68502-19-2

Usage

Uses

Used in Veterinary Medicine:
4-(Ethylsulfonyl)-N1-methylbenzene-1,2-diamine is utilized as a sulfonamide antibiotic for treating a range of bacterial infections in animals. It operates by interfering with the synthesis of folic acid, thereby hindering bacterial growth and multiplication.
Used as a Food Preservative:
In the food industry, 4-(ethylsulfonyl)-N1-methylbenzene-1,2-diamine serves as a preservative to extend the shelf life of certain products by preventing the growth of spoilage-causing microorganisms.
Used in Dye Production:
4-(ethylsulfonyl)-N1-methylbenzene-1,2-diamine also finds application in the manufacturing process of specific dyes, where its chemical properties contribute to the development of desired color characteristics.
However, it is important to note that the use of 4-(ethylsulfonyl)-N1-methylbenzene-1,2-diamine as an antibiotic in human medicine has diminished. This reduction is due to the presence of more potent and less toxic alternatives, as well as concerns regarding its toxicity and side effects in humans.

Upstream product

• 21355-86-2 (4-Ethanesulfonyl-2-nitro-phenyl)-methyl-amine 
• 74159-80-1 1-chloro-4-(ethylsulphonyl)-2-nitrobenzene 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 7205-80-3 1-(ethylsulfonyl)-4-chlorobenzene 

Relevant academic research and scientific papers

Design, synthesis and anticancer/antiestrogenic activities of novel indole-benzimidazoles

Indole-benzimidazoles have recently gained attention due to their antiproliferative and antiestrogenic effects. However, their structural similarities and molecular mechanisms shared with selective estrogen receptor modulators (SERMs) have not yet been investigated. In this study, we synthesized novel ethylsulfonyl indole-benzimidazole derivatives by substituting the first (R1) and fifth (R2) positions of benzimidazole and indole groups, respectively. Subsequently, we performed 1H NMR, 13C NMR, and Mass spectral and in silico docking analyses, and anticancer activity screening studies of these novel indole-benzimidazoles. The antiproliferative effects of indole-benzimidazoles were found to be more similar between the estrogen (E2) responsive cell lines MCF-7 and HEPG2 in comparison to the Estrogen Receptor negative (ER-) cell line MDA-MB-231. R1:p-fluorobenzyl group members were selected as lead compounds for their potent anticancer effects and moderate structural affinity to ER. Microarray expression profiling and gene enrichment analyses (GSEA) of the selected compounds (R1:p-fluorobenzyl: 48, 49, 50, 51; R1:3,4-difluorobenzyl: 53) helped determine the similarly modulated cellular signaling pathways among derivatives. Moreover, we identified known compounds that have significantly similar gene signatures to that of 51 via queries performed in LINCS database; and further transcriptomics comparisons were made using public GEO datasets (GSE35428, GSE7765, GSE62673). Our results strongly demonstrate that these novel indole-benzimidazoles can modulate ER target gene expression as well as dioxin-mediated aryl hydrocarbon receptor and amino acid deprivation-mediated integrated stress response signaling in a dose-dependent manner.