1-ethyl-1'-para-ferrocenylbenzoic acid | 1582752-30-4

• 英文名称: 1-ethyl-1'-para-ferrocenylbenzoic acid
• CAS: 1582752-30-4
• 化学式: C₁₉H₁₈FeO₂
• 分子量: 334.198
• InChiKey: YVKMVSNWACIZNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-ethyl-1'-para-ferrocenylbenzoic acid 、 glycine-L-phenylalanine ethyl ester hydrochloride 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以17%的产率得到1-ethyl-1'-N-{para-(ferrocenyl)benzoyl}glycine-L-phenylalanine ethyl ester
  参考文献：
  名称：

  The synthesis, structural characterization and in vitro anti-cancer activity of novel 1-alkyl-1′-N-para-(ferrocenyl) benzoyl dipeptide esters

  摘要：

  1-Alkyl-1'-N-para-(ferrocenyl) benzoyl dipeptide esters 4-12 were prepared by coupling the alkyl ferrocenyl benzoic acids 1-3 to the dipeptide ethyl esters Gly-L-Ala(OEt), Gly-L-Leu(OEt) and Gly-L-Phe(OEt) using the standard N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC), 1-hydroxybenzotriazole (HOBt) protocol. All the compounds were fully characterized using a combination of H-1 NMR, C-13 NMR, DEPT-135 and H-1-C-13 COSY (HMQC) spectroscopy, electrospray ionization mass spectrometry (ESI-MS) and cyclic voltammetry (CV). Selected compounds showed micromolar activity in the H1299 NSCLC cell line, with IC50 values in the range of 4.5-6.6 mu M. (C) 2014 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.01.031
• 作为产物：
  描述：

  1-ethylferrocene 、 对氨基苯甲酸 在 盐酸 、 sodium nitrite 作用下， 以 水 、 乙醚 为溶剂， 反应 48.0h， 以23%的产率得到1-ethyl-1'-para-ferrocenylbenzoic acid
  参考文献：
  名称：

  The synthesis, structural characterization and in vitro anti-cancer activity of novel 1-alkyl-1′-N-para-(ferrocenyl) benzoyl dipeptide esters

  摘要：

  1-Alkyl-1'-N-para-(ferrocenyl) benzoyl dipeptide esters 4-12 were prepared by coupling the alkyl ferrocenyl benzoic acids 1-3 to the dipeptide ethyl esters Gly-L-Ala(OEt), Gly-L-Leu(OEt) and Gly-L-Phe(OEt) using the standard N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC), 1-hydroxybenzotriazole (HOBt) protocol. All the compounds were fully characterized using a combination of H-1 NMR, C-13 NMR, DEPT-135 and H-1-C-13 COSY (HMQC) spectroscopy, electrospray ionization mass spectrometry (ESI-MS) and cyclic voltammetry (CV). Selected compounds showed micromolar activity in the H1299 NSCLC cell line, with IC50 values in the range of 4.5-6.6 mu M. (C) 2014 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.01.031