4-Hydroxypyridazin-3(2H)-one Derivatives as Novel d-Amino Acid Oxidase Inhibitors was written by Hondo, Takeshi;Warizaya, Masaichi;Niimi, Tatsuya;Namatame, Ichiji;Yamaguchi, Tomohiko;Nakanishi, Keita;Hamajima, Toshihiro;Harada, Katsuya;Sakashita, Hitoshi;Matsumoto, Yuzo;Orita, Masaya;Takeuchi, Makoto. And the article was included in Journal of Medicinal Chemistry in 2013.HPLC of Formula: 34206-49-0 This article mentions the following:
4-Hydroxypyridazin-3(2H)-ones such as I [R = Ph, PhCH2, cyclohexylmethyl, 4-ClC6H4, Me3C, 2-FC6H4, 2-F3CC6H4, 3-FC6H4, 3-F3CC6H4, 3-MeOC6H4, 4-FC6H4, 4-F3CC6H4, 4-MeOC6H4, 3,4-F2C6H3, 3,5-(F3C)2C6H3, 3,5-(MeO)2C6H3; X = N] were prepared as inhibitors of human D-amino acid oxidase (hDAAO) for potential use as treatments for schizophrenia based on the binding of smaller fragments such as benzoic acid and 3-hydroxy-2-pyridinone to hDAAO. Based on the crystal structure of the complex of 3-hydroxy-2-pyridinone and hDAAO, compounds such as I (R = Ph; X = CH) with the ability to fill an adjacent ligand-dependent binding pocket of hDAAO were designed and prepared; I (R = Ph; X = CH) inhibited hDAAO with IC50 values of 3.9 nM and 20 nM in enzyme- and cell-based assays, resp. but was toxic at high concentrations Pyridazinone analogs of I (R = Ph; X = CH) were prepared as analogs with potentially reduced toxicities. In particular, I (R = 3,5-F2C6H3; X = N) inhibited DAAO in vitro, and in human, rat, and murine cells with IC50 values of 1.5-16 nM, entered the brains of mice within 30 min after oral dosage (brain concentration = 460 ng/mL), and improved cognitive function in a mouse model of schizophrenia. The structures of I (R = Ph; X = CH, N) and of 3-hydroxy-2-pyridinone bound to hDAAO were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 5-Bromopyridine-2,3-diol (cas: 34206-49-0HPLC of Formula: 34206-49-0).
5-Bromopyridine-2,3-diol (cas: 34206-49-0) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.HPLC of Formula: 34206-49-0