2-Cyano-3-(4-pyrrolidin-1-ylphenyl)prop-2-enoic acid | 1422513-97-0

• 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: 2-Cyano-3-(4-pyrrolidin-1-ylphenyl)prop-2-enoic acid
• CAS: 1422513-97-0
• 化学式: C₁₄H₁₄N₂O₂
• 分子量: 242.277
• InChiKey: WSOGLEOJLSVLQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-苯基吡咯烷 在 哌啶 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 生成 2-Cyano-3-(4-pyrrolidin-1-ylphenyl)prop-2-enoic acid
  参考文献：
  名称：

  Monocarboxylate Transporter 1 Inhibitors as Potential Anticancer Agents

  摘要：

  Potent monocarboxylate transporter I inhibitors (MCTI) have been developed based on alpha-cyano-4-hydroxycinnamic acid template. Structure-activity relationship studies demonstrate that the introduction of p-N, N-dialkyl/diaryl, and o-methoxy groups into cyanocinnamic acid has maximal MCT1 inhibitory activity. Systemic toxicity studies in healthy ICR mice with few potent MCTI inhibitors indicate normal body weight gains in treated animals. In vivo tumor growth inhibition studies in colorectal adenocarcinoma (WiDr cell line) in nude mice xenograft models establish that compound 27 exhibits single agent activity in inhibiting the tumor growth.

  DOI：

  10.1021/acsmedchemlett.5b00049