(E)-3-(1-(4-methoxyphenylamino)ethylidene)-6-methyl-2H-pyran-2,4(3H)-dione | 82360-32-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-3-(1-(4-methoxyphenylamino)ethylidene)-6-methyl-2H-pyran-2,4(3H)-dione
• 英文别名: (E)-3-(1-(4-methoxyphenylamino)ethylidene)-6-methyl-3H-pyran-2,4-dione；3-[1-(4-methoxyphenylamino)ethylidene]-6-methyl-3H-pyran-2,4-dione；(3E)-3-[1-(4-methoxyanilino)ethylidene]-6-methylpyran-2,4-dione
• CAS: 82360-32-5
• 化学式: C₁₅H₁₅NO₄
• 分子量: 273.288
• InChiKey: MXAGGTZKPPAGRK-GXDHUFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  去氢乙酸 、 甲氧苯胺 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以66%的产率得到(E)-3-(1-(4-methoxyphenylamino)ethylidene)-6-methyl-2H-pyran-2,4(3H)-dione
  参考文献：
  名称：

  Preparation of Achiral and Chiral (E)-Enaminopyran-2,4-diones and Their Phytotoxic Activity

  摘要：

  A short and efficient approach to a range of new chiral and achiral functionalized (E)-enaminopyran-2,4-diones starting with commercially available dehydroacetic acid is described. The phytotoxic properties of these (E)-enaminopyran-2,4-diones were evaluated by their ability to interfere with the growth of Sorghum bicolor and Cucumis sativus seedlings. A different sensitivity of the two crops was evident with the (E)-enaminopyran-2,4-diones. The most active compounds were also tested against two weeds, Ipomoea grandifolia and Brachiaria decumbens. To the best of our knowledge, this is the first report describing enaminopyran-2,4-diones as potential plant growth regulators.

  DOI：

  10.1021/jf802805f

文献信息

• Preparation of Achiral and Chiral (<i>E</i>)-Enaminopyran-2,4-diones and Their Phytotoxic Activity
  作者：Luiz C. Dias、Antônio J. Demuner、Vânia M. M. Valente、Luiz C. A. Barbosa、Felipe T. Martins、Antônio C. Doriguetto、Javier Ellena

  DOI：10.1021/jf802805f

  日期：2009.2.25

  A short and efficient approach to a range of new chiral and achiral functionalized (E)-enaminopyran-2,4-diones starting with commercially available dehydroacetic acid is described. The phytotoxic properties of these (E)-enaminopyran-2,4-diones were evaluated by their ability to interfere with the growth of Sorghum bicolor and Cucumis sativus seedlings. A different sensitivity of the two crops was evident with the (E)-enaminopyran-2,4-diones. The most active compounds were also tested against two weeds, Ipomoea grandifolia and Brachiaria decumbens. To the best of our knowledge, this is the first report describing enaminopyran-2,4-diones as potential plant growth regulators.