18101-58-1

Usage

Uses

Used in Analytical Chemistry:
2-Amino-1,3-benzothiazole-6-Sulfonamide is used as a reagent for the determination of antioxidants and free radicals. Its ability to undergo a color change upon oxidation makes it particularly useful in measuring the antioxidant capacity of a substance, providing a reliable and sensitive method for assessing the presence and activity of antioxidants.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Amino-1,3-benzothiazole-6-Sulfonamide serves as an intermediate in the synthesis of various bioactive compounds. Its unique chemical structure allows for the development of new drugs with potential therapeutic applications, making it an essential component in the discovery and production of novel pharmaceuticals.
Overall, 2-Amino-1,3-benzothiazole-6-Sulfonamide is a crucial chemical in both analytical methods and pharmaceutical synthesis, contributing to the advancement of scientific research and the development of new treatments for various health conditions.

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

• 656236-38-3 2-amino-6-sulfonamidobenzothiazole 
• 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 academic research and scientific papers

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

Design, synthesis and evaluation of benzothiazole derivatives as multifunctional agents

Oxidative stress is the product or aetiology of various multifactorial diseases; on the other hand, the development of multifunctional compounds is a recognized strategy for the control of complex diseases. To this end, a series of benzothiazole derivatives was synthesized and evaluated for their multifunctional effectiveness as antioxidant, sunscreen (filter), antifungal and antiproliferative agents. Compounds were easily synthesized via condensation reaction between 2-aminothiophenols and different benzaldehydes. SAR study, particularly in position 2 and 6 of benzothiazoles, led to the identification of 4g and 4k as very interesting potential compounds for the design of multifunctional drugs. In particular, compound 4g is the best blocker of hERG potassium channels expressed in HEK 293 cells exhibiting 60.32percent inhibition with IC50 = 4.79 μM.

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

Synthesis and in vivo diuretic activity of some new benzothiazole sulfonamides containing quinoxaline ring system

A series of new 6-substituted-N-[3-{2-(substituted phenyl)-ethenyl} quinoxaline-2(1H)-ylidene]-1,3-benzothiazole-2-amine (4a–f) were designed and synthesized by condensing 2-amino-benzothiazole-6-sulfonic acid amide (1) with chalcones of quinoxaline-2-one (3a–f) in a hope to obtain promising and a new class of diuretic agents. Structures of all the newly synthesized compounds were characterized by spectral data and elemental analysis. The pharmacological studies in experimental rats indicates that compound 4c possesses excellent in vivo diuretic activity of 1.13 and appears to be a better diuretic agent than the reference drugs, acetazolamide (1.0) and urea (0.88). Insight of the binding mode of the synthesized compounds (ligand) into the binding sites of carbonic anhydrase enzyme (PDF code: 4KUV) was provided by docking studies, performed with the help of Maestro 9.0 docking software. Further pharmacokinetic and toxicological studies are needed to confirm the safety of compound 4c which emerged as a lead diuretic compound.

Inhibitors of apoptosis in testicular germ cells: Synthesis and biological evaluation of some novel IBTs bearing sulfonamide moiety

Pifithrin-α, a known p53 inactivator, inhibits p53-dependant mitochondrial cell death induced by toxins or γ-radiation. It has been found that aromatic IBT analogues of PFT-α are more cytoprotective and nonpeptide-based, isatin sulfonamides selectively in

Heteroaromatic analogues of 1,5-diarylpyrazole class as anti-inflammatory agents

A novel series of heteroaromatic analogues of known anti-inflammatory (AI) drug celecoxib replacing the benzenesulfonamide moiety with 6- sulfonamidobenzothiazol-2-yl moiety was synthesized. Regioselective synthesis of the target compounds 2a-i having 1,5

Synthesis, neurotoxicity and anticonvulsant study of some benzothiazole analogs

A series of benzothiazole sulfonamides, thiosemicarbazones and guanidine derivatives were synthesized by different pathways and tested for the neurotoxicity studies by the Rotarod method. The minimal motor impairment, the significant results were found with compounds (7) and (3). Some of these compounds also showed anticonvulsant activity by decreasing the duration of convulsions in albino mice. Compound (3), (7) and also compound (2) were found to be increased in the onset of convulsion and other test drugs showed moderate protection and animals were recovered in these groups.

ANTITUMOR BENZOYLSULFONAMIDES

The present invention provides antitumor compounds of the formula (I); and antitumor methods.