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• 90-02-8 salicylaldehyde 
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Relevant academic research and scientific papers

Synthesis, characterization, and electrochemical study of some novel, azo-containing Schiff bases and their Ni(II) complexes

Five novel azo-azomethine ligands with NN'OS coordination spheres were prepared by reaction of methyl-2-{N-(2′-aminoethane)}-amino-1- cyclopentenedithiocarboxylate (Hcden) with (E)-2-hydroxy-5-(phenyldiazenyl) benzaldehyde and its substituted derivatives

NOVEL AMANTADINE DERIVATIVES COMPOUND AND USE THEREOF

The present invention provides a novel amantadine derivative compound, or a pharmaceutically acceptable salt thereof. The novel amantadine derivative compound or a pharmaceutically acceptable salt thereof, according to the present invention, has low toxic

Azo-azomethine based palladium(II) complexes as catalysts for the Suzuki-Miyaura cross-coupling reaction

Seven azo-azomethine ligands (2-8) have been synthesized from the reaction of (E)-5-((4-chlorophenyl)diazenyl)-2-hydroxybenzaldehyde with different aniline derivatives. Ligand structures were characterized by the combination of IR, UV–Visible spectroscopy

Determination of pKa values for (E)-2-hydroxy-5-(aryldiazenyl) benzaldehydes in dimethyl sulfoxide: Cyclic voltammetry and density functional theory calculations

The (E)-2-hydroxy-5-(aryldiazenyl) benzaldehydes (azo dyes 1–4) were synthesized in high purity. As they are insoluble in water, the usual analytical methods cannot be utilized to determine their pKa values. Cyclic voltammetry was experimentall

Novel C-2 symmetric molecules as α-glucosidase and α-amylase inhibitors: Design, synthesis, kinetic evaluation, molecular docking and pharmacokinetics

A series of symmetrical salicylaldehyde-bishydrazine azo molecules, 5a–5h, have been synthesized, characterized by 1H-NMR and 13C-NMR, and evaluated for their in vitro α-glucosidase and α-amylase inhibitory activities. All the synthesized compounds efficiently inhibited both enzymes. Compound 5g was the most potent derivative in the series, and powerfully inhibited both α-glucosidase and α-amylase. The IC50 of 5g against α-glucosidase was 0.35917 ± 0.0189 μM (standard acarbose IC50 = 6.109 ± 0.329 μM), and the IC50 value of 5g against α-amylase was 0.4379 ± 0.0423 μM (standard acarbose IC50 = 33.178 ± 2.392 μM). The Lineweaver-Burk plot indicated that compound 5g is a competitive inhibitor of α-glucosidase. The binding interactions of the most active analogues were confirmed through molecular docking studies. Docking studies showed that 5g interacts with the residues Trp690, Asp548, Arg425, and Glu426, which form hydrogen bonds to 5g with distances of 2.05, 2.20, 2.10 and 2.18 ?, respectively. All compounds showed high mutagenic and tumorigenic behaviors, and only 5e showed irritant properties. In addition, all the derivatives showed good antioxidant activities. The pharmacokinetic evaluation also revealed promising results.

Regioselective synthesis of 5-aryl azo salicylaldehydes catalyzed by Zn/SBA-15

Synthesis of (E)-2-hydroxy-5-(aryldiazenyl)benzaldehydes was investigated. Various Lewis acids were tested as catalyst to achieve regioselectivity. In addition to various commercial catalysts, mesoporous Zn/SBA-15 was synthesized through a modified direct

Sensitivity and Resolution Development of Spiropyran-based Molecular Photoswitches

The phenylazo moiety and its donor- and acceptor-substituted derivatives are studied as effective auxochromes to improve their sensitivity and resolution for distinguishing between the spiro (SP; OFF) and mero (ON) forms in molecular photoswitching applications. Thus, 13 azospiropyran derivatives were synthesized and their spectroscopic and photokinetic behaviors were studied. The quality of photochromic reactions of the synthesized photochromic compounds were compared using a dose–response model. Interestingly, by replacing the nitro group in 6-nitrospiropyran (ε = 0.42 × 104 M?1 cm?1) with a simple phenylazo moiety, the SP form is still colorless and the color intensity of the merocyanine (MC) form is improved desirably by extending the conjugation length (1a, ε = 1.35 × 104 M?1 cm?1). The presence of a hydrophilic OH group or a CH3 group at the para position of phenylazo moiety revealed more or less the same photochromic properties as 1a. The OCH3 group substituted at position 6 of the phenylazo moiety at the para position of the azobenzene moiety effectively increased the photochromic properties with the maximum k-value for SP to MC switching. Meanwhile, Cl, Br, COOH, and NO2 groups at the para position of the azobenzene moiety revealed the reduction in photochromic properties compared to 1a.

Some polyhydroxy azo-azomethine derivatives of salicylaldehyde: Synthesis, characterization, spectroscopic, molecular structure and antimicrobial activity studies

Some new substituted polyhydroxy azo-azomethine compounds were prepared by reaction of tris(hydroxymethyl)aminomethane with (E)-2-hydroxy-5-(phenyldiazenyl) benzaldehyde and its substituted derivatives. The structures of azo and azo-azomethine compounds were determined by IR, UV-vis, 1H NMR and 13C NMR spectroscopic techniques, and/or X-ray diffraction studies. According to IR spectra, all azo-azomethine compounds adopt keto form in solid state. UV-vis analysis has shown the presence of keto-enol tautomerism in solution for all azo-azomethine compounds, except that for nitro substituted derivative, enol form is dominantly favored in solution. At the same time, above mentioned derivative compounds were studied in vitro for their antimicrobial properties. Among the phenylazosalicylaldehyde series compound tested, 4-phenylazosalicylaldehyde, 4-(3-chlorophenylazo)salicylaldehyde, 4-(2-chlorophenylazo)salicylaldehyde, 4-(4-fluorophenylazo)salicylaldehyde, 4-(3-chlorophenylazo)salicylaldehyde and 4-(4-ethylphenylazo)salicylaldehyde showed a weak antimicrobial activity only against gram positive bacteria. On the contrary, phenylazosalicylaldehyde series compounds were reacted tris(hydroxmethyl)aminomethane, that exhibited a strong antimicrobial activity against gram positive bacteria, yeast and mould. Moreover, while the 2-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-ylimino]methyl}phenol did not show an inhibition on tested microorganism, the addition of phenyldiazine groups to 2-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-ylimino]methyl}phenol resulted in a strong increases in antimicrobial activity.