3,4-dichloro-1-(3-nitrophenyl)-1H-pyrrole-2,5-dione | 52106-42-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 3,4-dichloro-1-(3-nitrophenyl)-1H-pyrrole-2,5-dione
• 英文别名: 2,3-dichloro-N-(3-nitrophenyl)maleimide；3,4-Dichloro-1-(3-nitrophenyl)pyrrole-2,5-dione
• CAS: 52106-42-0
• 化学式: C₁₀H₄Cl₂N₂O₄
• 分子量: 287.059
• InChiKey: BWDQWZBCEPUCII-UHFFFAOYSA-N

物化性质

• 熔点：
  179-180 °C
• 沸点：
  394.5±42.0 °C(Predicted)
• 密度：
  1.73±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-(2-羟基乙氧基)乙基]哌嗪 、 3,4-dichloro-1-(3-nitrophenyl)-1H-pyrrole-2,5-dione 以 1,4-二氧六环 为溶剂， 生成 3-Chloro-4-[4-[2-(2-hydroxyethoxy)ethyl]piperazin-1-yl]-1-(3-nitrophenyl)pyrrole-2,5-dione
  参考文献：
  名称：

  Inhibition of Bfl-1 with N-aryl maleimides

  摘要：

  High-throughput screening of 66,000 compounds using competitive binding of peptides comprising the BH3 domain to anti-apoptotic Bfl-1 led to the identification of 14 validated 'hits' as inhibitors of Bfl-1. N-Aryl maleimide 1 was among the validated 'hits'. A chemical library encompassing over 280 analogs of 1 was prepared following a two-step synthesis. Structure-activity studies for inhibition of Bfl-1 by analogs of N-aryl maleimide 1 revealed a preference for electron-withdrawing substituents in the N-aryl ring and hydrophilic amines appended to the maleimide core. Inhibitors of Bfl-1 are potential development candidates for anti-cancer therapeutics. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.046
• 作为产物：
  描述：

  间硝基苯胺 以 溶剂黄146 为溶剂， 反应 2.0h， 生成 3,4-dichloro-1-(3-nitrophenyl)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis of N-substituted imides of 2,3-dichlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic Acid

  摘要：

  DOI：

  10.1134/s1070428015080217

文献信息

• Synthesis of Novel 1,4-Benzoxazine-2,3-Dicarboximides from Maleic Anhydride and Substituted Aromatic Amines
  作者：Peng Wu、Yongzhou Hu

  DOI：10.1080/00397910802369638

  日期：2008.12.16

  Abstract A series of novel 1,4-benzoxazine-2,3-dicarboximides starting from maleic anhydride and substituted aromatic amines were synthesized.

  摘要 以马来酸酐和取代芳香胺为原料合成了一系列新型1,4-苯并恶嗪-2,3-二甲酰亚胺。
• Synthesis of N-substituted 2,3-dichlorobicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid imides
  作者：Ya. M. Nagiev

  DOI：10.1134/s1070428012030256

  日期：2012.3
• Nagiev, Ya. M.; Samuilova, Ya. D.; Bagirov, Sh. T., Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 8.1, p. 1309 - 1312
  作者：Nagiev, Ya. M.、Samuilova, Ya. D.、Bagirov, Sh. T.、Shnulin, A. N.、Adigezalov, V. A.、et al.

  DOI：——

  日期：——
• Inhibition of Bfl-1 with N-aryl maleimides
  作者：John R. Cashman、Mary MacDonald、Senait Ghirmai、Karl J. Okolotowicz、Eduard Sergienko、Brock Brown、Xochella Garcia、Dayong Zhai、Russell Dahl、John C. Reed

  DOI：10.1016/j.bmcl.2010.09.046

  日期：2010.11

  High-throughput screening of 66,000 compounds using competitive binding of peptides comprising the BH3 domain to anti-apoptotic Bfl-1 led to the identification of 14 validated 'hits' as inhibitors of Bfl-1. N-Aryl maleimide 1 was among the validated 'hits'. A chemical library encompassing over 280 analogs of 1 was prepared following a two-step synthesis. Structure-activity studies for inhibition of Bfl-1 by analogs of N-aryl maleimide 1 revealed a preference for electron-withdrawing substituents in the N-aryl ring and hydrophilic amines appended to the maleimide core. Inhibitors of Bfl-1 are potential development candidates for anti-cancer therapeutics. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis of N-substituted imides of 2,3-dichlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic Acid
  作者：Ya. M. Nagiev

  DOI：10.1134/s1070428015080217

  日期：2015.8