ortho-iodobenzoylglycilglycine | 938512-00-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ortho-iodobenzoylglycilglycine
• 英文别名: 2-[[2-[(2-Iodobenzoyl)amino]acetyl]amino]acetic acid
• CAS: 938512-00-6
• 化学式: C₁₁H₁₁IN₂O₄
• mdl: MFCD12466984
• 分子量: 362.124
• InChiKey: GYJYMBYTKLLFFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,10-菲罗啉 、 malachite 、 ortho-iodobenzoylglycilglycine 、 水 以 水 为溶剂， 生成 1,10-菲咯啉亚铜络合物 、 [Cu(ortho-iodobenzoylglycilglycine)2(1,10-phenanthroline)]*H2O
  参考文献：
  名称：

  Ternary copper(II) complexes with hippurate derivatives and 1,10-phenanthroline: Synthesis and biological activity

  摘要：

  Several new Cu-hippurate derivative-phenanthroline ternary complexes have been prepared. The X-ray structure of one of them, [Cu(hip)(phen)(2)](+)center dot(hip) (2) (where hip is hippurate and phen is 1,10-phenanthroline) has been solved. The structure of this new compound shows important differences (3D-pattern) to other similar related complexes (2D-pattern). A study of the biological activity of [Cu(hip)(phen)(2)](+)center dot(hip)center dot 2H(2)O (2), [Cu(BGG)(phen)(2)](+)center dot(BGG)center dot 6H(2)O (3), [Cu(B(I)GG)(2)(phen)](H2O) (4) and [Cu(I-hip)(bpy)(2)](+)center dot(I-hip)center dot 3.5H(2)O (5) (where I-hip is ortho-iodohippurate, BGG corresponds to benzoylglycilglycine, and BIGG is ortho-iodobenzoylglycilglycine) is included and compared with the anti-proliferative activity of [Cu(I-hip)(phen)2](+)center dot(I-hip)center dot 7H(2)O (1) previously described, resulting in a greater cytotoxic activity of the compounds with 1,10-phenanthroline instead of those with 2,2'-bipyridyl, in the same way that removing iodine substitution or lengthening the peptidic chain diminishes the activity of compounds compared with 1. The presence of an ortho-iodine group and the direct bond between Ar-CO and glycine moieties yield to the best results. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.06.042