8-chlorobenzo[b]pyrido[3,2-f ][1,4]oxazepin-5(6H)-one | 149490-03-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-chlorobenzo[b]pyrido[3,2-f ][1,4]oxazepin-5(6H)-one
• 英文别名: 8-chloropyrido[2,3-b][1,5]benzoxazepin-5(6H)-one；8-chloro-6H-pyrido[2,3-b][1,5]benzoxazepin-5-one
• CAS: 149490-03-9
• 化学式: C₁₂H₇ClN₂O₂
• mdl: MFCD00227408
• 分子量: 246.653
• InChiKey: FOCMMRPLITWQPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-chlorobenzo[b]pyrido[3,2-f ][1,4]oxazepin-5(6H)-one 在 三氯氧磷 作用下， 反应 16.0h， 生成 5,8-Dichloropyrido[2,3-b][1,5]benzoxazepine
  参考文献：
  名称：

  使用八羰基二钴作为有效的 CO 源一锅法合成取代的二苯并氧杂氮杂酮和吡啶并苯并氧杂氮杂酮

  摘要：

  摘要 使用八羰基二钴 (Co2(CO)8) 作为有效的羰基金属源，从市售的芳基/杂芳基卤化物和氨基苯酚合成取代的二苯并氧杂氮杂酮和吡啶并苯并氧杂氮杂酮的简便一锅法已被证明。该方法通过芳基/杂芳基卤化物与氨基苯酚通过酰胺化和分子内环化的顺序偶联进行，得到二苯并恶氮杂酮/吡啶并苯并恶氮杂酮。图形概要

  DOI：

  10.1080/00397911.2019.1695277
• 作为产物：
  描述：

  2-氯烟酰氯 在 sodium ethanolate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 8-chlorobenzo[b]pyrido[3,2-f ][1,4]oxazepin-5(6H)-one
  参考文献：
  名称：

  Liegeois; Rogister; Bruhwyler, Journal of Medicinal Chemistry, 1994, vol. 37, # 4, p. 519 - 525

  摘要：

  DOI：

文献信息

• Base-regulated tunable synthesis of pyridobenzoxazepinones and pyridobenzoxazines
  作者：Chaoren Shen、Xiao-Feng Wu

  DOI：10.1039/c5cy00798d

  日期：——

  A base-regulated one-pot protocol for the tunable synthesis of pyridobenzoxazepinones and pyridobenzoxazines has been developed. Pyridobenzoxazepinones and pyridobenzoxazines were produced in good yields selectively.

  已开发出一种基础调控的一锅法协议，用于可调合成吡啶苯并噁唑酮和吡啶苯并噁唑胺。吡啶苯并噁唑酮和吡啶苯并噁唑胺以良好的产率选择性地产生。
• New Pyridobenzoxazepine Derivatives Derived from 5-(4-Methylpiperazin-1-yl)-8-chloro-pyrido[2,3-<i>b</i>][1,5]benzoxazepine (JL13): Chemical Synthesis and Pharmacological Evaluation
  作者：Jean-François Liégeois、Marine Deville、Sébastien Dilly、Cédric Lamy、Floriane Mangin、Mélissa Résimont、Frank I. Tarazi

  DOI：10.1021/jm2013419

  日期：2012.2.23

  A series of new pyridobenzoxazepine derivatives with various heterocyclic amine side chains were synthesized to explore two main parameters related to the distal basic nitrogen. These compounds were tested for their affinity for dopamine D-2L and D-4, serotonin 5-HT1A and 5-HT2A, and adrenergic alpha(2A) receptors in comparison with 5-(4-methylpiperazin-1-yl)-8-chloro-pyrido[2,34][1,5]benzoxazepine, JL13 (1), and other diarylazepine derivatives. In terms of multireceptor target strategy, 2 and 5 present the most promising in vitro binding profile. Bulky, polar, and more flexible side chains are not favorable in this context. Compounds 2 and 5 were tested in adult rats to evaluate their long-term effects on dopamine and serotonin receptors density in different brain areas. Similar to 1 and other second-generation antipsychotic drugs, repeated treatment with 2 significantly increased D-1 and D-4 receptors in nucleus accumbens and caudate putamen and D-2 receptors in medial prefrontal cortex and hippocampus, while 5 significantly increased D-2 and D-4 receptors in nucleus accumbens. In addition, 2 increased 5-HT1A and decreased 5-HT2A receptors in cerebral cortex. In contrast, 5 did not alter levels of any 5-HT receptor subtype in any brain region examined. These results encourage further development of 2 as a novel second-generation antipsychotic agent.
• DERIVES DE METHYLPIPERAZINOAZEPINE, LEUR PREPARATION ET LEUR UTILISATION
  申请人："THERABEL RESEARCH SA/NV"

  公开号：EP0607129B1

  公开（公告）日：1995-08-23
• US5393752A
  申请人：——

  公开号：US5393752A

  公开（公告）日：1995-02-28
• [EN] METHYLPIPERAZINOAZEPINE DERIVATIVES, THEIR PREPARATION AND USE
  申请人：THERABEL RESEARCH S.A./N.V.

  公开号：WO1993007143A1

  公开（公告）日：1993-04-15

  (EN) Methylpiperazinoazepine derivatives of general formula (I), wherein X, R1, R2, N1 and N2 have various meanings, pharmaceutically acceptable salts thereof, and their preparation and use, are described.(FR) Dérivés de méthylpipérazinoazépine répondant à la formule générale (I) dans laquelle les symboles X, R1, R2, N1 et N2 ont différentes significations et leurs sels pharmaceutiquement acceptables, leur préparation et leur utilisation.