92748-09-9

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromobenzenesulfonamide is used as a building block for the development of new pharmaceutical compounds, leveraging its carbonic anhydrase inhibitory properties. It is particularly valuable in the treatment of glaucoma and other medical conditions that can benefit from its inhibitory effects.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Bromobenzenesulfonamide is employed as a key component in the synthesis of various agrochemical products, contributing to its wide-ranging applications in crop protection and enhancement of agricultural yields.
Used as a Reagent in Chemical Synthesis:
2-Bromobenzenesulfonamide is utilized as a reagent in chemical synthesis processes, enabling the production of a diverse array of organic compounds. Its versatility as an intermediate makes it an essential component in various chemical reactions and the creation of novel chemical entities.
Used in Research and Development:
2-Bromobenzenesulfonamide is also used in research and development settings, where its unique properties are explored for potential applications in new therapeutics, diagnostics, and other innovative areas within the scientific community.

InChI:InChI=1/C6H6BrNO2S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,(H2,8,9,10)

Upstream product

• 2905-25-1 o-bromobenzenesulfonyl chloride 
• 5720-05-8 4-methylphenylboronic acid 
• 7732-18-5 water 
• 497-19-8 sodium carbonate 
• 615-36-1 2-bromoaniline 
• 6320-02-1 o-bromothiophenol 

Downstream Products

• 126502-30-5 N-{3-[4-(2-Bromo-benzenesulfonylaminocarbonyl)-2-methoxy-benzyl]-1-methyl-1H-indol-5-yl}-2-cyclopentyl-acetamide 
• 126502-34-9 {3-[4-(2-Bromo-benzenesulfonylaminocarbonyl)-2-methoxy-benzyl]-1-methyl-1H-indazol-5-yl}-carbamic acid cyclopentyl ester 
• 149552-40-9 C₁₂H₉BrINO₂S 
• 156972-89-3 1-bromo-N-[(propylamino)carbonyl]benzene-2-sulfonamide 
• 917369-90-5 2-[(2-bromo-benzenesulfonylamino)-(4-chloro-phenyl)-methyl]-acrylic acid methyl ester 
• 1026967-49-6 2-Methyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 
• 152623-37-5 2-Ethyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 
• 142096-55-7 methyl 1-<<2'-(aminosulfonyl)(1,1'-biphenyl)-4-yl>methyl>-2-butyl-4-chloro-1H-imidazole-5-carboxylate 
• 164412-48-0 2-Butyl-5-methylsulfanyl-3-(2'-sulfamoylbiphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid 
• 1026396-89-3 2-Butyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid methylamide 
• 152623-33-1 5-Methylsulfanyl-2-propyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 
• 144629-51-6 ethyl 1-<<2'-(aminosulfonyl)(1,1'-biphenyl)-4-yl>methyl>-2-butyl-4-(methylthio)-1H-imidazole-5-carboxylate 
• 1025922-48-8 2-Cyclopropyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 
• 164412-85-5 2-Butyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Discovery of the bifunctional modulator of angiotensin II type 1 receptor (AT1R) and PPARγ derived from the AT1R antagonist, Fimasartan

Inspired by the well-known PPARγ partial agonism of angiotensin II type 1 receptor (AT1R) antagonists exemplified by an antihypertensive drug, Telmisartan, efforts to identify compounds with the dual activities have been pursued in order to control the two major metabolic disorders, hypertension and hyperglycemia simultaneously. Lead compound 18 derived from the AT1R antagonist, Fimasartan, has successfully presented the possibility to control the medical conditions by a single molecule.

Highly Chemoselective NH- and O-Transfer to Thiols Using Hypervalent Iodine Reagents: Synthesis of Sulfonimidates and Sulfonamides

Aryl thiols can be selectively converted to sulfonimidates or sulfonamides with three new S-X connections being made selectively in one pot. Using hypervalent iodine reagents in the presence of ammonium carbamate, NH- and O-groups are transferred under mild and practical conditions. Reducing the loading of ammonium carbamate changed the product distribution, converting the sulfonimidate to the sulfonamide. Studies into the possible intermediate species are presented, suggesting that multiple pathways may be possible via sulfinate esters, or related intermediates, with each species forming the same products.

A general iodine-mediated synthesis of primary sulfonamides from thiols and aqueous ammonia

A general and efficient methodology for preparing primary sulfonamides has been developed. In the presence of iodine as the catalyst and TBHP (70% in water) as the oxidant, a wide range of primary sulfonamides were prepared from the corresponding thiols and aqueous ammonia in moderate to good yields.

Lewis acid catalyzed cascade reaction of 3-(2-benzenesulfonamide)propargylic alcohols to spiro[indene-benzosultam]s

A highly efficient and convenient construction of the spiro[indene-benzosultam] skeleton from propargylic alcohols has been developed. The reaction proceeded in a Lewis acid catalyzed cascade process, including the trapping of allene carbocation with sulfonamide, electrophilic cyclization, and intramolecular Friedel-Crafts alkylation. In the presence of NIS or NBS, iodo/bromo-substituted spiro[indene-benzosultam]s could be prepared in excellent yields.

Design and synthesis of triazolopyrimidine acylsulfonamides as novel anti-mycobacterial leads acting through inhibition of acetohydroxyacid synthase

Novel triazolopyrimidine acylsulfonamides class of antimycobacterial agents, which are mycobacterial acetohydroxyacid synthase (AHAS) inhibitors were designed by hybridization of known AHAS inhibitors such as sulfonyl urea and triazolopyrimidine sulfonamides. This Letter describes the synthesis and SAR studies of this class of molecules by variation of two parts of the molecule, the phenyl and triazolopyrimidine rings. SAR study describes optimisation of enzyme potency, whole cell potency and evidence of mechanism of action.

PHENETHANOLAMINE DERIVATIVES FOR THE TREATMENT OF RESPIRATORY DISEASES

The present invention relates to novel compounds of formula (I), to a process for their manufacture, to pharmaceutical compositions containing them, and to their use in therapy, in particular their use in the prophylaxis and treatment of respiratory diseases.

Azole derivatives, process for their preparation and their use

Azole derivatives, process for their preparation, and their useAzole derivatives of the formula (I) STR1 in which A, L, O, R 1, X, Y, Z and q have the meanings given, process for their preparation, pharmaceutical preparations and the use of the compounds are described. Azole derivatives of the formula I where the symbols have for example the following meanings:R 1 is (C 2 -C 10)-alkyl,Z is nitrogen,X and Y are independently of one another CR 2,L is --CH 2 --,q is zero or 1,A is a biphenyl radical which is substituted for example by R 15,R 2 is halogen or hydrogen,R 15 is SO 2 --NH--CO--OR 6 andR 6 is phenyl,are highly active antagonists of angiotensin II receptors.

Efficient, Simple Procedures for the Large-Scale Preparation of Building Blocks for Angiotensin (II) Receptor Antagonists

The kg-scale syntheses of p-formylbenzeneboronic acid 3c and the biphenyl derivatives 4a, 4b, and 4c, building blocks for angiotensin (II) receptor antagonists, are reported. - Keywords: Angiotensin (II) receptor antagonists/Aryl-aryl coupling/Arylboronic acid