129121-76-2

Upstream product

• 123-30-8 4-amino-phenol 
• 555-16-8 4-nitrobenzaldehdye 
• 51-78-5 p-aminophenol hydrochloride 

Downstream Products

• 129121-78-4 N-(4-nitrobenzylidene)-4'-(6-bromohexyloxy)aniline 
• 1251928-31-0 4-[2-(4-nitrophenyl)imidazo[4,5-b]indol-3(4H)-yl]phenol 
• 690982-65-1 Pd(HOC₆H₄NCHC₆H₃NO₂)(HOC₆H₄NCHC₆H₃ON(CH₂CH₃)2) 
• 1613063-89-0 1-(4-nitrobenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carbonitrile 
• 1613063-57-2 2-cyano-N-(4-hydroxyphenyl)-N-(4-nitrobenzyl)acetamide 
• 803621-35-4 4-(4-Nitro-benzylamino)-phenol 
• 1421611-42-8 C₁₃H₉N₂O₃^(1-) 
• 1359822-05-1 4-(4-nitrobenzylideneamino)phenyl 2-(2,4-dimethylphenylamino)benzoate 
• 690982-60-6 Pd₂(OCOCH₃)2(HOC₆H₄NCHC₆H₃NO₂)2 

Relevant academic research and scientific papers

A simple protocol for the visual discrimination of natural cyclodextrins in aqueous solution using perichromic probes

(Graph Presented) Three synthesized compounds, 4-(4-nitrostyryl)phenol, 2,6-dibromo-4-(2,4-dinitrobenzylideneamino) phenol and 2,6-dichloro-4-(2,4-dinitrobenzylideneamino)phenol, were deprotonated to generate the perichromic dyes 2b, 3b and 4b, respectively. These dyes were used as probes to investigate the micropolarity of natural cyclodextrins (CyDs) and it was observed that they interact differently with the CyDs according to the molecular structure of the dye and the diameter of the CyD. The solvatochromic bands of the dyes that interacted with the CyDs were bathochromically shifted, suggesting that the probes were transferred to the hydrophobic interior of the CyD in aqueous solution. Dyes 2b and 4b were found to be very selective for α-CyD and γ-CyD, respectively, while β- and γ-CyD changed the color of the solution of compound 3b. These dyes were then successfully used in a simple assay that allows the naked-eye discrimination of natural CyDs in aqueous solution, without the need for expensive techniques.

Anionic chromogenic chemosensors highly selective for fluoride or cyanide based on 4-(4-Nitrobenzylideneamine)phenol

4-(4-Nitrobenzylideneamine)phenol was used in two strategies allowing the highly selective detection of F- and CN-. Firstly, the compound in acetonitrile acts as a chromogenic chemosensor based on the idea that more basic anions cause its deprotonation (c

Microwave assisted synthesis of 4-aminophenol Schiff bases: DFT computations, QSAR/Drug-likeness proprieties and antibacterial screening

The present work is devoted to the synthesis and study of the structural and electronic properties of three Schiff bases prepared from para-aminophenol under green chemistry conditions. These compounds were successfully synthesized in excellent yields. The synthesized Schiff bases have been characterized by Elemental analysis, FTIR, and NMR (1H and 13C) spectroscopic methods. The molecular geometry, Mulliken atomic charges and vibrational analysis of the studied compounds were investigated theoretically by performing density functional theory (DFT) using the B3LYP/6-31G++(d,p) method. Moreover, these compounds were screened for antibacterial activity. These compounds were found active to be the most active against all the bacteria investigated. The antibacterial activities have been correlated with chemical reactivity parameters and other electronic parameters looking for any relationship between electronic parameters and biological activity. This effort just provides preliminary data for some biological properties. The results are very encouraging, so we can say that these products are biologically active and can be used later in other applications towards drug development.

Synthesis and molecular docking studies of imines as α-glucosidase and α-amylase inhibitors

Imine functionality is found in many compounds with important biological activity. Thus, the development of novel synthetic approaches for imines is important. In this work, it is propose an easy, eco-friendly and straightforward synthesis pathway of aryl imines under microwave irradiation catalyzed by Alumina-sulfuric acid. In addition, the in vitro enzymatic inhibition, antioxidant activity and molecular docking studies were performed. The aryl imines were isolated with yields in the range of 37–94%. All aryl imines synthesized were evaluated for in vitro inhibitory potential against α-glucosidase and α-amylase enzymes and the results exhibited that the most of the compounds displayed inhibitory activity against both enzymes. The (E)-1-(4-nitrophenyl)-N-(pyridin-2-yl)methanimine (3d) was 1.15-fold more active than acarbose against α-amylase whilst the (E)-1-phenyl-N-(pyridin-2-yl)methanimine (3c) displayed similar activity that acarbose against α-glucosidase. The molecular docking studies in α-glucosidase and α-amylase reveal that aryl imines mainly establish an H-bond with the R2-subtituent and hydrophobic interactions with the R1-subtituent. The docking analysis reveals these synthetic aryl imines 3d-i interact in same active site than acarbose drug in both enzymes.

Additional effect of para-hydroxyl on the reduction potentials of the N-benzylidenebenzenamines

The reduction potential ERed of disubstituted N-benzylidenebenzenamines XArCH NArY (abbreviated as XBAY) is a measure of the electron acceptance ability of the Lowest-energy Unoccupied Molecular Orbital (LUMO) in molecule, which is closely related to the electronic effects of substituents X and Y in molecule. Previous studies on the ERed of XBAY reported by Luo, Wang, and Yuan all did not involve these molecules containing hydroxyl. In this work, 28 samples of disubstituted N-benzylidenebenzenamines containing para-hydroxyl, (abbreviated as 4-OHBAY or XBAOH-4′) were synthesized, and their ERed values were measured. Then, 127 compounds were taken as a complicated ERed data set, which involved 28 compounds (4-OHBAY and XBAOH-4′) of this work and 99 compounds XBAY reported by Luo. Based on these data ERed set, through a quantitative regression analysis method and comparison of the factors affecting the ERed, the following results are obtained: (a) Because the phenolic hydroxyl OH can dissociate H+ to form phenolic oxygen anion, the change regularity of ERed of compounds 4-OHBAY and XBAOH-4′ is somewhat different from that of ERed of XBAY compounds without hydroxyl OH. That is, hydroxyl OH has an additional effect on the ERed, which decreases the ERed value. (b) The additional effects of 4-OH on the ERed is different from that of 4′-OH. The effect of hydroxyl OH attached to the aldehyde aromatic ring on the ERed is more than that of OH attached to the amine aromatic ring.

Abnormal effect of hydroxyl on the longest wavelength maximum in ultraviolet absorption spectra for bis-aryl Schiff bases

Two sets of bis-aryl Schiff bases that contain 4(or 4′)-OH and 2(or 2′)-OH were synthesized. The first set consists of 4-HOArCH=NArY and XArCH=NArOH-4′, and the second set consists of 2-HOArCH=NArY and XArCH=NArOH-2′. Their ultraviolet absorption spectra were measured and investigated. A very interesting phenomenon was observed by analyzing their wave number νmax (cm?1) of longest wavelength maximum λmax (nm) of ultraviolet. Compared with the change regularity of the νmax of XArCH=NArY (where the X and Y excluded OH), the 4′-position hydroxyl (4′-OH) and 2′-position hydroxyl (2′-OH) have abnormal performance. The details are the following: the 4′-OH contributes an additional red shift to the νmax of XArCH=NArOH-4′ (λmax increase), whereas the 2′-OH contributes an additional blue shift to the νmax of XArCH=NArOH-2′ (λmax decrease). In addition, there are ortho steric effects of all 2-OH and 2′-OH on the νmax for 2-HOArCH=NArY and XArCH=NArOH-2′, and the ortho steric effect contributes a red shift to their νmax. These experimental facts can provide an important theoretical reference for us using aryl Schiff base compounds as optical materials and performing the molecular design.

Spectrometric and kinetics studies involving anionic chromogenic chemodosimeters based on silylated imines in acetonitrile or acetonitrile-water mixtures

Three chromogenic anionic chemodosimeters (1-3) based on silylated imines were synthesized and characterized. Solutions of compound 1 in acetonitrile with 4.0% (v/v) of water are colorless, but with the addition of several anions only CN-, and

Synthesis and antimalarial activity of new nanocopolymer β-lactams and molecular docking study of their monomers

This report describes the preparation of some new β-lactam nanocopolymers. These nanoparticles are synthesized in water by emulsion polymerization of an acrylate β-lactam pre-dissolved in a mixture of co-monomers in the presence of sodium dodecyl sulfate as a surfactant and potassium persulfate as a radical initiator. Dynamic light scattering analysis and electron microscopy images of these emulsions show that the nanoparticles are approximately 30-70 nm in diameter. These compounds have been evaluated for their antimalarial activities against chloroquine-resistant Plasmodium faliparum K1 strain demonstrating IC50 varying from 14 to 50 μM. The interactions between these β-lactam nanocopolymers and the P. falciparum single-stranded DNA-binding proteins have been studied by molecular docking calculations.

Dual colorimetric receptor with logic gate operations: Anion induced solvatochromism

A receptor R1 was designed and synthesised for colorimetric detection of F- ions as well as Cu2+ ions via intramolecular charge transfer mechanism. Upon addition of F- ions in dry DMSO, the color of the receptor R1 changed

Versatile synthesis of 4-spiro-β-lactam-3-carbonitriles via the intramolecular nucleophilic cyclization of N-(p-hydroxyphenyl)cyanoacetamides

A series of 4-spiro-cyclohexadienonyl-β-lactam-3-carbonitriles, 2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carbonitriles, was synthesized in satisfactory to excellent yields via the intramolecular nucleophilic cyclization of N-(p-hydroxyphenyl)cyanoacetamides with iodobenzene diacetate (IBD) as oxidant and potassium hydroxide as base. Acetic 4-spiro-cyclohexadienonyl- β-lactam-3-carbimidic anhydrides were obtained when organic base triethylamine was applied instead of potassium hydroxide. The mechanisms of the intramolecular nucleophilic cyclization and formation of acetic β-lactam-3-carbimidic anhydrides were proposed. The cyclization is a sequence of nucleophilic ipso addition and oxidative dearomatization. The formation of acetic carbimidic anhydrides is an acid-catalyzed acetate addition to the nitriles.