6943-73-3

Basic information

• Product Name: N-(3-bromo-4-methoxyphenyl)Acetamide
• Synonyms: N-(3-bromo-4-methoxyphenyl)Acetamide
• CAS NO: 6943-73-3
• Molecular Formula: C₉H₁₀BrNO₂
• Molecular Weight: 244.0852
• Mol File: 6943-73-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 380.5°Cat760mmHg
• Flash Point: 183.9°C
• Appearance: /
• Density: 1.5g/cm³
• Vapor Pressure: 5.44E-06mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: N-(3-bromo-4-methoxyphenyl)Acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-bromo-4-methoxyphenyl)Acetamide(6943-73-3)
• EPA Substance Registry System: N-(3-bromo-4-methoxyphenyl)Acetamide(6943-73-3)

Safety Data

• Hazardous Substances Data: 6943-73-3(Hazardous Substances Data)

Usage

General Description

N-(3-bromo-4-methoxyphenyl)Acetamide is an organic compound with the molecular formula C9H10BrNO2. It is a derivative of acetamide and contains a bromo and methoxy group attached to a phenyl ring. This chemical compound is often used in pharmaceutical research and drug development due to its potential therapeutic properties. It may have anti-inflammatory, analgesic, or other biological activities. Its precise uses and applications may vary depending on the specific research or development it is being used for.

InChI:InChI=1/C9H10BrNO2/c1-6(12)11-7-3-4-9(13-2)8(10)5-7/h3-5H,1-2H3,(H,11,12)

Upstream product

• 51-66-1 4-methoxyacetanilide 
• 64-19-7 acetic acid 
• 5197-28-4 2-bromo-4-nitroanisole 
• 19056-41-8 3-bromo-p-anisidine 
• 108-24-7 acetic anhydride 
• 6329-78-8 N-(3-bromo-4-hydroxyphenyl)acetamide 
• 74-88-4 methyl iodide 
• 7439-89-6 iron 

Downstream Products

• 7357-66-6 N-(5-bromo-4-methoxy-2-nitrophenyl)acetamide 
• 19056-41-8 3-bromo-p-anisidine 
• 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 
• 98081-50-6 4-acetamino-5-nitro-2-(3-trifluoromethylphenyloxy)anisole 
• 98081-56-2 4-amino-5-nitro-2-(3-trifluoromethylphenyloxy)anisole 
• 888738-40-7 methyl (E)-3-(3-bromo-4-methoxyphenyl)acrylate 
• 92-52-4 biphenyl 
• 74447-73-7 3-bromo-4-methoxybiphenyl 
• 5452-59-5 6-methoxy-5-(4-methoxy-phenoxy)-8-nitro-quinoline 
• 63505-75-9 6-methoxy-8-nitro-5-phenoxy-quinoline 
• 61895-55-4 6-methoxy-5-(4-methoxy-phenoxy)-[8]quinolylamine 

Relevant articles and documents

SUBSTITUTED ISOXAZOLOPYRIDAZINONES AND ISOTHIAZOLOPYRIDAZINONES AND METHODS OF USE

Compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein R1, R2 and R3 are as defined in the specification, are useful in treating conditions or disorders prevented by or ameliorated by positive allosteric modulation of the γ-aminobutyric acid B (GABA-B) receptor. Methods for making the compounds are described. Also described are pharmaceutical compositions of compounds of formula (I), and methods for using such compounds and compositions.

Functionalized alkoxy arene diazonium salts from paracetamol

Arene diazonium tetrafluoroborates can be synthesized from aromatic acetamides via a sequence of deacetylation, diazotation and precipitation, induced by anion exchange. The reaction is conducted as a convenient one-flask transformation with consecutive addition of the appropriate reagents. Exchange of solvents or removal of byproducts prior to isolation of the product is not required. The arene diazonium salts are isolated from the reaction mixture by simple filtration. Two complementary protocols are presented, and the utility of the reaction is exemplified for a synthesis of the diarylheptanoid natural product de-O-methyl centrolobine.

Synthesis and anti-breast cancer activities of substituted quinolines

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.