14959-84-3Relevant articles and documents
Synthesis and in vitro evaluation of 8 hydroxyquinolines as dental plaque inhibitors
Warner,Musto,Turesky,Soloway
, p. 1563 - 1566 (1975)
Some 4 and 5 substituted 8 hydroxyquinolines, with predicted log P values in the range of 1.48 to 2.90, were synthesized by modified Skraup reactions or thermal cyclization. These hydroxyquinolines include the 5 methyl, 4,5 dimethyl, 4 methyl, 5 hydroxy 4 methyl, 5 methoxy, 5 methoxy 4 methyl, 4 hydroxy, 4 chloro, 4 amino, and 5 amino analogs. Partition coefficients, antibacterial activity, and antiplaque activity were determined. Four analogs showed in vitro antiplaque activity. None of the derivatives with ionizable functions was active.
Betti reaction enables efficient synthesis of 8-hydroxyquinoline inhibitors of 2-oxoglutarate oxygenases
Thinnes,Tumber,Yapp,Scozzafava,Yeh,Chan,Tran,Hsu,Tarhonskaya,Walport,Wilkins,Martinez,Müller,Pugh,Ratcliffe,Brennan,Kawamura,Schofield
supporting information, p. 15458 - 15461 (2015/10/20)
There is interest in developing potent, selective, and cell-permeable inhibitors of human ferrous iron and 2-oxoglutarate (2OG) oxygenases for use in functional and target validation studies. The 3-component Betti reaction enables efficient one-step C-7 functionalisation of modified 8-hydroxyquinolines (8HQs) to produce cell-active inhibitors of KDM4 histone demethylases and other 2OG oxygenases; the work exemplifies how a template-based metallo-enzyme inhibitor approach can be used to give biologically active compounds.
Synthesis of 4-alkoxy-8-hydroxyquinolines
Heiskanen, Juha P.,Omar, Walaa A. E.,Ylikunnari, Mari K.,Haavisto, Kirsi M.,Juan, Maria J.,Hormi, Osmo E. O.
, p. 920 - 922 (2007/10/03)
(Chemical Equation Presented) Quinolines with a hydroxyl group at the 8-position and an alkoxy group at the 4-position are rare compounds. In this paper the synthesis of five 4-alkoxy-8-hydroxyquinolines is reported. The key reaction in the synthetic rout
