77375-79-2

Usage

Uses

Used in Pharmaceutical Synthesis:
Ethyl 2-(isocyanatosulfonyl)benzoate is utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of novel drug molecules. Its unique functional group facilitates the creation of diverse chemical entities with potential therapeutic applications.
Used in Agrochemical Development:
In the agrochemical industry, ethyl 2-(isocyanatosulfonyl)benzoate is employed as a building block for the synthesis of new agrochemicals. Its incorporation into these compounds can lead to the discovery of more effective and targeted pest control agents.
Used in Specialty Chemicals Production:
Ethyl 2-(isocyanatosulfonyl)benzoate is used as a reagent in the production of specialty chemicals, where its specific functional group can impart unique properties to the final products, enhancing their performance in various applications.
Used in Material and Polymer Development:
ethyl 2-(isocyanatosulfonyl)benzoate also serves as a component in the development of new materials and polymers, where its reactive nature and functional group can be leveraged to create materials with improved or novel characteristics for specific industries.

Upstream product

• 79-37-8 oxalyl dichloride 
• 59777-72-9 ethyl 2-(aminosulfonyl)benzoate 
• 81-07-2 saccharin 

Downstream Products

• 1416567-33-3 C₁₅H₁₅BrN₄O₆S 
• 100594-02-3 C₁₅H₁₅IN₄O₆S 

Relevant academic research and scientific papers

Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase

The sulfonylurea herbicides exert their activity by inhibiting plant acetohydroxyacid synthase (AHAS), the first enzyme in the branched-chain amino acid biosynthesis pathway. It has previously been shown that if the gene for AHAS is deleted in Candida albicans, attenuation of virulence is achieved, suggesting AHAS as an antifungal drug target. Herein, we have cloned, expressed, and purified C. albicans AHAS and shown that several sulfonylureas are inhibitors of this enzyme and possess antifungal activity. The most potent of these compounds is ethyl 2-(N-((4-iodo-6-methoxypyrimidin-2-yl)carbamoyl) sulfamoyl)benzoate (10c), which has a Ki value of 3.8 nM for C. albicans AHAS and an MIC90 of 0.7 μg/mL for this fungus in cell-based assays. For the sulfonylureas tested there was a strong correlation between inhibitory activity toward C. albicans AHAS and fungicidal activity, supporting the hypothesis that AHAS is the target for their inhibitory activity within the cell.

Substituted sulfonylurea, processes for the production of these compounds, as well as compositions containing the same and having herbicidal and plant growth regulating activity

New substituted sulfonyl urea are disclosed of the general formula STR1 in which R1 is chlorine, --COOR5, --S(O)n --R6 or STR2 R2 is STR3 or --CH2 --C C--R11, R3 is hydrogen, C1 -C4 -alkyl, C1 -C4 -alkylthio, halogen, halogen-C1 -C4 -alkyl, halogen-C1 -C4 -alkoxy, Di-C1 -C3 -alkyl-amino, C1 -C3 -alkyl-amino or C1 -C3 -alkoxy-C1 -C3 -alkoxy, R4 is hydrogen C1 -C4 -alkyl, C1 -C4 -alkoxy, C1 -C4 -alkylthio, halogen, halogen-C1 -C4 -alkyl, halogen-C1 -C4 -alkoxy, Di-C1 -C3 -alkyl-amino, C1 -C3 -alkyl-amino, or C1 -C3 -alkoxy-C1 -C3 -alkoxy, Z is --CH= or --N=, R5 is C1 -C8 -alkyl, C3 -C8 -cycloalkyl, C1 -C3 -alkoxy-C1 -C3 -alkyl, phenyl, substituted phenyl, benzene or substituted benzene, R6 is C1 -C6 -alkyl or phenyl, R7 is C1 -C4 -alkyl, R8 is C1 -C4 -alkyl, R7 and R8 are independently C3 -C8 -cycloalkyl, morpholinyl, pyrrolidinyl, piperidyl or piperazinyl, R9 is hydrogen, chlorine, fluorine, or C1 -C3 -alkyl, R10 is hydrogen, chlorine, fluorine, trifluoromethyl or C1 -C3 -alkyl, R11 is hydrogen, chlorine, fluorine, cyano, C1 -C4 -alkyl or phenyl, X is oxygen or sulfur, and n is 0, 1 or 2, as well as processes for the preparation of these compounds and compositions having herbicidal and plant growth regulating effectiveness.

Intermediates for herbicidal sulfonamides

This invention relates to novel o-carbonylbenzenesulfonyl isocyanates and their use as intermediates for the preparation of sulfonylureas which are known to be active herbicides.