1-[4-(3,4-Difluorophenyl)piperazin-1-yl]prop-2-en-1-one | 524743-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[4-(3,4-Difluorophenyl)piperazin-1-yl]prop-2-en-1-one
• CAS: 524743-90-6
• 化学式: C₁₃H₁₄F₂N₂O
• 分子量: 252.264
• InChiKey: DMWQGFRYGKXZLN-UHFFFAOYSA-N

物化性质

• 沸点：
  436.2±45.0 °C(Predicted)
• 密度：
  1.236±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-methyl-2-(9H-xanthen-9-yl)ethanamine 、 1-[4-(3,4-Difluorophenyl)piperazin-1-yl]prop-2-en-1-one 以 乙酸乙酯 为溶剂， 反应 20.0h， 以86%的产率得到C₂₉H₃₁F₂N₃O₂
  参考文献：
  名称：

  Discovery of novel non-peptidic β-alanine piperazine amide derivatives and their optimization to achiral, easily accessible, potent and selective somatostatin sst1 receptor antagonists

  摘要：

  Structural simplification of the core moieties of obeline and ergoline somatostatin sst(1) receptor antagonists, followed by systematic optimization, led to the identification of novel, highly potent and selective sst(1) receptor antagonists. These achiral, non-peptidic compounds are easily prepared and show promising PK properties in rodents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.072
• 作为产物：
  描述：

  丙烯酰氯 、 1-(3,4-二氟苯基)哌嗪 在 碳酸氢钠 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 1.0h， 以88%的产率得到1-[4-(3,4-Difluorophenyl)piperazin-1-yl]prop-2-en-1-one
  参考文献：
  名称：

  Discovery of novel non-peptidic β-alanine piperazine amide derivatives and their optimization to achiral, easily accessible, potent and selective somatostatin sst1 receptor antagonists

  摘要：

  Structural simplification of the core moieties of obeline and ergoline somatostatin sst(1) receptor antagonists, followed by systematic optimization, led to the identification of novel, highly potent and selective sst(1) receptor antagonists. These achiral, non-peptidic compounds are easily prepared and show promising PK properties in rodents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.072

文献信息

• Piperazine derivatives having sst1 antagonistic activity
  申请人：Troxler J. Thomas

  公开号：US20060079527A1

  公开（公告）日：2006-04-13

  The invention provides compounds of formula (I), wherein X, R 1 and R 2 are as defined in the description, and their preparation. The compounds of formula (I) are useful as pharmaceuticals.

  该发明提供了公式（I）的化合物，其中X，R1和R2如描述中所定义，并提供其制备方法。公式（I）的化合物可用作药物。
• PIPERAZINE DERIVATIVES HAVING SST1 ANTAGONISTIC ACTIVITY
  申请人：Novartis AG

  公开号：EP1446399B1

  公开（公告）日：2005-05-04
• US7271168B2
  申请人：——

  公开号：US7271168B2

  公开（公告）日：2007-09-18
• [EN] PIPERAZINE DERIVATIVES HAVING SST1 ANTAGONISTIC ACTIVITY<br/>[FR] DERIVES DE PIPERAZINE AYANT UNE ACTIVITE ANTAGONISTE SST1
  申请人：NOVARTIS AG

  公开号：WO2003040125A1

  公开（公告）日：2003-05-15

  The invention provides compounds of formula (I), wherein X, R1 and R2 are as defined in the description, and their preparation. The compounds of formula (I) are useful as pharmaceuticals.
• Discovery of novel non-peptidic β-alanine piperazine amide derivatives and their optimization to achiral, easily accessible, potent and selective somatostatin sst1 receptor antagonists
  作者：Thomas Troxler、Konstanze Hurth、Henri Mattes、Mahavir Prashad、Philippe Schoeffter、Daniel Langenegger、Albert Enz、Daniel Hoyer

  DOI：10.1016/j.bmcl.2009.01.072

  日期：2009.3

  Structural simplification of the core moieties of obeline and ergoline somatostatin sst(1) receptor antagonists, followed by systematic optimization, led to the identification of novel, highly potent and selective sst(1) receptor antagonists. These achiral, non-peptidic compounds are easily prepared and show promising PK properties in rodents. (C) 2009 Elsevier Ltd. All rights reserved.