3-3'-(1H-pyrazole-3,5-diyl)bis(5-chloro-1-methyl-1H-indole) | 959682-91-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-3'-(1H-pyrazole-3,5-diyl)bis(5-chloro-1-methyl-1H-indole)
• 英文别名: 5-chloro-3-[3-(5-chloro-1-methylindol-3-yl)-1H-pyrazol-5-yl]-1-methylindole
• CAS: 959682-91-8
• 化学式: C₂₁H₁₆Cl₂N₄
• 分子量: 395.291
• InChiKey: ULHDGHLSWLMACI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.5
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,3-bis(5-chloro-1-methyl-1H-indole-3-yl)propane-1,3-dione 在 一水合肼 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 3-3'-(1H-pyrazole-3,5-diyl)bis(5-chloro-1-methyl-1H-indole)
  参考文献：
  名称：

  3,5-Bis(3′-indolyl)pyrazoles, analogues of marine alkaloid nortopsentin: Synthesis and antitumor properties

  摘要：

  series of 10 bis-indolylpyrazoles of type 9, 10 were obtained by cyclization of diketones 8 using hydrazine monohydrate or methylhydrazine in refluxing acetic acid/THF. Derivatives 9a,c,d were selected, by the National Cancer Institute (NCI, Bethesda, USA), to be evaluated against the full panel of about 60 human tumor cell lines derived from nine human cancer cell types and showed antiproliferative activity in the micromolar range. In particular, 9d, the most active compound was effective against all the tested cell lines with a GI(50) mean value of 3.23 mu M; TGI and LC50 values were 14.5 and 58.9 mu M having positive response on 91% and 41% of the tested cell lines, respectively. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.042

文献信息

• 3,5-Bis(3′-indolyl)pyrazoles, analogues of marine alkaloid nortopsentin: Synthesis and antitumor properties
  作者：Patrizia Diana、Anna Carbone、Paola Barraja、Annamaria Martorana、Ornella Gia、Lisa DallaVia、Girolamo Cirrincione

  DOI：10.1016/j.bmcl.2007.09.042

  日期：2007.11

  series of 10 bis-indolylpyrazoles of type 9, 10 were obtained by cyclization of diketones 8 using hydrazine monohydrate or methylhydrazine in refluxing acetic acid/THF. Derivatives 9a,c,d were selected, by the National Cancer Institute (NCI, Bethesda, USA), to be evaluated against the full panel of about 60 human tumor cell lines derived from nine human cancer cell types and showed antiproliferative activity in the micromolar range. In particular, 9d, the most active compound was effective against all the tested cell lines with a GI(50) mean value of 3.23 mu M; TGI and LC50 values were 14.5 and 58.9 mu M having positive response on 91% and 41% of the tested cell lines, respectively. (C) 2007 Elsevier Ltd. All rights reserved.