707-60-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromo-N,N-dimethylbenzenesulfonamide is used as a building block for the production of various pharmaceuticals due to its unique chemical structure and functional groups. Its presence in the synthesis process allows for the creation of a wide range of bioactive compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Bromo-N,N-dimethylbenzenesulfonamide is employed as a key component in the synthesis of agrochemicals. Its chemical properties contribute to the development of effective products for pest control and crop protection.
Used in Organic Synthesis:
As a reagent in organic synthesis, 4-Bromo-N,N-dimethylbenzenesulfonamide is utilized for the preparation of a variety of organic compounds. Its bromine substituent and sulfonamide functional group facilitate diverse synthetic pathways, enabling the production of complex molecules with specific properties.
Used in Antimicrobial Applications:
4-Bromo-N,N-dimethylbenzenesulfonamide has been studied for its potential antimicrobial activities. It can be used as an antimicrobial agent to combat various types of bacteria, contributing to the development of new antimicrobial drugs and treatments.
Used in Anticancer Research:
4-BROMO-N,N-DIMETHYLBENZENESULFONAMIDE has also been investigated for its potential anticancer properties. It can be used as a starting material or intermediate in the synthesis of anticancer drugs, offering a promising avenue for the development of novel cancer therapies.

InChI:InChI=1/C8H10BrNO2S/c1-10(2)13(11,12)8-5-3-7(9)4-6-8/h3-6H,1-2H3

Upstream product

• 108-86-1 bromobenzene 
• 124-40-3 dimethyl amine 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 106-53-6 para-bromobenzenethiol 
• 68-12-2 N,N-dimethyl-formamide 
• 1709-59-7 4-amino-N,N-dimethylbenzenesulphonamide 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 701-34-8 4-bromo-benzenesulfonic acid amide 
• 77-78-1 dimethyl sulfate 
• 103-83-3 N,N'-dimethylbenzylamine 

Downstream Products

• 16185-23-2 4-(2-Hydroxymethyl-phenylsulfanyl)-N,N-dimethyl-benzenesulfonamide 
• 16185-22-1 N,N-Dimethyl-4-brombenzolsulfamid 
• 16185-24-3 4-(2-Chloromethyl-phenylsulfanyl)-N,N-dimethyl-benzenesulfonamide 
• 16185-25-4 4-(2-Cyanomethyl-phenylsulfanyl)-N,N-dimethyl-benzenesulfonamide 
• 16185-26-5 [2-(4-Dimethylsulfamoyl-phenylsulfanyl)-phenyl]-acetic acid 
• 486422-04-2 N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1-sulfonamide 
• 1072106-57-0 C₂₁H₂₀N₄O₂S 
• 14417-01-7 N,N-dimethylbenzenesulfonamide 
• 60472-40-4 N,N-dimethyl-4-vinylbenzenesulfonamide 

Relevant academic research and scientific papers

A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions

A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.

Debenzylative Sulfonylation of Tertiary Benzylamines Promoted by Visible Light

An efficient, general, inexpensive, and environmentally friendly photosynthesis of sulfonamides via visible light promoted debenzylative sulfonylation of tertiary benzylamines is described. Compared to the traditional S?N coupling reactions, which are promoted by oxidative C?N bond cleavage of symmetrical tertiary alkylamines, this strategy provides a selective C?N bond cleavage protocol and avoids the use of transition-metal, explosive oxidants, and ligands.

Controlled synthesis of N, N-dimethylarylsulfonamide derivatives as nematicidal agents

Gramine can be intelligently and efficiently supplied with N, N-dimethylamino group and then reacted with the corresponding sulfonyl chlorides to synthesize N, N-dimethylarylsulfonamides. We herein designed and controlled synthesis of N, N-dimethylarylsulfonamide derivatives, and first reported the results of the nematicidal activity of 15 title compounds 3a-o against Meloidogyne incongnita in vitro, respectively. Among all of the title derivatives, compounds 3a, 3c, 3k, and 3o exhibited potent nematicidal activity with median lethal concentration (LC50) values ranging from 0.22 to 0.26 mg/L. Most noteworthy, N, N-dimethyl-4-methoxyphenylsulfonamide (3c) and N, N-dimethyl-8-quinolinesulfonamide (3o) showed the best promising and pronounced nematicidal activity, with LC50 values of 0.2381 and 0.2259 mg/L, respectively.

HALOALLYLAMINE SULFONE DERIVATIVE INHIBITORS OF LYSYL OXIDASES AND USES THEREOF

The present invention relates to novel compounds which are capable of inhibiting certain amine oxidase enzymes. These compounds are useful for treatment of a variety of indications, e.g., fibrosis, cancer and/or angiogenesis in human subjects as well as i

N-Substituted Nipecotic Acids as (S)-SNAP-5114 Analogues with Modified Lipophilic Domains

Potential mGAT4 inhibitors derived from the lead substance (S)-SNAP-5114 have been synthesized and characterized for their inhibitory potency. Variations from the parent compound included the substitution of one of its aromatic 4-methoxy and 4-methoxyphenyl groups, respectively, with a more polar moiety, including a carboxylic acid, alcohol, nitrile, carboxamide, sulfonamide, aldehyde or ketone function, or amino acid partial structures. Furthermore, it was investigated how the substitution of more than one of the aromatic 4-methoxy groups affects the potency and selectivity of the resulting compounds. Among the synthesized test substances (S)-1-{2-[(4-formylphenyl)bis(4-methoxyphenyl)-methoxy]ethyl}piperidine-3-carboxylic acid, that features a carbaldehyde function in place of one of the aromatic 4-methoxy moieties of (S)-SNAP-5114, was found to have a pIC50 value of 5.89±0.07, hence constituting a slightly more potent mGAT4 inhibitor than the parent substance while showing comparable subtype selectivity.

Preparation method of N,N-dimethylsulfamide derivatives

The invention discloses a preparation method of N,N-dimethylsulfamide derivatives and belongs to the technical field of synthesis of medical compounds. The preparation method comprises the following steps: reacting gramine, a reactant with sulfonyl chloride groups and an alkaline substance with any one of solvents such as CH2Cl2, CH3COCH3 and CH3CN at a temperature of minus 15 DEG C to 80 DEG C for 24-48 hours so as to obtain the product, wherein the molar ratio of the gramine to the reactant to the alkaline substance is (1.0-2.0):(1.2-4.0):(1.5-6.0). The N,N-dimethylsulfamide derivatives can be simply and efficiently prepared withlow cost, and the yield is up to 70-98%.

Charge-Transfer Complex Promoted Regiospecific C?N Bond Cleavage of Vicinal Tertiary Diamines

A catalyst-free, charge-transfer complex promoted coupling of sulfonyl chlorides with vicinal tertiary diamines to generate sulfonamides is presented. Mechanistic studies showed that these reactions are proceeded via charge transfer of vicinal tertiary diamines to sulfonyl chlorides, forming the unstable sulfonyl quaternary ammonium like complexes which induced the regiospecific intramolecular C?N bond cleavage of vicinal tertiary diamines. (Figure presented.).

Potassium tert-butoxide-mediated metal-free synthesis of sulfonamides from sodium sulfinates and N,N-disubstituted formamides

By using formamides as amine sources, a novel and efficient KO-t-Bu mediated amination of sodium sulfinates has been developed. The reaction utilizes readily available starting materials under metal-free conditions, thus providing an alternative and attractive route to sulfonamides.

Conformational Aspects in the Design of Inhibitors for Serine Hydroxymethyltransferase (SHMT): Biphenyl, Aryl Sulfonamide, and Aryl Sulfone Motifs

Malaria remains a major threat to mankind due to the perpetual emergence of resistance against marketed drugs. Twenty-one pyrazolopyran-based inhibitors bearing terminal biphenyl, aryl sulfonamide, or aryl sulfone motifs were synthesized and tested towards serine hydroxymethyltransferase (SHMT), a key enzyme of the folate cycle. The best ligands inhibited Plasmodium falciparum (Pf) and Arabidopsis thaliana (At) SHMT in target, as well as PfNF54 strains in cell-based assays in the low nanomolar range (18–56 nm). Seven co-crystal structures with P. vivax (Pv) SHMT were solved at 2.2–2.6 ? resolution. We observed an unprecedented influence of the torsion angle of ortho-substituted biphenyl moieties on cell-based efficacy. The peculiar lipophilic character of the sulfonyl moiety was highlighted in the complexes with aryl sulfonamide analogues, which bind in their preferred staggered orientation. The results are discussed within the context of conformational preferences in the ligands.

One-Pot, Metal-Free Conversion of Anilines to Aryl Bromides and Iodides

A metal-free synthesis of aryl bromides and iodides from anilines via halogen abstraction from bromotrichloromethane and diiodomethane is described. This one-pot reaction affords aryl halides from the corresponding anilines in moderate to excellent yields without isolation of diazonium salts. The transformation has short reaction times, a simple workup, and insensitivity to moisture and air and avoids excess halogenation. DFT calculations support a SRN1 mechanism. This method represents a convenient alternative to the classic Sandmeyer reaction.