1-(diphenylamino)-1H-pyrrole-2,5-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(diphenylamino)-1H-pyrrole-2,5-dione
• 英文别名: 1-Diphenylamino-pyrrole-2,5-dione；1-(N-phenylanilino)pyrrole-2,5-dione
• 化学式: C₁₆H₁₂N₂O₂
• 分子量: 264.283
• InChiKey: GNJRQNRUJSOHEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(diphenylamino)-1H-pyrrole-2,5-dione 在 oxone||potassium monopersulfate triple salt 、 O-叔丁基-L-苏氨酸 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 2-(1-(diphenylamino)-2,5-dioxopyrrolidin-3-yl)-2-methylpropanoic acid
  参考文献：
  名称：

  调整吡咯烷-2,5-二酮的取代模式以发现双 COX / LOX 抑制的新结构模板

  摘要：

  双重抑制环氧合酶 (COX-1/COX-2) 和脂加氧酶 (LOX) 的酶促途径是开发更有效和安全的抗炎剂的合理方法。在此，报道了用于控制炎症的 COX 和 LOX 双重抑制剂。起始吡咯烷-2,5-二酮醛衍生物的结构修饰导致了两个结构不同的家族（A族和B 族）。来自两个家族的合成衍生物在亚微摩尔至纳摩尔范围内显示出优先的 COX-2 亲和力。具有N-（苄基（4-甲氧基苯基）氨基部分的最活跃系列化合物的脱取代模式提供了一种模拟传统 COX-2 抑制剂的二芳基模式的新模板。化合物78IC 50值为0.051 ± 0.001 μM，成为最活跃的化合物。通过角叉菜胶诱导的爪水肿试验，高效的 COX-2/5-LOX 抑制剂也显示出明显的体内抗炎活性。此外，还研究了组胺、缓激肽、前列腺素和白三烯介质调节炎症反应的参与。除了 COX 抑制外，磺胺被认为是抑制碳酸酐酶的重要模板。因此，我们还评估了六种磺胺

  DOI：

  10.1016/j.bioorg.2021.104969
• 作为产物：
  描述：

  N,N-二苯基肼 在 sodium acetate 、 乙酸酐 作用下， 以 乙醚 为溶剂， 生成 1-(diphenylamino)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  调整吡咯烷-2,5-二酮的取代模式以发现双 COX / LOX 抑制的新结构模板

  摘要：

  双重抑制环氧合酶 (COX-1/COX-2) 和脂加氧酶 (LOX) 的酶促途径是开发更有效和安全的抗炎剂的合理方法。在此，报道了用于控制炎症的 COX 和 LOX 双重抑制剂。起始吡咯烷-2,5-二酮醛衍生物的结构修饰导致了两个结构不同的家族（A族和B 族）。来自两个家族的合成衍生物在亚微摩尔至纳摩尔范围内显示出优先的 COX-2 亲和力。具有N-（苄基（4-甲氧基苯基）氨基部分的最活跃系列化合物的脱取代模式提供了一种模拟传统 COX-2 抑制剂的二芳基模式的新模板。化合物78IC 50值为0.051 ± 0.001 μM，成为最活跃的化合物。通过角叉菜胶诱导的爪水肿试验，高效的 COX-2/5-LOX 抑制剂也显示出明显的体内抗炎活性。此外，还研究了组胺、缓激肽、前列腺素和白三烯介质调节炎症反应的参与。除了 COX 抑制外，磺胺被认为是抑制碳酸酐酶的重要模板。因此，我们还评估了六种磺胺

  DOI：

  10.1016/j.bioorg.2021.104969

文献信息

• Preparation of monomers for grafting to polyolefins
  申请人：Castrol Limited

  公开号：EP2484660A2

  公开（公告）日：2012-08-08

  A graft copolymer containing one or more ethylenically-unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing graftable monomers grafted to a polyolefin is disclosed. Novel monomers, methods of making such monomers, and graft copolymers comprising such monomers are based on reacting an acylating agent with an amine to form a reaction product. The reaction product may include more than one chemical compound formed from the combination of the acylating agent and the amine. The monomer is the graftable, ethylenically unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing compound(s) of the reaction product. The monomer may, but need not, be recovered from the product mixture. The preferred monomer is the reaction product of maleic anhydride and 4-aminodiphenylamine. Also described is a method of making a dispersant viscosity index improver. The monomer of the present invention may be grafted to a polyolefin in solutions or melts. Also described is a lubricating oil comprising a base oil and a grafted polyolefin as described above.

  本发明公开了一种接枝共聚物，它含有一种或多种与聚烯烃接枝的乙烯不饱和、脂肪族或芳香族、含氮和含氧的可接枝单体。新型单体、制造此类单体的方法以及包含此类单体的接枝共聚物是基于酰化剂与胺反应形成反应产物。反应产物可包括由酰化剂和胺结合形成的一种以上的化合物。单体是反应产物中可接枝的、乙烯基不饱和、脂肪族或芳香族、含氮和氧的化合物。单体可以但不必从产品混合物中回收。优选的单体是马来酸酐和 4-氨基二苯胺的反应产物。还描述了一种制造分散剂粘度指数改进剂的方法。本发明的单体可以在溶液或熔体中接枝到聚烯烃上。还描述了一种润滑油，包括基础油和上述接枝聚烯烃。
• Preparation of monomers for grafting to polyolefins, and lubricating oil compositions containing grafted copolymer
  申请人：——

  公开号：US20040043909A1

  公开（公告）日：2004-03-04

  A graft copolymer containing one or more ethylenically-unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing graftable monomers grafted to a polyolefin is disclosed. Novel monomers, methods of making such monomers, and graft copolymers comprising such monomers are based on reacting an acylating agent with an amine to form a reaction product. The reaction product may include more than one chemical compound formed from the combination of the acylating agent and the amine. The monomer is the graftable, ethylenically unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing compound(s) of the reaction product. The monomer may, but need not, be recovered from the product mixture. The preferred monomer is the reaction product of maleic anhydride and 4-aminodiphenylamine. Also described is a method of making a dispersant viscosity index improver. The monomer of the present invention may be grafted to a polyolefin in solutions or melts. Also described is a lubricating oil comprising a base oil and a grafted polyolefin as described above.

  本发明公开了一种接枝共聚物，它含有一种或多种与聚烯烃接枝的乙烯不饱和、脂肪族或芳香族、含氮和含氧的可接枝单体。新型单体、制造此类单体的方法以及包含此类单体的接枝共聚物是基于酰化剂与胺反应形成反应产物。反应产物可包括由酰化剂和胺结合形成的一种以上的化合物。单体是反应产物中可接枝的、乙烯基不饱和、脂肪族或芳香族、含氮和氧的化合物。单体可以但不必从产品混合物中回收。优选的单体是马来酸酐和 4-氨基二苯胺的反应产物。还描述了一种制造分散剂粘度指数改进剂的方法。本发明的单体可以在溶液或熔体中接枝到聚烯烃上。还描述了一种润滑油，包括基础油和上述接枝聚烯烃。
• EP1513794A4
  申请人：——

  公开号：EP1513794A4

  公开（公告）日：2008-09-10
• PREPARATION OF MONOMERS FOR GRAFTING TO POLYOLEFINS, AND LUBRICATING OIL COMPOSITIONS CONTAINING GRAFTED COPOLYMER
  申请人：CASTROL LIMITED

  公开号：EP1513794B1

  公开（公告）日：2013-03-06
• Preparation of Monomers for Grafting to Polyolefins, and Lubricationg Oil Compositions Containing Graft Copolymer
  申请人：Goldblatt Irwin L.

  公开号：US20080139423A1

  公开（公告）日：2008-06-12

  A graft copolymer containing one or more ethylenically-unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing graftable monomers grafted to a polyolefin is disclosed. Novel monomers, methods of making such monomers, and graft copolymers comprising such monomers are based on reacting an acylating agent with an amine to form a reaction product. The reaction product may include more than one chemical compound formed from the combination of the acylating agent and the amine. The monomer is the graftable, ethylenically unsaturated, aliphatic or aromatic, nitrogen- and oxygen-containing compound(s) of the reaction product. The monomer may, but need not, be recovered from the product mixture. The preferred monomer is the reaction product of maleic anhydride and 4-aminodiphenylamine. Also described is a method of making a dispersant viscosity index improver. The monomer of the present invention may be grafted to a polyolefin in solutions or melts. Also described is a lubricating oil comprising a base oil and a grafted polyolefin as described above.