4-[4-(4-Hydroxyphenyl)-3,4-dimethylhexan-3-yl]phenol | 74385-28-7

• 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: 4-[4-(4-Hydroxyphenyl)-3,4-dimethylhexan-3-yl]phenol
• CAS: 74385-28-7
• 化学式: C₂₀H₂₆O₂
• 分子量: 298.425
• InChiKey: PIFZISPDVMDNDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  meso-3,4-dimethyl-3,4 bis(4'-methoxyphenyl)hexane 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到4-[4-(4-Hydroxyphenyl)-3,4-dimethylhexan-3-yl]phenol
  参考文献：
  名称：

  Antiestrogens. Synthesis and evaluation of mammary tumor inhibiting activity of 1,1,2,2-tetraalkyl-1,2-diphenylethanes

  摘要：

  Among the newly synthesized 1,1,2,2-tetraalkyl-1,2-diphenylethanes, 1,1,2,2-tetramethyl-1,2-bis(4'-hydroxyphenyl)ethane (23) and 1,1,2,2-tetramethyl-1,2-bis(3'-hydroxyphenyl)ethane (26) were the most active compounds regarding estradiol receptor affinity, exhibiting Ka values of 0.73 X 10(8) and 0.67 X 10(8) M-1, respectively. In vivo, 23 and 26 showed only very small uterotrophic activity in the mouse. They strongly inhibited (73%) the estrone-stimulated mouse uterine growth. Tested on the 9,10-dimethyl-1,2-benzanthracene induced hormone-dependent mammary adenocarcinoma of the Sprague-Dawley rat, compounds 23 and 26 exhibited a dose-dependent inhibition of the tumor growth, having a strong effect at a dose of 20 (mg/kg)/day (compound 23).

  DOI：

  10.1021/jm00182a006

文献信息

• HARTMANN R. W.; KRANZFELDER G.; ANGERER E.; SCHOENEBERGER H., J. MED. CHEM., 1980, 23, NO 8, 841-848
  作者：HARTMANN R. W.、 KRANZFELDER G.、 ANGERER E.、 SCHOENEBERGER H.

  DOI：——

  日期：——
• Antiestrogens. Synthesis and evaluation of mammary tumor inhibiting activity of 1,1,2,2-tetraalkyl-1,2-diphenylethanes
  作者：Rolf W. Hartmann、Gerhard Kranzfelder、Erwin Von Angerer、Helmut Schoenenberger

  DOI：10.1021/jm00182a006

  日期：1980.8

  Among the newly synthesized 1,1,2,2-tetraalkyl-1,2-diphenylethanes, 1,1,2,2-tetramethyl-1,2-bis(4'-hydroxyphenyl)ethane (23) and 1,1,2,2-tetramethyl-1,2-bis(3'-hydroxyphenyl)ethane (26) were the most active compounds regarding estradiol receptor affinity, exhibiting Ka values of 0.73 X 10(8) and 0.67 X 10(8) M-1, respectively. In vivo, 23 and 26 showed only very small uterotrophic activity in the mouse. They strongly inhibited (73%) the estrone-stimulated mouse uterine growth. Tested on the 9,10-dimethyl-1,2-benzanthracene induced hormone-dependent mammary adenocarcinoma of the Sprague-Dawley rat, compounds 23 and 26 exhibited a dose-dependent inhibition of the tumor growth, having a strong effect at a dose of 20 (mg/kg)/day (compound 23).