(E)-2-pentyl-3-phenylprop-2-enenitrile | 58260-82-5

• 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: (E)-2-pentyl-3-phenylprop-2-enenitrile
• 英文别名: 2-pentyl-3t-phenyl-acrylonitrile；Heptanenitrile, 2-(phenylmethylene)-；(2E)-2-benzylideneheptanenitrile
• CAS: 58260-82-5
• 化学式: C₁₄H₁₇N
• 分子量: 199.296
• InChiKey: PBQVZEWMPCPXSV-SDNWHVSQSA-N

物化性质

• 沸点：
  173 °C(Press: 18 Torr)
• 密度：
  0.966±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-pentyl-3-phenylprop-2-enenitrile 在 氢氧化钾 作用下， 生成 (E)-2-benzylideneheptanoic acid
  参考文献：
  名称：

  726.肟的异构。第XLIV部分。烷基肉桂醛肟，芳基醛肟以及氰化钾和亚硫酸钠对醛肟及其O-甲基醚的作用

  摘要：

  DOI：

  10.1039/jr9530003612
• 作为产物：
  描述：

  jasminaldehyde 在 sodium acetate 、 乙酸酐 作用下， 生成 (E)-2-pentyl-3-phenylprop-2-enenitrile
  参考文献：
  名称：

  Sulfation of indoxyl by human and rat aryl (phenol) sulfotransferases to form indoxyl sulfate

  摘要：

  The aim of this study was to identify sulfotransferase (SULT) isoform(s) responsible for the formation of indoxyl sulfate from indoxyl (3-hydroxyindole). Indoxyl was incubated together with the co-substrate 3'-phosphoadenosine 5'-phosphosulfate (PAPS) and either human or rat liver cytosol or recombinant sulfotransferase enzymes. Formation of indoxyl sulfate from indoxyl was measured by HPLC and used for determination of sulfonation rates. Both cytosols sulfonated indoxyl with apparent K-m values of 6.8 +/- 0.9 muM for human and 3.2 +/- 0.6 muM for rat cytosol. To help identify the isoform(s) of SULT responsible for indoxyl sulfate formation, indoxyl was incubated with human and rat liver cytosols and PAPS in the presence of isoform-specific SULT inhibitors. No inhibition was observed by DHEA, a specific hydroxysteroid sulfotransferase inhibitor, nor by oestrone, an inhibitor of oestrogen sulfotransferase. However, an aryl (phenol) sulfotransferase inhibitor, 2,6-dichloro-4-nitrophenol (DCNP), inhibited the formation of indoxyl sulfate with a IC50 values of 3.2 muM for human and 1.0 muM for rat cytosol indicating that human and rat aryl (phenol) sulfotransferases are responsible for the formation of indoxyl sulfate. When indoxyl was incubated with SULT1A1*2, a human recombinant aryl SULT, an apparent K-m value of 5.6 +/- 1.8 muM was obtained. Kinetic studies with human and rat cytosols and human recombinant SULT1A1*2 gave similar kinetic values indicating that human and rat aryl sulfotransferases efficiently catalyze the formation of indoxyl sulfate, an important uremic toxin metabolite.

  DOI：

  10.1007/bf03190428

文献信息

• Organic Reactions in Water:  An Efficient Zinc-Mediated Stereoselective Synthesis of (<i>E</i>)- and (<i>Z</i>)-Trisubstituted Alkenes Using Unactivated Alkyl Halides
  作者：Biswanath Das、Joydeep Banerjee、Gurram Mahender、Anjoy Majhi

  DOI：10.1021/ol048721g

  日期：2004.9.1

  [reaction: see text] Treatment of the acetyl derivatives of the Baylis-Hillman adducts 3-hydroxy-2-methylene-alkanoates and 3-hydroxy-2-methylene-alkanenitriles with unactivated alkyl halides in the presence of Zn in saturated aqueous NH(4)Cl solution at room temperature afforded (2E)-2-substituted-alk-2-enoates in the first case and (2Z)-2-substituted-alk-2-enenitriles with high (Z)-selectivity in

  [反应：参见正文]在饱和的NH4水溶液中，在锌的存在下，用未活化的烷基卤化物处理Baylis-Hillman加成物的3-羟基-2-亚甲基-链烷酸酯和3-羟基-2-亚甲基-链烷腈的乙酰基衍生物。 4）在室温下的Cl溶液在第一种情况下提供（2E）-2-取代的烷基-2-烯酸酯，在第二种情况下提供高（Z）选择性的（2Z）-2-取代烷基-2-烯腈。
• 一种腈类化合物的制备方法
  申请人：陕西国际商贸学院

  公开号：CN113861069B

  公开（公告）日：2023-06-16

  本发明属于有机合成技术领域，具体涉及一种腈类化合物的制备方法，以醛肟衍生物为原料，加入DPPA和DBU，在有机溶剂中反应，一步制备得到腈类化合物，其合成路线如下：其中，R为芳基、烷基、烯基。本发明制备的腈类化合物具有原料廉价易得，合成路线短，反应操作简单，反应时间短，产率高，后处理容易，环境污染小，具有客观的经济实用价值，同时在药物合成领域具有广泛的应用前景。
• Sulfation of indoxyl by human and rat aryl (phenol) sulfotransferases to form indoxyl sulfate
  作者：E. Banoglu、R. S. King

  DOI：10.1007/bf03190428

  日期：2002.6

  The aim of this study was to identify sulfotransferase (SULT) isoform(s) responsible for the formation of indoxyl sulfate from indoxyl (3-hydroxyindole). Indoxyl was incubated together with the co-substrate 3'-phosphoadenosine 5'-phosphosulfate (PAPS) and either human or rat liver cytosol or recombinant sulfotransferase enzymes. Formation of indoxyl sulfate from indoxyl was measured by HPLC and used for determination of sulfonation rates. Both cytosols sulfonated indoxyl with apparent K-m values of 6.8 +/- 0.9 muM for human and 3.2 +/- 0.6 muM for rat cytosol. To help identify the isoform(s) of SULT responsible for indoxyl sulfate formation, indoxyl was incubated with human and rat liver cytosols and PAPS in the presence of isoform-specific SULT inhibitors. No inhibition was observed by DHEA, a specific hydroxysteroid sulfotransferase inhibitor, nor by oestrone, an inhibitor of oestrogen sulfotransferase. However, an aryl (phenol) sulfotransferase inhibitor, 2,6-dichloro-4-nitrophenol (DCNP), inhibited the formation of indoxyl sulfate with a IC50 values of 3.2 muM for human and 1.0 muM for rat cytosol indicating that human and rat aryl (phenol) sulfotransferases are responsible for the formation of indoxyl sulfate. When indoxyl was incubated with SULT1A1*2, a human recombinant aryl SULT, an apparent K-m value of 5.6 +/- 1.8 muM was obtained. Kinetic studies with human and rat cytosols and human recombinant SULT1A1*2 gave similar kinetic values indicating that human and rat aryl sulfotransferases efficiently catalyze the formation of indoxyl sulfate, an important uremic toxin metabolite.
• 726. The isomerism of the oximes. Part XLIV. Alkylcinnamaldoximes, aroylaldoximes, and the action of potassium cyanide and sodium sulphite on aldoximes and their O-methyl ethers
  作者：M. Benger、O. L. Brady

  DOI：10.1039/jr9530003612

  日期：——