(E)-N-allyl-2-methyl-3-phenylacrylamide | 77302-25-1

• 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: (E)-N-allyl-2-methyl-3-phenylacrylamide
• 英文别名: N-Allyl-alpha-methylcinnamamide；(E)-2-methyl-3-phenyl-N-prop-2-enylprop-2-enamide
• CAS: 77302-25-1
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: VRBLVQNFGWGBPY-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-N-allyl-2-methyl-3-phenylacrylamide 在 sodium hydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 11.0h， 生成
  参考文献：
  名称：

  Vila, Xavier; Zard, Samir Z., Heterocycles, 2006, vol. 70, p. 45 - 50

  摘要：

  DOI：
• 作为产物：
  描述：

  3-苯基-2-甲基丙-2-烯酸 在 4-二甲氨基吡啶 、 氯化亚砜 、 TEA 作用下， 以 Petroleum ether 为溶剂， 反应 17.0h， 生成 (E)-N-allyl-2-methyl-3-phenylacrylamide
  参考文献：
  名称：

  Vila, Xavier; Zard, Samir Z., Heterocycles, 2006, vol. 70, p. 45 - 50

  摘要：

  DOI：

文献信息

• Structure-activity relationship in cinnamamides. 3. Synthesis and anticonvulsant activity evaluation of some derivatives of (E)- and (Z)-m-(trifluoromethyl)cinnamamide
  作者：A. Balsamo、P. Crotti、A. Lapucci、B. Macchia、F. Macchia、A. Cuttica、N. Passerini

  DOI：10.1021/jm00137a010

  日期：1981.5

  The (E)- and (Z)-m-(trifluoromethyl)-alpha, beta-dimethylcinnamamides and some of their N-alkyl derivatives were prepared and pharmacologically tested as anticonvulsant agents in order to verify if a ring substituent, like the m-CF3 group, different from a halogen but possessing the same electronic effect could lead to equally active compounds. Some (E)-m-(trifluoromethyl)-alpha-methyl- and -non-methyl-substituted-cinnamamides were also prepared and tested. In the alpha, beta-dimethyl series the results show that the m-CF3 group leads to products more active than the ones unsubstituted on the phenyl ring but still less active than the p-halogen-substituted compounds previously studied. In the alpha-methyl and non-methyl-substituted series, the trend shows the m-CF3 group being able to produce less toxic and, in some cases, more active products than the previously studied amides.
• Palladium catalysed reactions of allenes, carbon monoxide and nucleophiles
  作者：Ronald Grigg、Michael Monteith、Visuvanathar Sridharan、Catherine Terrier

  DOI：10.1016/s0040-4020(98)00115-x

  日期：1998.4

  Hydridopalladium(II) species generated in situ by oxidative addition of Pd(0) to acetic acid or acidic hydroxyl substrates (phenols, oximes) catalyse the termolecular assembly of allenes, CO and amines (primary, secondary) or oxygen nucleophiles to give methacrylamides or methacrylate esters and derivatives thereof in good to excellent yield. (C) 1998 Elsevier Science Ltd. All rights reserved.
• BALSAMO A.; CROTTI P.; LAPUCCI A.; MACCHIA B.; MACCHIA F.; CUTTICA A.; PA+, J. MED. CHEM., 1981, 24, NO 5, 525-532
  作者：BALSAMO A.、 CROTTI P.、 LAPUCCI A.、 MACCHIA B.、 MACCHIA F.、 CUTTICA A.、 PA+

  DOI：——

  日期：——
• Vila, Xavier; Zard, Samir Z., Heterocycles, 2006, vol. 70, p. 45 - 50
  作者：Vila, Xavier、Zard, Samir Z.

  DOI：——

  日期：——