2.9- Dimethyl-o-phenanthroline

Dopamine-j3-oxidase contains copper and is inhibited [343] by copper-chelating agents such as 2,9-dimethyl-o-phenanthroline (XCV). The aminoguanidine... 

Studies of Cu(II) and Co(III) complexes having internal H-bond donors produced similar conclusions [50, 51]. For example, comparison of the pK, values of the bound water molecules in [(2,9-diamino-o-phenanthroline)Cu(OH2)2j (1, plCa = 5.5), [(2,9-dimethyl-o-phenanthroline)Cu(OH2)2j (2, pKa=7.0) and [(ter-pyridyl)Cu(OH2)] (3, pfCa=8.2) (Fig. 8.10) revealed that the complex having internal H-bond donors (1) had the most acidic water molecule. This issue was further examined by analyzing the acidity of an analog complex having internal H-bond acceptor moieties (4, Fig. 8.10). For this Cu(II) aqua complex, a pKa of... 

A few extensions of the Conrad-Limpach synthesis have been applied to the synthesis of 4,7-phenanthrolines. Unlike o-phenylenediamine, which gives a quinoxaline derivative, p-phenylenediamine reacts with excess of ethyl ethoxalylpropionate to give an intermediate bisanil, which cyclizes in hot diphenyl ether to afford 3,8-dicarboethoxy-l,10-dihydroxy-2,9-dimethyl-4,7-phenanthroline in high yield.237 With diethyl ethoxymethylenemalonate as condensing agent, 6-amino-8-methoxy-quinoline has been converted into 2-carboethoxy-l-hydroxy-6-methoxy-4,7-phenanthroline.238 A related condensation affording 1-... 

Cl2M0N4O4, (E)-5-Methylpyridine-2-carboxaldehyde-2 -pyridylhyd-razone-tetracarbonyl-molybdenum(O), 40B, 895 CisHi2N4Zn, Dicyano(2,9-dimethyl-1,10-phenanthroline)zinc, 43B, 1308 ClsHi3CUN5O4, Cyano(2,2, 2"-terpyridine)copper(II) nitrate monohydrate, 42B, 837... 

---