2-methyl-N-(3-phenyl-2-propenylidene)-1-propanamide | 92039-51-5

• 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: 2-methyl-N-(3-phenyl-2-propenylidene)-1-propanamide
• 英文别名: N-<3-Phenyl-propenyliden>-isobutylamin；N-(2-methylpropyl)-3-phenylprop-2-en-1-imine
• CAS: 92039-51-5
• 化学式: C₁₃H₁₇N
• 分子量: 187.285
• InChiKey: XZONLXGUMHTSSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-methyl-N-(3-phenyl-2-propenylidene)-1-propanamide 在 氯化铵 、 三乙胺 、 对甲苯磺酰氯 、 锌 作用下， 生成
  参考文献：
  名称：

  4-Aminoquinoline-β-Lactam Conjugates: Synthesis, Antimalarial, and Antitubercular Evaluation

  摘要：

  A library of quinoline‐β‐lactam‐based hybrids was synthesized and tested for their antimalarial and antitubercular activities. The present antimalarial data showed the dependence of activity on the nature of linker, N‐1 substituent of the β‐lactam ring as well as the length of alkyl chain. Most of the compounds are not as efficient as chloroquine in inhibiting the culture growth of Plasmodium falciparum W2 strain. Nevertheless, the synthesized hybrids showed better antitubercular activities (up to five times) compared with cephalexin (up to three times) and ethionamide.

  DOI：

  10.1111/cbdd.12225
• 作为产物：
  描述：

  异丁胺 、 肉桂醛 以 乙醇 为溶剂， 生成 2-methyl-N-(3-phenyl-2-propenylidene)-1-propanamide
  参考文献：
  名称：

  Efficient Synthesis of N-Substituted 4-Arylquinoline Derivatives Using ZnCl2 or ZrO2

  摘要：

  N-Substituted 7,8-dihydro-7,7-dimethyl-4-arylquinolin-5 (1H,4H,6H)-ones 4a-1 have been reported by one-pot reaction of cinnamaldehyde derivatives, dimedone and various amines in the presence of ZnCl2 or ZrO2 in fairly high yields.

  DOI：

  10.3987/com-12-12467

文献信息

• In Situ Oxidation−Imine Formation−Reduction Routes from Alcohols to Amines
  作者：Leonie Blackburn、Richard J. K. Taylor

  DOI：10.1021/ol015819b

  日期：2001.5.1

  [GRAPHICS]Manganese dioxide is employed as an in situ oxidant for the one pot conversion of alcohols into imines, In combination with polymer-supported cyanoborohydride (PSCBH), a one-pot oxidation-imine formation-reduction sequence is reported, This procedure enables alcohols to be converted directly into both secondary and tertiary amines.
• 4-Aminoquinoline-<i>β</i>-Lactam Conjugates: Synthesis, Antimalarial, and Antitubercular Evaluation
  作者：Raghu Raj、Christophe Biot、Séverine Carrère-Kremer、Laurent Kremer、Yann Guérardel、Jiri Gut、Philip J. Rosenthal、Vipan Kumar

  DOI：10.1111/cbdd.12225

  日期：2014.2

  A library of quinoline‐β‐lactam‐based hybrids was synthesized and tested for their antimalarial and antitubercular activities. The present antimalarial data showed the dependence of activity on the nature of linker, N‐1 substituent of the β‐lactam ring as well as the length of alkyl chain. Most of the compounds are not as efficient as chloroquine in inhibiting the culture growth of Plasmodium falciparum W2 strain. Nevertheless, the synthesized hybrids showed better antitubercular activities (up to five times) compared with cephalexin (up to three times) and ethionamide.
• Efficient Synthesis of N-Substituted 4-Arylquinoline Derivatives Using ZnCl2 or ZrO2
  作者：Afsaneh Zonouzi、Roghieh Mirzazadeh、Azadeh Peivandi、Shahrzad Dehdari

  DOI：10.3987/com-12-12467

  日期：——

  N-Substituted 7,8-dihydro-7,7-dimethyl-4-arylquinolin-5 (1H,4H,6H)-ones 4a-1 have been reported by one-pot reaction of cinnamaldehyde derivatives, dimedone and various amines in the presence of ZnCl2 or ZrO2 in fairly high yields.