3-{[4-(4-methylphenyl)piperazin-1-yl]methyl}-1H-indole | 1403574-74-2

• 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: 3-{[4-(4-methylphenyl)piperazin-1-yl]methyl}-1H-indole
• 英文别名: 3-[[4-(4-methylphenyl)piperazin-1-yl]methyl]-1H-indole
• CAS: 1403574-74-2
• 化学式: C₂₀H₂₃N₃
• 分子量: 305.423
• InChiKey: BCJGEKQHRKDXCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  22.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吲哚 、 聚合甲醛 、 1-(4-甲基苯基)哌嗪 以 乙醇 、 水 为溶剂， 以36%的产率得到3-{[4-(4-methylphenyl)piperazin-1-yl]methyl}-1H-indole
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of indole-based 1,4-disubstituted piperazines as cytotoxic agents

  摘要：

  一系列3-[(4-取代哌嗪-1-基)甲基]-1H-吲哚衍生物被合成，并通过光谱分析确认了其结构。所有化合物均在体外针对三种人肿瘤细胞系进行细胞毒性活性测试：人肝（HUH7）、乳腺（MCF7）和结肠（HCT116）。在设计的衍生物中，大多数化合物对肝癌和结肠癌细胞系显示出显著的细胞毒性，其IC_{50}浓度低于标准药物5-氟尿嘧啶。化合物3s，其哌嗪环上具有3,4-二氯苯基取代基，在抑制所有筛选的癌细胞生长方面最为活跃。

  DOI：

  10.3906/kim-1111-5

文献信息

• Potentiation of MC4 receptor activity
  申请人：Bennett A. Teresa

  公开号：US20080027072A1

  公开（公告）日：2008-01-31

  The present invention provides methods of treating obesity, eating disorders, and sexual dysfunction. The methods comprise administering to a mammalian host suffering from obesity, an eating disorder, or sexual dysfunction an effective dose of a compound of the invention. Also provided are methods of potentiating the effect of an MC4 receptor agonist in a mammalian host. In some cases the methods comprise administering to the host a compound that lowers the EC 50 of the agonist. In other cases the methods comprise administering to the host a compound that increases the maximum effect of the agonist.
• Design, synthesis, and biological evaluation of indole-based 1,4-disubstituted piperazines as cytotoxic agents
  作者：MERİÇ KÖKSAL AKKOÇ、MİNE YARIM YÜKSEL、İREM DURMAZ、RENGÜL ÇETİN ATALAY

  DOI：10.3906/kim-1111-5

  日期：——

  A series of 3-[(4-substitutedpiperazin-1-yl)methyl]-1H-indole derivatives were synthesized, and their structures were confirmed by spectral analysis. All the compounds were tested for their cytotoxic activity in vitro against 3 human tumor cell lines: human liver (HUH7), breast (MCF7), and colon (HCT116). Among the designed derivatives, most of the compounds showed significant cytotoxicity against liver and colon cancer cell lines with lower IC_50} concentrations than the standard drug 5-fluorouracil. Compound 3s, with 3,4-dichlorophenyl substituent on the piperazine ring, was the most active in suppressing the growth of all screened cancer cells.

  一系列3-[(4-取代哌嗪-1-基)甲基]-1H-吲哚衍生物被合成，并通过光谱分析确认了其结构。所有化合物均在体外针对三种人肿瘤细胞系进行细胞毒性活性测试：人肝（HUH7）、乳腺（MCF7）和结肠（HCT116）。在设计的衍生物中，大多数化合物对肝癌和结肠癌细胞系显示出显著的细胞毒性，其IC_50}浓度低于标准药物5-氟尿嘧啶。化合物3s，其哌嗪环上具有3,4-二氯苯基取代基，在抑制所有筛选的癌细胞生长方面最为活跃。