2360-20-5

Basic information

• Product Name: 3,4-DIAMINO-BENZENESULFONAMIDE
• Synonyms: AKOS BBS-00006461;3,4-DIAMINOBENZENE-1-SULPHONAMIDE;3,4-DIAMINO-BENZENESULFONAMIDE;3,4-Diaminobenzenesulphonamide 95+%;3,4-DiaMino-benenesulfonaMide;4-Sulphamoylbenzene-1,2-diamine;3,4-DiaMinobenzenesulfonaMide, diHCl;BenzenesulfonaMide,3,4-diaMino-
• CAS NO: 2360-20-5
• Molecular Formula: C₆H₉N₃O₂S
• Molecular Weight: 187.22
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 2360-20-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 160(dec.)
• Boiling Point: 475.9 °C at 760 mmHg
• Flash Point: 241.6 °C
• Appearance: /
• Density: 1.522 g/cm³
• Vapor Pressure: 3.19E-09mmHg at 25°C
• Refractive Index: 1.679
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 3,4-DIAMINO-BENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIAMINO-BENZENESULFONAMIDE(2360-20-5)
• EPA Substance Registry System: 3,4-DIAMINO-BENZENESULFONAMIDE(2360-20-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 2360-20-5(Hazardous Substances Data)

Usage

Uses

3,4-Diaminobenzenesulfonamide

InChI:InChI=1/C6H9N3O2S/c7-5-2-1-4(3-6(5)8)12(9,10)11/h1-3H,7-8H2,(H2,9,10,11)

Upstream product

• 97-08-5 3-nitro-4-chlorosulfonyl chloride 
• 2360-19-2 4-amino-3-nitrobenzenesulfonamide 

Downstream Products

• 1217433-11-8 2-(3,5-di-tert-butyl-2-hydroxyphenyl)-1H-benzimidazol-5⁽⁶⁾-sulfonamide 
• 1217433-10-7 2-(3-tert-butyl-2-hydroxyphenyl)-1H-benzimidazol-5⁽⁶⁾-sulfonamide 
• 1217433-09-4 2-(3,4-dichlorophenyl)-1H-benzimidazol-5⁽⁶⁾-sulfonamide 
• 27503-84-0 2-phenyl-1H-benzo[d]imidazole-5-sulfonamide 
• 915141-49-0 9-oxo-9H-fluorene-4-carboxylic acid (2-amino-4-sulphamoylphenyl)amide 
• 516481-94-0 2-[4-(4-Chloro-3-trifluoromethyl-phenoxy)-phenyl]-1H-benzoimidazole-5-sulfonic Acid Amide 
• 516481-91-7 2-[4-(3-Chloro-4-fluoro-phenylsulfanyl)-phenyl]-1H-benzoimidazole-5-sulfonic Acid Amide 
• 516481-96-2 2-[4-(4-Chloro-phenoxy)-phenyl]-1H-benzoimidazole-5-sulfonic Acid Amide 

Relevant articles and documents

Benzimidazole derivatives as potent and isoform selective tumor-associated carbonic anhydrase IX/XII inhibitors

We describe the synthesis of a series of 2-arylbenzimidazole derivatives bearing sulfonamide functionality (4a–d, 7a–c and 10) as well as hydroxamic acid (15a–b), carboxylic acid (16a–b), carboxamide (17a–b) and boronic acid (22a–b and 26) functionalities, which act as human carbonic anhydrase (hCA, EC 4.2.1.1) inhibitors. The newly synthesized benzimidazole derivatives were evaluated against 4 physiologically relevant CA isoforms (hCA I, II, IX, and XII), and especially the sulfonamide-containing benzimidazoles demonstrated intriguing inhibitory activity against tumor associated CA IX and XII with KI values in the range of 5.2–29.3 nM and 9.9–41.7 nM, respectively. Notably, compound 4c was the most potent and selective CA IX (KI = 6.6 nM) and XII (KI = 9.9 nM) inhibitor with a significant selectivity ratio over cytosolic CA I and II isoforms in the range of 3.4–25.2. In addition, compounds having hydroxamic acid (15a-b) or carboxylic acid (16a-b) functionalities resulted in greater selectivity ratios for CA IX/XII over CAI/II in the range of 4.1–121.5 although with KI values in lower micromolar potency (KIs = 0.36–0.85 μM for CA IX/XII).