(R)-N-(1-(2H-tetrazol-2-yl)propan-2-yl)-6-amino-3-cyclopropyl-4-oxo-3,4-dihydrobenzo[d][1,2,3]triazine-7-carboxamide | 1352186-59-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (R)-N-(1-(2H-tetrazol-2-yl)propan-2-yl)-6-amino-3-cyclopropyl-4-oxo-3,4-dihydrobenzo[d][1,2,3]triazine-7-carboxamide
• CAS: 1352186-59-4
• 化学式: C₁₅H₁₇N₉O₂
• 分子量: 355.359
• InChiKey: JAAYXIXDOHJYIP-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.49
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  146.5
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (R)-N-(1-(2H-tetrazol-2-yl)propan-2-yl)-6-amino-3-cyclopropyl-4-oxo-3,4-dihydrobenzo[d][1,2,3]triazine-7-carboxamide 在 溶剂黄146 、 亚硝酸异戊酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到3-cyclopropyl-8-[(1R)-1-methyl-2-(2H-tetrazol-2-yl)ethyl]-3,8-dihydro[1,2,3]triazino[4,5-g][1,2,3]benzotriazine-4,9-dione
  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
• 作为产物：
  描述：

  dimethyl 2-(formylamino)-5-nitrobenzene-1,4-dicarboxylate 在 盐酸 、 4-二甲氨基吡啶 、 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 sodium nitrite 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， 50.0 ℃ 、344.75 kPa 条件下， 反应 0.5h， 生成 (R)-N-(1-(2H-tetrazol-2-yl)propan-2-yl)-6-amino-3-cyclopropyl-4-oxo-3,4-dihydrobenzo[d][1,2,3]triazine-7-carboxamide
  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