2989-41-5

Basic information

• Product Name: (1E)-1-benzylidene-2-(3-chlorophenyl)hydrazine
• CAS NO: 2989-41-5
• Molecular Formula: C₁₃H₁₁ClN₂
• Molecular Weight: 230.6928
• Mol File: 2989-41-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 353.994°C at 760 mmHg
• Flash Point: 167.89°C
• Density: 1.133g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: (1E)-1-benzylidene-2-(3-chlorophenyl)hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-1-benzylidene-2-(3-chlorophenyl)hydrazine(2989-41-5)
• EPA Substance Registry System: (1E)-1-benzylidene-2-(3-chlorophenyl)hydrazine(2989-41-5)

Safety Data

• Hazardous Substances Data: 2989-41-5(Hazardous Substances Data)

Upstream product

• 2312-23-4 m-chlorophenylhydrazine hydrochloride 
• 100-52-7 benzaldehyde 
• 14763-20-3 3-chlorophenyl hydrazine 

Downstream Products

• 1416008-63-3 tert-butyl 4'-tert-butyl-2'-(3-chlorophenyl)-2-oxo-5'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate 

Relevant articles and documents

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.

From Phenylhydrazone to 1H-1,2,4-Triazoles via Nitrification, Reduction and Cyclization

Herein we report an annulation of phenylhydrazone via a tandem nitrification, reduction, cyclization protocol employing cobalt nitrate and 1,2-dichloroethane to produce substituted 1H-1,2,4-triazoles. Notably, 1,2-dichloroethane serves both the solvent and a hydrogen source for transfer hydrogenation. This methodology works under mild conditions, providing a direct approach for the synthesis of 1H-1,2,4-triazoles. (Figure presented.).