1761-57-5

Upstream product

• 90-02-8 salicylaldehyde 
• 95-84-1 3-amino-4-hydroxytoluene 

Downstream Products

• 1361309-62-7 N-(2-hydroxybenzyl)-2-hydroxy-5-methylphenylamine 
• 1361309-63-8 N-(3,5-di-tert-butyl-2-hydroxybenzyl)-N-(2'-hydroxybenzyl)-N-(2''-hydroxy-5''-methylphenyl)amine 
• 1393931-36-6 diethyl 3-(2-hydroxyphenyl)-6-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-2,2-dicarboxylate 
• 90-02-8 salicylaldehyde 

Relevant academic research and scientific papers

In situ modification of the Grubbs first generation catalyst: A highly controllable metathesis catalyst bearing tridentate Schiff base ligands

In this study, a practical and inexpensive procedure for the modification of the Grubbs first generation catalyst is reported. A highly controllable metathesis catalyst system was obtained by in situ modification of the Grubbs catalyst with tridentate Schiff base (ONO) ligands. The latent catalyst was activated by the addition of HCl, which allowed control of its initiation rate by varying the HCl/Ru ratio. Due to the superior control over the catalyst initiation step, improved molecular weight control in the ring-opening metathesis polymerization (ROMP) of cyclooctene (COE) was achieved using these complexes. ROMP polymers obtained by these catalyst systems have relatively narrow molecular weight distributions, and the molecular weight of the polymers can be controlled on a wide scale. In addition, the reversible inhibition and activation of the catalysts were studied the in ring-closing metathesis reaction (RCM) of diethyldiallylmalonate. RCM of diethyldiallylmalonate can be halted by the introduction of tridentate Schiff base ligands to the reaction medium. The reaction can be switched on again by the introduction of trace amounts of HCl.

Design, Synthesis, and Biological Activity of New N -(Phenylmethyl)-benzoxazol-2-thiones as Macrophage Migration Inhibitory Factor (MIF) Antagonists: Efficacies in Experimental Pulmonary Hypertension

Macrophage migration inhibitory factor (MIF) is a key pleiotropic mediator and a promising therapeutic target in cancer as well as in several inflammatory and cardiovascular diseases including pulmonary arterial hypertension (PAH). Here, a novel series of N-(phenylmethyl)-benzoxazol-2-thiones 5-32 designed to target the MIF tautomerase active site was synthesized and evaluated for its effects on cell survival. Investigation of structure-activity relationship (SAR) particularly at the 5-position of the benzoxazole core led to the identification of 31 that potently inhibits cell survival in DU-145 prostate cancer cells and pulmonary endothelial cells derived from patients with idiopathic PAH (iPAH-ECs), two cell lines for which survival is MIF-dependent. Molecular docking studies helped to interpret initial SAR related to MIF tautomerase inhibition and propose preferred binding mode for 31 within the MIF tautomerase active site. Interestingly, daily treatment with 31 started 2 weeks after a subcutaneous monocrotaline injection regressed established pulmonary hypertension in rats.

Dioxidouranium(IV) complexes with Schiff bases possessing an ONO donor set: Synthetic, structural and spectroscopic studies

Tridentate Schiff bases derived from the condensation of salicylaldehyde and o-aminophenol or its derivatives have rarely been used in 5f-metal chemistry. Synthetic investigations of the UO2(O2CMe)2·2H2O/4Mesaph

Towards a global greener process: from solvent-less synthesis of molybdenum(vi) ONO Schiff base complexes to catalyzed olefin epoxidation under organic-solvent-free conditions

Nine Schiff base ligands derived from o-hydroxyaldehydes (2-hydroxybenzaldehyde, 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy- 1-naphthaldehyde) and nine corresponding dioxomolybdenum(vi) complexes, cis-[MoO2L(CH3OH)] or cis-[MoO2L(CH3OH)]·CH3OH and dinuclear [MoO2L]2, have been prepared using the conventional solution-based method as well as mechanochemically, by liquid assisted grinding (LAG). All products have been characterised by means of IR spectroscopy, thermal analyses and also by powder and five molybdenum complexes by single crystal X-ray diffraction. The crystal structure analysis of mononuclear complexes reveal distorted octahedral Mo(vi) coordination by ONO donor atoms from a dianionic tridentate Schiff base ligand, two oxido oxygen atoms from the MoO22+ moiety and an oxygen atom from the MeOH molecule trans to the oxido oxygen atom. Due to the trans effect of the oxido oxygen atom, Mo-O(MeOH) is the longest bond distance within the Mo coordination sphere and it expected to be the point of maximum reactivity of the complexes. All complexes have been studied as pre(catalysts) for the epoxidation of cis-cyclooctene, cyclohexene and (R)-limonene using aqueous tert-butyl peroxide (TBHP) as the oxidant and in the absence of an organic solvent.

Spectral characterization and antimicrobial activity of some Schiff bases derived from 4-methyl-2-aminophenol

A series of N-(5-methyl-2-hydroxyphenyl)-(2/3/4/5-substituted)- benzaldimines (I-XIII) were synthesized using appropriate synthetic route. Their structures were characterized by FT-IR, UV-Visible, ESI-MS, 1H- and 13C-NMR spectroscopic techniques and analytical methods. The crystal structure of N-(5-methyl-2-hydroxyphenyl)-3,4-dimethoxybenzaldimine (XIII) was determined by X-ray diffraction at room temperature. Relationship between the melting points and the structures of the compounds were examined. Antibacterial activities of the compounds were evaluated against Staphylococcus aureus, Staphylococcus epidermidis, Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa and Proteus mirabilis. Antifungal activities were reported for Candida albicans. Some of the Schiff bases showed considerable antimicrobial activity against S. aureus and C. albicans. Copyright

The coordination chemistry of unsymmetric N-capped tripodal NO3 ligands with iron(III), oxo-vanadium(V) and dioxo-molybdenum(VI) metal centres

The synthesis and characterisation of iron(III) [Fe(L1)] 2 (1), oxo-vanadium(V) [VO(L1)] (2) and dioxo-molybdenum(VI) K[MoO2(L1)] (3) complexes supported by a partially unsymmetric N-capped tripodal NO3 ligand (L 1) are reported. Complexes 1 and 2 were prepared by reactions of a proligand [H3L1] and their corresponding metal precursor (FeCl3 and VOCl3, respectively) in the presence of triethylamine in THF, while 3 was obtained in a similar manner by treating [MoO2(acac)2] (acac = acetylacetonate) with the same proligand and potassium hydroxide in methanol. The X-ray crystal structure of 1 illustrates a dimeric structure with a bis-(μ-phenoxo) Fe2O 2 diamond core, and each iron centre bears a rare NO4 coordination sphere. The preparation of a previously unknown, fully unsymmetric N-capped tripodal NO3 proligand [H3L2] featuring three different phenolic arms is also described. Reaction of [H 3L2] with VOCl3 yielded the oxo-vanadium(V) complex [VO(L2)] (4). Complexes 2-4 exist as monomers in solution and were characterised by NMR (1H and 13C), IR (for 3), mass spectrometry, and elemental analysis.