2,6-dibromo-4-piperidinomethyl-phenol | 859953-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2,6-dibromo-4-piperidinomethyl-phenol
• 英文别名: 2,6-Dibrom-4-piperidinomethyl-phenol；2,6-Dibromo-4-(piperidin-1-ylmethyl)phenol；2,6-dibromo-4-(piperidin-1-ylmethyl)phenol
• CAS: 859953-16-5
• 化学式: C₁₂H₁₅Br₂NO
• 分子量: 349.065
• InChiKey: OPTDEHRMLYQVQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  353.3±37.0 °C(Predicted)
• 密度：
  1.689±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-dibromo-4-piperidinomethyl-phenol 在 sodium carbonate 、 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 、 正丁醇 为溶剂， 反应 36.0h， 生成 1-(3-(2,6-Dibromo-4-(piperidin-1-ylmethyl)phenoxy)propyl)piperidine
  参考文献：
  名称：

  Aplysamine-1 and related analogs as histamine H3 receptor antagonists

  摘要：

  Aplysamine-1 (1), a marine natural product, was synthesized and screened for in vitro activity at the human and rat histamine H-3 receptors. Aplysamine-1 (1) was found to possess a high binding affinity for the human H3 receptor (K-i = 30 +/- 4nM). Synthetic analogs of 1, including des-bromoaplysamine-1 (10) and dimethyl-{2-[4-(3-piperidin-1-yl-propoxy)-phenyl]-ethyl}-amine (13), were potent H-3 antagonists. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.003
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 溴 作用下， 生成 2,6-dibromo-4-piperidinomethyl-phenol
  参考文献：
  名称：

  Koenigs; Bernhart, Chemische Berichte, 1908, vol. 41, p. 499 Anm.

  摘要：

  DOI：

文献信息

• Auwers; Schroeter, Justus Liebigs Annalen der Chemie, 1906, vol. 344, p. 160
  作者：Auwers、Schroeter

  DOI：——

  日期：——
• Koenigs; Bernhart, Chemische Berichte, 1908, vol. 41, p. 499 Anm.
  作者：Koenigs、Bernhart

  DOI：——

  日期：——
• Aplysamine-1 and related analogs as histamine H3 receptor antagonists
  作者：Devin M. Swanson、Sandy J. Wilson、Jamin D. Boggs、Wei Xiao、Richard Apodaca、Ann J. Barbier、Timothy W. Lovenberg、Nicholas I. Carruthers

  DOI：10.1016/j.bmcl.2005.11.003

  日期：2006.2

  Aplysamine-1 (1), a marine natural product, was synthesized and screened for in vitro activity at the human and rat histamine H-3 receptors. Aplysamine-1 (1) was found to possess a high binding affinity for the human H3 receptor (K-i = 30 +/- 4nM). Synthetic analogs of 1, including des-bromoaplysamine-1 (10) and dimethyl-2-[4-(3-piperidin-1-yl-propoxy)-phenyl]-ethyl}-amine (13), were potent H-3 antagonists. (c) 2005 Elsevier Ltd. All rights reserved.