8-甲氧基-4,5-二氢-1H-苯并[b][1,4]二氮杂革-2(3H)-酮 | 36093-58-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 中文名称: 8-甲氧基-4,5-二氢-1H-苯并[b][1,4]二氮杂革-2(3H)-酮
• 中文别名: 8-甲氧基-4,5-二氢-1H-苯并[B][1,4]二氮杂啅-2(3H)-酮
• 英文名称: 8-methoxy-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one
• 英文别名: 8-Methoxy-1H-2,3,4,5-tetrahydro-1,5-benzodiazepin-2-on；8-methoxy-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one；8-Methoxy-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-one；7-methoxy-1,2,3,5-tetrahydro-1,5-benzodiazepin-4-one
• CAS: 36093-58-0
• 化学式: C₁₀H₁₂N₂O₂
• 分子量: 192.217
• InChiKey: MWNNZUFSNDWUQO-UHFFFAOYSA-N

物化性质

• 熔点：
  137-138 °C(Solv: ethanol (64-17-5))
• 沸点：
  405.5±45.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  N-苯基哌嗪 、 8-甲氧基-4,5-二氢-1H-苯并[b][1,4]二氮杂革-2(3H)-酮 在 四氯化钛 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以51%的产率得到7-Methoxy-4-(4-phenyl-piperazin-1-yl)-2,3-dihydro-1H-benzo[b][1,4]diazepine
  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-硝基-4-甲氧基苯胺 在 磷酸 、 硫酸 、 锌 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.25h， 生成 8-甲氧基-4,5-二氢-1H-苯并[b][1,4]二氮杂革-2(3H)-酮
  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

• Benzamide derivatives and their use as vasopressin antagonists
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0620216A1

  公开（公告）日：1994-10-19

  A compound of the formula : wherein R¹ ishydrogen or lower alkyl, R² ishydrogen, lower alkyl, halo(lower)alkyl, halogen or lower alkoxy, R³ and R⁴are each hydrogen, lower alkyl or taken together to form oxo, R⁵ ishydrogen, halogen, nitro, hydroxy, protected hydroxy, lower alkyl or lower alkoxy optionally substituted with lower alkylamino, R⁶ ishydrogen, lower alkyl or acyl, A is in which the substituents R⁷ to R¹³ and the symbol Y have certain meanings, and pharmaceutically accetable salts thereof, and processes for preparing them, and pharmaceutical compositions comprising them as an active ingredient.

  式中的化合物： 式中 R¹ 是氢或低级烷基、 R² 是氢、低级烷基、卤代（低级）烷基、卤素或低级烷氧基、 R³ 和 R⁴ 分别为氢、低级烷基或合在一起形成氧代、 R⁵ 是氢、卤素、硝基、羟基、受保护的羟基、低级烷基或可选择被低级烷基氨基取代的低级烷氧基、 R⁶ 是氢、低级烷基或酰基、 A 是 其中取代基 R⁷ 至 R¹³ 和符号 Y 具有特定含义，以及它们的可药用盐、它们的制备方法和包含它们作为活性成分的药物组合物。
• 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.