1-(2,3-二氯苯基)-2,5-二氢-1H-吡咯-2,5-二酮 | 37010-53-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 中文名称: 1-(2,3-二氯苯基)-2,5-二氢-1H-吡咯-2,5-二酮
• 中文别名: 1-(2,3-二氯苯基)-1H-吡咯-2,5-二酮；1-(2,3-二氯苯基)吡咯-2,5-二酮
• 英文名称: 1-(2,3-dichlorophenyl)-1H-pyrrole-2,5-dione
• 英文别名: 1-(2,3-dichlorophenyl)pyrrole-2,5-dione
• CAS: 37010-53-0
• 化学式: C₁₀H₅Cl₂NO₂
• mdl: MFCD00125901
• 分子量: 242.061
• InChiKey: YSVTWQFPUVGTDE-UHFFFAOYSA-N

物化性质

• 沸点：
  379.4±32.0 °C(Predicted)
• 密度：
  1.570±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 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：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2925190090

反应信息

• 作为反应物：
  描述：

  1-(2,3-二氯苯基)-2,5-二氢-1H-吡咯-2,5-二酮 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 3.25h， 生成 3-chloro-1-(2,3-dichlorophenyl)-4-morpholino-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  An Optimized RAD51 Inhibitor That Disrupts Homologous Recombination without Requiring Michael Acceptor Reactivity

  摘要：

  Homologous recombination (HR) is an essential process in cells that provides repair of DNA double-strand breaks and lesions that block DNA replication. RAD51 is an evolutionarily conserved protein that is central to HR. Overexpression of RAD51 protein is common in cancer cells and represents a potential therapeutic target in oncology. We previously described a chemical inhibitor of RAD51, called RI-1 (referred to as compound 1 in this report). The chloromaleimide group of this compound is thought to act as a Michael acceptor and react with the thiol group on C319 of RAD51, using a conjugate addition-elimination mechanism. In order to reduce the likelihood of off-target effects and to improve compound stability in biological systems, we developed an analogue of compound 1 that lacks maleimide-based reactivity but retains RAD51 inhibitory activity. This compound, 1-(3,4-dichlorophenyl)-3-(4-methoxyphenyl)-4-morpholino-1H-pyrrole-2,5-dione, named RI-2 (referred to as compound 7a in this report), appears to bind reversibly to the same site on the RAD51 protein as does compound 1. Like compound 1, compound 7a specifically inhibits HR repair in human cells.

  DOI：

  10.1021/jm301565b
• 作为产物：
  描述：

  2,3-二氯苯胺 在 sodium acetate 作用下， 以 乙醚 、 乙酸酐 为溶剂， 反应 2.5h， 生成 1-(2,3-二氯苯基)-2,5-二氢-1H-吡咯-2,5-二酮
  参考文献：
  名称：

  An Optimized RAD51 Inhibitor That Disrupts Homologous Recombination without Requiring Michael Acceptor Reactivity

  摘要：

  Homologous recombination (HR) is an essential process in cells that provides repair of DNA double-strand breaks and lesions that block DNA replication. RAD51 is an evolutionarily conserved protein that is central to HR. Overexpression of RAD51 protein is common in cancer cells and represents a potential therapeutic target in oncology. We previously described a chemical inhibitor of RAD51, called RI-1 (referred to as compound 1 in this report). The chloromaleimide group of this compound is thought to act as a Michael acceptor and react with the thiol group on C319 of RAD51, using a conjugate addition-elimination mechanism. In order to reduce the likelihood of off-target effects and to improve compound stability in biological systems, we developed an analogue of compound 1 that lacks maleimide-based reactivity but retains RAD51 inhibitory activity. This compound, 1-(3,4-dichlorophenyl)-3-(4-methoxyphenyl)-4-morpholino-1H-pyrrole-2,5-dione, named RI-2 (referred to as compound 7a in this report), appears to bind reversibly to the same site on the RAD51 protein as does compound 1. Like compound 1, compound 7a specifically inhibits HR repair in human cells.

  DOI：

  10.1021/jm301565b

文献信息

• [EN] METHODS AND COMPOSITIONS INVOLVING RAD51 INHIBITORS<br/>[FR] PROCÉDÉS ET COMPOSITIONS IMPLIQUANT DES INHIBITEURS DE RAD51
  申请人：UNIV CHICAGO

  公开号：WO2014085545A1

  公开（公告）日：2014-06-05

  The present invention concerns methods and compositions involving inhibitors and of RAD51, a protein involved in homologous recombination. In some embodiments, there are methods for sensitizing cells to the effects of DNA damaging agents, which can have particular applications for cancer patients. In some embodiments of the invention, the RAD51 inhibitor is a small molecule that directly affects RAD51 activity, such as its ability to promote filament formation.

  本发明涉及涉及RAD51抑制剂和RAD51的方法和组合物，RAD51是参与同源重组的蛋白质。在某些实施例中，有一些方法可以使细胞对DNA损伤剂的影响变得更敏感，这对癌症患者可能具有特殊应用。在本发明的某些实施例中，RAD51抑制剂是一种直接影响RAD51活性的小分子，例如其促进丝状物形成的能力。
• SYNTHESIS METHOD OF N-SUBSTITUTED MALEIMIDE USING SOLID ACID CATALYSTS
  申请人：LG CHEM, LTD.

  公开号：US20190152910A1

  公开（公告）日：2019-05-23

  The present invention relates to a synthesis method of N-substituted maleimides using a non-homogeneous solid acid catalyst, and particularly, a synthesis method of N-substituted maleimides with high synthesis yield by using a zirconium(IV) hydrogen phosphate as a catalyst, by which, the loss of the catalyst is minimized, the separation and recovering processes of the catalyst are simplified, in case when the activity of the separated and recovered catalyst is decreased, the complete regeneration of the catalyst is possible via washing or firing, and solvents that could be used during a washing process of the catalyst are not limited.

  本发明涉及一种使用非均相固体酸催化剂的N-取代马来酰亚胺合成方法，特别是一种使用四氧化锆磷酸氢作为催化剂的高合成产率的N-取代马来酰亚胺合成方法。通过该方法，最小化了催化剂的损失，简化了催化剂的分离和回收过程，在分离和回收的催化剂活性降低时，可以通过洗涤或烧结完全再生催化剂，并且在洗涤催化剂过程中可以使用的溶剂没有限制。
• N-PHENYLMALEIMIDE COMPOUND AND COPOLYMER COMPOSITION OBTAINED USING SAME
  申请人：Takaki Hiroyuki

  公开号：US20140011959A1

  公开（公告）日：2014-01-09

  The present invention provides an N-phenylmaleimide compound that can improve the quality of the obtained copolymer by using N-phenylmaleimide containing impurities in specific amounts or less as at least one component of the copolymerization monomers. The N-phenylmaleimide compound of the present invention contains 0.1% by weight or less of N-(2,5-dioxo-1-phenyl-3-pyrrolidinyl)-N-phenylmaleamic acid (PPMA) and/or 0.3% by weight or less of N-phenylfumaramic acid (PFA).

  本发明提供了一种N-苯基马来酰亚胺化合物，通过使用含有特定量或更少的杂质的N-苯基马来酰亚胺作为共聚物单体的至少一个组分，可以提高所得共聚物的质量。本发明的N-苯基马来酰亚胺化合物含有0.1重量％或更少的N-(2,5-二氧杂-1-苯基-3-吡咯烷基)-N-苯基马来酰胺酸（PPMA）和/或0.3重量％或更少的N-苯基富马酸（PFA）。
• METHODS AND COMPOSITIONS INVOLVING RAD51 INHIBITORS
  申请人：The University of Chicago

  公开号：US20150306069A1

  公开（公告）日：2015-10-29

  The present invention concerns methods and compositions involving inhibitors and of RAD51, a protein involved in homologous recombination. In some embodiments, there are methods for sensitizing cells to the effects of DNA damaging agents, which can have particular applications for cancer patients. In some embodiments of the invention, the RAD51 inhibitor is a small molecule that directly affects RAD51 activity, such as its ability to promote filament formation.

  本发明涉及抑制剂和RAD51的组合物的方法，RAD51是参与同源重组的蛋白质。在某些实施例中，有方法使细胞对DNA损伤剂的影响更为敏感，这可以特别应用于癌症患者。在本发明的某些实施例中，RAD51抑制剂是一种直接影响RAD51活性的小分子，例如其促进丝状物形成的能力。
• REPELLENT AGAINST AQUATIC ORGANISMS
  申请人：IHARA CHEMICAL INDUSTRY Co., Ltd.

  公开号：EP0010107A1

  公开（公告）日：1980-04-30

  A repellent against aquatic organisms, characterized by comprising as effective ingredients at least one compound of N-arylmaleimide represented by the general formula: Wherein: X, and X2 are the same or different, and denote hydrogen and halogen atoms, respectively; Y is a halogen atom, alkyl group or lower alkoxy group; and n is 0 or an interger from 1 to 3; and at least one compound selected from a group of organotin compounds comprising bis (tri-n-butyl tin) mesodibromosuccinate, tripenyl tin monochloroacetate, triphenyl tin hydroxide and bis (tri-n-butyl tin) oxide.

  一种针对水生生物的驱避剂，其特征在于作为有效成分包含至少一种由通式表示的 N-芳基马来酰亚胺化合物： 其中：X 和 X2 是相同或不同的，分别表示氢原子和卤素原子；Y 是卤素原子、烷基或低级烷氧基；n 是 0 或 1 至 3 的中间值；以及至少一种选自有机锡化合物组的化合物，该组有机锡化合物包括双（三正丁基锡）间二溴琥珀酸酯、三烯基锡一氯乙酸酯、三苯基氢氧化锡和双(三正丁基锡)氧化物。