permeate via a passive diffusion mechanism. It was also suggested that two complexes has better good lipophilic properties. The cytotoxicity of two complexes on Caco-2 cells suggested the chlorine atom at C4 of complex 2 increased cytotoxicity for vanadium complexes.

A new unsymmetrical N,O-donor hexadentate ligand. Synthesis, structure and properties of its first vanadyl(IV) complex

A new N,O-donor polyfunctional compound N-(2-hydroxybenzyl)-N'-(2-hydroxyethyl)-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamine (H2bbpeten) and its first oxovanadium(IV) complex have been prepared in order to investigate the co-ordination chemistry of the unsymmetrical hexadentate ligand derived from an alkyldiamine containing phenolate-type, hydroxyethyl, and α-pyridyl pendant arms.The complex IVO(Hbbpeten)>PF6 1 was characterized by elemental analyses, molar conductivity, IR, electronic and EPR spectroscopies, electrochemistry and X-ray diffraction methods.Spectroelectrochemistry in the UV/VIS spectral region has also been used to characterize the VVO3+ analogue.The value E1/2=0.427 V vs. ferrocenium-ferrocene obtained from spectropotentiostatic data is consistent with cyclovoltammetric results.The electronic spectrum of the oxidized species shows two intense LMCT transitions in the 350-550 nm range, and solutions of VO(Hbbpeten)>2+ are stable on the time-scale of the experiments.A plot of E1/2 vs. number of co-ordinated phenolates for 1 and structurally related complexes shows a fairly linear trend.