292644-05-4

Usage

Uses

Used in Agricultural Industry:
2,4-Dichloro-5-morpholinosulfonyl-benzoic acid is used as a herbicidal agent for the purpose of controlling broadleaf weeds in various crops. Its application reason lies in its ability to selectively target and disrupt the growth of unwanted plants, thereby enhancing crop yield and quality without causing significant harm to the desired crops.

Upstream product

• 110-91-8 morpholine 
• 3740-18-9 2,4-dichloro-5-(chlorosulfonyl)benzoic acid 
• 50-84-0 2,4 dichlorobenzoic acid 

Downstream Products

• 1449428-68-5 tert-butyl 3-cyano-2-(2,4-dichloro-5-(morpholinosulfonyl)benzamido)-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate 
• 1449428-69-6 4-(3-cyano-2-(2,4-dichloro-5-(morpholinosulfonyl)benzamido)-4,5,6,7-tetrahydrobenzo[b]thiophen-6-yl)phenyl acetate 
• 1449428-70-9 2,4-dichloro-N-(3-cyano-6-(4-methoxyphenyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-5-(morpholinosulfonyl)benzamide 
• 1449428-71-0 ethyl 4-(3-cyano-2-(2,4-dichloro-5-(morpholinosulfonyl)benzamido)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)benzoate 
• 1449428-72-1 2,4-dichloro-N-(3-cyano-6-(4-cyanophenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-5-(morpholinosulfonyl)benzamide 
• 1449428-73-2 2,4-dichloro-N-(3-cyano-6-(4-nitrophenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-5-(morpholinosulfonyl)benzamide 
• 1449428-77-6 ClH*C₁₉H₁₈Cl₂N₄O₄S₂ 
• 1449428-80-1 N-(6-benzyl-3-cyano-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-2,4-dichloro-5-(morpholinosulfonyl)benzamide 
• 1449429-02-0 N-(6-benzoyl-3-cyano-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-2,4-dichloro-5-(morpholinosulfonyl)benzamide 
• 1449429-04-2 2,4-dichloro-N-(3-cyano-6-(3,4-dihydroxybenzyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-5-(morpholinosulfonyl)benzamide 
• 1449428-78-7 tert-butyl 4-(2-(3-cyano-2-(2,4-dichloro-5-(morpholinosulfonyl)benzamido)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)ethyl)piperidine-1-carboxylate 
• 1449428-79-8 2,4-dichloro-N-(3-cyano-6-(cyclohexylmethyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-5-(morpholinosulfonyl)benzamide 
• 1449428-81-2 2,4-dichloro-N-(3-cyano-6-(4-fluorobenzyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-5-(morpholinosulfonyl)benzamide 
• 1449428-83-4 2,4-dichloro-N-(3-cyano-6-(3-cyanobenzyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-5-(morpholinosulfonyl)benzamide 

Relevant academic research and scientific papers

Highly Potent Non-Carboxylic Acid Autotaxin Inhibitors Reduce Melanoma Metastasis and Chemotherapeutic Resistance of Breast Cancer Stem Cells

Autotaxin (ATX, aka. ENPP2) is the main source of the lipid mediator lysophosphatidic acid (LPA) in biological fluids. This study reports on inhibitors of ATX derived by lead optimization of the benzene-sulfonamide in silico hit compound 3. The new analogues provide a comprehensive structure-activity relationship of the benzene-sulfonamide scaffold that yielded a series of highly potent ATX inhibitors. The three most potent analogues (3a, IC50 ～ 32 nM; 3b, IC50 ～ 9 nM; and 14, IC50 ～ 35 nM) inhibit ATX-dependent invasion of A2058 human melanoma cells in vitro. Two of the most potent compounds, 3b and 3f (IC50 ～ 84 nM), lack inhibitory action on ENPP6 and ENPP7 but possess weak antagonist action specific to the LPA1 G protein-coupled receptor. In particular, compound 3b potently reduced in vitro chemotherapeutic resistance of 4T1 breast cancer stem-like cells to paclitaxel and significantly reduced B16 melanoma metastasis in vivo.

AUTOTAXIN INHIBITORS

The present disclosure provides novel ATX inhibitors, and pharmaceutical compositions comprising said inhibitors, as well as methods of treatment comprising administration of said inhibitors.

Structure-activity relationships of new cyanothiophene inhibitors of the essential peptidoglycan biosynthesis enzyme MurF

Peptidoglycan is an essential component of the bacterial cell wall, and enzymes involved in its biosynthesis represent validated targets for antibacterial drug discovery. MurF catalyzes the final intracellular peptidoglycan biosynthesis step: the addition of D-Ala-D-Ala to the nucleotide precursor UDP-MurNAc-L-Ala-γ-D-Glu-meso-DAP (or L-Lys). As MurF has no human counterpart, it represents an attractive target for the development of new antibacterial drugs. Using recently published cyanothiophene inhibitors of MurF from Streptococcus pneumoniae as a starting point, we designed and synthesized a series of structurally related derivatives and investigated their inhibition of MurF enzymes from different bacterial species. Systematic structural modifications of the parent compounds resulted in a series of nanomolar inhibitors of MurF from S. pneumoniae and micromolar inhibitors of MurF from Escherichia coli and Staphylococcus aureus. Some of the inhibitors also show antibacterial activity against S. pneumoniae R6. These findings, together with two new co-crystal structures, represent an excellent starting point for further optimization toward effective novel antibacterials.