7357-66-6

Basic information

• Product Name: N-(5-Bromo-4-methoxy-2-nitrophenyl)acetamide
• Synonyms: 4-Acetamido-2-bromo-5-nitroanisole;N-(5-Bromo-4-methoxy-2-nitrophenyl)acetamide
• CAS NO: 7357-66-6
• Molecular Formula: C₉H₉BrN₂O₄
• Molecular Weight: 289.08276
• Mol File: 7357-66-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 171-173℃
• Boiling Point: 455.3°Cat760mmHg
• Flash Point: 229.1°C
• Appearance: /
• Density: 1.656
• Vapor Pressure: 1.78E-08mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: Room temperature.
• PKA: 12.57±0.70(Predicted)
• CAS DataBase Reference: N-(5-Bromo-4-methoxy-2-nitrophenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(5-Bromo-4-methoxy-2-nitrophenyl)acetamide(7357-66-6)
• EPA Substance Registry System: N-(5-Bromo-4-methoxy-2-nitrophenyl)acetamide(7357-66-6)

Safety Data

• Hazardous Substances Data: 7357-66-6(Hazardous Substances Data)

Usage

General Description

N-(5-Bromo-4-methoxy-2-nitrophenyl)acetamide is a chemical compound with the molecular formula C9H8BrN2O4. It is a derivative of acetamide and contains a nitro group, a bromine atom, and a methoxy group attached to a phenyl ring. N-(5-Bromo-4-methoxy-2-nitrophenyl)acetamide is commonly used in organic synthesis and medicinal chemistry as a building block for the synthesis of various pharmaceuticals and agrochemicals. It may also have potential applications in the field of material science and polymer chemistry. However, as with any chemical compound, proper handling, storage, and disposal procedures should be followed to ensure safety and environmental protection.

InChI:InChI=1/C9H9BrN2O4/c1-5(13)11-7-3-6(10)9(16-2)4-8(7)12(14)15/h3-4H,1-2H3,(H,11,13)

Upstream product

• 19056-41-8 3-bromo-p-anisidine 
• 108-24-7 acetic anhydride 
• 51-66-1 4-methoxyacetanilide 
• 6943-73-3 N-(3-bromo-4-methoxyphenyl)acetamide 

Downstream Products

• 82333-37-7 6-methoxy-4-methyl-8-nitro-5-<3-(trifluoromethyl)phenoxy>quinoline 
• 82333-41-3 8-amino-6-methoxy-4-methyl-5-(3-trifluoromethylphenoxy)quinoline 
• 955995-49-0 4-{N-[4-methoxy-2-nitro-5-(trifluoromethylphenyloxy)]phenylamino}-2-butanone 
• 98081-56-2 4-amino-5-nitro-2-(3-trifluoromethylphenyloxy)anisole 
• 1361026-00-7 4-acetamino-2-(3-fluorophenyloxy)-5-nitro-anisole 
• 158430-70-7 4-acetamino-5-nitro-2-phenyloxyanisole 
• 1628960-41-7 6-methoxy-4-methyl-8-(3-phthalimidopropylamino)-5-phenyloxyquinoline 
• 1628960-36-0 5-(3-fluorophenyloxy)-6-methoxy-4-methyl-8-(3-phthalimidopropylamino)quinoline 
• 158430-73-0 4-amino-5-nitro-2-phenyloxyanisole 
• 82329-71-3 8-amino-6-methoxy-4-methyl-5-phenyloxyquinoline 
• 106363-57-9 8-amino-5-(3-fluorophenyloxy)-6-methoxy-4-methylquinoline 
• 82329-60-0 6-methoxy-4-methyl-8-nitro-5-phenyloxyquinoline 
• 106363-62-6 5-(3-fluorophenyloxy)-6-methoxy-4-methyl-8-nitroquinoline 
• 1620142-37-1 4-[(6-methoxy-4-methyl-5-phenoxyquinolin-8-ylamino)methyl]phenol 

Relevant articles and documents

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Promising anti-breast cancer agents derived from substituted quinolines were discovered. The quinolines were readily synthesized in a large scale from a sequence of reactions starting from 4-acetamidoanisole. The Michael addition product was isolated as the reaction intermediate in the ring closing reaction of 4-amino-5-nitro-2-(3-trifluoromethylphenyloxy)anisole with methyl vinyl ketone leading to 6-methoxy-4-methyl-8-nitro-5-(3-trifluoromethylphenyloxy)quinoline (14). The amino function of 8-amino-6-methoxy-4-methyl-5-(3-trifluoromethylphenyloxy)quinoline, prepared from 14, was connected to various side chains via alkylation with N-(3-iodopropyl)phthalimide, Michael addition with acrylonitrile, and reductive amination with various heterocycle carboxaldehydes, such as imidazole-4-carboxaldehyde, thiophene-2-carboxaldehyde, and 2-furaldehyde. Effects of the substituted quinolines on cell viability of T47D breast cancer cells using trypan blue exclusion assay were examined. The results showed that the IC50 value of 6-methoxy-8-[(2-furanylmethyl)amino]-4-methyl-5-(3-trifluoromethylphenyl oxy)quinoline is 16 ± 3 nM, the lowest IC50 out of all the quinolines tested. IC50 values of three other quinolines are in the nanomolar range, a desirable range for pharmacological testing.

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