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Usage

General Description

1,3-Benzenediol, 4-[[(2-hydroxyphenyl)imino]methyl]-, also known as 4-[(2-Hydroxyphenyl)imino]methyl]benzene-1,3-diol, is a chemical compound with the molecular formula C13H11NO3. It consists of a benzene ring with two hydroxyl groups and a functional group containing an imine (-N=) bond. 1,3-Benzenediol, 4-[[(2-hydroxyphenyl)imino]methyl]- is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It has potential applications as a chelating agent or antioxidant due to its phenolic groups. However, it is important to handle this chemical with caution, as it is considered toxic and harmful if ingested or inhaled.

Upstream product

• 108-46-3 recorcinol 
• 95-55-6 2-amino-phenol 
• 95-01-2 2,4-Dihydroxybenzaldehyde 

Downstream Products

• 1622994-30-2 C₅₀H₃₉As₂NO₄Ru 
• 1622994-27-7 C₅₀H₃₉NO₄P₂Ru 

Relevant academic research and scientific papers

In vitro and in vivo anti-inflammatory properties of imine resveratrol analogues

Resveratrol is a natural polyphenol found mainly on red grapes and in red wine, pointed as an important anti-inflammatory/immunomodulatory molecule. However, its bioavailability problems have limited its use encouraging the search for new alternatives agents. Thus, in this study, we synthetize 12 resveratrol analogues (6 imines, 1 thioimine and 5 hydrazones) and investigated its cytotoxicity, antioxidant activity and in vitro anti-inflammatory/immunomodulatory properties. The most promising compounds were also evaluated in vivo. The results showed that imines presented less cytotoxicity, were more effective than resveratrol on DPPH scavenger and exhibited an anti-inflammatory profile. Among them, the imines with a radical in the para position, on the ring B, not engaged in an intramolecular hydrogen-interaction, showed more prominent anti-inflammatory activity modulating, in vivo, the edema formation, the inflammatory infiltration and cytokine levels. An immunomodulatory activity also was observed in these molecules. Thus, our results suggest that imines with these characteristics presents potential to control inflammatory disorders.

OH-substituted tridentate ONO Schiff base ligands and related molybdenum(VI) complexes for solvent-free (ep)oxidation catalysis with TBHP as oxidant

Molybdenum complexes with ONO tridentate Schiff base ligands based on salicylideneaminophenolato (SAP) backbone with OH substitution on the salicyl arene ring have been synthesized and characterized. The molecular structures of the full series of OH substituted molybdenum complexes were determined by X-ray crystallography as monomers stabilized by one solvent molecule, [MoO2L(D)]. All dimeric complexes [MoO2L]2 were tested for the epoxidation of cyclooctene and cyclohexene under organic solvent-free conditions using aqueous TBHP as oxidant. The position of the OH on the SAP-modified ligand influenced the catalytic activity of the respective complexes. DFT calculations for the catalytic cycle yield energy spans in agreement with the experimentally observed activity trend.

2,4-dihydroxy benzaldehyde derived Schiff bases as small molecule Hsp90 inhibitors: Rational identification of a new anticancer lead

Hsp90 is a molecular chaperone that heals diverse array of biomolecules ranging from multiple oncogenic proteins to the ones responsible for development of resistance to chemotherapeutic agents. Moreover they are over-expressed in cancer cells as a complex with co-chaperones and under-expressed in normal cells as a single free entity. Hence inhibitors of Hsp90 will be more effective and selective in destroying cancer cells with minimum chances of acquiring resistance to them. In continuation of our goal to rationally develop effective small molecule azomethines against Hsp90, we designed few more compounds belonging to the class of 2,4-dihydroxy benzaldehyde derived imines (1-13) with our validated docking protocol. The molecules exhibiting good docking score were synthesized and their structures were confirmed by IR, 1H NMR and mass spectral analysis. Subsequently, they were evaluated for their potential to suppress Hsp90 ATPase activity by Malachite green assay. The antiproliferative effect of the molecules were examined on PC3 prostate cancer cell lines by adopting 3-(4,5-dimethythiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) assay methodology. Finally, schiff base 13 emerged as the lead molecule for future design and development of Hsp90 inhibitors as anticancer agents.

Synthesis, spectral, DNA binding and cleavage properties of ruthenium(II) Schiff base complexes containing PPh3/AsPh3 as co-ligands

Dihydroxybenzaldehyde-based Schiff base ligands (L1-L 3) and their ruthenium(II) complexes were synthesized and characterized by elemental analysis, 1H-, 13C- and 31P-NMR, UV-Vis, IR and mass spectros

Study of Formation Constants of Substituted Salicylanils and 2'-Hydroxysalicylanils

The proton-ligand stability constants of some substituted salicylanils and 2'-hydroxy-salicylanils have been studied by the Bjerrum-Calvin pH titration technique in water-dioxane medium (1:3 v/v) at μ ca. 0.1 (NaClO4) and at 30 deg C (+/-0.1).The results