Methyl 2-[2,6-di(propan-2-yl)phenyl]-1,3-dioxoisoindole-5-carboxylate | 100826-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: Methyl 2-[2,6-di(propan-2-yl)phenyl]-1,3-dioxoisoindole-5-carboxylate
• CAS: 100826-54-8
• 化学式: C₂₂H₂₃NO₄
• 分子量: 365.429
• InChiKey: HEEJLTUGLZAZAB-UHFFFAOYSA-N

物化性质

• 沸点：
  503.3±60.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 2-[2,6-di(propan-2-yl)phenyl]-1,3-dioxoisoindole-5-carboxylate 生成 methyl 2-[2,6-di(propan-2-yl)phenyl]-3-oxo-1-sulfanylideneisoindole-5-carboxylate
  参考文献：
  名称：

  UEHDA, TAKAYUKI;MURAKAMI, TADASI;TOBITSUKA, DZYUNDZO;NAKANISI, ITIRO;KOND+

  摘要：

  DOI：
• 作为产物：
  描述：

  甲醇 、 5-羧基-2-(2,6-二异丙基苯基)-1H-异吲哚-1,3-二酮 在 硫酸 作用下， 反应 12.0h， 以84%的产率得到Methyl 2-[2,6-di(propan-2-yl)phenyl]-1,3-dioxoisoindole-5-carboxylate
  参考文献：
  名称：

  Inhibitors of NF-κB derived from thalidomide

  摘要：

  A series of compounds originally derived from thalidomide were synthesized and evaluated. The most potent compounds in this series, 5HPP-33 and compound 20, inhibited NF-kappaB activation in HeLa cells. Preliminary study indicated that the mechanism of inhibition of NF-kappaB activation is through inhibition of its translocation from the cytoplasm to the nucleus.

  DOI：

  10.1016/j.bmcl.2007.01.088

文献信息

• AOKI, ATSUSI;EHNDO, TOSIMITSU;UEHDA, TAKAYUKI;NAKANISI, BINRO
  作者：AOKI, ATSUSI、EHNDO, TOSIMITSU、UEHDA, TAKAYUKI、NAKANISI, BINRO

  DOI：——

  日期：——
• UEHDA, TAKAYUKI;MURAKAMI, TADASI;TOBITSUKA, DZYUNDZO;NAKANISI, ITIRO;KOND+
  作者：UEHDA, TAKAYUKI、MURAKAMI, TADASI、TOBITSUKA, DZYUNDZO、NAKANISI, ITIRO、KOND+

  DOI：——

  日期：——
• UEDA, TAKASHI;MURAKAMI, TADASHI;TOBITSUKA, JUNZO;KOZASA, MAKOTO;NAKANISHI+, NIPPON NOGEHJ KAGAKU KAJSI, 62,(1988) N 5, S. 851-858
  作者：UEDA, TAKASHI、MURAKAMI, TADASHI、TOBITSUKA, JUNZO、KOZASA, MAKOTO、NAKANISHI+

  DOI：——

  日期：——
• Inhibitors of NF-κB derived from thalidomide
  作者：Esperanza J. Carcache de-Blanco、Bulbul Pandit、Zhigen Hu、Jiandong Shi、Andrew Lewis、Pui-Kai Li

  DOI：10.1016/j.bmcl.2007.01.088

  日期：2007.11

  A series of compounds originally derived from thalidomide were synthesized and evaluated. The most potent compounds in this series, 5HPP-33 and compound 20, inhibited NF-kappaB activation in HeLa cells. Preliminary study indicated that the mechanism of inhibition of NF-kappaB activation is through inhibition of its translocation from the cytoplasm to the nucleus.