52374-24-0

Upstream product

• 64-04-0 phenethylamine 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 43090-97-7 1-(4-nitro-benzenesulfonyl)-aziridine 
• 98-80-6 phenylboronic acid 
• 6325-93-5 p-nitrobenzenesulfonamide 
• 849604-79-1 2-phenylethyl diphenylphosphinite 

Downstream Products

• 52374-13-7 C₂₀H₁₇N₃O₈S₂ 
• 587850-67-7 4-amino-N-phenethyl-benzenesulfonamide 
• 1377924-66-7 N-(2-phenylethyl)-N-[(4-nitrophenyl)sulfonyl]glycine methyl ester 
• 1372409-92-1 1-acetyl-N-4-nitrobenzenesulfonyl-1,2,3,4-tetrahydroisoquinoline thiosemicarbazone 
• 1372409-86-3 1-benzoyl-N-4-nitrobenzenesulfonyl-1,2,3,4-tetrahydroisoquinoline thiosemicarbazone 
• 1372409-72-7 1-benzoyl-N-4-nitrobenzenesulfonyl-1,2,3,4-tetrahydroisoquinoline 
• 1372409-78-3 1-acetyl-N-4-nitrobenzenesulfonyl-1,2,3,4-tetrahydroisoquinoline 
• 1456736-82-5 4-(4-((4-formylphenoxy)methyl)-1H-1,2,3-triazol-1-yl)-Nphenethylbenzenesulfonamide 
• 1456736-83-6 4-(4-((4-nitrophenoxy)methyl)-1H-1,2,3-triazol-1-yl)-Nphenethylbenzenesulfonamide 
• 1456736-84-7 N-phenethyl-4-(4-((o-tolyloxy)methyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide 
• 1456736-85-8 methyl 2-((1-(4-(N-phenethylsulfamoyl)phenyl)-1H-1,2,3-triazol-4-yl)methoxy)benzoate 
• 1456736-86-9 4-(4-((4-formyl-2-methoxyphenoxy)methyl)-1H-1,2,3-triazol-1-yl)-N-phenethylbenzenesulfonamide 
• 1456736-87-0 4-(4-((5-formyl-2-methoxyphenoxy)methyl)-1H-1,2,3-triazol-1-yl)-N-phenethylbenzenesulfonamide 
• 1456736-88-1 4-(4-(((2-oxo-2H-chromen-7-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)-N-phenethylbenzenesulfonamide 

Relevant academic research and scientific papers

Access to Indole-Fused Benzannulated Medium-Sized Rings through a Gold(I)-Catalyzed Cascade Cyclization of Azido-Alkynes

Because benzannulated and indole-fused medium-sized rings are found in many bioactive compounds, combining these fragments might lead to unexplored areas of biologically relevant and uncovered chemical space. Herein is shown that α-imino gold carbene chem

Potent and selective N-(4-sulfamoylphenyl)thiourea-based GPR55 agonists

To date, many known G protein-coupled receptor 55 (GPR55) ligands are those identified among the cannabinoids. In order to further study the function of GPR55, new potent and selective ligands are needed. In this study, we utilized the screening results from PubChem bioassay AID 1961 which reports the results of Image-based HTS for Selective Agonists of GPR55. Three compounds, CID1792579, CID1252842 and CID1011163, were further evaluated and used as a starting point to create a series of nanomolar potency GPR55 agonists with N-(4-sulfamoylphenyl)thiourea scaffold. The GPR55 activity of the compounds were screened by using a commercial β-arrestin PathHunter assay and the potential compounds were further evaluated by using a recombinant HEK cell line exhibiting GPR55-mediated effects on calcium signalling. The designed compounds were not active when tested against various endocannabinoid targets (CB1R, CB2R, FAAH, MGL, ABHD6 and ABHD12), indicating compounds' selectivity for the GPR55. Finally, structure-activity relationships of these compounds were explored.

Synthesis and molecular docking of 1,2,3-triazole-based sulfonamides as aromatase inhibitors

Abstract A series of 1,4-disubstituted-1,2,3-triazoles (13-35) containing sulfonamide moiety were synthesized and evaluated for their aromatase inhibitory effects. Most triazoles with open-chain sulfonamide showed significant aromatase inhibitory activity

Novel 1,4-naphthoquinone-based sulfonamides: Synthesis, QSAR, anticancer and antimalarial studies

A novel series of 1,4-naphthoquinones (33-44) tethered by open and closed chain sulfonamide moieties were designed, synthesized and evaluated for their cytotoxic and antimalarial activities. All quinone-sulfonamide derivatives displayed a broad spectrum o

Synthesis and cytotoxicity of novel 4-(4-(substituted)-1H-1,2,3-triazol-1- yl)-N-phenethylbenzenesulfonamides

A new series of 4-(4-(substituted)-1H-1,2,3-triazol-1-yl)-N- phenethylbenzenesulfonamide derivatives 5 were synthesized through the Click approach and evaluated for their cytotoxic activity against four cancer cell lines (HuCCA-1, HepG2, A549, and MOLT-3)

Palladium-catalyzed cross-coupling of n -sulfonylaziridines with boronic acids

A mild palladium-catalyzed cross-coupling of unsubstituted and 2-alkyl-substituted aziridines with arylboronic acid nucleophiles is presented. The reaction is highly regioselective and compatible with diverse functionality. A catalytic amount of base, a sterically demanding triarylphosphine ligand, and a phenol additive are critical to the success of the reaction. Coupling of a deuterium-labeled substrate established that ring opening of the aziridine occurs with inversion of stereochemistry.

Synthesis and cytotoxicity of novel N-sulfonyl-1,2,3,4- tetrahydroisoquinoline thiosemicarbazone derivatives

The modified Pictet-Spengler reaction of phenylethylbenzene sulfonamide with a commercially available glyoxal to construct 1-benzoyl- and 1-acetyl-1,2,3,4-tetrahydroisoquinolines 9a-n has been reported. The reaction could be accomplished, regardless of th

Progresses in the pursuit of aldose reductase inhibitors: The structure-based lead optimization step

Aldose reductase (ALR2) is a crucial enzyme in the development of the major complications of diabetes mellitus. Very recently it has been demonstrated that the ARL2 inhibitor, fidarestat, significantly prevents inflammatory signals (TNF-α, LPS) that cause cancer (colon, breast, prostate and lung), metastasis, asthma, and other inflammatory diseases. Currently, fidarestat is in phase III clinical trial for diabetic neuropathy and was found to be safe. Thus the finding of novel, potent ARL2 inhibitors is today more than in the past in great demand as they can pave the way for a novel therapeutic approach for a number of diseases besides the diabetes. Herein, starting from the virtual screening-derived ALR2 inhibitor S12728 (1), a rational receptor-based lead optimization has been undertaken. The design and synthetic efforts here reported led to the discovery of several new compounds endowed with low micromolar/submicromolar activities.

Acyl derivatives of p-aminosulfonamides and dapsone as new inhibitors of the arginine methyltransferase hPRMT1

Arginine methylation is an epigenetic modification that receives increasing interest as it plays an important role in several diseases. This is especially true for hormone-dependent cancer, seeing that histone methylation by arginine methyltransferase I (PRMT1) is involved in the activation of sexual hormone receptors. Therefore, PRMT inhibitors are potential drugs and interesting tools for cell biology. A dapsone derivative called allantodapsone previously identified by our group served as a lead structure for inhibitor synthesis. Acylated derivatives of p-aminobenzenesulfonamides and the antilepra drug dapsone were identified as new inhibitors of PRMT1 by in vitro testing. The bis-chloroacetyl amide of dapsone selectively inhibited human PRMT1 in the low micromolar region and was selective for PRMT1 as compared to the arginine methyltransferase CARM1 and the lysine methyltransferase Set7/9. It showed anticancer activity on MCF7a and LNCaP cells and blocked androgen dependent transcription specifically in a reporter gene system. Likewise, a transcriptional block was also demonstrated in LNCaP cells using quantitative RT-PCR on the mRNA of androgen dependent genes.

An efficient method for the preparation of monoalkylated sulfonamides from unsubstituted sulfonamides and alkyl diphenylphosphinites by oxidation-reduction condensation using trimethylsilylmethyl azide

An efficient method for monoalkylation of unsubstituted sulfonamides was established by using alkyl diphenylphosphinites, sulfonamides and trimethylsilylmethyl azide and the monoalkylated sulfonamides were afforded in good yields under neutral conditions.