3-(4-吡啶-2-基苯基)丙-2-烯酸 | 773130-14-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 3-(4-吡啶-2-基苯基)丙-2-烯酸
• 英文名称: 3-[4-(Pyridin-2-yl)phenyl]prop-2-enoic acid
• 英文别名: 3-(4-pyridin-2-ylphenyl)prop-2-enoic acid
• CAS: 773130-14-6
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: KLVQXZPHXUYFEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (6S,7R,9R,15R)‐9‐(aminomethyl)‐2,3,11,12‐tetramethoxy‐16‐methyl‐6,7,9,14,14a,15‐hexahydro‐5H‐6,15‐ep‐iminobenzo[4,5]azocino[1,2‐b]isoquinoline‐7‐carbonitrile 、 3-(4-吡啶-2-基苯基)丙-2-烯酸 在 4-二甲氨基吡啶 、 1,2-二氯乙烷 作用下， 反应 7.0h， 生成
  参考文献：
  名称：

  Synthesis and cytotoxicity of 3-aryl acrylic amide derivatives of the simplified saframycin–ecteinascidin skeleton prepared from l -dopa

  摘要：

  Twenty four compounds with diversified 3-aryl acrylic amide side chains of the simplified saframycin-ecteinascidin pentacyclic skeleton were synthesized via a 14-step stereospecific route starting from L-dopa. The cytotoxicities of these compounds were tested against eight human tumor cell lines including HCT-8, BEL-7402, BGC-803, A549, A2780, MCF-7, MX-1, and MDA-MB-231. Most of these compounds exhibited potent antitumor activity, and a preliminary structure-activity relationship (SAR) was discussed. Compound 28 with 3-thiophenyl acrylic amide side chain exhibited selective cytotoxicity against MDA-MB-231 cell line with the IC50 value of 50 nM. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.033

文献信息

• Synthesis and cytotoxicity of 3-aryl acrylic amide derivatives of the simplified saframycin–ecteinascidin skeleton prepared from l -dopa
  作者：Ju Guo、Wenfang Dong、Wei Liu、Zheng Yan、Nan Wang、Zhanzhu Liu

  DOI：10.1016/j.ejmech.2013.01.033

  日期：2013.4

  Twenty four compounds with diversified 3-aryl acrylic amide side chains of the simplified saframycin-ecteinascidin pentacyclic skeleton were synthesized via a 14-step stereospecific route starting from L-dopa. The cytotoxicities of these compounds were tested against eight human tumor cell lines including HCT-8, BEL-7402, BGC-803, A549, A2780, MCF-7, MX-1, and MDA-MB-231. Most of these compounds exhibited potent antitumor activity, and a preliminary structure-activity relationship (SAR) was discussed. Compound 28 with 3-thiophenyl acrylic amide side chain exhibited selective cytotoxicity against MDA-MB-231 cell line with the IC50 value of 50 nM. (C) 2013 Elsevier Masson SAS. All rights reserved.