2-isopentyloxy-benzoic acid amide | 105973-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-isopentyloxy-benzoic acid amide
• 英文别名: 2-Isopentyloxy-benzoesaeure-amid；2-(3-Methylbutoxy)benzamide
• CAS: 105973-59-9
• 化学式: C₁₂H₁₇NO₂
• mdl: MFCD01417935
• 分子量: 207.272
• InChiKey: CFCVITLVUYPRQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  2

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  水杨酰胺	salicylamide	65-45-2	C7H7NO2	137.138

反应信息

• 作为反应物：
  描述：

  2-isopentyloxy-benzoic acid amide 以 四氢呋喃 、 正己烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 19.0h， 生成 1-((1R,3R,5S)-8-Methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-3-[2-(3-methyl-butoxy)-benzoyl]-urea
  参考文献：
  名称：

  Novel antagonists of the 5-HT3 receptor. Synthesis and structure-activity relationships of (2-alkoxybenzoyl)ureas

  摘要：

  A series of benzoylureas derived from bicycle amines were prepared and evaluated for 5-HT3 antagonist activity on the rat isolated vagus nerve. From among these compounds, those analogues which were ortho substituted by an alkoxy group on the benzoyl function were shown to be potent 5-HT3 antagonists with similar or greater potency than the standard agent ondansetron. NMR and X-ray crystallography studies showed these o-alkoxy compounds to exist as a planar, hydrogen-bonded, tricyclic ring system. In molecular modeling studies on endo-N-[[(8-methyl-8-azabicyclo [3.2.1]octan-3-yl)amino]carbonyl]-2-(cyclopropylmethoxy)benzamide (30) the central hydrogen-bonded ring was able to mimic an aromatic ring present in previously reported 5-HT3 antagonists.

  DOI：

  10.1021/jm00087a003
• 作为产物：
  描述：

  水杨酰胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium ethanolate 作用下， 生成 2-isopentyloxy-benzoic acid amide
  参考文献：
  名称：

  A transgenic wheat with a stilbene synthase gene resistant to powdery mildew obtained by biolistic method

  摘要：

  Stilbene, a kind of phytoalexin, plays an important role in resistance to fungal and bacterial infection in plants. It strongly inhibits the growth of fungi and sprout of spore. Stilbene synthase gene (Vst1) obtained from grapevine has been transferred into common spring wheat Jinghong 5 by using the biolistic transformation method. Five transgenic plants (T-0) were obtained from the bombarded 2014 immature embryos. One immune plantlet and 3 plantlets with mid-resistance to powdery mildew were identified from the transgenic plants of T-3 generation which came from 2 T-0 transgenic plants.

  DOI：

  10.1007/bf02886041

文献信息

• Novel antagonists of the 5-HT3 receptor. Synthesis and structure-activity relationships of (2-alkoxybenzoyl)ureas
  作者：Gerald Bradley、Terence J. Ward、Janet C. White、James Coleman、Ann Taylor、Keith F. Rhodes

  DOI：10.1021/jm00087a003

  日期：1992.5

  A series of benzoylureas derived from bicycle amines were prepared and evaluated for 5-HT3 antagonist activity on the rat isolated vagus nerve. From among these compounds, those analogues which were ortho substituted by an alkoxy group on the benzoyl function were shown to be potent 5-HT3 antagonists with similar or greater potency than the standard agent ondansetron. NMR and X-ray crystallography studies showed these o-alkoxy compounds to exist as a planar, hydrogen-bonded, tricyclic ring system. In molecular modeling studies on endo-N-[[(8-methyl-8-azabicyclo [3.2.1]octan-3-yl)amino]carbonyl]-2-(cyclopropylmethoxy)benzamide (30) the central hydrogen-bonded ring was able to mimic an aromatic ring present in previously reported 5-HT3 antagonists.
• A transgenic wheat with a stilbene synthase gene resistant to powdery mildew obtained by biolistic method
  作者：Hui Liang、Jin Zheng、Xiayu Duan、Baoqin Sheng、Shuange Jia、Daowen Wang、Junwen Ouyang、Jiayang Li、Liangcai Li、Wenzhong Tian、R. Hain、Xu Jia

  DOI：10.1007/bf02886041

  日期：2000.4

  Stilbene, a kind of phytoalexin, plays an important role in resistance to fungal and bacterial infection in plants. It strongly inhibits the growth of fungi and sprout of spore. Stilbene synthase gene (Vst1) obtained from grapevine has been transferred into common spring wheat Jinghong 5 by using the biolistic transformation method. Five transgenic plants (T-0) were obtained from the bombarded 2014 immature embryos. One immune plantlet and 3 plantlets with mid-resistance to powdery mildew were identified from the transgenic plants of T-3 generation which came from 2 T-0 transgenic plants.