1-{5-[4-(3-chlorophenyl)piperazin-1-yl]pentyl}-1H-benzo[d]imidazol-2(3H)-one | 1148017-93-9

• 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-{5-[4-(3-chlorophenyl)piperazin-1-yl]pentyl}-1H-benzo[d]imidazol-2(3H)-one
• 英文别名: Benzimidazolone scaffold, 15k；3-[5-[4-(3-chlorophenyl)piperazin-1-yl]pentyl]-1H-benzimidazol-2-one
• CAS: 1148017-93-9
• 化学式: C₂₂H₂₇ClN₄O
• 分子量: 398.936
• InChiKey: YXVAESPABVPFKV-UHFFFAOYSA-N

物化性质

• 密度：
  1.209±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  38.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-{5-[4-(3-chlorophenyl)piperazin-1-yl]pentyl}-1H-benzo[d]imidazol-2(3H)-one 、 富马酸 以 甲醇 为溶剂， 反应 0.17h， 以99%的产率得到1-{5-[4-(3-chlorophenyl)piperazin-1-yl]pentyl}-1H-benzo[d]imidazol-2(3H)-one difumarate
  参考文献：
  名称：

  Benzimidazolone-based serotonin 5-HT1A or 5-HT7R ligands: Synthesis and biological evaluation

  摘要：

  A new group of serotoninergic 5-HT1A or 5-HT7 receptor ligands was identified. These compounds were designed and synthesized on a benzimidazolone scaffold and they enrich the well-known arylpiperazine class of 5-HT ligands. Diverse pharmacomodulations induced a shift in the affinity and selectivity pro. le with final identification of new potent hits. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.008
• 作为产物：
  描述：

  tert-butyl 3-(5-bromopentyl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-1-carboxylate 、 1-(3-氯苯基)哌嗪 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到1-{5-[4-(3-chlorophenyl)piperazin-1-yl]pentyl}-1H-benzo[d]imidazol-2(3H)-one
  参考文献：
  名称：

  Benzimidazolone-based serotonin 5-HT1A or 5-HT7R ligands: Synthesis and biological evaluation

  摘要：

  A new group of serotoninergic 5-HT1A or 5-HT7 receptor ligands was identified. These compounds were designed and synthesized on a benzimidazolone scaffold and they enrich the well-known arylpiperazine class of 5-HT ligands. Diverse pharmacomodulations induced a shift in the affinity and selectivity pro. le with final identification of new potent hits. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.008

文献信息

• Benzimidazolone-based serotonin 5-HT1A or 5-HT7R ligands: Synthesis and biological evaluation
  作者：Eduard Badarau、Franck Suzenet、Andrzej J. Bojarski、Adriana-Luminiţa Fînaru、Gérald Guillaumet

  DOI：10.1016/j.bmcl.2009.02.008

  日期：2009.3

  A new group of serotoninergic 5-HT1A or 5-HT7 receptor ligands was identified. These compounds were designed and synthesized on a benzimidazolone scaffold and they enrich the well-known arylpiperazine class of 5-HT ligands. Diverse pharmacomodulations induced a shift in the affinity and selectivity pro. le with final identification of new potent hits. (C) 2009 Elsevier Ltd. All rights reserved.