349543-92-6

Basic information

• Product Name: 8-Hydroxyquinaldine-5-(N,N-diMethyl)sulfonaMide
• Synonyms: 8-Hydroxyquinaldine-5-(N,N-diMethyl)sulfonaMide;5-(N,N-DiMethyl)sulfonaMido-8-hydroxy-2-Methylquinoline;8-Hydroxy-2-Methyl-5-N,N-diMethylaMinosulfonylquinoline;8-hydroxy-N,N,2-trimethyl-5-quinolinesulfonamide
• CAS NO: 349543-92-6
• Molecular Formula: C₁₂H₁₄N₂O₃S
• Molecular Weight: 345
• Mol File: 349543-92-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8-Hydroxyquinaldine-5-(N,N-diMethyl)sulfonaMide(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Hydroxyquinaldine-5-(N,N-diMethyl)sulfonaMide(349543-92-6)
• EPA Substance Registry System: 8-Hydroxyquinaldine-5-(N,N-diMethyl)sulfonaMide(349543-92-6)

Safety Data

• Hazardous Substances Data: 349543-92-6(Hazardous Substances Data)

Upstream product

• 1213779-65-7 5-N,N-dimethylaminosulfonyl-8-methylsulfonyloxyquinaldine 
• 1213779-64-6 5-N,N-dimethylaminosulfonyl-8-pentafluorobenzenesulfonyloxyquinaldine 
• 1213779-63-5 8-(4-bromobenzenesulfonyloxy)-5-N,N-dimethylaminosulfonylquinaldine 
• 1213779-62-4 5-N,N-dimethylaminosulfonyl-8-(4-methoxybenzenesulfonyloxy)quinaldine 
• 1162643-32-4 1-(4-methylphenyl)-4-(2-methyl-5-(N,N-dimethylamino)sulfamoyl-8-{4-[3-(2-propynyl)ureylenyl]phenyl}sulfonyloxyquinoline)-1,2,3-triazole 

Downstream Products

• 1162643-46-0 2-methyl-5-(N,N-dimethylamino)sulfamoyl-8-{4-[3-(2-propynyl)ureylenyl]phenyl}sulfonyloxyquinoline 
• 1213779-62-4 5-N,N-dimethylaminosulfonyl-8-(4-methoxybenzenesulfonyloxy)quinaldine 
• 1213779-63-5 8-(4-bromobenzenesulfonyloxy)-5-N,N-dimethylaminosulfonylquinaldine 
• 869984-55-4 1-(8-benzenesulfonyloxy-5-N,N-dimethylaminosulfonylquinolin-2-ylmethyl)-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane 
• 905921-10-0 N,N-(di-2-picolyl)-N-[-2-(8-benzenesulfonyloxy-5-N,N'-dimethylaminosulfonylquinolin)-yl]amine 
• 869984-54-3 8-benzenesulfonyloxy-2-bromomethyl-5-N,N-dimethylaminosulfonylquinoline 
• 869984-53-2 8-benzenesulfonyloxy-2-methyl-5-N,N-dimethylaminosulfonylquinoline 
• 607708-58-7 8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline 
• 607708-60-1 2-(benzhydrylidene-amino)-3-[8-(tert-butyl-diphenyl-silanyloxy)-5-dimethylsulfamoyl-quinolin-2-yl]-propionic acid tert-butyl ester 
• 607708-62-3 (S)-2-amino-N^α-(9-fluorenylmethyloxycarbonyl)-3-(8-hydroxy-5-(N,N-dimethyl)sylfonamidoquinoline-2-yl)propionic acid 
• 607708-59-8 8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamide-2-(hydroxymethyl)quinoline 

Relevant articles and documents

Photochemical cleavage reactions of 8-quinolinyl sulfonates in aqueous solution

Photochemical cleavage reactions of 8-quinolinyl benzenesulfonate derivatives and related sulfonates in aqueous solutions are reported. The 8-quinolinyl benzenesulfonates undergo photolysis upon photoirradiation at 300-330 nm to give the corresponding 8-quinolinols and benzenesulfonic acids with the production of only negligible amounts of byproducts. The effects of substituent groups of the 8-quinolinyl moiety and the benzene ring on the photolysis reactions were examined. Based on steady-state mechanistic studies using a triplet sensitizer, a triplet quencher, and electron donors, it was suggested that the photolysis proceeds mainly via the homolytic cleavage of S-O bonds in the excited triplet state.

Design and synthesis of a photocleavable biotin-linker for the photoisolation of ligand-receptor complexes based on the photolysis of 8-quinolinyl sulfonates in aqueous solution

The ability of avidin (Avn) to form strong complex with biotin (Btn) is frequently used in the detection and isolation of biomolecules in biochemical, analytical, and medicinal research. The fact that the binding is nealy irreversible, however, constitutes a drawback in term of the isolation and purification of intact biomolecules. We recently found that 8-quinolinyl esters of aromatic or aliphatic sulfonic acids undergo photolysis when irradiated at 300-330 nm in aqueous solution at neutral pH. In this work, a biotin-dopamine (BD) conjugate containing a photocleavable 8-quinolinyl benzenesulfonate (QB) linker, BDQB, was designed and synthesized for use in the efficient recovery of dopamine-protein (e.g., antibody) complexes from an Avn-Btn system. The complexation of BDQB with a primary anti-dopamine antibody (anti-dopamine IgG1 from mouse) on an Avn-coated plate was confirmed by an enzyme-linked immunosorbent assay (ELISA) utilizing a secondary antibody (anti-IgG1 antibody) conjugated with horseradish peroxidase (HRP). Upon the photoirradiation (at 313 nm) of the BDQB-IgG1 complex, the release of dopamine-IgG1 complex was confirmed by ELISA. Characterization of the resulting photoreleased dopamine-anti-dopamine IgG1 complex was performed by SDS-PAGE and Western blot.