18101-58-1

Basic information

• Product Name: 2-Amino-1,3-benzothiazole-6-Sulfonamide
• Synonyms: 2-aMinobenzo[d]thiazole-6-sulfonaMide;6-BenzothiazolesulfonaMide,2-aMino-;2-Amino-6-benzo[d]thiazolesulfonamide
• CAS NO: 18101-58-1
• Molecular Formula: C₇H₇N₃O₂S₂
• Molecular Weight: 229.28
• Mol File: 18101-58-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 518.6 °C at 760 mmHg
• Flash Point: 267.4 °C
• Appearance: /
• Density: 1.667 g/cm³
• Vapor Pressure: 7.41E-11mmHg at 25°C
• Refractive Index: 1.755
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Amino-1,3-benzothiazole-6-Sulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-1,3-benzothiazole-6-Sulfonamide(18101-58-1)
• EPA Substance Registry System: 2-Amino-1,3-benzothiazole-6-Sulfonamide(18101-58-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 18101-58-1(Hazardous Substances Data)

Usage

General Description

2-Amino-1,3-benzothiazole-6-sulfonamide is a chemical compound with the molecular formula C8H8N2O2S2. It is also known as ABTS or 2-Amino-6-benzenethiazole sulfonic acid. 2-Amino-1,3-benzothiazole-6-Sulfonamide is commonly used in analytical chemistry as a reagent for the determination of antioxidants and free radicals. It is particularly useful in the measurement of the antioxidant capacity of a substance, as it undergoes a color change when oxidized. Additionally, 2-Amino-1,3-benzothiazole-6-sulfonamide has applications in pharmaceuticals, where it is used as an intermediate in the synthesis of various bioactive compounds. Overall, this chemical is important in various industries for its role in analytical methods and pharmaceutical synthesis.

InChI:InChI=1/C7H7N3O2S2/c8-7-10-5-2-1-4(14(9,11)12)3-6(5)13-7/h1-3H,(H2,8,10)(H2,9,11,12)

Upstream product

• 63-74-1 sulfanilamide 
• 333-20-0 potassium thioacyanate 
• 1709-52-0 N-methyl-4-aminobenzenesulfonamide 
• 1147550-11-5 ammonium thiocyanate 
• 23933-11-1 4-isothiocyanato-3-thiocyanato-benzenesulfonamide 
• 15192-76-4 copper(II) thiocyanate 
• 540-72-7 sodium thiocyanide 
• 330462-63-0 N-(6-sulfamoylbenzo[d]thiazol-2-yl)acetamide 
• 5332-65-0 4-amino-3-thiocyanatobenzenesulfonamide 
• 1718-39-4 (4-aminosulfonylphenyl)thiourea 

Downstream Products

• 68372-14-5 4-(benzothiazol-2-yl)thiosemicarbazide 
• 1370025-03-8 C₁₃H₁₀ClN₃O₄S₃ 
• 51776-88-6 C₁₄H₁₃N₃O₄S₃ 
• 1370024-53-5 C₁₃H₁₀N₄O₆S₃ 
• 5332-71-8 NSC 58950 

Relevant articles and documents

Synthesis and characterization of Cu(II) complexes of 2-amino-6-sulfamoylbenzothiazole and their inhibition studies on carbonic anhydrase isoenzymes

2-Amino-6-sulfamoylbenzothiazole (SMABT) and its proton transfer compound (HSMABT)+(HDPC)? (1) with 2,6-pyridinedicarboxylic acid (H2DPC), and their Cu(II) complexes (2 of SMABT, 3 and 4 of 1) have been prepared and characterized by spectroscopic techniques. Additionally, single crystal X-ray diffraction techniques were applied to all complexes. All compounds, including acetazolamide (AAZ) as the control compound, were also evaluated for their in vitro inhibition effects on human hCA I and hCA II for their hydratase and esterase activities. The synthesized complexes have remarkable inhibitory effects on hCA I and hCA II isoenzymes. The inhibition potentials of the proton transfer salt (1) and the metal complexes (2–4) are comparable with AAZ. Esterase Ki values of the compounds (1–4) are in the range of 0.089 ± 0.008 μM-0.149 ± 0.017 μM for hCA I and 0.046 ± 0.008 μM-0.085 ± 0.019 μM for hCA II. Inhibition data have been analyzed by using a one-way analysis of variance for multiple comparisons (p 0.0001).

Design and synthesis of benzothiazole-6-sulfonamides acting as highly potent inhibitors of carbonic anhydrase isoforms I, II, IX and XII

A series of novel 2-aminobenzothiazole derivatives bearing sulfonamide at position 6 was designed, synthesized and investigated as inhibitors of four isoforms of the metalloenzyme carbonic anhydrase (CA, EC 4.2.1.1), the cytosolic CA I and II, and the tum

Synthesis and carbonic anhydrase I, II, VII, and IX inhibition studies with a series of benzo[d]thiazole-5- and 6-sulfonamides

A series of benzo[d]thiazole-5- and 6-sulfonamides has been synthesized and investigated for the inhibition of several human (h) carbonic anhydrase (CA, EC 4.2.1.1) isoforms, using ethoxzolamide (EZA) as lead molecule. 2-Amino-substituted, 2-acylamino- an