2-(2,2-dimethyl-2H-chromen-6-yl)ethylamine | 137132-30-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(2,2-dimethyl-2H-chromen-6-yl)ethylamine
• 英文别名: 2-(2,2-Dimethylchromen-6-yl)ethanamine
• CAS: 137132-30-0
• 化学式: C₁₃H₁₇NO
• 分子量: 203.284
• InChiKey: SVWOCURLYQHIEN-UHFFFAOYSA-N

物化性质

• 沸点：
  323.9±41.0 °C(Predicted)
• 密度：
  1.039±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2,2-dimethyl-2H-chromen-6-yl)ethylamine 在 吡啶 、 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 生成 N-[2-(2,2-dimethylchromen-6-yl)ethyl]-N-methylpyridine-3-carboxamide
  参考文献：
  名称：

  来自 Amyris texana 的 Chromene 酰胺

  摘要：

  摘要 从 Amyris texana 的根中分离出九种源自酪胺的新色烯酰胺以及已知的色烯酰胺、香豆素和呋喃喹啉。新酰胺的结构由光谱数据确定并从酪胺开始合成。叔酰胺的顺式和反式异构体的平衡分布与溶剂有关。13 C 和 1 H NMR（LIS 和 ASIS）数据表明，在 CHCl 3 溶液中，主要异构体的 NMe 基团在某些情况下与羰基氧是顺式的，而在另一些中则是反式的。然而，主要异构体在苯溶液中均具有NMe基团。

  DOI：

  10.1016/0031-9422(91)85122-g
• 作为产物：
  描述：

  4-羟基苯乙酸甲酯 在 lithium aluminium tetrahydride 、 sodium azide 、 四溴化碳 、 palladium 10% on activated carbon 、 potassium carbonate 、 三苯基膦 、 N,N-二乙基苯胺 、 potassium iodide 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 220.0 ℃ 、68.95 kPa 条件下， 反应 57.25h， 生成 2-(2,2-dimethyl-2H-chromen-6-yl)ethylamine
  参考文献：
  名称：

  New Class of Algicidal Compounds and Fungicidal Activities Derived from a Chromene Amide of Amyris texana

  摘要：

  A chromene amide, N-[2-(2,2-dimethyl-2H-1-benzopyran-6-yl)ethyl]-N,3-dimethylbutanamide, was isolated from the EtOAc extract of the leaves of Amyris texana and found to have moderate antifungal activity against Colletotrichum spp. and selective algicidal activity against Planktothrix perornata, a cyanobacterium (blue-green alga) that causes musty off-flavor in farm-raised channel catfish (Ictalurus punctatus). To improve the selective algicidal activity and provide water solubility, a series of chromene analogues were synthesized and evaluated for algicidal activity using a 96-well microplate rapid bioassay. In addition, the chromene analogues were evaluated for antifungal and phytotoxic activities. Hydrochloride salts of a chromene amine analogue showed improved water solubility and selectivity toward P. perornata with activity comparable to that of the naturally occurring chromene amide.

  DOI：

  10.1021/jf101626g

文献信息

• New Class of Algicidal Compounds and Fungicidal Activities Derived from a Chromene Amide of Amyris texana
  作者：Kumudini M. Meepagala、Kevin K. Schrader、Charles L. Burandt、David E. Wedge、Stephen O. Duke

  DOI：10.1021/jf101626g

  日期：2010.9.8

  A chromene amide, N-[2-(2,2-dimethyl-2H-1-benzopyran-6-yl)ethyl]-N,3-dimethylbutanamide, was isolated from the EtOAc extract of the leaves of Amyris texana and found to have moderate antifungal activity against Colletotrichum spp. and selective algicidal activity against Planktothrix perornata, a cyanobacterium (blue-green alga) that causes musty off-flavor in farm-raised channel catfish (Ictalurus punctatus). To improve the selective algicidal activity and provide water solubility, a series of chromene analogues were synthesized and evaluated for algicidal activity using a 96-well microplate rapid bioassay. In addition, the chromene analogues were evaluated for antifungal and phytotoxic activities. Hydrochloride salts of a chromene amine analogue showed improved water solubility and selectivity toward P. perornata with activity comparable to that of the naturally occurring chromene amide.
• Chromene amides from Amyris texana
  作者：Gabriel de la Fuente、Matias Reina、Isabel Timon

  DOI：10.1016/0031-9422(91)85122-g

  日期：1991.1

  new chromene amides derived from tyramine together with known chromene amides, coumarins and furoquinolines have been isolated from roots of Amyris texana . The structures of the new amides were determined by spectroscopic data and synthesized starting from tyramine. The equilibrium distribution of the syn and anti isomers of the tertiary amides was solvent-dependent. The 13 C and 1 H NMR (LIS and

  摘要 从 Amyris texana 的根中分离出九种源自酪胺的新色烯酰胺以及已知的色烯酰胺、香豆素和呋喃喹啉。新酰胺的结构由光谱数据确定并从酪胺开始合成。叔酰胺的顺式和反式异构体的平衡分布与溶剂有关。13 C 和 1 H NMR（LIS 和 ASIS）数据表明，在 CHCl 3 溶液中，主要异构体的 NMe 基团在某些情况下与羰基氧是顺式的，而在另一些中则是反式的。然而，主要异构体在苯溶液中均具有NMe基团。