N-benzyl-3-chloro-N-(2-oxopropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide | 1135490-87-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: N-benzyl-3-chloro-N-(2-oxopropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide
• 英文别名: N-benzyl-2-chloro-N-(2-oxopropyl)bicyclo[4.2.0]octa-1(6),2,4-triene-7-carboxamide
• CAS: 1135490-87-7
• 化学式: C₁₉H₁₈ClNO₂
• 分子量: 327.81
• InChiKey: HHIYHMFVTDAKOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-3-chloro-N-(2-oxopropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide 以 邻二氯苯 为溶剂， 反应 1.33h， 以73%的产率得到(3aS,9bR)-2-benzyl-6-chloro-3a-methyl-5,9b-dihydro-3H-isochromeno[3,4-c]pyrrol-1-one
  参考文献：
  名称：

  Synthesis of hexahydro[2]benzopyrano[3,4-c]pyrroles as serotonin 5-HT2C receptor agonists via intramolecular hetero Diels–Alder reactions

  摘要：

  [2]Benzopyrano[3,4-c]pyrroles were synthesized via an intramolecular hetero Diels-Alder reaction. The reaction was applicable to a wide range of substrates and the products could be easily converted into serotonin 5-HT2c receptor agonists. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.055
• 作为产物：
  描述：

  2-chlorobicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid 在 戴斯-马丁氧化剂 、 1-丙基磷酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 N-benzyl-3-chloro-N-(2-oxopropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide
  参考文献：
  名称：

  Synthesis of hexahydro[2]benzopyrano[3,4-c]pyrroles as serotonin 5-HT2C receptor agonists via intramolecular hetero Diels–Alder reactions

  摘要：

  [2]Benzopyrano[3,4-c]pyrroles were synthesized via an intramolecular hetero Diels-Alder reaction. The reaction was applicable to a wide range of substrates and the products could be easily converted into serotonin 5-HT2c receptor agonists. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.055

文献信息

• [EN] TRICYCLIC HETEROCYCLIC DERIVATIVES<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES TRICYCLIQUES
  申请人：ORGANON NV

  公开号：WO2009037220A1

  公开（公告）日：2009-03-26

  The present invention relates to a tricyclic heterocyclic derivative of Formula (I) wherein the variables are as defined in the specification. The present invention further relates to pharmaceutical compositions comprising these compounds and to their use in therapy, in particular for the treatment of serotonin-mediated disorders such as obesity, schizophrenia and cognitive dysfunction.

  本发明涉及式(I)所示的三环杂环衍生物，其中变量如说明书中所定义。本发明进一步涉及包含这些化合物的药物组合物及其在治疗中的应用，特别是用于治疗由血清素介导的疾病，如肥胖、精神分裂症和认知功能障碍。
• TRICYCLIC HETEROCYCLIC DERIVATIVES
  申请人：Grove Simon James Anthony

  公开号：US20100210680A1

  公开（公告）日：2010-08-19

  The present invention relates to a tricyclic heterocyclic derivative of Formula (I) wherein the variables are as defined in the specification. The present invention further relates to pharmaceutical compositions comprising these compounds and to their use in therapy, in particular for the treatment of serotonin-mediated disorders such as obesity, schizophrenia and cognitive dysfunction.

  本发明涉及式（I）的三环杂环衍生物，其中变量如规范中所定义。本发明还涉及包含这些化合物的制药组合物以及它们在治疗中的使用，特别是用于治疗由5-羟色胺介导的疾病，如肥胖症，精神分裂症和认知功能障碍。
• Stereoselective synthesis of tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and related compounds as precursors of serotonin 5-HT2C receptor agonists
  作者：Stuart Francis、Takao Kiyoi、Mark Reid、Keneth Davies、Steven Laats、Duncan McArthur、Helen Feilden、Anna Marie Easson、Yasuko Kiyoi、Grant Wishart、Peter Ray

  DOI：10.1016/j.tetlet.2011.03.053

  日期：2011.7

  Tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and the related 3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole analogues were synthesised by an intramolecular Diels-Alder reaction. The observed stereoselectivity was dependent upon the nature of the tethered dienophile as well as the judicious placement of the amide. (C) 2011 Published by Elsevier Ltd.
• Synthesis of hexahydro[2]benzopyrano[3,4-c]pyrroles as serotonin 5-HT2C receptor agonists via intramolecular hetero Diels–Alder reactions
  作者：Takao Kiyoi、Mark Reid、Stuart Francis、Keneth Davies、Steven Laats、Duncan McArthur、Anna-Marie Easson、Yasuko Kiyoi、Gary Tarver、Wilson Caulfield、Kirsty Gibson、Grant Wishart、Angus J. Morrison、Julia M. Adam、Peter Ray

  DOI：10.1016/j.tetlet.2011.03.055

  日期：2011.7

  [2]Benzopyrano[3,4-c]pyrroles were synthesized via an intramolecular hetero Diels-Alder reaction. The reaction was applicable to a wide range of substrates and the products could be easily converted into serotonin 5-HT2c receptor agonists. (C) 2011 Elsevier Ltd. All rights reserved.