2-[(2R)-2-(8-cyclopropyl-4,9-dioxotriazino[4,5-g][1,2,3]benzotriazin-3-yl)propyl]triazole-4-carbonitrile | 1352186-63-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并-1,2,3-三嗪类化合物
• 英文名称: 2-[(2R)-2-(8-cyclopropyl-4,9-dioxotriazino[4,5-g][1,2,3]benzotriazin-3-yl)propyl]triazole-4-carbonitrile
• CAS: 1352186-63-0
• 化学式: C₁₇H₁₄N₁₀O₂
• 分子量: 390.364
• InChiKey: YMAZYEPJRHWIEH-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  145
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  dimethyl 2-(formylamino)phenyl-1,4-dicarboxylate 在 盐酸 、 4-二甲氨基吡啶 、 硫酸 、 palladium 10% on activated carbon 、 氢气 、 硝酸 、 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 sodium nitrite 、 亚硝酸异戊酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， -10.0~50.0 ℃ 、344.75 kPa 条件下， 反应 3.0h， 生成 2-[(2R)-2-(8-cyclopropyl-4,9-dioxotriazino[4,5-g][1,2,3]benzotriazin-3-yl)propyl]triazole-4-carbonitrile
  参考文献：
  名称：

  Benzobistriazinones and related heterocyclic ring systems as potent, orally bioavailable positive allosteric AMPA receptor modulators

  摘要：

  AMPA receptors (AMPARs) are an important therapeutic target in the CNS. A series of substituted benzobistriazinone, benzobispyrimidinone and related derivatives have been prepared with high potency and selectivity for the allosteric binding site of AMPARs. Further improvements have been made to previously reported series of positive AMPAR modulators and these compounds exhibit excellent in vivo activity and improved in vivo metabolic stability with up to 100% oral bioavailability in rat. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.09.132

文献信息

• Benzobistriazinones and related heterocyclic ring systems as potent, orally bioavailable positive allosteric AMPA receptor modulators
  作者：Rudolf Mueller、Stanislaw Rachwal、Mark A. Varney、Steven A. Johnson、Kashinatham Alisala、Sheng Zhong、Yong-Xin Li、Peter Haroldsen、Todd Herbst、Leslie J. Street

  DOI：10.1016/j.bmcl.2011.09.132

  日期：2011.12

  AMPA receptors (AMPARs) are an important therapeutic target in the CNS. A series of substituted benzobistriazinone, benzobispyrimidinone and related derivatives have been prepared with high potency and selectivity for the allosteric binding site of AMPARs. Further improvements have been made to previously reported series of positive AMPAR modulators and these compounds exhibit excellent in vivo activity and improved in vivo metabolic stability with up to 100% oral bioavailability in rat. (C) 2011 Published by Elsevier Ltd.