Abstract
The preparation of hydrophilic 2,9-dialkyl-1,10-phenanthrolines, including phenanthroline-5-sulfonic acids and phenanthrolines with side chain functionality is described. Nucleophilic aromatic substitution chemistry is used to obtain regiochemically defined phenanthroline sulfonic acids by much simpler means than have been available in the past.
Notes
“Inhibition of HIV-1 replication by complexes of bathocuproinedisulfonic acid and cuprous chloride,” Pallenberg, Alexander J.; Marschner, Thomas M.; Patt, Leonard M.; Branca, Andrew A.; VIth International Antiviral Symposium- Nice, France, 1994, 22, (abstract). The isomers were separated by reverse-phase HPLC using a C-18 column and 16% acetonitrile in 0.1% trifluoroacetic acid and identified by 2-dimensional 1H and 13C NMR.
“Inhibition of HIV-1 protease and HIV-1 replication by copper containing compounds,” Davis, David A.; Branca, Andrew A.; Pallenberg, Alexander J.; Marschner, Thomas M.; Patt, Leonard M.; Chatlynne, Louise G.; Levine, Rodney L., First National Conference on Human Retroviruses and Related Infections, 1993, 128 (abstract).
This compound was analyzed by HPLC using 5% methanol in dichloromethane as eluent on a silica gel column and showed no impurities greater than 2% by peak integration.