703-12-8

Usage

Uses

Used in Pharmaceutical Industry:
4-BROMO-N-METHYL-BENZENESULFONAMIDE is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new medications.
Used in Agrochemical Industry:
4-BROMO-N-METHYL-BENZENESULFONAMIDE also serves as an intermediate in the production of agrochemicals, playing a role in the creation of substances that help protect crops and enhance agricultural productivity.
Used in Inflammatory and Autoimmune Disease Treatment:
4-BROMO-N-METHYL-BENZENESULFONAMIDE is used as a potential therapeutic agent for inflammatory and autoimmune diseases, leveraging its ability to inhibit specific enzymes involved in these conditions.
Safety and Handling:
Due to its potential hazards, 4-BROMO-N-METHYL-BENZENESULFONAMIDE must be handled and stored with appropriate protective measures. It is crucial to adhere to safety guidelines when working with this chemical to minimize risks.

InChI:InChI=1/C7H8BrNO2S/c1-9-12(10,11)7-4-2-6(8)3-5-7/h2-5,9H,1H3

Upstream product

• 98-58-8 4-bromobenzenesulfonyl chloride 
• 1158827-44-1 methyl N-(4-bromobenzene)sulfonyl-L-serinate 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 701-34-8 4-bromo-benzenesulfonic acid amide 
• 106-53-6 para-bromobenzenethiol 
• 67-56-1 methanol 
• 74-89-5 methylamine 
• 108-30-5 succinic acid anhydride 
• 74-88-4 methyl iodide 
• 42111-84-2 C₆H₅BrNO₂S^(1-)*Na⁽¹⁺⁾ 
• 86674-11-5 C₇H₇BrN₂O₄S 
• 593-51-1 methylamine hydrochloride 

Downstream Products

• 52260-15-8 N-Methyl-(α-carbomethoxybenzyl)-p-brombenzolsulfonamid 
• 56059-54-2 N-Methyl-N-thallium(I)-4-bromphenylsulfonamid 
• 86674-11-5 C₇H₇BrN₂O₄S 
• 226396-31-2 (4-[N-methylsulfamoyl]phenyl)boronic acid 
• 52260-09-0 N-Methyl-N-(α-styryl)-p-brombenzolsulfonamid 
• 731018-65-8 (E)-4-(2-cyclohexyl-1-hydroxymethyl-vinyl)-N-methyl-benzenesulfonamide 
• 158425-24-2 N-methyl-N-(4-methoxybenzyl)-4-bromophenylsulfonamide 
• 1166182-12-2 tert-butyl (4-bromophenyl)sulfonyl(methyl)carbamate 
• 333434-62-1 N-benzyl-4-bromo-N-methylbenzenesulfonamide 
• 1268824-78-7 N-((4-bromophenyl)sulfonyl)-N-methyl-2-oxo-2-phenylacetamide 
• 1268824-72-1 4-bromo-N-methyl-N-(phenylethynyl)benzenesulfonamide 
• 945239-58-7 1-benzo[1,3]dioxol-5-yl-N-[3-[4-(methylsulfamoyl)phenyl]phenyl]cyclopropane-1-carboxamide 
• 1620220-77-0 C₁₁H₁₂BrNO₃S 
• 68502-14-7 C₁₂H₁₁NO₄S 

Relevant academic research and scientific papers

Copper-catalyzed oxidative methylation of sulfonamides by dicumyl peroxide

A novel and facile copper-catalyzed methylation of sulfonamides was herein demonstrated. The practical transformation took place readily under the oxidative conditions, and N-methyl amides (23 examples) were successfully furnished in high efficiency (up to 90% yields). Dicumyl peroxide was considered to act not only as the oxidant in the system, but also methyl donor for the methylation protocol.

Recyclable covalent triazine framework-supported iridium catalyst for the N-methylation of amines with methanol in the presence of carbonate

An iridium complex Cp*Ir@CTF, which is synthesized by the coordinative immobilization of [Cp*IrCl2]2 on a functionalized covalent triazine framework (CTF), was found to be a general and highly efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate. Under environmentally benign conditions, a variety of desirable products were obtained in high yields with complete selectivities and functional group friendliness. Furthermore, the synthesized catalyst could be recycled by simple filtration without obvious loss of catalytic activity after sixth cycle. Notably, this research exhibited the potential of covalent triazine framework-supported transition metal catalysts for hydrogen autotransfer process.

N-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)]

A ruthenium complex [(p-cymene)Ru(2,2′-bpyO)(H2O)] was found to be a general and efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate salt. Moreover, a series of sensitive substituents, such as nitro, ester, cyano, and vinyl groups, were tolerated under present conditions. It was confirmed that OH units in the ligand are crucial for the catalytic activity. Notably, this research exhibited the potential of metal-ligand bifunctional ruthenium catalysts for the hydrogen autotransfer process.

Design and synthesis of 1H-pyrazolo[3,4-b]pyridines targeting mitogen-activated protein kinase kinase 4 (MKK4) - A promising target for liver regeneration

Currently, the therapeutic options for treatment of liver failure are very limited. As mitogen-activated protein kinase kinase 4 (MKK4) has recently been identified by in vivo RNAi experiments to be a major regulator in hepatocyte regeneration, we pursued the development of a small molecule targeting this protein kinase. Starting from the approved BRAFV600E inhibitor vemurafenib (8), that showed a high off-target affinity to MKK4 in an initial screening, we followed a scaffold-hopping approach, changing the core heterocycle from 1H-pyrrolo[2,3-b]pyridine to 1H-pyrazolo[2,3-b]pyridine (10). Affinity to MKK4 could be conserved while the selectivity against off-target protein kinases was slightly improved. Further modifications led to 58 and 59 showing high affinity to MKK4 in the low nanomolar range and excellent selectivity profile from mandatory multiparameter-optimization for the essential anti-targets (MKK7, JNK1) and off-targets (BRAF, MAP4K5, ZAK) in the MKK4 pathway. Herein we report the first selective MKK4 inhibitors in this class.

Method for synthesizing N-methyl sulfonamide in water

The invention discloses a method N - for synthesizing,methylsulfamide in water, by using a transition metal iridium catalyst to catalyze N - methylation reaction. by using a non-toxic and harmless water as a solvent, to avoid using the organic agent; to react only as a byproduct, without an environmental hazard; reaction temperature with respect to the previous strip more mild; and have a wide application prospect; with high selectivity, reaction atomic economy.

N-Methylation of Amines with Methanol in Aqueous Solution Catalyzed by a Water-Soluble Metal-Ligand Bifunctional Dinuclear Iridium Catalyst

The N-methylation of amines with methanol in aqueous solution was proposed and accomplished by using a water-soluble metal-ligand bifunctional dinuclear iridium catalyst. In the presence of [(Cp*IrCl)2(thbpym)][Cl]2 (1 mol %), a range of desirable products were obtained in high yields under environmentally benign conditions. Notably, this research exhibited the potential of transition metal-catalyzed activation of methanol as a C1 source for the construction of the C-N bond in aqueous solution.

Direct Introduction of Sulfonamide Groups into Quinoxalin-2(1H)-ones by Cu-Catalyzed C3-H Functionalization

Direct sulfonamidation of quinoxalin-2(1H)-one derivatives has been developed using a readily available Cu salt as the catalyst and inexpensive ammonium persulfate as the oxidant in moderate conditions. Owing to the feature of handy operation and good functional group tolerance, this method provides a convenient and efficient access to curative 3-sulfonamidated quinoxalin-2(1H)-one scaffolds.

PROTEIN KINASE MKK4 INHIBITORS FOR PROMOTING LIVER REGENERATION OR REDUCING OR PREVENTING HEPATOCYTE DEATH

The invention relates to pyrazolo-pyridine compounds which inhibit mitogen-activated protein kinase kinase 4 (MKK4) and in particular, selectively inhibit MKK4 over protein kinases JNK1 and MKK7. The compounds are useful for promoting liver regeneration or reducing or preventing hepatocyte death. They are further useful for treating osteoarthritis or rheumatoid arthritis, or CNS-related diseases.

Exploration of the structure–activity relationship and druggability of novel oxazolidinone-based compounds as Gram-negative antibacterial agents

To gain further knowledge of the structure–activity relationship and druggability of novel oxazolidinone-based UDP-3-O-acyl-N-acetylglucosamine deacetylase (LpxC) inhibitors as Gram-negative antibacterial agents, compounds containing the hydrophobic tails

Copper(i)-catalyzed N-H olefination of sulfonamides for: N -sulfonyl enaminone synthesis

This communication reports copper-catalyzed N-H olefination of sulfonamides for enaminone synthesis using saturated ketones as olefin sources. With TEMPO derivatives and O2 as oxidants, this method provided an efficient way to produce various enaminones in good yields. Mechanistic studies helped figure out the stable intermediates and develop novel methodologies for the difunctionalization of saturated ketones.