5,6-Dichloro-1-[6-(2-methylpyridin-3-yloxy)pyridin-3-ylcarbamoyl]indoline | 181632-26-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5,6-Dichloro-1-[6-(2-methylpyridin-3-yloxy)pyridin-3-ylcarbamoyl]indoline
• 英文别名: 5,6-dichloro-N-[6-(2-methylpyridin-3-yl)oxypyridin-3-yl]-2,3-dihydroindole-1-carboxamide
• CAS: 181632-26-8
• 化学式: C₂₀H₁₆Cl₂N₄O₂
• 分子量: 415.279
• InChiKey: YUGHQIHRDKJIHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溴甲基乙酸酯 、 四苯硼钠 、 5,6-Dichloro-1-[6-(2-methylpyridin-3-yloxy)pyridin-3-ylcarbamoyl]indoline 以 乙腈 为溶剂， 反应 10.0h， 以to give the title compound (E3) (0.26 g, 80%) m.p. 125-135° C. which的产率得到5,6-Dichloro-1-[6-[1-(acetyloxy)methyl-2-methylpyridinium-3-yl-oxy]pyridin-3-ylcarbamoyl]indoline chloride
  参考文献：
  名称：

  Indole derivatives as 5-HT receptor antagonist

  摘要：

  提供了式（I）的5HT.sub.2C受体拮抗剂的前药，其中前药具有季铵基团，特别是季吡啶基团：##STR1##

  公开号：

  US06028085A1
• 作为产物：
  描述：

  6-[(2-甲基-3-吡啶)氧基]-3-吡啶胺 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 5,6-Dichloro-1-[6-(2-methylpyridin-3-yloxy)pyridin-3-ylcarbamoyl]indoline
  参考文献：
  名称：

  1-[2-[(Heteroaryloxy)heteroaryl]carbamoyl]indolines: novel and selective 5-HT2C receptor inverse agonists with potential as antidepressant/Anxiolytic agents

  摘要：

  Bisaryl ethers have been identified with excellent 5-HT2C affinity and selectivity over both 5-HT2A and 5-HT2B receptors. Compounds such as 11, 27 and 38 have potent oral activity in a centrally mediated pharmacodynamic model of 5-HT2C function and their potential as novel non-sedating anxiolytic and antidepressants is under investigation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00364-4

文献信息

• INDOLE DERIVATIVES AS 5-HT RECEPTOR ANTAGONIST
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0891348A1

  公开（公告）日：1999-01-20
• US6028085A
  申请人：——

  公开号：US6028085A

  公开（公告）日：2000-02-22
• [EN] INDOLE DERIVATIVES AS 5-HT RECEPTOR ANTAGONIST<br/>[FR] DERIVES INDOLES EN TANT QU'ANTAGONISTES DU RECEPTEUR DE 5-HT
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO1997037989A1

  公开（公告）日：1997-10-16

  (EN) Prodrugs of 5HT2C receptor antagonists of formula (I) wherein the prodrug has a quaternary ammonium group, in particular a quaternary pyridinium group.(FR) On décrit des promédicaments d'antagonistes du récepteur de 5HT2C de la formule (I), promédicaments possédant un groupe ammonium quaternaire, notamment un groupe pyridinium quaternaire.
• Indole derivatives as 5-HT receptor antagonist
  申请人：SmithKline Beecham plc

  公开号：US06028085A1

  公开（公告）日：2000-02-22

  Prodrugs of 5HT.sub.2C receptor antagonists of formula (I) are provided wherein the prodrug has a quaternary ammonium group, in particular quaternary pyridinium atom: ##STR1##

  提供5HT.sub.2C受体拮抗剂的公式（I）的前药，其中前药具有季铵基团，特别是季吡啶原子：##STR1##
• 1-[2-[(Heteroaryloxy)heteroaryl]carbamoyl]indolines: novel and selective 5-HT2C receptor inverse agonists with potential as antidepressant/Anxiolytic agents
  作者：Steven M. Bromidge、Steven Dabbs、Susannah Davies、D.Malcolm Duckworth、Ian T. Forbes、Graham E. Jones、Jerome Jones、Frank D. King、Damian V. Saunders、Thomas P. Blackburn、Vicky Holland、Guy A. Kennett、Sean Lightowler、Derek N. Middlemiss、Graham J. Riley、Brenda Trail、Martyn D. Wood

  DOI：10.1016/s0960-894x(00)00364-4

  日期：2000.8

  Bisaryl ethers have been identified with excellent 5-HT2C affinity and selectivity over both 5-HT2A and 5-HT2B receptors. Compounds such as 11, 27 and 38 have potent oral activity in a centrally mediated pharmacodynamic model of 5-HT2C function and their potential as novel non-sedating anxiolytic and antidepressants is under investigation. (C) 2000 Elsevier Science Ltd. All rights reserved.