62698-28-6

Basic information

• Product Name: Benzaldehyde, (3-methylphenyl)hydrazone
• CAS NO: 62698-28-6
• Molecular Formula: C14H14N2
• Molecular Weight: 210.279
• Mol File: 62698-28-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, (3-methylphenyl)hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, (3-methylphenyl)hydrazone(62698-28-6)
• EPA Substance Registry System: Benzaldehyde, (3-methylphenyl)hydrazone(62698-28-6)

Safety Data

• Hazardous Substances Data: 62698-28-6(Hazardous Substances Data)

Upstream product

• 2725-46-4 1-benzyl-2-benzylidene-1-phenylhydrazine 
• 588-64-7 benzaldehyde phenylhydrazone 
• 637-04-7 (3-methylphenyl)hydrazine hydrochloride 
• 100-52-7 benzaldehyde 
• 857815-63-5 1-benzyl-1-(m-tolyl)hydrazine 
• 536-89-0 m-tolylhydrazine 
• 100-44-7 benzyl chloride 

Downstream Products

• 18196-44-6 N-<α-m-Tolylazo-benzyl>-hydrazin-N,N'-dicarbonsaeure-diaethylester 
• 24781-11-1 1-benzyl-6-methyl-2-phenyl-1H-benzo[d]imidazole 
• 52159-88-3 1-benzyl-4-methyl-2-phenyl-1H-benzo[d]imidazole 
• 18196-54-8 N-<α-m-Tolylhydrazono-benzyl>-hydrazin-N,N'-dicarbonsaeure-diethylester 
• 538-00-1 1-m-tolyl semicarbazide 

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.

Radical Addition of Hydrazones by α-Bromo Ketones to Prepare 1,3,5-Trisubstituted Pyrazoles via Visible Light Catalysis

A novel efficient tandem reaction of hydrazones and α-bromo ketones is reported for the preparation of 1,3,5-trisubstituted pyrazoles by visible light catalysis. In this system, the monosubstituted hydrazones show wonderful reaction activity with alkyl radicals, generated from α-bromo ketones. A radical addition followed by intramolecular cyclization affords the important pyrazole skeleton in good to excellent yields. This efficient strategy under mild conditions with wide group tolerance provides a potential approach to the 1,3,5-trisubstituted pyrazoles.