ethyl N-(5-chloro-3-nitropyridin-2-yl)-β-alaninate | 710349-40-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl N-(5-chloro-3-nitropyridin-2-yl)-β-alaninate
• 英文别名: Ethyl 3-[(5-chloro-3-nitropyridin-2-yl)amino]propanoate；ethyl 3-[(5-chloro-3-nitropyridin-2-yl)amino]propanoate
• CAS: 710349-40-9
• 化学式: C₁₀H₁₂ClN₃O₄
• 分子量: 273.676
• InChiKey: IPXKFGLBSONQLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  97
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl N-(5-chloro-3-nitropyridin-2-yl)-β-alaninate 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、150.0 kPa 条件下， 反应 6.0h， 生成 8-Chloro-1,3,4,5-tetrahydropyrido[2,3-b][1,4]diazepin-2-one
  参考文献：
  名称：

  Clozapine derived 2,3-dihydro-1H-1,4- and 1,5-benzodiazepines with D4 receptor selectivity: synthesis and biological testing

  摘要：

  Novel 4-arylpiperazin-l-yl-substituted 2,3-dihydro-1H-1,4- and 1H-1,5-benzodiazepines and their aza-analogues were synthesized as debenzoclozapine derivatives for evaluation as potential D4-ligands. While K-i values of some of the title compounds came within the range of clozapine, they showed an impressively greater selectivity over other dopamine receptor subtypes, especially D2. For the most promising compounds, intrinsic activity and binding properties to serotonin 5-HT1(A) and 5-HT2 were also determined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.03.023
• 作为产物：
  描述：

  2-氨基-5-氯-3-硝基吡啶 在 盐酸 、 五氯化磷 、 三乙胺 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 ethyl N-(5-chloro-3-nitropyridin-2-yl)-β-alaninate
  参考文献：
  名称：

  Clozapine derived 2,3-dihydro-1H-1,4- and 1,5-benzodiazepines with D4 receptor selectivity: synthesis and biological testing

  摘要：

  Novel 4-arylpiperazin-l-yl-substituted 2,3-dihydro-1H-1,4- and 1H-1,5-benzodiazepines and their aza-analogues were synthesized as debenzoclozapine derivatives for evaluation as potential D4-ligands. While K-i values of some of the title compounds came within the range of clozapine, they showed an impressively greater selectivity over other dopamine receptor subtypes, especially D2. For the most promising compounds, intrinsic activity and binding properties to serotonin 5-HT1(A) and 5-HT2 were also determined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.03.023

文献信息

• Clozapine derived 2,3-dihydro-1H-1,4- and 1,5-benzodiazepines with D4 receptor selectivity: synthesis and biological testing
  作者：Thomas Hussenether、Harald Hübner、Peter Gmeiner、Reinhard Troschütz

  DOI：10.1016/j.bmc.2004.03.023

  日期：2004.5

  Novel 4-arylpiperazin-l-yl-substituted 2,3-dihydro-1H-1,4- and 1H-1,5-benzodiazepines and their aza-analogues were synthesized as debenzoclozapine derivatives for evaluation as potential D4-ligands. While K-i values of some of the title compounds came within the range of clozapine, they showed an impressively greater selectivity over other dopamine receptor subtypes, especially D2. For the most promising compounds, intrinsic activity and binding properties to serotonin 5-HT1(A) and 5-HT2 were also determined. (C) 2004 Elsevier Ltd. All rights reserved.