[2-(4-chloro-5-fluoro-2-nitrophenyl)vinyl]dimethylamine | 709007-52-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-(4-chloro-5-fluoro-2-nitrophenyl)vinyl]dimethylamine
• 英文别名: (E)-2-(4-chloro-5-fluoro-2-nitrophenyl)-N,N-dimethylethenamine
• CAS: 709007-52-3
• 化学式: C₁₀H₁₀ClFN₂O₂
• 分子量: 244.653
• InChiKey: LWUWTUWGVCVGSZ-ONEGZZNKSA-N

物化性质

• 沸点：
  349.6±42.0 °C(Predicted)
• 密度：
  1.342±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-(4-chloro-5-fluoro-2-nitrophenyl)vinyl]dimethylamine 在 镍 一水合肼 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 6-氯-5-氟吲哚
  参考文献：
  名称：

  Indoline derivatives as 5-HT 2C receptor agonists

  摘要：

  A series of 1-(1-indolinyl)-2-propylamines was synthesised and evaluated as 5-HT2C receptor agonists for the treatment of obesity. The general methods of synthesis of the precursor indoles are described. The functional efficacy and radioligand binding data for all of the compounds at 5-HT2 receptor subtypes are reported. A number of compounds were found to reduce food intake in rats after oral administration. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.05.001
• 作为产物：
  描述：

  2-氟-4-甲基苯胺 在 盐酸 、 硫酸 、 硝酸 、 sodium nitrite 作用下， 反应 16.33h， 生成 [2-(4-chloro-5-fluoro-2-nitrophenyl)vinyl]dimethylamine
  参考文献：
  名称：

  Use of a Modified Leimgruber–Batcho Reaction to Prepare 6‐Chloro‐5‐fluoroindole

  摘要：

  An efficient synthesis of the title indole, the heterocyclic core of the standard 5-HT2C receptor agonist Ro 60-0175, via a modified Leimgruber-Batcho indole synthesis is presented. The process can be used to make > 100 g quantities of the target indole.

  DOI：

  10.1081/scc-120038513

文献信息

• Indoline derivatives as 5-HT 2C receptor agonists
  作者：J.M Bentley、D.R Adams、D Bebbington、K.R Benwell、M.J Bickerdike、J.E.P Davidson、C.E Dawson、C.T Dourish、M.A.J Duncton、S Gaur、A.R George、P.R Giles、R.J Hamlyn、G.A Kennett、A.R Knight、C.S Malcolm、H.L Mansell、A Misra、N.J.T Monck、R.M Pratt、K Quirk、J.R.A Roffey、S.P Vickers、I.A Cliffe

  DOI：10.1016/j.bmcl.2003.05.001

  日期：2004.5

  A series of 1-(1-indolinyl)-2-propylamines was synthesised and evaluated as 5-HT2C receptor agonists for the treatment of obesity. The general methods of synthesis of the precursor indoles are described. The functional efficacy and radioligand binding data for all of the compounds at 5-HT2 receptor subtypes are reported. A number of compounds were found to reduce food intake in rats after oral administration. (C) 2004 Published by Elsevier Ltd.
• Use of a Modified Leimgruber–Batcho Reaction to Prepare 6‐Chloro‐5‐fluoroindole
  作者：Jon M. Bentley、James E. Davidson、Matthew A. J. Duncton、Paul R. Giles、Robert M. Pratt

  DOI：10.1081/scc-120038513

  日期：2004.12.31

  An efficient synthesis of the title indole, the heterocyclic core of the standard 5-HT2C receptor agonist Ro 60-0175, via a modified Leimgruber-Batcho indole synthesis is presented. The process can be used to make > 100 g quantities of the target indole.