d,l-1,2-bis(2-methyl-4-hydroxyphenyl)ethylenediamine | 111086-50-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: d,l-1,2-bis(2-methyl-4-hydroxyphenyl)ethylenediamine
• CAS: 111086-50-1
• 化学式: C₁₆H₂₀N₂O₂
• 分子量: 272.347
• InChiKey: SZNJKCOXAQRLQK-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  92.5
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  间甲基苯甲醚 在 硫酸 、 氢溴酸 、 溴 、 溴化乙啶 、 铁粉 、 magnesium 作用下， 以 四氯化碳 、 乙腈 为溶剂， 反应 54.17h， 生成 d,l-1,2-bis(2-methyl-4-hydroxyphenyl)ethylenediamine
  参考文献：
  名称：

  Ring-substituted [1,2-bis(4-hydroxyphenyl)ethylenediamine]dichloroplatinum(II) complexes: compounds with a selective effect on the hormone-dependent mammary carcinoma

  摘要：

  [1,2-Bis(4-hydroxyphenyl)ethylenediamine]dichloroplatinum (II) complexes with one substituent in the 2-position (CH3, CF3, F, Cl, Br, I: meso- and d,l-1-PtCl2, meso-(3-5)-PtCl2, meso-(7 and 8)-PtCl2) or two substituents in the 2,6-positions (CH3, Cl: meso-2-PtCl2, meso- and d,l-6-PtCl2) in both benzene rings were synthesized and tested for estrogenic and cytotoxic activities. Two complexes (meso-6-PtCl2 and meso-7-PtCl2) possess both effects. In comparative tests on estrogen receptor positive and negative mammary tumors in cell culture (MCF 7, ER+ and MDA-MB 231, ER-) and in animals (MXT, ER+ and MXT, ER-, mouse), meso-6-PtCl2 shows a selective effect on the estrogen receptor positive mammary carcinoma. A further increase of efficacy was achieved with the water-soluble (sulfato)platinum(II) derivative (meso-6-PtSO4). On the DMBA-induced hormone dependent mammary carcinoma of the SD rat, meso-6-PtSO4 is significantly more active than its ligand (meso-6) and cisplatin.

  DOI：

  10.1021/jm00396a012