622-73-1

Basic information

• Product Name: 1-(4-methoxybenzylidene)-2-phenylhydrazine
• CAS NO: 622-73-1
• Molecular Formula: C₁₄H₁₄N₂O
• Molecular Weight: 226.2738
• Mol File: 622-73-1.mol
• Article Data: 59

Chemical Properties

• Boiling Point: 364.8°C at 760 mmHg
• Flash Point: 174.5°C
• Density: 1.04g/cm³
• Vapor Pressure: 1.64E-05mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: 1-(4-methoxybenzylidene)-2-phenylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxybenzylidene)-2-phenylhydrazine(622-73-1)
• EPA Substance Registry System: 1-(4-methoxybenzylidene)-2-phenylhydrazine(622-73-1)

Safety Data

• Hazardous Substances Data: 622-73-1(Hazardous Substances Data)

Usage

General Description

1-(4-methoxybenzylidene)-2-phenylhydrazine is a chemical compound with the chemical formula C15H15N3O. It is a hydrazine derivative that contains a benzylidene group and a phenyl group. 1-(4-methoxybenzylidene)-2-phenylhydrazine is commonly used in the synthesis of pharmaceuticals and agrochemicals. It has been studied for its potential as an antitumor and antifungal agent, as well as for its activity against Alzheimer's disease. Additionally, it has been found to have antioxidant and free radical scavenging properties, making it a potential candidate for use in the development of antioxidant therapies. Overall, 1-(4-methoxybenzylidene)-2-phenylhydrazine exhibits a range of biological activities and has potential applications in various fields.

Upstream product

• 2299-73-2 N,N-bis(4-methoxybenzylidene)hydrazine 
• 64-17-5 ethanol 
• 100-63-0 phenylhydrazine 
• 56-23-5 tetrachloromethane 
• 6292-71-3 4-methoxybenzaldehyde semicarbazone 
• 108-98-5 thiophenol 
• 123-11-5 4-methoxy-benzaldehyde 
• 59-88-1 phenylhydrazine hydrochloride 
• 105-13-5 4-Methoxybenzyl alcohol 
• 2746-25-0 p-Methoxybenzyl bromide 
• 40277-63-2 4-methoxy-N'-phenylbenzohydrazonoyl chloride 
• 62-53-3 aniline 
• 3717-21-3 p-methoxyl benzaldoxime 
• 16061-98-6 4-methoxybenzaldehyde oxime benzoyl ester 

Downstream Products

• 101773-51-7 (E)-1-(2'-p-methoxybenzylidene-1'-phenylhydrazinyl)-1,2-dibenzoylethylene 
• 123560-34-9 4-methoxybenzaldehyde α-chloroformylphenylhydrazone 
• 128737-93-9 2,4,7-Trinitro-fluoren-9-one; compound with N-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-N'-phenyl-hydrazine 
• 129159-29-1 2-{4-[2-4-methoxybenzylidenehydrazino]phenyl}ethylene-1,1,2-tricarbonitrile 
• 128738-02-3 2-(2,4,7-Trinitro-fluoren-9-ylidene)-malononitrile; compound with N-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-N'-phenyl-hydrazine 
• 134122-61-5 3-(p-methoxyphenyl)-5-(1,2,3,4,5-penta-O-acetyl-D-galacto-pentitol-1-yl)-1-phenylpyrazole 
• 56156-39-9 1,5-diphenyl-3-(p-methoxyphenyl)formazane 
• 112718-20-4 2-[3-(4-methoxy-phenyl)-N'''-phenyl-formazano]-benzoic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 92-52-4 biphenyl 
• 7684-30-2 N,N-dimethyl-N'-phenylcarbamimidic chloride 
• 874-90-8 4-methoxybenzonitrile 
• 2829-34-7 1-(hydroperoxy(4-methoxyphenyl)methyl)-2-phenyldiazene 
• 52778-16-2 C₂₆H₂₃N₃OS₂ 

Relevant articles and documents

Synthesis of 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) and 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) Perchlorates

Abstract: New bis-formazans and bis(5,6-dihydro-1,2,4,5-tetrazin-1-ium) perchlorates were synthesized with high yields under mild conditions. 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) were obtained by diazo coupling of para-substituted benzaldehyde phenylhydrazones with [1,1′-biphenyl]-4,4′-bis(diazonium chloride). Treatment of the obtained bis-formazans with formaldehyde in the presence of perchloric acid in dioxane afforded 1,1′-([1,1′-biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) diper-chlorates. The structure of the synthesized compounds was confirmed by elemental analyses and UV, IR, and 1H and 13C NMR spectra.

Synthesis of and characterization of some Heterocyclic Compounds derived from Thiophenol

This research work involved preparation of heterogeneous pent lateral cyclic compounds (thiazolidine -4- one, benzothiazole, triazole, 4-oxothiazolidin) using thiophenol as raw materials: Thiophenol was reacted with mono chloroacetic acid in the presence of potassium hydroxide to prepare (sh1) followed by ortho amino aniline results the (sh2). The reaction of thiophenol with ethylchloroacetate afforded (sh3) and the reaction of (sh3) with thiosemicarbazide and 4% NaOH leads to ring closure giving 1,2,4- triazole (sh5). A treatment of thiophenol with hydrazine hydrate to obtain the intermediate (sh6) with aromatic aldehyde synthesized azomethines (sh7- sh9) then treated with mercaptoacetic acid to obtained (sh10-sh12). A treatment of thiophenol with chloroacetyl chloride produced (sh13) compound then treated with hydrazine hydrate to obtain (sh14) compound followed by bromobenzaldehyde synthesized azomethine (sh15) compound then treated with mercaptoacetic acid to obtained (sh16) compound. Characterization results for the prepared compounds using IR spectroscopy, NMR and melting points confirmed their chemical structures.

Identification of novel 1,3-diaryl-1,2,4-triazole-capped histone deacetylase 6 inhibitors with potential anti-gastric cancer activity

Histone deacetylase 6 (HDAC6) has emerged as a critical regulator of many cellular pathways in tumors due to its unique structure basis and abundant substrate types. Over the past few decades, the role played by HDAC6 inhibitors as anticancer agents has sparked great interest of biochemists worldwide. However, they were less reported for gastric cancer therapy. In this paper, with the help of bioisosteric replacement, in-house library screening, and lead optimization strategies, we designed, synthesized and verified a series of 1,3-diaryl-1,2,4-triazole-capped HDAC6 inhibitors with promising anti-gastric cancer activities. Amongst, compound 9r displayed the best inhibitory activity towards HDAC6 (IC50 = 30.6 nM), with 128-fold selectivity over HDAC1. Further BLI and CETSA assay proved the high affinity of 9r to HDAC6. In addition, 9r could dose-dependently upregulate the levels of acetylated α-tubulin, without significant effect on acetylated histone H3 in MGC803 cells. Besides, 9r exhibited potent antiproliferative effect on MGC803 cells, and promoted apoptosis and suppressed the metastasis without obvious toxicity, suggesting 9r would serve as a potential lead compound for the development of novel therapeutic agents of gastric cancer.