380501-39-3

Basic information

• Product Name: N-(2-acetyl-3,5-dimethoxy-phenyl)-benzamide
• Synonyms: N-(2-acetyl-3,5-dimethoxy-phenyl)-benzamide
• CAS NO: 380501-39-3
• Molecular Weight: 299.326
• Mol File: 380501-39-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-(2-acetyl-3,5-dimethoxy-phenyl)-benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-acetyl-3,5-dimethoxy-phenyl)-benzamide(380501-39-3)
• EPA Substance Registry System: N-(2-acetyl-3,5-dimethoxy-phenyl)-benzamide(380501-39-3)

Safety Data

• Hazardous Substances Data: 380501-39-3(Hazardous Substances Data)

Upstream product

• 829-20-9 2',4'-dimethoxyacetophenone 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 94088-74-1 N-(3,5-dimethoxyphenyl)benzamide 
• 75-36-5 acetyl chloride 
• 98-88-4 benzoyl chloride 
• 10272-07-8 3.5-dimethoxyaniline 

Downstream Products

• 1156271-96-3 4-chloro-5,7-dimethoxy-2-phenylquinoline 
• 1346015-66-4 5,7-dimethoxy-2-phenyl-N-propylquinoline-4-amine 
• 1346015-58-4 N-butyl-5,7-dimethoxy-2-phenylquinoline-4-amine 
• 1346015-59-5 4-(1H-imidazole-1-yl)-5,7-dimethoxy-2-phenylquinoline 
• 1346015-60-8 5,7-dimethoxy-2-phenyl-4-(piperidin-1-yl)quinoline 
• 1346015-61-9 5,7-dimethoxy-4-morpholino-2-phenylquinoline 
• 1346015-62-0 5,7-dimethoxy-4-(4-methylpiperazin-1-yl)-2-phenylquinoline 
• 1346015-63-1 N-cyclohexyl-5,7-dimethoxy-2-phenylquinoline-4-amine 
• 1346015-64-2 5,7-dimethoxy-N,2-diphenylquinoline-4-amine 
• 1346015-65-3 N-benzyl-5,7-dimethoxy-2-phenylquinoline-4-amine 

Relevant articles and documents

Weakly Coordinating, Ketone-Directed (η5-Pentamethylcyclopentadienyl)cobalt(III)- and (η5-Pentamethylcyclopentadienyl)rhodium(III)-Catalyzed C?H Amidation of Arenes: A Route to Acridone Alkaloids

The weakly coordinating, ketone-directed, regioselective monoamidation of aromatic ketones, chalcone, carbazole, and benzophenones was achieved by employing high-valent cobalt and rhodium catalysis to access numerous biologically important molecular building blocks. This amidation proceeded smoothly with a variety of ketones and several amidating partners. The application of the products in the synthesis of various heterocycles, including acridones, indoles, quinoline, quinolones, quinolinones, and quinazolines, was also explored. The total synthesis of acridone-based alkaloids, namely, toddaliopsin A, toddaliopsin D, and arborinine, and the formal synthesis of acronycine and noracronycin were also accomplished by applying this method. A mechanistic study revealed this amidation reaction follows a base-assisted intermolecular electrophilic substitution pathway.

Synthesis and antitumor activity of novel 4-aminoquinoline derivatives

A series of novel 4-aminoquinoline derivatives were synthesized as antitumor agents by reacting 4-chloroquinoline with the corresponding mono/dialkyl amines. The cytotoxicity of these compounds was evaluated in vitro against HCT-116, A549, DU-145, HepG2, and LN229 cell lines. The results showed that most of the synthesized compounds displayed excellent cytotoxicity, and 5,7-dimethoxy-2-phenyl-N-propylquinoline-4-amine (6a) displayed the most potent cytotoxicity against HCT-116 cells. Furthermore, 6a could decrease VEGF protein expression.

Alkylation of 2-phenyl-4-quinolones: Synthetic and structural studies

The alkylation Of 2-phenyl-4-quinolones was investigated and showed that the N-alkylation versus O-alkylation is highly dependent on whether C-5 is hydroxylated or not. N-Alkylation is favoured by the presence of a 5-hydroxyl group. The synthetic and the NMR structural studies are reported.