565-20-8

Basic information

• Product Name: N-MONOACETYL-4,4'-DIAMINODIPHENYL SULFONE
• Synonyms: MONO-N-ACETYL-4,4'-SULFONYLBISBENZENEAMINE;MONOACETYL DAPSONE;4’-sulfanilyl-acetanilid;4’-sulfanilylacetanilide;4'-Sulfanilylacetanilide;Acetanilide, 4'-sulfanilyl-;Madds;n-(4-((4-aminophenyl)sulfonyl)phenyl)-acetamid
• CAS NO: 565-20-8
• Molecular Formula: C₁₄H₁₄N₂O₃S
• Molecular Weight: 290.34
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Aromatics;Sulfur & Selenium Compounds
• Mol File: 565-20-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 238-240°C
• Boiling Point: 589.5 °C at 760 mmHg
• Flash Point: 310.3 °C
• Appearance: white/
• Density: 1.362 g/cm³
• Storage Temp.: 2-8°C
• Solubility: Acetonitrile (Slightly, Heated), DMSO (Slightly, Heated), Methanol (Slightly)
• CAS DataBase Reference: N-MONOACETYL-4,4'-DIAMINODIPHENYL SULFONE(CAS DataBase Reference)
• NIST Chemistry Reference: N-MONOACETYL-4,4'-DIAMINODIPHENYL SULFONE(565-20-8)
• EPA Substance Registry System: N-MONOACETYL-4,4'-DIAMINODIPHENYL SULFONE(565-20-8)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41-43
• Safety Statements: 26-36/37/39
• WGK Germany: 2
• RTECS: AE7020000
• Hazardous Substances Data: 565-20-8(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

A metabolite of Dapsone (D193250).

Upstream product

• 1775-37-7 N-[4-(4-Nitro-benzenesulfonyl)-phenyl]-acetamide 
• 108-24-7 acetic anhydride 
• 80-08-0 dapsone 
• 64-19-7 acetic acid 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 1193-02-8 4-aminotiophenol 
• 34037-44-0 methyl 4-(4-aminophenylthio)benzoate 
• 1126-81-4 4-acetamidothiophenol 
• 13113-79-6 sodium 4-nitrobenzenethiolate 
• 100-00-5 4-chlorobenzonitrile 
• 1948-92-1 4-(4-nitrophenylsulfonyl)aniline 
• 101-59-7 4-amino-4'-nitrodiphenyl sulfide 
• 586-78-7 para-nitrophenyl bromide 
• 710-24-7 4-acetamidobenzenesulfinic acid 

Downstream Products

• 6973-61-1 (4-acetylamino-phenyl)-(4-formylamino-phenyl)-sulfone 
• 21501-07-5 (4-acetylamino-phenyl)-(4-hexanoylamino-phenyl)-sulfone 
• 115166-72-8 bis-{4-[(N-acetyl-sulfanilyl)-amino]-phenyl}-sulfone 
• 873973-60-5 (4-acetylamino-phenyl)-[4-(acetyl-methyl-amino)-phenyl]-sulfone 
• 123862-10-2 acetic acid-[4-(N-methyl-sulfanilyl)-anilide] 
• 857621-84-2 acetic acid-[4-(4-hydroxy-benzenesulfonyl)-anilide] 
• 100957-95-7 (4-amino-phenyl)-(4-isopropylamino-phenyl)-sulfone 
• 51688-26-7 (4-amino-phenyl)-(4-methylamino-phenyl)-sulfone 

Relevant articles and documents

Myobacterium Tuberculosis-Thioredoxin Reductase Inhibitor as an Antitubercular Agent

The invention relates to Mycobacterium tuberculosis-thioredoxin reductase inhibitors, processes for the preparation thereof, drugs containing said compounds, and the use of said compounds for manufacturing drugs.

Studies on 2,3,N,N'-substituted 4,4'-diaminodiphenylsulfones as potential antimalarial agents

A series of new 4,4'-diaminodiphenylsulfones substituted at 2 and 3 position and also at primary amino group of the phenyl rings have been synthesised and evaluated for their antimalarial activity against Plasmodium berghei infection in mice. Some of these compounds were active and showed complete inhibition of parasitaemia which included 7a1-7a4, 7b3, 7b4 and 16a at 1 mg/kg i.p. for 4 days and 16a, at 0.3 mg/kg for 4 days. Some compounds tested for their synthetase inhibitory action in cell-free system isolated from P. berghei (7b1, 7b2 and 8b2) were found to be more active than diaminodiphenylsulphone. The difference in order of activity between these in vivo and in vitro tests may be due to differences in their pharmacokinetic properties.