1-((E)-2-decenoyl)pyrrolidine | 725273-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-((E)-2-decenoyl)pyrrolidine
• 英文别名: N-(2-decenoyl)pyrrolidine；N-(Decenoyl)pyrrolidine；(E)-1-pyrrolidin-1-yldec-2-en-1-one
• CAS: 725273-82-5
• 化学式: C₁₄H₂₅NO
• 分子量: 223.359
• InChiKey: ZVNTUMRMHPATSG-DHZHZOJOSA-N

物化性质

• 沸点：
  360.1±9.0 °C(predicted)
• 密度：
  0.943±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  四氢吡咯 、 壬烯二酸 在 4-二甲氨基吡啶 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 1-((E)-2-decenoyl)pyrrolidine
  参考文献：
  名称：

  Phytotoxicity of Sarmentine Isolated from Long Pepper (Piper longum) Fruit

  摘要：

  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.

  DOI：

  10.1021/jf102087c

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。
• CHEMICAL AND BIOLOGICAL AGENTS FOR THE CONTROL OF MOLLUSCS
  申请人：Asolkar Ratnakar

  公开号：US20100266717A1

  公开（公告）日：2010-10-21

  Compositions and methods for controlling molluscs, members of the Gastropoda and Bivalvia classes which includes but is not limited to lactones, lactams, carbamates, amides, and/or carboxylic acid containing compounds as active ingredients and/or compounds derived from Pseudomonas and/or Erwinia . Also provided are methods and compositions for increasing the efficacy of chemical and biological control for invasive molluscs in open waters, power plants, and drinking water treatment facilities under coldwater conditions.

  用于控制软体动物的组合物和方法，该软体动物包括腹足纲和双壳纲的成员，其中包括但不限于内酯、内酰胺、氨基甲酸酯、酰胺和/或含有羧酸化合物作为活性成分和/或源自假单胞菌和/或厄尔文菌的化合物。还提供了用于在冷水条件下增加化学和生物控制对侵入性软体动物在开放水域、发电厂和饮用水处理设施中的功效的方法和组合物。
• Trans-2-decenoic acid derivative and drug containing same
  申请人：NIPPON ZOKI PHARMACEUTICAL CO., LTD.

  公开号：US09428477B2

  公开（公告）日：2016-08-30

  The present invention relates to a novel trans-2-decenoic acid derivative or a pharmaceutically acceptable salt thereof, and a pharmaceutical agent containing the compound as an active ingredient. The trans-2-decenoic acid derivative or a pharmaceutically acceptable salt, which is the compound of the present invention, is specifically represented by the general formula (I): wherein X is a substituent such as a 1-pyrrolidyl, a 3-thiazolizyl, or a piperidino, and the compound is highly useful as a pharmaceutical agent, such as a prophylactic or therapeutic agent for a peripheral nerve disorder induced by administration of an anticancer agent, a prophylactic or therapeutic agent for neurodegenerative diseases or mental diseases such as dementia, Alzheimer's disease, Parkinson's disease, diabetic neuropathy, depression, glaucoma, or autistic disorder spectrum, a therapeutic or repairing agent for spinal cord injury, analgesics against various pain diseases, or the like.

  本发明涉及一种新型的反式-2-癸烯酸衍生物或其药学上可接受的盐，以及含有该化合物作为活性成分的药物制剂。该反式-2-癸烯酸衍生物或其药学上可接受的盐，即本发明的化合物，特别由通式（I）表示，其中X是诸如1-吡咯基、3-噻唑啉基或哌啶基等取代基，该化合物作为药物制剂非常有用，例如用作抗癌药物引起的周围神经障碍的预防或治疗剂、神经退行性疾病或精神疾病如痴呆、阿尔茨海默病、帕金森病、糖尿病神经病变、抑郁症、青光眼或自闭症谱系障碍的预防或治疗剂、脊髓损伤的治疗或修复剂、用于各种疼痛疾病的止痛剂等。
• Chemical and biological agents for the control of molluscs
  申请人：Marrone Bio Innovations, Inc.

  公开号：EP2601840A2

  公开（公告）日：2013-06-12

  Compositions and methods for controlling molluscs, members of the Gastropoda and Bivalvia classes which includes but is not limited to lactones, lactams, carbamates, amides, and/or carboxylic acid containing compounds as active ingredients and/ or compounds derived from Pseudomonas and/or Erwinia. Also provided are methods and compositions for increasing the efficacy of chemical and biological control for invasive molluscs in open waters, power plants, and drinking water treatment facilities under coldwater conditions.

  用于控制软体动物（腹足纲和双壳纲成员）的组合物和方法，包括但不限于内酯类、内酰胺类、氨基甲酸酯类、酰胺类和/或含羧酸的化合物作为活性成分和/或从假单胞菌和/或欧文氏菌衍生的化合物。此外，还提供了在冷水条件下提高对开放水域、发电厂和饮用水处理设施中入侵软体动物的化学和生物控制功效的方法和组合物。
• 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。