2-硝基-4-[(四氢吡喃-2-氧基)甲基]苯酚 | 1429632-43-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-硝基-4-[(四氢吡喃-2-氧基)甲基]苯酚
• 英文名称: 2-nitro-4-[(tetrahydropyran-2-yloxy)methyl]phenol
• 英文别名: 2-Nitro-4-(oxan-2-yloxymethyl)phenol
• CAS: 1429632-43-8
• 化学式: C₁₂H₁₅NO₅
• 分子量: 253.255
• InChiKey: VSNLRVAJLYKVJR-UHFFFAOYSA-N

物化性质

• 沸点：
  393.5±42.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  84.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-硝基-4-[(四氢吡喃-2-氧基)甲基]苯酚 在 sodium iodate 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 22.17h， 生成 2-amino-8-[(tetrahydropyran-2-yloxy)methyl]-3H-phenoxazin-3-one
  参考文献：
  名称：

  Aminophenoxazinones as Inhibitors of Indoleamine 2,3-Dioxygenase (IDO). Synthesis of Exfoliazone and Chandrananimycin A

  摘要：

  A range of 2-aminophenoxazin-3-ones has been prepared by oxidative cyclocondensation of 2-aminophenols, including the natural products exfoliazone and chandrananimycin A, both synthesized for the first time. The compounds were evaluated for their ability to inhibit indoleamine 2,3-dioxygenase. Compounds containing additional electron-withdrawing carboxylate groups, such as cinnabarinic acid, showed modest inhibitory activity with a dose response.

  DOI：

  10.1021/jm400049z
• 作为产物：
  描述：

  4-羟基-3-硝基苯甲醛 在 sodium tetrahydroborate 、 4-甲基苯磺酸吡啶 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 2-硝基-4-[(四氢吡喃-2-氧基)甲基]苯酚
  参考文献：
  名称：

  Aminophenoxazinones as Inhibitors of Indoleamine 2,3-Dioxygenase (IDO). Synthesis of Exfoliazone and Chandrananimycin A

  摘要：

  A range of 2-aminophenoxazin-3-ones has been prepared by oxidative cyclocondensation of 2-aminophenols, including the natural products exfoliazone and chandrananimycin A, both synthesized for the first time. The compounds were evaluated for their ability to inhibit indoleamine 2,3-dioxygenase. Compounds containing additional electron-withdrawing carboxylate groups, such as cinnabarinic acid, showed modest inhibitory activity with a dose response.

  DOI：

  10.1021/jm400049z