2-(3-Methyl-2,5-dioxo-2,5-dihydro-pyrrol-1-ylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid ethyl ester | 188936-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(3-Methyl-2,5-dioxo-2,5-dihydro-pyrrol-1-ylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid ethyl ester
• 英文别名: 2-(2,5-Dioxo-3-methyl-3-pyrroline-1-ylamino)-4-(trifluoromethyl)pyrimidine-5-carboxylic acid ethyl ester；ethyl 2-[(3-methyl-2,5-dioxopyrrol-1-yl)amino]-4-(trifluoromethyl)pyrimidine-5-carboxylate
• CAS: 188936-11-0
• 化学式: C₁₃H₁₁F₃N₄O₄
• 分子量: 344.25
• InChiKey: KYWQOCQRSFYWPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  溴甲烷 、 2-(3-Methyl-2,5-dioxo-2,5-dihydro-pyrrol-1-ylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid ethyl ester 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 2-[Methyl-(3-methyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-amino]-4-trifluoromethyl-pyrimidine-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Structure–Activity Relationship Studies of Ethyl 2-[(3-Methyl-2,5-dioxo(3-pyrrolinyl))amino]-4-(trifluoromethyl)pyrimidine-5-carboxylate: An Inhibitor of AP-1 and NF-κB Mediated Gene Expression

  摘要：

  Several analogues of ethyl 2-[(3-methyl-2,5-dioxo(3-pyrrolinyl))amino]-4-(trifluoromethyl)pyrimidine-5-carboxylate (1) were synthesized and tested as inhibitors of AP-1 and NF-kappaB mediated transcriptional activation in Jurkat T cells. From our SAR work, ethyl 2-[(3-methyl-2,5-dioxo(3-pyrrolinyl))-N-methylamino]-4-(trifluoromethyl)-pyrimidine-5-carboxylate was identified as a novel and potent inhibitor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00517-6
• 作为产物：
  描述：

  2-氯-4-三氟甲基-嘧啶-甲酸乙酯 在 肼 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 3.08h， 生成 2-(3-Methyl-2,5-dioxo-2,5-dihydro-pyrrol-1-ylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Structure–Activity Relationship Studies of Ethyl 2-[(3-Methyl-2,5-dioxo(3-pyrrolinyl))amino]-4-(trifluoromethyl)pyrimidine-5-carboxylate: An Inhibitor of AP-1 and NF-κB Mediated Gene Expression

  摘要：

  Several analogues of ethyl 2-[(3-methyl-2,5-dioxo(3-pyrrolinyl))amino]-4-(trifluoromethyl)pyrimidine-5-carboxylate (1) were synthesized and tested as inhibitors of AP-1 and NF-kappaB mediated transcriptional activation in Jurkat T cells. From our SAR work, ethyl 2-[(3-methyl-2,5-dioxo(3-pyrrolinyl))-N-methylamino]-4-(trifluoromethyl)-pyrimidine-5-carboxylate was identified as a novel and potent inhibitor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00517-6

文献信息

• THIAZOLE AND THIOPHENE ANALOGUES, AND THEIR USE IN TREATING AUTOIMMUNE DISEASES AND CANCERS
  申请人：Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College

  公开号：EP2007393B1

  公开（公告）日：2013-08-21
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  申请人：THE UNIVERSITY OF QUEENSLAND

  公开号：EP2077821B1

  公开（公告）日：2019-08-14
• IMMUNOMODULATORY AGENT AND USES THEREFOR
  申请人：The University Of Queensland

  公开号：EP2827890B1

  公开（公告）日：2019-08-28
• Thiazole and Thiophene Analogues, and Their Use in Treating Autoimmune Diseases and Cancers
  申请人：Giordano Anthony

  公开号：US20090306073A1

  公开（公告）日：2009-12-10

  Thiazole and thiophene compounds are disclosed having utility in treating inflammatory conditions, immunoinflammatory conditions, autoimmune diseases, and cancers. Methods for the synthesis of these compounds are also disclosed.
• COMBINATION THERAPIES WITH MITOCHONDRIAL-TARGETED ANTI-TUMOR AGENTS
  申请人：Siegelin Markus D.

  公开号：US20110268722A1

  公开（公告）日：2011-11-03

  Described are mitochondria-targeted anti-tumor agents, death receptor agonists, autophagy inhibitors, and NF-κB signaling pathway inhibitors, and methods of making and using the same for the treatment of disorders associated with unwanted cell proliferation.