2360-19-2

Basic information

• Product Name: 4-amino-3-nitro-benzenesulfonamide
• Synonyms: 2-Nitro-4-sulphamoylaniline, 4-(Aminosulphonyl)-2-nitroaniline
• CAS NO: 2360-19-2
• Molecular Formula: C₆H₇N₃O₄S
• Molecular Weight: 217.2
• Mol File: 2360-19-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 480.6 °C at 760 mmHg
• Flash Point: 244.4 °C
• Appearance: /
• Density: 1.639 g/cm³
• Vapor Pressure: 2.15E-09mmHg at 25°C
• Refractive Index: 1.658
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 4-amino-3-nitro-benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-3-nitro-benzenesulfonamide(2360-19-2)
• EPA Substance Registry System: 4-amino-3-nitro-benzenesulfonamide(2360-19-2)

Safety Data

• Hazardous Substances Data: 2360-19-2(Hazardous Substances Data)

Usage

General Description

4-amino-3-nitro-benzenesulfonamide, also known as sulfanilamide, is a chemical compound with the molecular formula C6H7N3O3S. It is a sulfonamide antibiotic that acts by inhibiting the synthesis of folic acid in bacteria. 4-amino-3-nitro-benzenesulfonamide has been historically used as an antibacterial agent, particularly in the treatment of urinary tract infections, although its use has decreased due to the development of antibiotic resistance. Additionally, 4-amino-3-nitro-benzenesulfonamide has been investigated for its potential role in cancer therapy and as a carbonic anhydrase inhibitor for the treatment of glaucoma. However, its use in human medicine has been largely replaced by more effective and less toxic antibiotics.

InChI:InChI=1/C6H7N3O4S/c7-5-2-1-4(14(8,12)13)3-6(5)9(10)11/h1-3H,7H2,(H2,8,12,13)

Upstream product

• 39234-94-1 4-acetylamino-3-nitro-benzenesulfonic acid amide 
• 84202-49-3 (2-Nitro-4-sulfamoyl-phenyl)-carbamic acid ethyl ester 
• 41104-55-6 4-(sulfonylphenyl)carbamic acid ethyl ester 
• 63-74-1 sulfanilamide 
• 16761-19-6 4-acetylamino-3-nitro-benzenesulphonyl chloride 
• 121-60-8 p-acetylaminobenzenesulfonyl chloride 
• 97-09-6 4-Chloro-3-nitrobenzenesulfonamide 
• 97-08-5 3-nitro-4-chlorosulfonyl chloride 
• 71905-93-6 acetylaminobenzenesulfonylchloride 
• 6668-56-0 4-fluoro-3-nitrobenzene-1-sulfonyl chloride 

Downstream Products

• 24855-58-1 4-hydroxy-3-nitrobenzenesulfonamide 
• 2360-20-5 3,4-diaminobenzenesulfonamide 
• 32549-07-8 2-Nitro-4-sulfamoyl-benzenesulfonyl chloride 
• 78633-47-3 2-Oxo-2,3-dihydro-benzooxazole-5-sulfonic acid (2-nitro-4-sulfamoyl-phenyl)-amide 
• 28799-71-5 4-(t-butylamino)-3-nitrobenzenesulfonamide 
• 78633-55-3 2-Oxo-2,3-dihydro-benzooxazole-5-sulfonic acid (2-amino-4-sulfamoyl-phenyl)-amide 
• 32549-08-9 2-Nitro-benzene-1,4-disulfonic acid 4-amide 1-dibutylamide 
• 32579-38-7 2-Nitro-benzene-1,4-disulfonic acid 4-(acetyl-amide) 1-dibutylamide 
• 39234-96-3 4-amino-3-bromo-5-nitrobenzenesulfonamide 
• 27503-84-0 2-phenyl-1H-benzo[d]imidazole-5-sulfonamide 

Relevant articles and documents

Synthesis method of antiviral drug intermediate 4-amino-3-nitrobenzene sulfonamide

The invention relates to a synthesis method of an antiviral drug intermediate 4-amino-3-nitrobenzene sulfonamide. The synthesis method comprises the following steps: taking 4-fluoro-3-nitrobenzene sulfonyl chloride as a main raw material and acetonitrile as a solvent, carrying out ammoniation on ammonia water at room temperature to synthesize the target product 4-amino-3-nitrobenzene sulfonamide by a one-step method, and carrying out low-temperature amination on the intermediate by ammonia water to obtain the target product. The method has the advantages of simple and easily available raw materials, simple and convenient operation, mild synthesis conditions, and good social and economic benefits.

Synthesis and antistaphylococcal activity of N-substituted-1H- benzimidazole-sulphonamides

A series of N-substituted-1H-benzimidazole-5(6)-sulfonamides and 3-(5,6-dichloro-1H-benzimidazol-2-yl)-N-substituted benzensulfonamides were synthesized and evaluated for antibacterial activity against Staphylococcus aureus and methicillin-resistant S. aureus (MRSA). Certain compounds inhibit bacterial growth with low MIC (μg/mL) values. The most active compounds 30, 31, and 32 have the lowest MIC values with 0.39 to 0.19 μg/mL. Among the compounds having sulfonamido moities, 16, 23, and 24 exhibited the strongest antibacterial activity with 1.56 μg/mL MIC values.

The Preparation of Sodium 4-Amino-3-nitrobenzenesulfonate and Some Related Compounds

The sodium salt of 4-amino-3-nitrobenzenesulfonic acid (o-nitroaniline-p-sulfonic acid) has been prepared by the action of dilute sodium hydroxide solution on ethyl carbamate.Central to this synthesis is the finding that the N-ethoxycarbonyl group, when located ortho to a nitro group (but not to a bromo group), is readily removed by dilute sodium hydroxide solution.