71040-04-5

Upstream product

• 613-94-5 benzoic acid hydrazide 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 93-89-0 benzoic acid ethyl ester 
• 65-85-0 benzoic acid 
• 553-53-7 Nicotinic acid hydrazide 

Downstream Products

• 1049009-51-9 2-benzoyl-4-hydroxybenzaldehyde 

Relevant academic research and scientific papers

A simple turn-on fluorescent chemosensor based on Schiff base-terminated water-soluble polymer for selective detection of Al3+ in 100% aqueous solution

A simple water-soluble polymer PEGBHB based on polyethylene glycol bearing a Schiff base derivative moiety was successfully designed and synthesized. PEGBHB showed high selectivity and sensitivity towards Al3+ as a turn-on fluorescent chemosensor without influence by other competitive metal ions in 100% aqueous solution. The detection limit of PEGBHB for Al3+ was found to be 9.67 × 10?9 M. A 1:1 stoichiometry between PEGBHB and Al3+ has been confirmed by Job plot analysis. PEGBHB could detect Al3+ over a wide pH range from 4 to 10. The chemosensor was reversible by adding EDTA to the solution of PEGBHB-Al3+ complex. An INHIBIT molecular logic gate was constructed with the help of OFF-ON-OFF signal on alternate addition of Al3+ and EDTA to the chemosensor. Furthermore, test papers were fabricated facilely using PEGBHB for convenient and visual detection of practical Al3+.

Metal ions-triggered photo-induced fluorescence change in rhodamine B-based photo-responsive complexes

Photo-responsive materials with tunable properties by multiple stimuli have been widely used as molecular machines, molecular logic gates, optical data storages, etc. In this work, we report a rhodamine B-based photo-responsive system, whose properties co

A salicylaldehyde benzoyl hydrazone based near-infrared probe for copper(ii) and its bioimaging applications

Developing highly sensitive and selective methods for Cu2+ detection in living systems is of great significance in clinical copper-related disease diagnosis. In this work, a near infrared (NIR) fluorescent probe, CySBH, with a salicylaldehyde benzoyl hydrazone group as a selective and sensitive receptor for Cu2+ was designed and synthesized. The specific coordination of the salicylaldehyde benzoyl hydrazone group in CySBH with Cu2+ can induce a distinct quench of the fluorescence intensity, allowing for real-time tracking of Cu2+. We have demonstrated that CySBH could rapidly recognize Cu2+ with good selectivity and high sensitivity. Moreover, on the basis of low cell cytotoxicity, the probe was used to visualize Cu2+ in two cell lines by fluorescence imaging. Furthermore, CySBH can also be used to monitor Cu2+in vivo due to its NIR emission properties. These overall results illustrate that the NIR fluorescent probe CySBH provides a novel approach for the selective and sensitive monitoring of Cu2+ in living systems. This journal is

Mixed polymeric micelles as a multifunctional visual thermosensor for the rapid analysis of mixed metal ions with Al3+ and Fe3+

A novel type of responsive mixed double hydrophilic block copolymer (DHBC)-based multifunctional visual thermosensor (with mixed copolymers of poly(ethylene oxide)-b-poly(N-isopropylacrylamide-co-2,4-methacryloyl benzaldehyde oxime), (PEG-b-P(NIPAM-co-BDMa)) and poly(ethylene oxide)-b-poly(N-isopropylacrylamide-co-rhodamine 6G methyl acrylic acid) (PEG-b-P(NIPAM-co-Rh6GEMa))), for the detection of Al3+ and Fe3+ was designed and synthesized based on reversible addition-fragmentation chain transfer (RAFT) polymerization. Studies on the sensing processes showed that the multifunctional visual thermosensor has excellent selectivity for Al3+ and Fe3+ ions over many environmentally relevant ions, and high sensitivity with a detection limit on the nanomolar scale. Moreover, the multifunctional visual thermosensor can form micelles with (P(NIPAM-co-BDMa)/P(NIPAM-co-Rh6GEMa)) blocks as the cores and well-solvated PEG blocks as the coronas upon an increase in the temperature, which can enhance the detection sensitivity of Al3+ and Fe3+ ions. The detection limits using 0.05 g L-1 mixed micelles for the analysis of Al3+ and Fe3+ ions decreased from ～5.95 to ～4.02 nM, and ～30.30 nM to ～23.84 nM, respectively, upon changing the temperature from 25 °C to 40 °C. Furthermore, the mixed micelles in combination with Principal Component Analysis (PCA) and linear regression analysis to establish prediction models were used to achieve the successful quantitative detection of the mixed ions with Al3+ and Fe3+.

Synthesis and antifungal activity of substituted salicylaldehyde hydrazones, hydrazides and sulfohydrazides

Efficient synthetic procedures for the preparation of acid hydrazines and hydrazides were developed by converting the corresponding carboxylic acid into the methyl ester catalyzed by Amberlyst-15, followed by a reaction with hydrazine monohydrate. Sulfohydrazides were prepared from the corresponding sulfonyl chlorides and hydrazine monohydrate. Both of these group of compounds were condensed with substituted salicylaldehydes using gradient concentration methods that generated a large library of hydrazone, hydrazide and sulfohydrazide analogs. Antifungal activity of the prepared analogs showed that salicylaldehyde hydrazones and hydrazides are potent inhibitors of fungal growth with little to no mammalian cell toxicity, making these analogs promising new targets for future therapeutic development.

Structural investigations of aroylhydrazones derived from nicotinic acid hydrazide in solid state and in solution

Structural forms of aroylhydrazones derived from nicotinic acid hydrazide have been studied in the solid state by FT-IR spectroscopy and in solution by NMR, UV-Vis and ATR spectroscopy. The studied compounds were N′-benzylidene-3-pyridinecarbohydrazide (1), N′-(2,4- dihydroxyphenylmethylidene)-3-pyridinecarbohydrazide (2), N′-(5-chloro-2- hydroxyphenylmethylidene)-3-pyridinecarbohydrazide (3), and N′-(3,5- dichloro-2-hydroxymethoxyphenylmethylidene)-3-pyridinecarbohydrazide (4). The compound 1 adopted the most stable ketoamine form (form I, CONHNC) in the solid state as well as in various organic solvents. In mixtures of organic solvents with water the UV-Vis and ATR spectra implied intermolecular hydrogen bonding of 1 with water molecules. The presence of both tautomeric forms I and II (form II, COHNNC) was proposed for the solid substance and highly concentrated solutions of 2, whereas form I was detected as the predominant one in diluted solutions. For compounds 3 and 4 a coexistence of forms I and III (form III, CONHNHCCCO) was noticed in the solid state and in polar protic organic solvents. The conversion to form III was induced by increasing the water content in the solvent mixtures. This process was the most pronounced for compound 4. When exposed to daylight, an appearance of a new band was observed during time in the UV-Vis spectrum of 4 in organic solvent/water 1/1 mixtures, which implied that tautomeric interconversion was most likely followed by E/Z isomerisation.

A versatile and regiospecific synthesis of functionalized 1,3-diarylisobenzofurans

(Chemical Equation Presented) A convenient, versatile, and regiospecific synthesis of functionalized 1,3-diarylisobenzofurans has been developed. It involves chemoselective addition of arylmagnesium reagents to the aldehyde function of o-aroylbenzaldehydes, themselves readily obtained by lead tetraacetate oxidation of N-aroylhydrazones of salicylaldehydes. Various functional groups, including nitro, iodo, or ester functionalities, have thus been positioned with complete regiospecificity on the 1,3-diphenylisobenzofuran backbone.