3989-50-2

Basic information

• Product Name: 4-(Acetylamino)benzenesulfonic acid hydrazide
• Synonyms: 4-(Acetylamino)benzenesulfonic acid hydrazide;4-(Acetylamino)benzenesulfonohydrazide
• CAS NO: 3989-50-2
• Molecular Formula: C₈H₁₁N₃O₃S
• Molecular Weight: 229.26
• Mol File: 3989-50-2.mol
• Article Data: 22

Chemical Properties

• Melting Point: 177-178 °C (decomp)
• Appearance: /
• Density: 1.43 g/cm³
• Refractive Index: 1.614
• PKA: 9.17±0.10(Predicted)
• CAS DataBase Reference: 4-(Acetylamino)benzenesulfonic acid hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Acetylamino)benzenesulfonic acid hydrazide(3989-50-2)
• EPA Substance Registry System: 4-(Acetylamino)benzenesulfonic acid hydrazide(3989-50-2)

Safety Data

• Hazardous Substances Data: 3989-50-2(Hazardous Substances Data)

Usage

General Description

4-(Acetylamino)benzenesulfonic acid hydrazide is a synthetic organic compound that is derived from benzenesulfonic acid and hydrazine. It is widely used as an intermediate in the production of pharmaceuticals and dyes. This chemical compound is also known for its use as a corrosion inhibitor, particularly in industrial applications. Its chemical structure includes an acetyl group and an amino group attached to a benzene ring, as well as a sulfonic acid group and a hydrazide functional group. 4-(Acetylamino)benzenesulfonic acid hydrazide is important in the field of organic chemistry and has various industrial applications due to its versatile reactivity and chemical properties.

InChI:InChI=1/C8H11N3O3S/c1-6(12)10-7-2-4-8(5-3-7)15(13,14)11-9/h2-5,11H,9H2,1H3,(H,10,12)

Upstream product

• 401584-36-9 C₁₃H₁₉N₃O₅S 
• 103-84-4 Acetanilid 
• 121-62-0 N-acetylsulfanilic acid 
• 121-60-8 p-acetylaminobenzenesulfonyl chloride 

Downstream Products

• 35285-72-4 N-(N-acetyl-sulfanilyl)-N'-nicotinoyl hydrazine 
• 5448-80-6 3-{1-[(N-acetyl-sulfanilyl)-hydrazono]-ethyl}-dihydro-furan-2-one 
• 5448-90-8 piperonal-[(N-acetyl-sulfanilyl)-hydrazone] 
• 92327-86-1 4-Acetamino-benzolsulfonsaeure-N'-(1-ethoxycarbonylmethyl-ethyliden)-hydrazid 
• 102291-68-9 1-(N-acetyl-sulfanilyl)-4-phenyl thiosemicarbazide 
• 5448-64-6 N-acetyl-sulfanilic acid propylidenehydrazide 
• 860002-19-3 1-(N-acetyl-sulfanilyl)-4-methyl thiosemicarbazide 
• 2612-04-6 N,N'-bis-(N-acetyl-sulfanilyl)-hydrazine 
• 111456-24-7 3-(4'-acetylaminophenylsulphonylhydrazinocarbonyl)-coumarin 
• 2408-99-3 N-(N-acetyl-sulfanilyl)-N'-benzoyl-hydrazine 
• 2158-34-1 N-(4-Acetamino-benzolsulfonyl)-N'-(toluol-4-sulfonyl)-hydrazin 
• 219711-57-6 N-[4-(3-hydroxy-6-oxo-6H-pyridazine-1-sulfonyl)-phenyl]-acetamide 
• 5450-86-2 para-aminophenylsulfonyl hydrazide 
• 121-57-3 4-aminobenzene sulfonic acid 

Relevant articles and documents

Novel Schiff base-bridged multi-component sulfonamide imidazole hybrids as potentially highly selective DNA-targeting membrane active repressors against methicillin-resistant Staphylococcus aureus

A new type of Schiff base-bridged multi-component sulfonamide imidazole hybrids with antimicrobial potential was developed. Some target compounds showed significant antibacterial potency. Observably, butylene hybrids 4h exhibited remarkable inhibitory efficacy against clinical MRSA (MIC = 1 μg/mL), but had no significant toxic effect on normal mammalian cells (RAW 264.7). The highly active molecule 4h was revealed by molecular modeling study that it could insert into the base-pairs of DNA hexamer duplex and bind with the ASN-62 residue of human carbonic anhydrase isozyme II through hydrogen bonding. Furthermore, further preliminary antibacterial mechanism experiments confirmed that compound 4h could effectively interfere with MRSA membrane and insert into bacterial DNA isolated from clinical MRSA strains through non-covalent bonding to produce a supramolecular complex, thus exerting its strong antibacterial efficacy by impeding DNA replication. These findings strongly implied that the highly active hybrid 4h could be used as a potential DNA-targeting template for the development of valuable antimicrobial agent.

Synthesis and Antibacterial Activity of Sulfanilamides Containing Sterically Hindered Phenol Fragments

Abstract: New sulfanilamide derivatives containing sterically hindered phenol fragments have been synthesized via modification of the amino group by reaction with 3,5-di-tert-butyl-4-hydroxybenzyl acetate and diazotization followed by diazo coupling with

NaHSO3-Mediated Direct Synthesis of Sulfinic Esters from Sulfonyl Hydrazides under Transition-Metal-Free Conditions

We have developed a protocol for the NaHSO3-promoted esterification of sulfonyl hydrazides with alcohols for the synthesis of sulfinic esters. Various sulfonyl hydrazides could be converted to the corresponding sulfinic esters in good to high yields. The merits of this protocol include mild transition-metal-free reaction conditions, an inexpensive and available reagent, and operational simplicity. Controlled experiments reveal that this transformation probably undergoes via a radical pathway. (Figure presented.).