6-(3-bromopropyl)-2,2-dimethyl-2H-chromene | 1242080-54-1

• 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: 6-(3-bromopropyl)-2,2-dimethyl-2H-chromene
• 英文别名: 6-(3-Bromopropyl)-2,2-dimethylchromene
• CAS: 1242080-54-1
• 化学式: C₁₄H₁₇BrO
• 分子量: 281.192
• InChiKey: CQUHKOIEEMZWEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-(3-bromopropyl)-2,2-dimethyl-2H-chromene 在 盐酸 作用下， 以 乙醚 、 乙醇 、 水 、 乙腈 为溶剂， 反应 15.0h， 生成 [3-(2,2-dimethyl-2H-chromen-6-yl)propyl]isopropylamine hydrochloride
  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
• 作为产物：
  描述：

  对羟基苯丙酸甲酯 在 lithium aluminium tetrahydride 、 四溴化碳 、 potassium carbonate 、 三苯基膦 、 N,N-二乙基苯胺 、 potassium iodide 作用下， 以 乙醚 、 二氯甲烷 、 丙酮 为溶剂， 反应 53.0h， 生成 6-(3-bromopropyl)-2,2-dimethyl-2H-chromene
  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