4284-50-8

Basic information

• Product Name: N-(4-BROMOPHENYL)METHANESULFONAMIDE, 97%
• Synonyms: N-(4-BROMOPHENYL)METHANESULFONAMIDE, 97%;N-(4-Bromophenyl)methansulfonamide;Methansulfonic acid-(4-bromoanilide);4-(Methylsulfonylamido)bromobenzene;4'-BroMoMethanesulfonanilide;Methanesulfonanilide, 4'-broMo- (6CI,7CI,8CI);N-(4-BroMophenyl)MethanesulfonaMide 97%;N-(4-BROMOPHENYL)METHANESULFONAMIDE-2
• CAS NO: 4284-50-8
• Molecular Formula: C₇H₈BrNO₂S
• Molecular Weight: 250.11292
• Product Categories: Aryl;Organohalides;Organoborons
• Mol File: 4284-50-8.mol
• Article Data: 38

Chemical Properties

• Melting Point: 137-141 °C
• Boiling Point: 333°C at 760 mmHg
• Flash Point: 155.2°C
• Appearance: /
• Density: 1.711g/cm³
• Vapor Pressure: 0.000141mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: N-(4-BROMOPHENYL)METHANESULFONAMIDE, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-BROMOPHENYL)METHANESULFONAMIDE, 97%(4284-50-8)
• EPA Substance Registry System: N-(4-BROMOPHENYL)METHANESULFONAMIDE, 97%(4284-50-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 4284-50-8(Hazardous Substances Data)

Usage

General Description

N-(4-bromophenyl)methanesulfonamide is a chemical compound with a purity level of 97%. It is an organosulfur compound that contains a bromine atom and a sulfonamide group. This chemical is often used as a pharmaceutical intermediate in the synthesis of various pharmaceutical products. It may also be utilized as a reagent for the preparation of other organic compounds. Additionally, it has potential applications in the field of medicinal chemistry and drug discovery. With a high purity level of 97%, this compound is suitable for use in research and development, as well as in industrial processes that require high-quality chemicals.

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

Upstream product

• 5467-74-3 4-Bromophenylboronic acid 
• 624-90-8 Methanesulfonyl azide 
• 106-40-1 4-bromo-aniline 
• 7143-01-3 Methanesulfonic anhydride 
• 62-53-3 aniline 
• 75-75-2 methanesulfonic acid 
• 191043-81-9 N-(4-bromophenyl)-N-(methylsulfonyl)methanesulfonamide 
• 124-63-0 methanesulfonyl chloride 
• 1197-22-4 N-phenylmethanesulfonamide 

Downstream Products

• 301308-88-3 N-(4-ethylphenyl)methanesulfonamide 
• 1370229-58-5 dithiocarbonic acid S-{2-[methanesulfonyl(4-bromophenyl)amino]-2-oxo-ethyl} ester O-ethyl ester 
• 1370229-68-7 dithiocarbonic acid S-{1-((tert-butoxycarbonylamino)methyl)-4-[methanesulfonyl(4-bromophenyl)amino]-4-oxo-butyl} ester O-ethyl ester 
• 1370229-85-8 5-(2-amino-5-bromophenyl)piperidin-2-one 
• 1370229-66-5 dithiocarbonic acid S-{1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-methyl)-4-[methanesulfonyl(4-bromophenyl)amino]-4-oxobutyl} ester O-ethyl ester 
• 1370229-51-8 C₉H₉BrClNO₃S 
• 1627211-38-4 5-(4-(N-benzylmethylsulfonamido)phenyl)-N,N-dimethyl-1H-pyrazole-1-sulfonamide 
• 1627211-34-0 N-benzyl-N-(4-bromophenyl)methanesulfonamide 
• 1369963-07-4 N-(4-bromophenyl)-N-(2-oxotetrahydrofuran-3-yl)methanesulfonamide 
• 1352244-14-4 N-(2-amino-4-vinylphenyl)-N-methylmethanesulfonamide 
• 1078137-12-8 N-(2-amino-4-bromophenyl)-N-methylmethanesulfonamide 
• 1352244-37-1 N-(2-{2-[5-bromo-2-methoxy-4-(4-methylpiperazin-1-yl)phenylamino]-5-chloropyrimidin-4-ylamino}-4-vinylphenyl)-N-methylmethanesulfonamide 
• 1352244-34-8 N-(4-bromo-2-{5-chloro-2-[4-(4-methylpiperazin-1-yl)-3-vinylphenylamino]pyrimidin-4-ylamino}phenyl)-N-methylmethanesulfonamide 
• 1352244-22-4 N-[2-(2,5-dichloropyrimidin-4-ylamino)-4-vinylphenyl]-N-methylmethanesulfonamide 

Relevant articles and documents

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.

Continuous-Flow Electrosynthesis of Benzofused S-Heterocycles by Dehydrogenative C?S Cross-Coupling

Reported herein is the synthesis of benzofused six-membered S-heterocycles by intramolecular dehydrogenative C?S coupling using a modular flow electrolysis cell. The continuous-flow electrosynthesis not only ensures efficient product formation, but also obviates the need for transition-metal catalysts, oxidizing reagents, and supporting electrolytes. Reaction scale-up is conveniently achieved through extended electrolysis without changing the reaction conditions and equipment.

Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study

A simple and efficient bromination of aniline, aniline derivatives, and analogs have been developed. Forty three examples were given and the highest yield reached was 98%. Different substrates including substituted aniline, pyridin-amine, N-substituted aniline, N,N-disubstituted aniline, N-phenyl-amide, N-phenyl-sulfonamide, and nitrogen-containing heterocycles were all reactive and selectively generated desired bromo-products. The method can be applied to synthesize drug intermediate and quinoxaline derivatives.