1-N-[2,3-bis(furan-2-yl)quinoxalin-6-yl]-3-N,3-N-diethylpiperidine-1,3-dicarboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-N-[2,3-bis(furan-2-yl)quinoxalin-6-yl]-3-N,3-N-diethylpiperidine-1,3-dicarboxamide
• 化学式: C₂₇H₂₉N₅O₄
• 分子量: 487.558
• InChiKey: UOPZGBKCQNVSIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-BOC-哌啶-3-羧酸 在 盐酸 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 1-N-[2,3-bis(furan-2-yl)quinoxalin-6-yl]-3-N,3-N-diethylpiperidine-1,3-dicarboxamide
  参考文献：
  名称：

  Quinoxalinylurea derivatives as a novel class of JSP-1 inhibitors

  摘要：

  A series of quinoxalinylurea-based inhibitors are synthesized and shown to be the novel and potent inhibitors against Jnk Stimulatory Phosphatase-1 (JSP-1), which is a special member of dual-specificity protein phosphatase (DSP) family. Biological assay and computational modeling studies showed the compounds were reversible and noncompetitive inhibitors of JSP-1. JSP-1 inhibitors may be useful for the treatment of inflammatory, vascular, neurodegenerative, metabolic, and oncological diseases in humans associated with dysfunctional Jnk signaling. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.094

文献信息

• One novel quinoxaline derivative as a potent human cyclophilin A inhibitor shows highly inhibitory activity against mouse spleen cell proliferation
  作者：Jian Li、Jing Chen、Li Zhang、Feng Wang、Chunshan Gui、Li Zhang、Yu Qin、Qiang Xu、Hong Liu、Fajun Nan、Jingkang Shen、Donglu Bai、Kaixian Chen、Xu Shen、Hualiang Jiang

  DOI：10.1016/j.bmc.2006.04.026

  日期：2006.8

  (SPR) and fluorescence titration techniques, the kinetic analysis of CypA/DC838 interaction was quantitatively performed. CypA peptidyl prolyl cis-trans isomerase (PPIase) activity inhibition assay showed that DC838 demonstrated highly CypA PPIase inhibitory activity. In vivo assay results showed that DC838 could inhibit mouse spleen cell proliferation induced by concanavalin A (Con A). Molecular docking

  亲环蛋白 A (CypA) 是一种普遍存在的细胞酶，在许多生物过程中起着关键作用，据报道其抑制剂具有潜在的免疫抑制活性。在这项工作中，我们报道了一种新型喹喔啉衍生物，2,3-二(呋喃-2-基)-6-(3-N,N-二乙基氨基甲酰基-哌啶基)羰基氨基喹喔啉 (DC838, 3)，经证实为一种针对人 CypA 的强效抑制剂。通过使用表面等离子体共振 (SPR) 和荧光滴定技术，定量进行了 CypA/DC838 相互作用的动力学分析。CypA 肽基脯氨酰顺反异构酶 (PPIase) 活性抑制试验表明 DC838 表现出高度的 CypA PPIase 抑制活性。体内试验结果表明，DC838可以抑制刀豆蛋白A（Con A）诱导的小鼠脾细胞增殖。分子对接模拟进一步阐明了特定的 DC838 在原子水平上与 CypA 的结合。目前的工作应该为发现基于 CypA 抑制剂的免疫抑制剂提供有用的信息。
• Quinoxalinylurea derivatives as a novel class of JSP-1 inhibitors
  作者：Li Zhang、Beiying Qiu、Bing Xiong、Xin Li、Jingya Li、Xin Wang、Jia Li、Jingkang Shen

  DOI：10.1016/j.bmcl.2007.01.094

  日期：2007.4

  A series of quinoxalinylurea-based inhibitors are synthesized and shown to be the novel and potent inhibitors against Jnk Stimulatory Phosphatase-1 (JSP-1), which is a special member of dual-specificity protein phosphatase (DSP) family. Biological assay and computational modeling studies showed the compounds were reversible and noncompetitive inhibitors of JSP-1. JSP-1 inhibitors may be useful for the treatment of inflammatory, vascular, neurodegenerative, metabolic, and oncological diseases in humans associated with dysfunctional Jnk signaling. (c) 2007 Elsevier Ltd. All rights reserved.