deca-2E,4Z-dienoic acid piperidide | 88855-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: deca-2E,4Z-dienoic acid piperidide
• 英文别名: (2E,4Z)-1-(1-oxo-2,4-decadienyl)piperidine；(2E,4Z)-N-decadienoylpiperidine；(2E,4Z-decadienoyl)piperidine；(2E,4Z)-1-piperidin-1-yldeca-2,4-dien-1-one
• CAS: 88855-36-1
• 化学式: C₁₅H₂₅NO
• 分子量: 235.37
• InChiKey: ZPSGREUUQGTKDE-IYNHQRNQSA-N

物化性质

• 沸点：
  388.6±9.0 °C(Predicted)
• 密度：
  0.948±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-乙酰哌啶 在 aluminum oxide 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 deca-2E,4Z-dienoic acid piperidide
  参考文献：
  名称：

  A facile synthesis of 3,4-dienamides by the reaction of propargyl alcohols with cyclic amide acetals, and their stereoselective rearrangement to 2(E),4(Z)-dienamides promoted with alumina. Total synthesis of isochavicine

  摘要：

  DOI：

  10.1021/jo00181a012

文献信息

• USE OF SARMENTINE AND ITS ANALOGS FOR CONTROLLING PLANT PESTS
  申请人：Huang Huazhang

  公开号：US20110021358A1

  公开（公告）日：2011-01-27

  Methods and compositions for controlling plant pests, particularly weeds and/or plant phytopathogens using sarmentine and/or analogs thereof are disclosed.

  揭示了利用沙曼汀和/或其类似物控制植物害虫，特别是杂草和/或植物病原体的方法和组合物。
• Use of sarmentine and its analogs for controlling plant pests
  申请人：Marrone Bio Innovations, Inc.

  公开号：EP2710892A2

  公开（公告）日：2014-03-26

  Methods and compositions for controlling plant pests, particularly weeds and/or plant phytopathogens using sarmentine and/or analogs thereof are disclosed.

  本发明公开了使用沙门菌素和/或其类似物控制植物害虫，特别是杂草和/或植物病原体的方法和组合物。
• Phytotoxicity of Sarmentine Isolated from Long Pepper (<i>Piper longum</i>) Fruit
  作者：Huazhang Huang、Christy M. Morgan、Ratnakar N. Asolkar、Marja E. Koivunen、Pamela G. Marrone

  DOI：10.1021/jf102087c

  日期：2010.9.22

  Discovery of novel natural herbicides has become crucial to overcome increasing weed resistance and environmental issues. In this article, we describe the finding that a methanol extract of dry long pepper (Piper longum L.) fruits is phytotoxic to lettuce (Lactuca sativa L.) seedlings. The bioassay-guided fractionation and purification of the crude extract led to isolation of sarmentine (1), a known compound, as the active principle. Phytotoxicity of 1 was examined with a variety of seedlings of field crops and weeds. Results indicated that 1 was a contact herbicide and possessed broad-spectrum herbicidal activity. Moreover, a series of sarmentine analogues were then synthesized to study the structure-activity relationship (SAR). SAR studies suggested that phytotoxicity of sarmentine and its analogues was specific due to chemical structures, i.e., the analogues of the acid moiety of 1 were active, but the amine and its analogues were inactive; the ester analogues and amide analogues with a primary amine of 1 were also inactive. In addition, quantification of 1 from different resources of the dry P. longum fruits using liquid chromatography-mass spectrometry showed a wide variation, ranging from almost zero to 0.57%. This study suggests that 1 has potential as an active lead molecule for synthesized herbicides as well as for bioherbicides derived from natural resources.
• Use of sarmentine and its analogs for controlling weeds
  申请人：Marrone Bio Innovations, Inc.

  公开号：EP2710892B1

  公开（公告）日：2016-12-14
• HERBICIDAL COMPOSITION AND METHOD OF USE THEREOF
  申请人：Syngenta Participations AG

  公开号：EP2967044A1

  公开（公告）日：2016-01-20