4-(4-chlorobutyl)-1,4-benzoxazepine-3,5(2H,4H)-dione | 220160-06-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 4-(4-chlorobutyl)-1,4-benzoxazepine-3,5(2H,4H)-dione
• 英文别名: 4-(4-chlorobutyl)-2,3,4,5-tetrahydro-1,4-benzoxazepine-3,5-dione；4-(4-Chlorobutyl)-1,4-benzoxazepine-3,5-dione
• CAS: 220160-06-5
• 化学式: C₁₃H₁₄ClNO₃
• 分子量: 267.712
• InChiKey: GGGKFPUOHPNZLT-UHFFFAOYSA-N

物化性质

• 沸点：
  454.2±45.0 °C(Predicted)
• 密度：
  1.268±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-chlorobutyl)-1,4-benzoxazepine-3,5(2H,4H)-dione 在 三乙胺 、 N,N-二乙基苯胺 、 sodium iodide 、 三氯氧磷 作用下， 生成 3-chloro-4,5-dihydro-4-(4-(4-(pyridin-2-yl)piperazin-1-yl)butyl)-1,4-benzoxazepin-5-one
  参考文献：
  名称：

  New 5-HT1A receptor agonists possessing 1,4-Benzoxazepine scaffold exhibit highly potent anti-ischemic effects

  摘要：

  A series of new 3-substituted-4-(4-aminobutyl)-1,4-benzoxazepin-5(4H)-one derivatives (1-5) which showed a very high affinity for 5-HT1A receptor with good selectivity over dopamine D-2 receptor was synthesized. Among these compounds, 3-chloro4-[4-[4-(2-pyridinyl)-1,2,3,6-tetrahydropyridin-1-yl]butyl]-1,4-benzoxazepin-5(4H)-one (5. SUN N4057) exhibited remarkable neuroprotective activity in a transient middle cerebral artery occlusion (t-MCAO) model. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00008-7
• 作为产物：
  描述：

  水杨酰胺 在 sodium methylate 、 sodium hydride 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 8.0h， 生成 4-(4-chlorobutyl)-1,4-benzoxazepine-3,5(2H,4H)-dione
  参考文献：
  名称：

  Synthesis, SAR studies, and evaluation of 1,4-benzoxazepine derivatives as selective 5-HT1A receptor agonists with neuroprotective effect: Discovery of Piclozotan

  摘要：

  A new series of 1,4-benzoxazepine derivatives was designed, synthesized, and evaluated for binding to 5-HT1A receptor and cerebral anti-ischemic effect. A lot of compounds exhibited nanomolar affinity for 5-HT1A receptor with good selectivity over both dopamine D, and alpha(1)-adrenergic receptors. Among these compounds, 3-chloro-4-[4-[4-(2-pyridinyl)-1,2,3,6-tetrahydropyridin-1-y]butyl]-1, 4-benzoxazepin-5(4H)-one (50: SUN N4057 (Piclozotan) as 2HCl salt) showed remarkable neuroprotective activity in a transient middle cerebral artery occlusion (t-MCAO) model. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.046

文献信息

• Pyrimidine derivatives and their salts, useful for making benzoxazepine derivatives
  申请人：Suntory Limited

  公开号：US06337397B1

  公开（公告）日：2002-01-08

  A benzoxazepine derivative having the general formula (I) and its salts and medicaments containing the same as effective ingredients: wherein, n is an integer of 2 to 5, R1 indicates a hydrogen atom, halogen atom, C1 to C4 lower alkyl group, C1 to C4 lower alkoxyalkyl group, C1 to C4 halogenoalkyl group, cyano group, or ester group, R2 indicates a hydrogen atom, halogen atom, C1 to C4 lower alkyl group, C1 to C4 lower alkoxy group, or hydroxy group, a dotted line indicates the presence or absence of a binding bond, W indicates C, CH, or CH2 or a nitrogen atom, provided that, when W is a nitrogen atom, Z is bonded to W and the dotted line indicates the absence of a bond, and Z indicates an unsubstituted or substituted aromatic hydrocarbon ring group or an unsubstituted or substituted heterocyclic group).

  一种具有通式（I）的苯并噁唑啉衍生物及其盐和含有其作为有效成分的药物： 其中，n为2至5的整数，R1表示氢原子、卤原子、C1至C4的低碳基团、C1至C4的低碳氧基碳基团、C1至C4的卤代烷基团、氰基或酯基，R2表示氢原子、卤原子、C1至C4的低碳基团、C1至C4的低碳氧基团或羟基，虚线表示结合键的存在或缺失，W表示C、CH或CH2或氮原子，但当W为氮原子时，Z与W结合，虚线表示缺少结合，Z表示未取代或取代的芳香烃环基团或未取代或取代的杂环基团。
• A practical synthetic method for vinyl chlorides and vinyl bromides from ketones via the corresponding vinyl phosphate intermediates
  作者：Katsuhide Kamei、Noriko Maeda、Toshio Tatsuoka

  DOI：10.1016/j.tetlet.2004.11.075

  日期：2005.1

  A new synthetic method for the preparation of vinyl chlorides and vinyl bromides from acyclic and cyclic ketones is described. Vinyl halides are practically obtained from the corresponding vinyl phosphate intermediates with triphenylphosphine dihalide.

  描述了一种由无环和环状酮制备氯乙烯和溴化乙烯的新合成方法。卤化乙烯实际上是从相应的磷酸乙烯基酯中间体与三苯基膦二卤化物获得的。
• US6114522
  申请人：——

  公开号：——

  公开（公告）日：——
• PROCESS OF PRODUCTION OF 4-SUBSTITUTED-3-HALOGENO-1,4-BENZOXAZEPINE DERIVATIVE AND SALTS THEREOF
  申请人：SUNTORY LIMITED

  公开号：EP0925288B1

  公开（公告）日：2002-09-25
• US6114522A
  申请人：——

  公开号：US6114522A

  公开（公告）日：2000-09-05