16082-59-0

Usage

InChI:InChI=1/C15H12N2O2S/c18-20(19,13-8-2-1-3-9-13)17-14-10-4-6-12-7-5-11-16-15(12)14/h1-11,17H

Upstream product

• 578-66-5 8-amino quinoline 
• 98-09-9 benzenesulfonyl chloride 
• 88-74-4 2-nitro-aniline 
• 607-35-2 8-nitroquinoline 
• 1014006-07-5 2-bromo-N-(quinolin-8-yl)benzenesulfonamide 

Downstream Products

• 461054-22-8 Ni(C₉H₆NNSO₂C₆H₅)2(H₂O)(CH₃OH) 
• 1438425-66-1 [(N-quinoline-8-yl-benzenesulfonamido)(p-cymene)chlororuthenium(II)] 
• 16073-26-0 (N-quinolin-8-yl-benzenenesulfonamidate)2 Zn complex 
• 524679-24-1 bis[N-(quinolin-8-yl)benzenesulfonamidato-κ²N,N′]copper(II) 
• 1394082-31-5 N-(5-fluoroquinolin-8-yl)benzenesulfonamide 
• 16082-63-6 N-(5-bromoquinolin-8-yl)benzenesulfonamide 
• 16218-77-2 N-(5-chloroquinolin-8-yl)benzenesulfonamide 
• 21868-70-2 N-(5,7-dichloro-quinolin-8-yl)-benzenesulfonamide 

Relevant academic research and scientific papers

Sulfoxylate Anion Radical-Induced Aryl Radical Generation and Intramolecular Arylation for the Synthesis of Biarylsultams

Aryl radical generation from the corresponding aryl halides using an electron donor and subsequent intramolecular cyclization with arenes could be an important advancement in contemporary biaryl synthesis. A green and practically useful synthetic protocol to access diverse six- and seven-membered biarylsultams especially with a free NH group including demonstration of a gram-scale synthesis is reported herein. The sulfoxylate anion radical (SO2-?), generated in situ from the reagents rongalite or sodium dithionite (Na2S2O4), was found to be the key single electron transfer agent forming aryl radicals from aryl halides, which upon intramolecular arylation gives biarylsultams with good to excellent yields. The approach features generation of aryl radicals that remained underexplored, use of a cheap and readily available industrial reagents, and transition metal-free, mild, and green reaction conditions.

BIHETEROCYCLIC INHIBITORS OF ISPF FOR TREATMENT OF MICROBIAL INFECTIONS

Provided are compounds of Formula (I) as described herein and that are useful as 2C-methyl-d-erythritol-2,3-cyclodiphosphate synthase (IspF) inhibitors. The compounds and their pharmaceutical compositions are useful in treating microbial infections in sub

Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines

Five new RuII polypyridyl complexes bearing N-(arylsulfonyl)-8-amidoquinolate ligands and three of their biscyclometalated IrIII congeners have been prepared and employed as photocatalysts (PCs) in the photooxidation of benzylamines with O2. In particular, the new RuII complexes do not exhibit photoluminescence, rather they harvest visible light efficiently and are very stable in solution under irradiation with blue light. Their non-emissive behavior has been related to the low electrochemical energy gaps and rationalized on the basis of theoretical calculations (DFT analysis) that predict low S0←T1 energy values. Moreover, the RuII complexes, despite being non-emissive, display excellent activities in the selective photocatalytic transformation of benzylamines into the corresponding imines. The presence of an electron-withdrawing group (-CF3) on the arene ring of the N-(arylsulfonyl)-8-amidoquinolate ligand improves the photocatalytic activity of the corresponding photocatalyst. Furthermore, all the experimental evidence, including transient absorption spectroscopy measurements suggest that singlet oxygen is the actual oxidant. The IrIII analogues are considerably more photosensitive and consequently less efficient photosensitizers (PSs).

Cobalt catalyzed electrochemical [4 + 2] annulation for the synthesis of sultams

Cobalt catalyzed electrochemical [4 + 2] annulation of sulfonamides with alkynes is demonstrated in this work, which provided a practical and environmentally friendly way to synthesize structurally diverse sultams. Notably, by employing anodic oxidation in an undivided cell to recycle the cobalt catalyst, this electrochemical method avoided the utilization of stoichiometric amount of metallic oxidant, delivering H2 as the sole by-product. Moreover, this cobalt catalyzed electrochemical protocol proved to be practical and scalable. When the model reaction was scaled up to 5.0 mmol, 86% yield of product could still be obtained.

NEUROPROTECTIVE QUINOLINE SULFONAMIDES

Disclosed herein are methods and compositions comprising compounds capable of activating and increasing protein SUMOylation. Disclosed herein are methods and compositions comprising compounds capable of showing neuroprotective and cytoprotective effects w

Metal-Binding Pharmacophore Library Yields the Discovery of a Glyoxalase 1 Inhibitor

Anxiety and depression are common, highly comorbid psychiatric diseases that account for a large proportion of worldwide medical disability. Glyoxalase 1 (GLO1) has been identified as a possible target for the treatment of anxiety and depression. GLO1 is a Zn2+-dependent enzyme that isomerizes a hemithioacetal, formed from glutathione and methylglyoxal, to a lactic acid thioester. To develop active inhibitors of GLO1, fragment-based drug discovery was used to identify fragments that could serve as core scaffolds for lead development. After screening a focused library of metal-binding pharmacophores, 8-(methylsulfonylamino)quinoline (8-MSQ) was identified as a hit. Through computational modeling and synthetic elaboration, a potent GLO1 inhibitor was developed with a novel sulfonamide core pharmacophore. A lead compound was demonstrated to penetrate the blood-brain barrier, elevate levels of methylglyoxal in the brain, and reduce depression-like behavior in mice. These findings provide the basis for GLO1 inhibitors to treat depression and related psychiatric illnesses.

Visible Light-Promoted Photocatalytic C-5 Carboxylation of 8-Aminoquinoline Amides and Sulfonamides via a Single Electron Transfer Pathway

An efficient photocatalytic method was developed for the remote C5-H bond carboxylation of 8-aminoquinoline amide and sulfonamide derivatives. This methodology uses in situ generated ?CBr3 radical as a carboxylation agent with alcohol and is further extended to a variety of arenes and heteroarenes to synthesize the desired carboxylated product in moderate-to-good yields. The reaction proceeding through a single electron transfer pathway was established by a control experiment, and a butylated hydroxytoluene-trapped aryl radical cation intermediate in high-resolution mass spectrometry was identified.

Rhodium(i)-catalyzed mono-selective C-H alkylation of benzenesulfonamides with terminal alkenes

The Rh(i)-catalyzed ortho-alkylation of benzenesulfonamides with alkenes with the aid of an 8-aminoquinoline directing group is reported. The reaction is applicable to a variety of benzenesulfonamide derivatives and various alkenes. Curiously, unactivated

Iron-Catalyzed Regioselective Remote C(sp2)-H Carboxylation of Naphthyl and Quinoline Amides

Iron(III)-catalyzed regioselective direct remote C-H carboxylation of naphthyl and quinoline amides was developed using CBr4 and alcohol. The reaction involves a radical pathway using a coordination activation strategy and single electron transfer process. The use of sustainable iron catalysis, selectivity, and the substrate scope are the important practical features.

Performance improvement of RuII complexes pyridinyl backbone on dye-sensitized solar cells (DSSC)

Two new series of RuII complexes (6–10 bearing an imine bond and 16–20 bearing a sulfonamidate fragment) based 8-aminoquinoline backbone were prepared and characterized by NMR, FT-IR, elemental analysis, UV–vis, CV etc. and tested as a photoact