3-[(1E)-3-(3-hydroxyfuran-2-yl)-3-oxoprop-1-en-1-yl]benzonitrile | 1246932-04-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-[(1E)-3-(3-hydroxyfuran-2-yl)-3-oxoprop-1-en-1-yl]benzonitrile
• 英文别名: 3-[(E)-3-(3-hydroxyfuran-2-yl)-3-oxoprop-1-enyl]benzonitrile
• CAS: 1246932-04-6
• 化学式: C₁₄H₉NO₃
• 分子量: 239.23
• InChiKey: VAXMVYWWJBUULF-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氰基苯甲醛 、 O-半乳糖基异麦芽酚 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以63%的产率得到3-[(1E)-3-(3-hydroxyfuran-2-yl)-3-oxoprop-1-en-1-yl]benzonitrile
  参考文献：
  名称：

  Novel 2′-hydroxylfurylchalcones: synthesis and biological activity

  摘要：

  Twelve novel 2'-hydroxylfurylchalcones have been synthesized by Claisen-Schmidt condensation with galactosylisomaltol, a reagent prepared from lactose. The procedures are environmentally benign and economical. All the compounds are identified by IR, (1)H NMR and (13)C NMR spectroscopy and by mass spectrometry. Preliminary bioassays indicate that all the title compounds show moderately high herbicidal activities against the height and/or the fresh weight of the seedlings of cucumber, rape, amaranth, wheat, sorghum and Chinese sprangletop at 7.5 g of active ingredient per hm(2). However, the compounds exhibit weak fungicidal activities against cucumber powdery mildew, and no activities against rice blast, cucumber grey mould and cucumber downy mildew. The structure-activity relationships are discussed. The present work demonstrates that 2'-hydroxylfurylchalcones could be used as potential lead compounds for further study of novel herbicides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.05.017

文献信息

• Novel 2′-hydroxylfurylchalcones: synthesis and biological activity
  作者：Yunfei Deng、Yuan He、Taisong Zhan、Qingchun Huang

  DOI：10.1016/j.carres.2010.05.017

  日期：2010.9

  Twelve novel 2'-hydroxylfurylchalcones have been synthesized by Claisen-Schmidt condensation with galactosylisomaltol, a reagent prepared from lactose. The procedures are environmentally benign and economical. All the compounds are identified by IR, (1)H NMR and (13)C NMR spectroscopy and by mass spectrometry. Preliminary bioassays indicate that all the title compounds show moderately high herbicidal activities against the height and/or the fresh weight of the seedlings of cucumber, rape, amaranth, wheat, sorghum and Chinese sprangletop at 7.5 g of active ingredient per hm(2). However, the compounds exhibit weak fungicidal activities against cucumber powdery mildew, and no activities against rice blast, cucumber grey mould and cucumber downy mildew. The structure-activity relationships are discussed. The present work demonstrates that 2'-hydroxylfurylchalcones could be used as potential lead compounds for further study of novel herbicides. (C) 2010 Elsevier Ltd. All rights reserved.