1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethanamine hydrochloride | 1092797-55-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethanamine hydrochloride
• 英文别名: 1-(2,3-Dihydro-1,4-benzodioxin-6-yl)ethanamine hydrochloride；1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethanamine;hydrochloride
• CAS: 1092797-55-1
• 化学式: C₁₀H₁₃NO₂*ClH
• mdl: MFCD06800568
• 分子量: 215.68
• InChiKey: VSVIXBOCIIALFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.03
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  44.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  4-溴-2-氟苯甲醚 、 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethanamine hydrochloride 在 tris-(dibenzylideneacetone)dipalladium(0) 、 2-(二环己基膦)3,6-二甲氧基-2′,4′,6′-三异丙基-1,1′-联苯 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以53%的产率得到N-(1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethyl)-3-fluoro-4-methoxyaniline
  参考文献：
  名称：

  Studies on Dibenzylamines as Inhibitors of Venezuelan Equine Encephalitis Virus

  摘要：

  Alphaviruses are arthropod-transmitted members of the Togaviridae family that can cause severe disease in humans, including debilitating arthralgia and severe neurological complications. Currently, there are no approved vaccines or antiviral therapies directed against the alphaviruses, and care is limited to treating disease symptoms. A phenotypic cell-based high-throughput screen was performed to identify small molecules that inhibit the replication of Venezuelan Equine Encephalitis Virus (VEEV). The compound, 1-(2,3-dihydrobenzo [b] [1,4] dioxin-6-yl)-N-(3-fluoro-4-methoxybenzyl)ethan-1-amine (1), was identified as a highly active, potent inhibitor of VEEV with an effective concentration for 90% inhibition of virus (EC90) of 0.89 mu M and 7.49 log reduction in virus titers at 10 mu M concentration. These data suggest that further investigation of compound 1 as an antiviral therapeutic against VEEV, and perhaps other alphaviruses, is warranted. Experiments suggested that the antiviral activity of compound 1 is directed at an early step in the VEEV replication cycle by blocking viral RNA and protein synthesis.

  DOI：

  10.1021/acsinfecdis.9b00035
• 作为产物：
  描述：

  6-乙酰基-1,4-苯并二氧杂环 在 氨 、 氢气 、 盐酸 作用下， 以 甲醇 为溶剂， 以73 %的产率得到1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethanamine hydrochloride
  参考文献：
  名称：

  通用高效合成胺的铁基单原子材料的开发

  摘要：

  作为还原性胺化催化剂的铁基单原子（Fe-SAC）是通过Fe-氮络合物在SiO 2上的热解并随后去除二氧化硅而制备的。应用这些Fe-SAC，在分子氢存在下，从廉价且易于获得的羰基化合物和氨或胺开始合成各种胺，包括N-甲基化产物、氨基酸酯、氨基酸酰胺和选定的药物分子。

  DOI：

  10.1002/anie.202407859