59777-72-9

Usage

Uses

Used in Biochemical Research:
Ethyl 2-sulfamoylbenzoate is used as a research compound for its unique chemical properties, contributing to the understanding of biochemical processes and interactions.
Used in Pharmaceutical Applications:
Ethyl 2-sulfamoylbenzoate is employed as a pharmaceutical intermediate, playing a crucial role in the synthesis of various drugs and therapeutic agents.
Used in Chemical Synthesis:
Ethyl 2-sulfamoylbenzoate is used as a key building block in the synthesis of complex organic molecules, particularly in the fields of organic chemistry and materials science.

InChI:InChI=1/C9H11NO4S/c1-2-14-9(11)7-5-3-4-6-8(7)15(10,12)13/h3-6H,2H2,1H3,(H2,10,12,13)

Upstream product

• 632-24-6 2-sulfamoyl-benzoic acid 
• 75-03-6 ethyl iodide 
• 64-17-5 ethanol 
• 81-07-2 saccharin 
• 90982-32-4 chlorimuron ethyl 
• 103008-54-4 ethyl 2–(chlorosulfonyl)benzoate 
• 88-19-7 methyl 2-(aminosulfonyl)benzoate 
• 541-41-3 chloroformic acid ethyl ester 
• 3306-62-5 2-AMINOBENZENESULFONAMIDE 

Downstream Products

• 64-17-5 ethanol 
• 81-07-2 saccharin 
• 165395-27-7 C₁₁H₁₃NO₆S 
• 1256107-53-5 2-(ethoxycarbonyl)benzenesulfanenitrile 
• 7499-96-9 2-n-butyl-1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazo-3-one 
• 3416-59-9 N-benzylsaccharin 
• 1373318-58-1 2-(ethoxymethyl)benzenesulfonamide 
• 65270-84-0 2-(hydroxymethyl)benzenesulfonamide 
• 936-16-3 2,3-dihydro-1,2-benzisothiazole 1,1-dioxide 
• 100594-02-3 C₁₅H₁₅IN₄O₆S 
• 1416567-33-3 C₁₅H₁₅BrN₄O₆S 
• 77375-79-2 o-Ethoxycarbonylbenzenesulfonyl isocyanate 
• 1569309-92-7 2-[4-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)butylsulfamoyl]benzoic acid 

Relevant academic research and scientific papers

Syntheses, biological activities and SAR studies of novel carboxamide compounds containing piperazine and arylsulfonyl moieties

A series of novel carboxamide compounds 19a-19j, 20a-20j and 22a-22d containing piperazine and arylsulfonyl moieties have been synthesized. The bioassay results showed that some compounds exhibited favorable herbicidal activities against dicotyledonous plants and many of them possessed excellent antifungal activities. Among 24 novel compounds, some showed superiority over the commercial fungicides Chlorothalonil, Dimethomorph, Thiophanate-methyl, Iprodione, and Zhongshengmycin at 500 mg/L concentration. Some compounds also exhibited high KARI inhibitory activity at 100 γ1/4g/mL concentration and could be used as new KARI lead inhibitors for further studies. Moreover, SAR of these new compounds were comprehensively investigated using different computational methods in which 3D-QSAR model obtained provided useful information for further structural optimization for the discovery of new fungicides. The results of this research will contribute to explore comprehensive biological activities of piperazine-containing compounds in different areas of chemistry.

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.

Sulfonylureas as dual acting agents - Synthesis and biological activity

2-Amino-5-aryl/alkyl-1,3,4-thiadiazoles 3a-e were used as intermediates in the synthesis of some 1,3-substituted urea derivatives 5a-o to evaluate their antidiabetic activity as well as antibacterial activity. The obtained compounds exhibited marginal activity against the animal models and the selected microorganisms.

Phototransformation of Chlorimuron-ethyl in Aqueous Solution

Chlorimuron-ethyl is relatively stable in water buffered to pH 7.0 and 9.0, but hydrolyzes readily (half-life, 14 d) in water buffered to pH 4.0. In addition, chlorimuron-ethyl photodegrades rapidly and extensively in aqueous solution. The predominant photoproducts are 4-methoxy-6-chloro-2-aminopyrimidine, ethyl 2-aminosulfonylbenzoate, N-(4-methoxy-6-chloropyrimidin-2-yl)methyl urea, and o-benzoic sulfimide (saccharin). A minor deesterified product (chlorimuron) was evident. The decrease in chlorimuron-ethyl concentration in aqueous solutions followed first-order kinetics. The rate of degradation in different types of water followed the order irrigation water > tap water > distilled water. Chlorimuron-ethyl photodegraded in pH 4, 7, and 9 buffer solutions under both UV and sunlight. A faster degradation rate in pH 4.0 buffer solution was observed.

Herbicidal compounds, their production and use

A compound of the general formula STR1 wherein R1 is a phenyl group which may be substituted, R2 and R3 respectively are a lower alkyl or lower alkoxy group, Z is CH or N and n is 0 or 1, or a salt thereof which is useful as a herbicide.