(2,2-dimethyl-2H-chromen-5-yl)methanol | 1242080-43-8

• 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-dimethyl-2H-chromen-5-yl)methanol
• 英文别名: (2,2-Dimethylchromen-5-yl)methanol
• CAS: 1242080-43-8
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: WQWOQDOPTSBQAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,2-dimethyl-2H-chromen-5-yl)methanol 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 12.0h， 以83%的产率得到5-(methoxymethyl)-2,2-dimethyl-2H-chromene
  参考文献：
  名称：

  [EN] COMPOSITIONS AND METHODS FOR REPELLING BLOOD-SUCKING AND BITING INSECTS, TICKS AND MITES
  [FR] COMPOSITIONS ET MÉTHODES PERMETTANT DE REPOUSSER LES INSECTES, LES TIQUES ET LES MITES PIQUANTS ET SUCEURS DE SANG

  摘要：

  基于从Amyris texana中分离出的一种chromene酰胺衍生物的chromene衍生物。还公开了含有基于Amyris texana中分离出的chromene酰胺的chromene衍生物（合成或天然）的组合物。还公开了用于驱避吸血和咬人的昆虫、蜱和螨虫的方法，该方法涉及使用至少一种从Amyris texana中分离出的chromene酰胺衍生物为基础的chromene衍生物（合成或天然）的驱避有效量处理（或暴露）物体（例如哺乳动物，如人类）或区域（例如表面，如人类皮肤）。

  公开号：

  WO2014137811A1
• 作为产物：
  描述：

  3-羟基苯甲酸甲酯 在 lithium aluminium tetrahydride 、 potassium carbonate 、 N,N-二乙基苯胺 、 potassium iodide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 50.0h， 生成 (2,2-dimethyl-2H-chromen-5-yl)methanol
  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.
• [EN] COMPOSITIONS AND METHODS FOR REPELLING BLOOD-SUCKING AND BITING INSECTS, TICKS AND MITES<br/>[FR] COMPOSITIONS ET MÉTHODES PERMETTANT DE REPOUSSER LES INSECTES, LES TIQUES ET LES MITES PIQUANTS ET SUCEURS DE SANG
  申请人：US AGRICULTURE

  公开号：WO2014137811A1

  公开（公告）日：2014-09-12

  Chromene derivatives based on a chromene amide isolated from Amyris texana. Also disclosed are compositions containing chromene derivatives (synthetic or natural) based on a chromene amide isolated from Amyris texana. Also methods for repelling blood-sucking and biting insects, ticks and mites involving treating (or exposing) an object (e.g., mammals such as humans) or area (e.g., a surface such as human skin) with a blood-sucking and biting insects, ticks and mites repelling effective amount of at least one compound selected from chromene derivatives (synthetic or natural) based on a chromene amide isolated from Amyris texana.

  基于从Amyris texana中分离出的一种chromene酰胺衍生物的chromene衍生物。还公开了含有基于Amyris texana中分离出的chromene酰胺的chromene衍生物（合成或天然）的组合物。还公开了用于驱避吸血和咬人的昆虫、蜱和螨虫的方法，该方法涉及使用至少一种从Amyris texana中分离出的chromene酰胺衍生物为基础的chromene衍生物（合成或天然）的驱避有效量处理（或暴露）物体（例如哺乳动物，如人类）或区域（例如表面，如人类皮肤）。