59337-93-8

Usage

Uses

Used in Agricultural Industry:
Methyl 3-aminosulfonylthiophene-2-carboxylate is used as an intermediate in the synthesis of Thifensulfuron-methyl (T344700), a sulfonylurea herbicide. It plays a vital role in the development of this herbicide due to its ability to contribute to the formation of the active compound, which is effective in controlling a wide range of broadleaf and grassy weeds in various crops.
The application of Methyl 3-aminosulfonylthiophene-2-carboxylate in the synthesis of Thifensulfuron-methyl is significant because it helps in the development of a herbicide that offers selective weed control, leading to improved crop yield and quality. Additionally, its use in the agricultural industry contributes to the overall efficiency and sustainability of modern farming practices.

InChI:InChI=1/C6H7NO4S2/c1-11-6(8)5-4(2-3-12-5)13(7,9)10/h2-3H,1H3,(H2,7,9,10)

Upstream product

• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 
• 79277-27-3 thifensulfuron methyl 
• 150258-68-7 methyl 3-[({[(4-hydroxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl}amino)sulfonyl]-2-thiophene methyl carboxylate 
• 59337-92-7 2-(carbomethoxy)thiophene-3-sulfonyl chloride 

Downstream Products

• 59337-94-9 2,3-dihydro-3-oxo-thieno<2,3-d>isothiazole-1,1-dioxide 
• 1170193-30-2 Methyl 2-(5-(phenylethynyl)-1,1-dioxothieno[2,3-d]isothiazol-2(3H)-yl)butyrate 
• 1170194-08-7 C₁₇H₁₅NO₄S₂ 
• 1428510-69-3 C₁₉H₂₃N₃O₄S₂ 
• 1170193-33-5 5-bromo-2-((tert-butyldiphenylsiloxy)methyl)thiophen-3-sulfonamide 
• 1170193-31-3 2-((tert-butyldiphenylsiloxy)methyl)thiophen-3-sulfonamide 
• 1170195-30-8 C₁₉H₁₉N₃O₄S₂ 
• 1170194-94-1 C₁₉H₂₀N₂O₄S₂ 
• 1170195-07-9 C₁₈H₁₆F₃NO₄S₂ 
• 1170195-00-2 C₂₃H₁₉NO₄S₂ 
• 1170194-91-8 C₁₉H₁₃F₆NO₄S₂ 
• 1170194-86-1 C₁₈H₂₃NO₄S₂ 
• 119120-83-1 1-(1,1-Dioxo-1H-1λ⁶-thieno[2,3-d]isothiazol-3-yl)-1H-benzotriazole 
• 113387-69-2 3-(4-Chloro-3,5-dimethyl-pyrazol-1-yl)-thieno[2,3-d]isothiazole 1,1-dioxide 

Relevant academic research and scientific papers

2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDENE)ACETAMIDE COMPOUNDS AND THEIR THERAPEUTIC USE

The present invention pertains generally to the field of therapeutic compounds. More specifically the present invention pertains to certain 2-amino-N-(amino-oxo-aryl-λ6- sulfanylidene)acetamide compounds (referred to herein as ANASIA compounds) that, inter alia, inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase (aaRS) (e.g., bacterial leucyl-tRNA synthetase, LeuRS). The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase; to treat disorders that are ameliorated by the inhibition (e.g., selective inhibition) of bacterial aminoacyl-tRNA synthetase; to treat bacterial infections; etc.

FUSED 1,2 THIAZOLES AND 1,2 THIAZINES WHICH ACT AS NL3P3 MODULATORS

The present invention relates to novel compounds (I) that can be employed in the treatment, alleviation or prevention of a group of diseases, disorders and abnormalities responsive to modulation or inhibition of the activation of a component of the inflammasome pathway. In particular, the component of the inflammasome pathway is NLRP3 inflammasome. More particularly, the compounds of the present invention have the capability to inhibit the NLRP3 inflammasome. Further, the compounds of the present invention modulate, in particular, decrease IL-1 beta and/or IL-18 levels.

Rearrangement products in aqueous photolysis of thifensulfuron methyl

Photo-degradation of [14C]-thifensulfuron methyl has been investigated in aqueous media using a light source which simulates sunlight. Degradation of thifensulfuron methyl proceeds predominantly via sulfonylurea bridge ipso-contraction, and via cleavage of the bridge structure, to yield products in which the thiophene and the triazine rings have disconnected. One significant degradation product, which accounts for nearly 10%, retained both rings with truncated bridge moiety. Surprisingly, this product had thiophene ring substituents rearranged from their original locations. Other laboratories have reported photodegradation of thifensulfuron-methyl, and identified similar degradation products as well. The structure of the rearrangement product has been misidentified in previous reports because the rearrangement of the thiophene ring is not widely recognized. An unambiguous identification of this product and potential rearrangement mechanisms are presented in this report.

Design, synthesis and SAR investigation of thienosultam derivatives as ADAMTS-5 (aggrecanase-2) inhibitors

A series of 1,1-dioxothieno[2,3-d]isothiazole (thienosultam) derivatives were designed and synthesized as novel ADAMTS-5 inhibitors for an investigation into a side chain of thienosultam for the S1′ pocket. The resulting compounds (19 and 24) show high AD

SULTAM DERIVATIVES

A sultam derivative of Formula (1) described below having inhibitory action for aggrecanase activity is provided. The sultam derivative of Formula (1) and a salt thereof exhibit strong inhibitory action for aggrecanase activity in a living body of a mamma

Synthesis and anti-inflammatory evaluation of new sulfamoylheterocarboxylic derivatives

A series of new sulfamoylthiophene and sulfamoylpyrazole carboxylic acid derivatives was synthesized. Some of these compounds show interesting analgesic properties and significant nonsteroidal anti-inflammatory activities in several models of inflammation.

Hydrolysis Kinetics of Thifensulfuron Methyl in Aqueous Buffer Solutions

The hydrolysis of thifensulfuron methyl and thifensulfuron were investigated in buffered aqueous solutions with pH values of 4, 5, 9, and 10. Hydrolysis of thifensulfuron methyl was pH dependent and relatively fast both in acidic and alkaline buffer solutions. In the case of thifensulfuron, hydrolysis rates were of the same order of magnitude as thifensulfuron methyl at acidic pH, but very low at alkaline pH. In acidic solutions, cleavage of the sulfonylurea bridge and O-demethylation of the methoxy group of the triazine ring occurred concurrently. The resulting intermediates gave two parallel reactions: cleavage of the sulfonylurea bridge and opening of the triazine ring. The relative rates of the different hydrolysis pathways were influenced by the pKaof compounds. At alkaline pH, thifensulfuron methyl hydrolyzed to thifensulfuron, which was slowly transformed by cleavage of the sulfonylurea bridge and O-demethylation.

2,3-Dihydro-3-oxo-thienoisothiazol-1,1-dioxides and their 3-thioxo compounds

2,3-Dihydro-3-oxo-thieno[2,3-d]isothiazole-1,1-dioxide and 2,3-Dihydro-3-oxo-thieno[3,2-d]isothiazole-1,1-dioxide are synthesized. The latter compound can be prepared from 2-chlorothiophene in five steps. Both substances react with Lawessons reagent to give the 3-thioxo derivatives.

Thiophene isosteres: synthesis and pharmacological study of 3-(azol-1-yl)thieno isothiazole-1,1-dioxides

Three series of new 3-(azol-1-yl)thieno isothiazole-1,1-dioxides were synthesized and tested for anti-inflammatory and related pharmacological activities as well as for acute toxicity.Acetylsalicylic acid was used as the reference standard.Keywords - 3-(a