34238-59-0

Basic information

• Product Name: Benzenamine, 2,5-dimethoxy-4-methyl-
• CAS NO: 34238-59-0
• Molecular Formula: C9H13NO2
• Molecular Weight: 167.208
• Mol File: 34238-59-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenamine, 2,5-dimethoxy-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2,5-dimethoxy-4-methyl-(34238-59-0)
• EPA Substance Registry System: Benzenamine, 2,5-dimethoxy-4-methyl-(34238-59-0)

Safety Data

• Hazardous Substances Data: 34238-59-0(Hazardous Substances Data)

Upstream product

• 75056-76-7 1-iodo-2,5-dimethoxy-4-methylbenzene 
• 51267-09-5 2,5-dimethoxy-4-methyl-benzonitrile 
• 32176-94-6 4-methyl-2,5-dimethoxy-benzoic acid 
• 105902-76-9 5-acetoxy-4-acetylamino-2-methoxy-toluene 
• 71528-84-2 4-hydroxy-3-methylphenyl benzoate 
• 102014-97-1 acetic acid-(2-hydroxy-5-methoxy-4-methyl-anilide) 
• 18102-26-6 5-benzoyloxy-2-methoxy-toluene 
• 14786-82-4 4-hydroxy-2-methylanisole 
• 95-71-6 2-methylbenzene-1,4-diol 
• 154843-27-3 (Z) N-(4'methyl-2',5'-dimethoxyphenyl)formamidine 
• 32185-64-1 1,4-dimethoxy-2-methyl-5-nitrobenzene 
• 53939-66-5 acetic acid-(2,5-dimethoxy-4-methyl-anilide) 
• 4925-88-6 2,5-dimethoxy-4-methylbenzaldehyde 

Downstream Products

• 872331-54-9 N-(2,5-dimethoxy-4-methylphenyl)-6-methoxy-7-(2-methoxyethoxy)quinazolin-4-amine 
• 154843-23-9 2-phenyl-N-(4'methyl-2',5'-dimethoxyphenyl)acetamide 
• 53939-66-5 acetic acid-(2,5-dimethoxy-4-methyl-anilide) 
• 708967-30-0 2-amino-4-methoxy-5-methylphenol 
• 154843-24-0 2-ethoxycarbonyl-N-(4'methyl-2',5'-dimethoxyphenyl)acetamide 
• 38869-11-3 1-(2,5-Dimethoxy-4-methyl-phenyl)-piperazine 
• 154843-27-3 (Z) N-(4'methyl-2',5'-dimethoxyphenyl)formamidine 

Relevant articles and documents

A Novel Redox Modulator Induces a GPX4-Mediated Cell Death That Is Dependent on Iron and Reactive Oxygen Species

Redox modulators have been developed as an attractive approach to treat cancer. Herein, we report the synthesis, identification, and biological evaluation of a quinazolinedione reactive oxygen species (ROS) inducer, QD394, with significant cytotoxicity in pancreatic cancer cells. QD394 shows a transcriptomic profile remarkably similar to napabucasin, a cancer stemness inhibitor. Both small molecules inhibit STAT3 phosphorylation, increase cellular ROS, and decrease the GSH/GSSG ratio. Moreover, QD394 causes an iron- and ROS-dependent, GPX4 mediated cell death, suggesting ferroptosis as a major mechanism. Importantly, QD394 decreases the expression of LRPPRC and PNPT1, two proteins involved in mitochondrial RNA catabolic processes and both negatively correlated with the overall survival of pancreatic cancer patients. Pharmacokinetics-guided lead optimization resulted in the derivative QD394-Me, which showed improved plasma stability and reduced toxicity in mice compared to QD394. Overall, QD394 and QD394-Me represent novel ROS-inducing drug-like compounds warranting further development for the treatment of pancreatic cancer.

New Findings on the Vilsmeier-Haack Approach to Quinoline Derivatives

The presence of electron-releasing substituents on the aromatic ring of anilides, although necessary for the Vilsmeier-Haack cyclization to quinolines to proceed efficiently, can cause failure of the expected cyclization, leading to (Z) N,N-dimethylformamidines through an alternative course.A similar behaviour is observed when ?-donor groups are introduced on the α position of the anilide, although in this case some cyclization to quinoline derivatives generally occurs.