126891-45-0

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromobenzenesulphonylacetonitrile is used as a key intermediate for the synthesis of various pharmaceuticals. It aids in the production of sulfonamide and sulfonamide-based compounds, which are known for their antibacterial and antifungal properties, making them valuable in the development of medications for treating bacterial and fungal infections.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Bromobenzenesulphonylacetonitrile is utilized as a building block in the synthesis of agrochemicals. Its role in creating sulfonamide compounds contributes to the development of products that help protect crops from bacterial and fungal diseases, thereby enhancing agricultural productivity.
Used in Dye Production:
4-Bromobenzenesulphonylacetonitrile is used as a raw material in the production of dyes. Its chemical properties make it suitable for the synthesis of various dye compounds, which are then used in different industries such as textiles, plastics, and printing inks.
Used in Organic Compounds Synthesis:
4-BROMOBENZENESULPHONYLACETONITRILE is also used in the synthesis of other organic compounds. Its unique structure and reactivity make it a valuable component in the creation of a wide range of organic molecules for various applications in research, industry, and other fields.

InChI:InChI=1/C8H6BrNO2S/c9-7-1-3-8(4-2-7)13(11,12)6-5-10/h1-4H,6H2

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 1624363-23-0 3-azido-2-methylbut-3-en-2-ol 
• 106-53-6 para-bromobenzenethiol 
• 107-14-2 chloroacetonitrile 

Downstream Products

• 861070-32-8 2-(4-bromo-benzenesulfonyl)-5-phenyl-penta-2,4-dienenitrile 
• 132275-66-2 2-(4-Bromo-benzenesulfonyl)-2-cyano-N-(4-methoxy-phenyl)-thioacetamide 
• 132275-70-8 2-(4-Bromo-benzenesulfonyl)-2-cyano-N-(4-nitro-phenyl)-thioacetamide 
• 1174392-13-2 C₁₅H₉BrN₄O₃S 
• 1174392-13-2 C₁₅H₉BrN₄O₃S 
• 1174392-21-2 3-(4-bromobenzenesulfonyl)-4H-thieno[2,3-e][1,2,3]-triazolo[1,5-a]pyrimidin-5-one 
• 892749-46-1 [3-(4-bromobenzenesulfonyl)thieno[2,3-e][1,2,3]triazolo-[1,5-a]pyrimidin-5-yl]thiophen-2-ylmethylamine 
• 132276-46-1 (4-Bromo-benzenesulfonyl)-[3-(4-nitro-phenyl)-4-oxo-thiazolidin-(2Z)-ylidene]-acetonitrile 
• 132276-82-5 3-Amino-4-(4-bromo-benzenesulfonyl)-5-p-tolylamino-thiophene-2-carboxylic acid ethyl ester 
• 132276-43-8 (4-Bromo-benzenesulfonyl)-[3-(4-ethoxy-phenyl)-4-oxo-thiazolidin-(2Z)-ylidene]-acetonitrile 
• 132276-42-7 (4-Bromo-benzenesulfonyl)-[3-(4-methoxy-phenyl)-4-oxo-thiazolidin-(2Z)-ylidene]-acetonitrile 
• 132276-45-0 (4-Bromo-benzenesulfonyl)-[3-(4-bromo-phenyl)-4-oxo-thiazolidin-(2Z)-ylidene]-acetonitrile 
• 132276-44-9 (4-Bromo-benzenesulfonyl)-[3-(4-chloro-phenyl)-4-oxo-thiazolidin-(2Z)-ylidene]-acetonitrile 
• 132276-41-6 (4-Bromo-benzenesulfonyl)-[4-oxo-3-p-tolyl-thiazolidin-(2Z)-ylidene]-acetonitrile 

Relevant academic research and scientific papers

Photoinduced synthesis of 2-sulfonylacetonitriles with the insertion of sulfur dioxide under ultraviolet irradiation

Metal-free insertion of sulfur dioxide with aryl iodides and 3-azido-2-methylbut-3-en-2-ol under ultraviolet irradiation at room temperature is achieved, giving rise to 2-(arylsulfonyl)acetonitriles in moderate to good yields. Alkyl iodide is also workable under these conditions. This transformation proceeds smoothly under mild conditions with a broad substrate scope. Various functional groups are compatible including amino, ester, halo, and trifluoromethyl groups. No metal catalyst or additive is needed during the reaction process. Mechanistic studies show that under ultraviolet irradiation, an aryl radical is generated in situ from aryl iodide, which undergoes subsequent sulfonylation via the insertion of sulfur dioxide leading to arylsulfonyl radical intermediates. Then the arylsulfonyl radical reacts with 3-azido-2-methylbut-3-en-2-ol giving rise to the corresponding 2-(arylsulfonyl)acetonitrile.

TRIAZOLOTHIENOPYRIMIDINE COMPOUND INHIBITORS OF UREA TRANSPORTERS AND METHODS OF USING INHIBITORS

Provided herein are small molecule triazolothienopyrimidine compounds that inhibit urea transport activity of solute transporters, particularly the UT-B transporter. The compounds described herein are useful for increasing solute clearance in states of fluid overload and for treating refractory edema associated with cardiovascular, renal, and metabolic diseases, disorders, and conditions.

Nanomolar potency and metabolically stable inhibitors of kidney urea transporter UT-B

Urea transporters, which include UT-B in kidney microvessels, are potential targets for development of drugs with a novel diuretic ('urearetic') mechanism. We recently identified, by high-throughput screening, a triazolothienopyrimidine UT-B inhibitor, 1, that selectively and reversibly inhibited urea transport with IC50 = 25.1 nM and reduced urinary concentration in mice (Yao et al.J. Am. Soc. Nephrol., in press). Here, we analyzed 273 commercially available analogues of 1 to establish a structure-activity series and synthesized a targeted library of 11 analogues to identify potent, metabolically stable UT-B inhibitors. The best compound, {3-[4-(1,1-difluoroethyl)benzenesulfonyl]thieno[2,3-e][1,2,3]triazolo[1,5-a] pyrimidin-5-yl}thiophen-2-ylmethylamine, 3k, had IC50 of 23 and 15 nM for inhibition of urea transport by mouse and human UT-B, respectively, and ～40-fold improved in vitro metabolic stability compared to 1. In mice, 3k accumulated in kidney and urine and reduced maximum urinary concentration. Triazolothienopyrimidines may be useful for therapy of diuretic-refractory edema in heart and liver failure.