tert-Butyl 3-[4-(1,4-benzodioxin-2-yl)-1-(tert-butoxycarbonyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-6-(benzyloxy)-1H-indole-1-carboxylate | 1242262-40-3

• 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: tert-Butyl 3-[4-(1,4-benzodioxin-2-yl)-1-(tert-butoxycarbonyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-6-(benzyloxy)-1H-indole-1-carboxylate
• 英文别名: Tert-butyl 3-[4-(1,4-benzodioxin-3-yl)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dioxopyrrol-3-yl]-6-phenylmethoxyindole-1-carboxylate
• CAS: 1242262-40-3
• 化学式: C₃₇H₃₄N₂O₉
• 分子量: 650.685
• InChiKey: VIIZNRROCKTKIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  48
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-Butyl 3-[4-(1,4-benzodioxin-2-yl)-1-(tert-butoxycarbonyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-6-(benzyloxy)-1H-indole-1-carboxylate 在 碘 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以27%的产率得到
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzodioxinocarbazoles (BDCZs) as potential anticancer agents

  摘要：

  We report the efficient synthesis and biological evaluation of new benzodioxinoindolocarbazoles heterocycles (BDCZs) designed as potential anticancer agents. Indolic substitution and maleimide variations were performed to design a new library of BDCZs and their cytotoxicity were evaluated on two representative cancer cell lines. Several derivatives have shown a marked cytotoxicity with IC50 values in the nanomolar range. Results are reported in this Letter. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.088
• 作为产物：
  描述：

  tert-butyl 6-(benzyloxy)-3-[4-bromo-1-(tert-butoxycarbonyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indole-1-carboxylate 、 trimethyl(1,4-benzodioxin-2-yl)tin 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以65%的产率得到tert-Butyl 3-[4-(1,4-benzodioxin-2-yl)-1-(tert-butoxycarbonyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-6-(benzyloxy)-1H-indole-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzodioxinocarbazoles (BDCZs) as potential anticancer agents

  摘要：

  We report the efficient synthesis and biological evaluation of new benzodioxinoindolocarbazoles heterocycles (BDCZs) designed as potential anticancer agents. Indolic substitution and maleimide variations were performed to design a new library of BDCZs and their cytotoxicity were evaluated on two representative cancer cell lines. Several derivatives have shown a marked cytotoxicity with IC50 values in the nanomolar range. Results are reported in this Letter. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.088

文献信息

• Synthesis and biological evaluation of novel benzodioxinocarbazoles (BDCZs) as potential anticancer agents
  作者：Nathalie Ayerbe、Sylvain Routier、Isabelle Gillaizeau、Carmen Maiereanu、Daniel-Henry Caignard、Alain Pierré、Stéphane Léonce、Gérard Coudert

  DOI：10.1016/j.bmcl.2010.05.088

  日期：2010.8

  We report the efficient synthesis and biological evaluation of new benzodioxinoindolocarbazoles heterocycles (BDCZs) designed as potential anticancer agents. Indolic substitution and maleimide variations were performed to design a new library of BDCZs and their cytotoxicity were evaluated on two representative cancer cell lines. Several derivatives have shown a marked cytotoxicity with IC50 values in the nanomolar range. Results are reported in this Letter. (C) 2010 Elsevier Ltd. All rights reserved.