1-(4-methoxyphenyl)-2-methyleneadamantane | 856440-43-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-methoxyphenyl)-2-methyleneadamantane
• 英文别名: 1-(4-Methoxyphenyl)-2-methylene-adamantane；1-(4-methoxyphenyl)-2-methylideneadamantane
• CAS: 856440-43-2
• 化学式: C₁₈H₂₂O
• 分子量: 254.372
• InChiKey: MKAPXNNPAGOZGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-2-methyleneadamantane 在 palladium diacetate 、 三苯基膦 、 silver carbonate 、 乙硫醇钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 75.0h， 生成 4-[(E)-[1-(4-hydroxyphenyl)-2-adamantylidene]methyl]phenol
  参考文献：
  名称：

  Potent Estrogen Receptor Ligands Based on Bisphenols with a Globular Hydrophobic Core

  摘要：

  Candidate estrogen receptor (ER) ligands with two phenolic residues on a three-dimensional hydrophobic core structure (carborane, bicyclo[2.2.2]octene, or adamantane) were synthesized and biologically evaluated. The biological properties of the ligands were markedly dependent on the nature of the hydrophobic core structure. Bis(4-hydroxyphenyl)-o-carborane (6) was a partial agonist/antagonist for ER. 1,2Bis(4-hydroxyphenyl)bicyclo[2.2.2]octene (10) exhibited potent agonist activity for ER, even though the two phenolic groups are located similarly to those of 6.

  DOI：

  10.1021/jm050195r
• 作为产物：
  描述：

  甲基三苯基溴化膦 、 1-(4-methoxyphenyl)adamantan-2-one 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以21%的产率得到1-(4-methoxyphenyl)-2-methyleneadamantane
  参考文献：
  名称：

  Potent Estrogen Receptor Ligands Based on Bisphenols with a Globular Hydrophobic Core

  摘要：

  Candidate estrogen receptor (ER) ligands with two phenolic residues on a three-dimensional hydrophobic core structure (carborane, bicyclo[2.2.2]octene, or adamantane) were synthesized and biologically evaluated. The biological properties of the ligands were markedly dependent on the nature of the hydrophobic core structure. Bis(4-hydroxyphenyl)-o-carborane (6) was a partial agonist/antagonist for ER. 1,2Bis(4-hydroxyphenyl)bicyclo[2.2.2]octene (10) exhibited potent agonist activity for ER, even though the two phenolic groups are located similarly to those of 6.

  DOI：

  10.1021/jm050195r