50366-22-8

Upstream product

• 90-02-8 salicylaldehyde 
• 5351-17-7 4-aminobenzohydrazide 
• 619-45-4 4-methoxycarbonyl aniline 
• 150-13-0 4-amino-benzoic acid 

Downstream Products

• 132255-91-5 4-(1H-Indol-3-ylazo)-benzoic acid [1-(2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 98647-98-4 MoO(NH₂C₆H₄C(O)NHNCHC₆H₄O)Cl₂ 

Relevant academic research and scientific papers

Dual-functional chemical sensor for sensitive detection and bioimaging of Zn2+ and Pb2+ based on a water-soluble polymer

Free lead and zinc ions are toxic to living cells and environment, we develop a multi-responsive fluorescence probe based on water-soluble double hydrophilic block copolymer. The polymer sensor with Schiff moiety can sensitively, selectively and simultaneously fluorescence probe Zn2+ (green) and Pb2+ (blue) through the different fluorescence color. The linear concentration ranges for Pd2+ and Zn2+ were 0.8–10.0 μM and 0–10.0 μM with the detection limits of 0.7 μM and 0.2 μM, respectively. The probe responding to Na+, Mn2+, Fe2+, Fe3+, Cu2+, Zn2+, Cd2+, Al3+, Cr3+, Co2+, Ni2+, Ag+, Ca2+, K+, Mg2+, Ba2+, Hg2+, and Pb2+ displays almost no significant interference with the assay process. The sensing mechanism of the PSAM probe to Pb2+ and Zn2+ was investigated by Job's plot experiment, 1H NMR analysis and density functional theory (DFT), the results show that the nitrogen atom of CH[dbnd]N and oxygen atom of OH may recognize with ions and the Job's plots for the PSAM complexes demonstrate 1:1 complexation, respectively. To achieve its application, the chemosensor is successfully applied to monitor Pd2+and Zn2+ in tap and lake water samples, its ability to monitor free Pd2+ and Zn2+ ions in living cells or in vivo is also validated by the intracellular imaging.

Aqueous Zn2+ analysis: Specific recognition and instant imaging by Schiff base fluorescent probes

Two Schiff base fluorescence probes for aqueous Zn2+ were synthesized by introducing salicylaldehyde benzoyl hydrazine as the recognition group and C=N as the characteristic fluorescence chromophore. Spectroscopic analyses, mainly FS, illuminated the probes’ highly specific recognition towards Zn2+ over other metal ions, accompanied by steady optical properties at a wide pH range of 6.0 to 9.0. Moreover, cytotoxicity and fluorescence imaging in living ECV304 cells identified the probes’ instant response and membrane permeability. These results predicted the probes’ future applications for instant Zn2+ detection in a clinical diagnosis and dynamic analysis of Zn2+ in biological systems.

A novel dual-channel Schiff base fluorescent chemo-sensor for Zn2+ and Ca2+ recognition: Synthesis, mechanism and application

A novel multifunctional chemo-sensor (RHCS-NH2), incorporating Schiff base, rhodamine B hydrazide, hydrazine hydrate group into triazine, was successfully designed and synthesized. It was found that the RHCS-NH2 sensor displays immediate multi-response toward Ca2+ in CH3CN-H2O (v/v = 9/1, Tris-HCl pH 7.0) and Zn2+ in DMF-H2O (95/5, v/v). Under the optimized conditions, the linear range of identifing Ca2+ ions are from 0.01 to 10.0 μM in CH3CN-H2O (v/v = 9/1, Tris-HCl pH 7.0), 0.03–10.0 μM for Zn2+ ions in DMF-H2O (95/5, v/v), and the detection limit were measured to be 0.10 nM for Ca2+ and 0.14 nM for Zn2+, respectively. The reaction mechanism between RHCS-NH2 and metal ions was investigated in detail based on fluorescence titration, Job's plots and 1H NMR titration curve, ESI-MS measurement and theoretical calculation respectively. Simultaneously, 3-(4,5)-dimethylthiahiazo(-z-y1)-3,5-di-phenytetrazoliumromide (MTT) assays and inverted fluorescence microscopy imaging also demonstrated that the probe has well cell membrane permeability and hypotoxicity, indicating its potential applicability in vitro.

Fluorescent material applied to zinc ion content detection and preparation method thereof

The invention discloses a fluorescent material applied to zinc ion content detection, and further discloses a preparation method of the fluorescent material applied to zinc ion content detection. Thefluorescent material is prepared by taking methyl 4-aminobenzoate, hydrazine hydrate, substituted benzaldehyde and the like as raw materials. Zinc ion fluorescent probe molecule design is carried outon the basis of a long conjugated chain structure of an FRET resonance energy transfer mechanism and an electron transfer mechanism, a fluorescent probe material capable of specifically recognizing zinc ions is obtained, and accurate and effective detection of the content of the zinc ions in a water system is achieved. According to the method, complex sample pretreatment work does not need to be carried out on the zinc-ion-containing water sample, the detection speed is high and the anti-interference capability is high.

Comparative studies on conventional and solvent-free synthesis toward hydrazones: Application of PXRD and chemometric data analysis in mechanochemical reaction monitoring

Synthesis of hydrazones was performed via both conventional and solvent-free routes using the corresponding hydrazide (isonicotinic hydrazide, nicotinic hydrazide, 2-aminobenzhydrazide or 4-aminobenzhydrazide) and appropriate aldehyde (salicylaldehyde, 3-

Calcium ion and zinc ion double-channel rhodamine fluorescent probe as well as preparation method and application thereof

The invention relates to a calcium ion and zinc ion double-channel rhodamine fluorescent probe as well as a preparation method and application thereof. A structural formula of the calcium ion and zincion double-channel rhodamine fluorescent probe is as follows: the formula is shown in the description; the preparation method comprises the following steps: taking rhodamine B and hydrazine hydrate to react, so as to obtain rhodamine B hydrazide; carrying out reaction on p-aminobenzoate and the hydrazine hydrate; dissolving an obtained product into a solvent and dropwise adding salicylic aldehyde; reacting to obtain salicylic aldehyde-4-aminobenzoyl hydrazide hydrazone; dissolving cyanuric trichloride into the solvent and adding an acid binding agent; dropwise adding a THF (Tetrahydrofuran) solution of the rhodamine B hydrazide into an ice water bath under the protection of nitrogen gas; stirring to obtain RSH; dissolving the RSH and adding the acid binding agent; under the protection ofnitrogen gas, dropwise adding the salicylic aldehyde-4-aminobenzoyl hydrazide hydrazone and reacting to obtain RSHT; dissolving the RSHT and adding the acid binding agent; dropwise adding the hydrazine hydrate under the protection of N2 and reacting to obtain the probe. The fluorescent probe compound provided by the invention has very good selectivity on zinc ions and calcium ions, is convenientlyapplied to environmental applications and has a relatively good utilization effect.

aluminum ion and zinc ion dual-channel fluorescein fluorescence probe and preparation method and application thereof

The invention relates to an aluminium ion and zinc ion dual-channel fluorescein fluorescence probe and a preparation method and an application thereof. A structural formula of the fluorescence probe is shown as the specification, and the preparation method comprises the followings steps: fluorescein is dissolved in a solvent, and is reacted with hydrazine hydrate to obtain fluorescein hydrazide; methyl p-aminobenzoate is dissolved in a solvent, and is reacted with hydrazine hydrate, the product is dissolved in the solvent, excessive salicylaldehyde is added drop by drop, and the materials arereacted to obtain salicylaldehyde-4-aminobenzoylhydrazone; cyanuric chloride is dissolved in an anhydrous solvent, an acid binding agent is added, under ice water-bath and nitrogen protection, a THF solution of fluorescein hydrazide is added drop by drop, and the materials are reacted to obtain a condensation product FHC; the FHC is dissolved in the anhydrous solvent, the acid binding agent is added, under nitrogen protection, the salicylaldehyde-4-aminobenzoylhydrazone is added drop by drop, and the reaction is carried out. The fluorescence probe compound has good selectivity on aluminium ions and zinc ions, and is convenient and in environment application and has good usage effect.

Functional reactive dye for zinc ion probe, and preparation method and application thereof

The invention relates to a functional reactive dye for a zinc ion probe, and a preparation method and application thereof. The dye has a structural formula as described in the specification. The preparation method comprises the following steps: subjecting rhodamine B and hydrazine hydrate to a heating reflux reaction so as to obtain rhodamine B hydrazide; subjecting methyl p-aminobenzoate and hydrazine hydrate to a heating reflux reaction, dissolving a product in a solvent, adding salicylaldehyde drop by drop and then carrying out a heating reflux reaction so as to obtain salicylaldehyde-4-aminobenzoyl hydrazone; and dissolving cyanuric chloride in a solvent, adding an acid binding agent, adding rhodamine B hydrazide drop by drop at a temperature in a range of -5 to 5 DEG C, carrying out a reaction under stirring so as to obtain a concentration product, dissolving the concentration product in a solvent, adding the acid binding agent, adding salicylaldehyde-4-aminobenzoyl hydrazone drop by drop and carrying out a reflux reaction with temperature controlled so as to obtain the functional reactive dye. The functional reactive dye has good selectivity on zinc ions, is convenient to use in sewage treatment and exerts good usage effect.

A complex functional activity of zinc ion dye and its preparation method and application

The invention relates to a functional active dye complexing with zinc ions and a preparation method and an application thereof. The structural formula of the functional active dye is shown in the specification. The preparation method comprises the following steps: (1) dissolving methyl p-aminobenzoate in anhydrous ethanol, dropping hydrazine hydrate, carrying out a reflux reaction and rotatably steaming to obtain p-aminobenzoyl hydrazide; then, dissolving the p-aminobenzoyl hydrazide in anhydrous ethanol, adding salicylaldehyde, heating reflux, cooling, recrystallizing and filtering to obtain salicylaldehyde-4-aminobenzoyl hydrazide; and (2) dissolving the product in acetone, heating the solution in an ice-water bath to 0-5 DEG C, then, dissolving cyanuric chloride by acetone, adding into the solution and then adding a NaHCO3 solution and stirring to react; and filtering and washing the product to obtain the functional active dye. The functional active dye provided by the invention is of good selectivity to zinc ions, is convenient and has a good using effect in sewage treatment application.

Mechanistic differences between in vitro assays for hydrazone-based small molecule inhibitors of anthrax lethal factor

A systematically generated series of hydrazones were analyzed as potential inhibitors of anthrax lethal factor. The hydrazones were screened using one UV-based and two fluorescence-based in vitro assays. The study identified several inhibitors with IC50 values in the micromolar range, and importantly, significant differences in the types of inhibition were observed with the different assays.