54951-54-1

Usage

Uses

Used in Pharmaceutical Synthesis:
N-[4-[(dimethylamino)sulphonyl]phenyl]acetamide is used as a key intermediate in the synthesis of pharmaceuticals and organic compounds. Its unique structure allows it to be a versatile building block for the development of new drugs and therapeutic agents.
Used in Medicinal Applications:
N-[4-[(dimethylamino)sulphonyl]phenyl]acetamide has been studied for its potential biological activities and has shown promise in certain medicinal applications. Its ability to be modified and incorporated into various molecular structures makes it a valuable candidate for further research and development in the field of medicine.
Used in Bioactive Molecule Preparation:
As a precursor, N-[4-[(dimethylamino)sulphonyl]phenyl]acetamide is used in the preparation of various bioactive molecules. Its sulfonyl and dimethylamino substituents contribute to its potential as a starting material for the creation of compounds with specific biological properties and therapeutic effects.

InChI:InChI=1/C10H14N2O3S/c1-8(13)11-9-4-6-10(7-5-9)16(14,15)12(2)3/h4-7H,1-3H3,(H,11,13)

Upstream product

• 124-40-3 dimethyl amine 
• 121-60-8 p-acetylaminobenzenesulfonyl chloride 
• 77-78-1 dimethyl sulfate 
• 121-61-9 p-acetylaminobenzenesulfonamide 
• 2858-20-0 5-chloro-2,6-dimethyl-pyrimidin-4-ylamine 
• 62-53-3 aniline 
• 103-84-4 Acetanilid 

Downstream Products

• 1709-59-7 4-amino-N,N-dimethylbenzenesulphonamide 
• 100318-60-3 N-allyl-N'-(4-dimethylsulfamoyl-phenyl)-thiourea 
• 515-67-3 N-sulfanilyl-sulfanilic acid dimethylamide 
• 93345-14-3 N-(N-acetyl-sulfanilyl)-sulfanilic acid dimethylamide 
• 167156-25-4 N-[4-(N,N-dimethylamino)sulfonylphenyl]-2-hydroxy-2-trifluoromethylpropionamide 

Relevant academic research and scientific papers

Effect of photodynamic antibacterial chemotherapy combined with antibiotics on Gram-positive and gram-negative bacteria

The well-known and rapidly growing phenomenon of bacterial resistance to antibiotics is caused by uncontrolled, excessive and inappropriate use of antibiotics. One of alternatives to antibiotics is Photodynamic Antibacterial Chemotherapy (PACT). In the present study, the effect of PACT using a photosensitizer Rose Bengal alone and in combination with antibiotics including methicillin and derivatives of sulfanilamide synthesized by us was tested against antibiotic-sensitive and antibiotic-resistant clinical isolates of Gram-positive S. aureus and Gram-negative P. aeruginosa. Antibiotic-sensitive and resistant strains of P. aeruginosa were eradicated by Rose Bengal under illumination and by sulfanilamide but were not inhibited by new sulfanilamide derivatives. No increase in sensitivity of P. aeruginosa cells to sulfanilamide was observed upon a combination of Rose Bengal and sulfanilamide under illumination. All tested S. aureus strains (MSSA and MRSA) were effectively inhibited by PACT. When treated with sub-MIC concentrations of Rose Bengal under illumination, the minimum inhibitory concentrations (MIC) of methicillin decreased significantly for MSSA and MRSA strains. In some cases, antibiotic sensitivity of resistant strains can be restored by combining antibiotics with PACT.

Novel 2-chloro-4-anilino-quinazoline derivatives as EGFR and VEGFR-2 dual inhibitors

Novel 2-chloro-4-anilino-quinazolines designed as EGFR and VEGFR-2 dual inhibitors were synthesized and evaluated for inhibitory effects. EGFR and VEGFR-2 are validated targets in cancer therapy and combined inhibition might be synergistic for both antitumor activity and resistance prevention. The biological data obtained proved the potential of 2-chloro-4-anilino-quinazoline derivatives as EGFR and VEGFR-2 dual inhibitors, highlighting compound 8o, which was approximately 7-fold more potent on VEGFR-2 and approximately 11-fold more potent on EGFR compared to the prototype 7. SAR and docking studies allowed the identification of pharmacophoric groups for both kinases and demonstrated the importance of a hydrogen bond donor at the para position of the aniline moiety for interaction with conserved Glu and Asp amino acids in EGFR and VEGFR-2 binding sites.

Azo coupling of o- and p-(dialkylaminosulfonyl)benzene-diazonium salts with 7-acetylamino-4-hydroxynaphthalene-2-sulfonic acid in citrate-phosphate buffer solution

Dependences of the partial rate constants for azo coupling of o-(dialkylaminosulfonyl)benzene-diazonium salts with 7-acetylamino-4-hydroxynaphthalene-2-sulfonic acid (N-Acetyl-I-acid) on the fraction of the dianionic form of the latter indicate considerable steric hindrances to the second stage of the reaction. Ionization of the hydroxy group of N-acetyl-I-acid gives rise to additional electrostatic repulsion at the stage of formation of the σ complex, which reduces the rate of azo coupling at the 3-position of orthanilic acid.

4-Sulfonamidoanilide tertiary carbinols: A novel series of potassium channel openers

Sulfonamides are viable replacements for the phenylsulfonyl and benzoyl moieties initially described for the anilide tertiary carbinol series of K(ATP) potassium channel openers. The SAR of this new series and the synthetic chemistry employed to generate its members are described.