N1-(quinoxalin-2yl) benzene-1,4-diamine

• 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: N1-(quinoxalin-2yl) benzene-1,4-diamine
• 英文别名: 4-N-quinoxalin-2-ylbenzene-1,4-diamine
• 化学式: C₁₄H₁₂N₄
• 分子量: 236.276
• InChiKey: SXBISWSFFUYBNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N1-(quinoxalin-2yl) benzene-1,4-diamine 生成 (S)-4-Oxo-3-{6-[4-(quinoxalin-2-ylamino)-phenylcarbamoyl]-hexanoylamino}-butyric acid
  参考文献：
  名称：

  Tethering identifies fragment that yields potent inhibitors of human caspase-1

  摘要：

  Disulfide Tethering was applied to the active site of human caspase-1, resulting in the discovery of a novel, tricyclic molecular fragment that selectively binds in S4. This fragment was developed into a class of potent inhibitors of human caspase-1. Several key analogues determined the optimal distance of the tricycle from the catalytic residues, the relative importance of various features of the tricycle, and the importance of the linker.

  DOI：

  10.1016/j.bmcl.2005.10.048
• 作为产物：
  描述：

  特定基氨基甲酸脂酶 在 三氟乙酸 作用下， 以 乙醇 为溶剂， 生成 N1-(quinoxalin-2yl) benzene-1,4-diamine
  参考文献：
  名称：

  Tethering identifies fragment that yields potent inhibitors of human caspase-1

  摘要：

  Disulfide Tethering was applied to the active site of human caspase-1, resulting in the discovery of a novel, tricyclic molecular fragment that selectively binds in S4. This fragment was developed into a class of potent inhibitors of human caspase-1. Several key analogues determined the optimal distance of the tricycle from the catalytic residues, the relative importance of various features of the tricycle, and the importance of the linker.

  DOI：

  10.1016/j.bmcl.2005.10.048

文献信息

• Design and Synthesis of New Quinoxaline Derivatives as Anticancer Agents and Apoptotic Inducers
  作者：Aliya El Newahie、Yassin Nissan、Nasser Ismail、Dalal Abou El Ella、Sohair Khojah、Khaled Abouzid

  DOI：10.3390/molecules24061175

  日期：——

  The quinoxaline scaffold is a promising platform for the discovery of active chemotherapeutic agents. Three series of quinoxaline derivatives were synthesized and biologically evaluated against three tumor cell lines (HCT116 human colon carcinoma, HepG2, liver hepatocellular carcinoma and MCF-7, human breast adenocarcinoma cell line), in addition to VEGFR-2 enzyme inhibition activity. Compounds VIId

  喹喔啉支架是发现活性化学治疗剂的有前途的平台。除了 VEGFR-2 酶抑制活性外，还合成了三个系列的喹喔啉衍生物，并针对三种肿瘤细胞系（HCT116 人结肠癌、HepG2、肝肝细胞癌和 MCF-7、人乳腺癌细胞系）进行了生物学评估。化合物VIId、VIIIa、VIIIc、VIIIe和XVa对所测试的细胞系表现出有希望的活性，而对VEGFR-2的活性较弱。化合物VIIIc在G2/M相界处诱导细胞周期曲线和细胞周期停滞的显着破坏。在进一步的分析中，使用正常的白种人成纤维细胞样胎肺细胞系 (WI-38) 确定了高活性化合物的细胞毒性作用。