6332-56-5Relevant articles and documents
Photoreaction of pyrido[2,3-c]furoxan
Miyazawa,Takabatake,Hasegawa
, p. 387 - 390 (1995)
When pyrido[2,3-c]furoxan 4 was irradiated in acetonitrile containing a little water with a low pressure mercury lamp, 3-nitro-2-pyridone 5 was obtained. When compound 4 was irradiated in the presence of morpholine with a low pressure mercury lamp in an argon atmosphere, 6-morpholinopyridine 2,3-dioxime 6, 6-morpholinopyrido[2,3-c]furazan 7, 3-amino-6-morpholino-2-nitropyridine 8, and 3-amino-4,6-dimorpholino-2-nitropyridine 9 was produced. The results of photoreaction study indicated the only photo-product to be compound 6. The main difference between these two reactions may be considered due to the behavior of nitrogen in the pyridine ring.
Synthesis and evaluation of 8-amino-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one derivatives as glycogen synthase kinase-3 (GSK-3) inhibitors
Chun, Kwangwoo,Park, Ji-Seon,Lee, Han-Chang,Kim, Young-Ha,Ye, In-Hea,Kim, Kang-Jeon,Ku, Il-Whea,Noh, Min-Young,Cho, Goang-Won,Kim, Heejaung,Kim, Seung Hyun,Kim, Jeongmin
, p. 3983 - 3987 (2013/07/27)
New potent glycogen synthase kinase-3 (GSK-3) inhibitors, 8-amino-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one derivatives, were designed by modeling, synthesized and evaluated in vitro. Compound 17c showed good potency in enzyme and cell-based assays (IC50 = 111 nM, EC50 = 1.78 μM). Moreover, it has demonstrated desirable water solubility, PK profile, and moderate brain penetration.
Identification of benzoxazole analogs as novel, S1P3 sparing S1P1 agonists
Deng, Guanghui,Meng, Qinghua,Liu, Qian,Xu, Xuesong,Xu, Qiongfeng,Ren, Feng,Guo, Taylor B.,Lu, Hongtao,Xiang, Jia-Ning,Elliott, John D.,Lin, Xichen
scheme or table, p. 3973 - 3977 (2012/07/03)
A novel series of benzoxazole-derived S1P1 agonists were designed based on scaffold hopping molecular design strategy combined with computational approaches. Extensive SAR studies led to the discovery of compound 17d as a selective S1P1 agonist (over S1P3) with high CNS penetration and favorable DMPK properties. 17d also demonstrated in vivo pharmacological efficacy to reduce blood lymphocyte in mice after oral administration.
Synthesis and photochromic properties of 2-(3-nitro-2-pyridylmethyl)benzazoles
Zakhs,Ponyaev,Subbotina,El'tsov
, p. 1076 - 1087 (2007/10/03)
2-(3-Nitro-2-pyridylmethyl)benzazoles were synthesized, and their photochromic properties were studied by flash photolysis. Introduction of a nitropyridyl instead of the nitrophenyl moiety into the 2-methyl group insignificantly increases the basicity of the methylene group. Nitropyridyl-substituted benzazoles give rise to three detectable photoinduced forms: the corresponding union at pH > 10, azamerocyanine at pH ≈ 4, and monomethinecyanine at pH ≈ 1. Irradiation of solutions of weakly basic henzoxazole and benzothiazole derivatives at pH ≈ 4 results in formation of neutral chelate structures in which the hydrogen atom is linked simultaneously to two nitrogen atoms: one in the pyridine ring, and the second, in the azole ring.
Synthesis of 4-(2-chloroethyl)-2,3-dihydro[1,4]oxazino[2,3-b]quinoline and 4-(2-chloroethyl)-2,3-dihydropyrido[2,3-b][1,4]oxazine
Anderson,Dalvie
, p. 1533 - 1536 (2007/10/02)
The title compounds were synthesized from 3-[bis(2- hydroxyethyl)amino]quinolin-2(1H)-one 11a and 3-[bis(2- hydroxyethyl)amino]pyridin-2(1H)-one 18 respectively. The preparation involved a tandem chlorination/cyclization reaction.
Pyridones as potential antitumor agents II: 4-pyridones and bioisosteres of 3-acetoxy-2-pyridone
Hwang,Proctor,Driscoll
, p. 1074 - 1076 (2007/10/02)
Pyridone structural requirements for activity against murine P-388 leukemia have been extended to isosteric analogs of 3-hydroxy-4-pyridone, a compound previously found to have activity. An amino group can be substituted for the 3-hydroxyl function with retention of activity. A sulfur, but not an amino function, can replace the lactam oxygen in the 2-position. Relocation of the lactam oxygen from the 2- to the 4-position in the pyridine ring also produces active pyridones, including 2-methyl-3-acetoxy-4-pyridone. This compound, which has a T/C value of 179%, is the most active material discovered thus far in the pyridone studies.
