cyano-di(4-methyl-benzyl)acetic acid methyl ester | 1202778-97-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: cyano-di(4-methyl-benzyl)acetic acid methyl ester
• 英文别名: Methyl 2-cyano-2-(4-methylbenzyl)-3-P-tolylpropanoate；methyl 2-cyano-3-(4-methylphenyl)-2-[(4-methylphenyl)methyl]propanoate
• CAS: 1202778-97-9
• 化学式: C₂₀H₂₁NO₂
• 分子量: 307.392
• InChiKey: FLQADGLDFVQSRL-UHFFFAOYSA-N

物化性质

• 沸点：
  472.4±40.0 °C(Predicted)
• 密度：
  1.103±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cyano-di(4-methyl-benzyl)acetic acid methyl ester 在 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 45.0 ℃ 、100.0 kPa 条件下， 反应 120.0h， 生成 Methyl 2-(aminomethyl)-3-(4-methylphenyl)-2-[(4-methylphenyl)methyl]propanoate
  参考文献：
  名称：

  Antimicrobial Activity of Small β-Peptidomimetics Based on the Pharmacophore Model of Short Cationic Antimicrobial Peptides

  摘要：

  We have synthesized a series of small beta-peptidomimetics (M-w < 650) that were based on the minimal pharmacophore model for anti-Staphylococcal activity of short cationic antimicrobial peptides. All beta-peptidomimetics had a net charge of +2 and formed an amphipathic scaffold consisting of an achiral lipophilic beta(2,2)-amino acid coupled to a C-terminal L-arginine amide residue. By varying the lipophilic side-chains of the beta(2,2)-amino acids, we obtained a series of highly potent beta-peptidomimetics with high enzymatic stability against alpha-chymotrypsin and a general low toxicity against human erythrocytes. The most potent beta-peptidomimetics displayed minimal inhibitory concentrations of 2.1-7.2 mu M against Staphylococcus aureus, methicillin resistant Staphylococcus aureus (MRSA), methicillin resistant Staphylococcus epidermidis (MRSE), and Escherichia coli, Small amphipathic beta-peptidomimetics may be a promising class of antimicrobial agents by means of having a similar range of potency and selectivity as larger cationic antimicrobial peptides in addition to improved enzymatic stability and lower costs of production.

  DOI：

  10.1021/jm901052r
• 作为产物：
  描述：

  4-甲基苄溴 、 氰乙酸甲酯 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以100%的产率得到cyano-di(4-methyl-benzyl)acetic acid methyl ester
  参考文献：
  名称：

  Antimicrobial Activity of Small β-Peptidomimetics Based on the Pharmacophore Model of Short Cationic Antimicrobial Peptides

  摘要：

  We have synthesized a series of small beta-peptidomimetics (M-w < 650) that were based on the minimal pharmacophore model for anti-Staphylococcal activity of short cationic antimicrobial peptides. All beta-peptidomimetics had a net charge of +2 and formed an amphipathic scaffold consisting of an achiral lipophilic beta(2,2)-amino acid coupled to a C-terminal L-arginine amide residue. By varying the lipophilic side-chains of the beta(2,2)-amino acids, we obtained a series of highly potent beta-peptidomimetics with high enzymatic stability against alpha-chymotrypsin and a general low toxicity against human erythrocytes. The most potent beta-peptidomimetics displayed minimal inhibitory concentrations of 2.1-7.2 mu M against Staphylococcus aureus, methicillin resistant Staphylococcus aureus (MRSA), methicillin resistant Staphylococcus epidermidis (MRSE), and Escherichia coli, Small amphipathic beta-peptidomimetics may be a promising class of antimicrobial agents by means of having a similar range of potency and selectivity as larger cationic antimicrobial peptides in addition to improved enzymatic stability and lower costs of production.

  DOI：

  10.1021/jm901052r