1048108-06-0

Basic information

• Product Name: 2-bromo-N-methoxy-N,5-dimethylbenzamide
• Synonyms: 2-bromo-N-methoxy-N,5-dimethylbenzamide
• CAS NO: 1048108-06-0
• Molecular Formula: C₁₀H₁₂BrNO₂
• Molecular Weight: 258.11178
• Mol File: 1048108-06-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-bromo-N-methoxy-N,5-dimethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-N-methoxy-N,5-dimethylbenzamide(1048108-06-0)
• EPA Substance Registry System: 2-bromo-N-methoxy-N,5-dimethylbenzamide(1048108-06-0)

Safety Data

• Hazardous Substances Data: 1048108-06-0(Hazardous Substances Data)

Upstream product

• 6967-82-4 2-bromo-5-methylbenzoic acid 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 409110-31-2 2-bromo-5-methylbenzoyl chloride 

Downstream Products

• 90221-55-9 2-bromo-5-methylbenzaldehyde 
• 69617-41-0 2-benzoyl-4-methyl-1-bromobenzene 
• 1378431-00-5 5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-[{[3-(1-{[(methyloxy)methyl]oxy}ethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}(methylsulfonyl)amino]-1-benzofuran-3-carboxamide 
• 1378427-83-8 5-cyclopropyl-2-(4-fluorophenyl)-6-[{[(3S)-1-hydroxy-3-methyl-1,3-dihydro-2,1-benzoxaborol-5-yl]methyl}(methylsulfonyl)amino]-N-methyl-1-benzofuran-3-carboxamide 
• 1378427-84-9 5-cyclopropyl-2-(4-fluorophenyl)-6-[{[(3R)-1-hydroxy-3-methyl-1,3-dihydro-2,1-benzoxaborol-5-yl]methyl}(methylsulfonyl)amino]-N-methyl-1-benzofuran-3-carboxamide 
• 1378427-76-9 5-cyclopropyl-2-(4-fluorophenyl)-6-[[(1-hydroxy-3-methyl-1,3-dihydro-2,1-benzoxaborol-5-yl)methyl](methylsulfonyl)amino]-N-methyl-1-benzofuran-3-carboxamide 
• 1378430-98-8 6-[{[4-bromo-3-(1-{[(methyloxy)methyl]oxy}ethyl)phenyl]methyl}(methylsulfonyl)amino]-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide 
• 1378430-97-7 1-bromo-4-(bromomethyl)-2-(1-{[(methyloxy)methyl]oxy}ethyl)benzene 
• 1378430-96-6 1-bromo-4-methyl-2-(1-{[(methyloxy)methyl]oxy}ethyl)benzene 
• 103260-54-4 1-(2-bromo-5-methyl-phenyl)-ethanol 
• 77344-70-8 1-(2-bromo-5-methylphenyl)ethanone 

Relevant articles and documents

Structure-activity relationship studies in substituted sulfamoyl benzamidothiazoles that prolong NF-κB activation

In the face of emerging infectious diseases, there remains an unmet need for vaccine development where adjuvants that enhance immune responses to pathogenic antigens are highly desired. Using high-throughput screens with a cell-based nuclear factor κB (NF-κB) reporter assay, we identified a sulfamoyl benzamidothiazole bearing compound 1 that demonstrated a sustained activation of NF-κB after a primary stimulus with a Toll-like receptor (TLR)-4 agonist, lipopolysaccharide (LPS). Here, we explore systematic structure–activity relationship (SAR) studies on compound 1 that indicated the sites on the scaffold that tolerated modification and yielded more potent compounds compared to 1. The selected analogs enhanced release of immunostimulatory cytokines in the human monocytic cell line THP-1 cells and murine primary dendritic cells. In murine vaccination studies, select compounds were used as co-adjuvants in combination with the Food and Drug Administration approved TLR-4 agonistic adjuvant, monophosphoryl lipid A (MPLA) that showed significant enhancement in antigen-specific antibody titers compared to MPLA alone. Additionally, our SAR studies led to identification of a photoaffinity probe which will aid the target identification and mechanism of action studies in the future.

Synthesis of Substituted Naphthalenes by 1,4-Palladium Migration Involved Annulation with Internal Alkynes

The palladium catalyzed annulation of 1-bromo-2-vinylbenzene derivatives with internal alkynes was realized for the efficient synthesis of substituted naphthalenes. A controllable aryl to vinylic 1,4-palladium migration process is the key for success.