2829-25-6

Basic information

• Product Name: 1-(4-methylbenzylidene)-2-phenylhydrazine
• CAS NO: 2829-25-6
• Molecular Formula: C₁₄H₁₄N₂
• Molecular Weight: 210.2744
• Mol File: 2829-25-6.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 340.6°C at 760 mmHg
• Flash Point: 159.8°C
• Density: 1g/cm³
• Vapor Pressure: 8.51E-05mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: 1-(4-methylbenzylidene)-2-phenylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methylbenzylidene)-2-phenylhydrazine(2829-25-6)
• EPA Substance Registry System: 1-(4-methylbenzylidene)-2-phenylhydrazine(2829-25-6)

Safety Data

• Hazardous Substances Data: 2829-25-6(Hazardous Substances Data)

Usage

Chemical structure

A hydrazine derivative with a benzylidene group and a phenyl group attached to the hydrazine nitrogen atoms

Usage

Commonly used in organic synthesis and chemical research as a reagent or intermediate

Applications

Potential applications in the pharmaceutical industry, particularly in the development of antitumor agents and other medicinal compounds

Additional properties

Studied for its antimicrobial and antifungal properties

Industrial and scientific value

Valuable chemical for various scientific and industrial purposes due to its potential applications and properties

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 100-63-0 phenylhydrazine 
• 827-71-4 4-methyl-benzimidic acid ethyl ester 
• 589-18-4 4-Methylbenzyl alcohol 
• 59-88-1 phenylhydrazine hydrochloride 
• 62-53-3 aniline 
• 25939-01-9 p-toluoyl chloride phenylhydrazone 
• 7559-36-6 4-methyl-β-nitrostyrene 
• 586-96-9 Nitrosobenzene 
• 104-84-7 para-methylbenzylamine 

Downstream Products

• 94115-03-4 ethyl (4-methylphenyl) ketimine 
• 62-53-3 aniline 
• 24621-45-2 phenylazo-p-tolylaldoxime 
• 104707-25-7 C₂₁H₁₉N₃O 
• 101773-50-6 (E)-1-(2'-p-methylbenzylidene-1'-phenylhydrazinyl)1,2-dibenzoylethylene 
• 104-87-0 4-methyl-benzaldehyde 
• 104936-69-8 5-Methyl-1-phenyl-3-p-tolyl-1H-[1,2,4]triazole 
• 1622-12-4 1,5-Diphenyl-3-p-methylphenylformazan 
• 104707-44-0 C₁₅H₁₃ClN₂O 
• 7684-30-2 N,N-dimethyl-N'-phenylcarbamimidic chloride 
• 104-85-8 para-methylbenzonitrile 
• 1132-39-4 diphenylselenide 
• 99-94-5 p-Toluic acid 
• 1622-12-4 3-(p-methylphenyl)-1,5-diphenylformazan 

Relevant articles and documents

Formazanate ligands as structurally versatile, redox-active analogues of β-diketiminates in zinc chemistry

A range of tetrahedral bis(formazanate)zinc complexes with different steric and electronic properties of the formazanate ligands were synthesized. The solid-state structures for several of these were determined by X-ray crystallography, which showed that

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.

1,3-dipolar cycloaddition reactions of the compound obtaining from cyclopentadiene-PTAD and biological activities of adducts formed selectively

After known adduct (4) was synthesized by cycloaddition reaction of cyclopentadiene with 4-phenyl-1,2,4-triazoline-3,5-dione, seven new isoxazoline derivatives were synthesized from reactions of 4 with corresponding oximes prepared from benzaldehyde derivatives in the existence of the aqueous NaOCl in CH2Cl2 at 0°C—RT via nitrile oxides. Four new pyrazoline derivatives were also synthesized from reactions of 4 with corresponding prepared reagents via nitrile imines. Selectively, each of all isoxazole and pyrazoline derivatives was synthesized by 1,3-dipolar cycloaddition reactions of compound 4 with the corresponding reagents. Based on the results of their biological activity analyses, Ki values for acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and alpha-glucosidase (α-Gly) enzymes were obtained in this range 32.15 ± 5.73–107.44 ± 19.52 22.57 ± 4.30–186.07 ± 23.51, and 69.08 ± 8.54–528.07 ± 38.46 nM, respectively. Besides that, these compounds were subjected to molecular docking to describe the interaction against AChE, BChE, and α-Gly enzymes in which important interactions were visualized and evaluated with residues of the binding region in each target enzyme.