6-isocyanato-2,3-diphenylquinoxaline | 937724-70-4

• 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: 6-isocyanato-2,3-diphenylquinoxaline
• CAS: 937724-70-4
• 化学式: C₂₁H₁₃N₃O
• 分子量: 323.354
• InChiKey: KNCXBLUSQWGCJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.21
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N,N-diethyl-3-piperidinecarboxamide hydrochloride 、 6-isocyanato-2,3-diphenylquinoxaline 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N1-(2,3-diphenylquinoxalin-6-yl)-N3,N3-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
• 作为产物：
  描述：

  联苯甲酰 在 5% Pd(II)/C(eggshell) 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 6-isocyanato-2,3-diphenylquinoxaline
  参考文献：
  名称：

  2,3-Substituted quinoxalin-6-amine analogs as antiproliferatives: A structure–activity relationship study

  摘要：

  The quinoxaline core is considered a privileged scaffold as it is found in a variety of biologically relevant molecules. Here we report the synthesis of a quinoxalin-6-amine library, screening against a panel of cancer cell lines and a structure-activity relationship (SAR). This resulted in the identification of a bisfuranylquinoxalineurea analog (7c) that has low micromolar potency against the panel of cancer cell lines. We also show that cells treated with quinoxalineurea 7c results in caspase 3/7 activation, PARP cleavage and Mcl-1 dependent apoptosis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.055