Efficient Route to Highly Water-Soluble Aromatic Cyclic Hydroxamic Acid Ligands

Journal Article · Tue Feb 05 23:00:00 EST 2008 · European Journal of Organic Chemistry

DOI:https://doi.org/10.1002/ejoc.200800147· OSTI ID:953683

Seitz, Michael; Raymond, Kenneth N

2-Hydroxyisoquinolin-1-one (1,2-HOIQO) is a new member of the important class of aromatic cyclic hydroxamic acid ligands which are widely used in metal sequestering applications and metal chelating therapy. The first general approach for the introduction of substituents at the aromatic ring of the chelating moiety is presented. As a useful derivative, the highly water-soluble sulfonic acid has been synthesized by an efficient route that allows general access to 1,2-HOQIO 3-carboxlic acid amides, which are the most relevant for applications.

• Research Organization: Ernest Orlando Lawrence Berkeley National Laboratory, Berkeley, CA (US)
• Sponsoring Organization: Chemical Sciences Division
• DOE Contract Number: AC02-05CH11231
• OSTI ID: 953683
• Report Number(s): LBNL-936E
• Journal Information: European Journal of Organic Chemistry, Journal Name: European Journal of Organic Chemistry Vol. 16
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
AMIDES
AROMATICS
CHELATING AGENTS
HYDROXAMIC ACIDS
LIGANDS
METALS
RINGS
SULFONIC ACIDS
THERAPY