2-[2-(6-methoxy-8-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)ethyl]-2-methylcyclohexane-1,3-dione | 331669-92-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-[2-(6-methoxy-8-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)ethyl]-2-methylcyclohexane-1,3-dione
• CAS: 331669-92-2
• 化学式: C₂₁H₂₆O₃
• 分子量: 326.436
• InChiKey: NODQMQNJKVUQGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2-(6-methoxy-8-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)ethyl]-2-methylcyclohexane-1,3-dione 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以5.2 g的产率得到3-methoxy-1-methyl-D-homoestra-1,3,5(10),8,14-pentaen-17a-one
  参考文献：
  名称：

  Synthesis and biological activity of some 8α-analogs of steroidal estrogens

  摘要：

  8 alpha-Analogs of steroidal estrogens containing a methyl group on C-1 or an oxo group on C-6 were synthesized with a view to obtain compounds exhibiting selective biological activity, and their steric structure was studied. As shown with 1,3-O-dimethyl-8 alpha-estrone as an example, such compounds in solution can exist as two conformers, whereas the oxo group on C-6 almost does not affect conformation of the modified derivative as compared to the parent structure. Some newly synthesized compounds exhibited hypocholesterolemic activity in combination with reduced uterotropic effect, which is important for the design of drugs for the treatment of atherosclerosis. 6-Oxo-8 alpha-analogs showed osteoprotective activity, so that introduction of an oxo group into the 6-position is promising from the viewpoint of hormone replacement therapy.

  DOI：

  10.1134/s1070428013040180
• 作为产物：
  描述：

  2-甲基-1,3-环己二酮 、 以 乙醇 、 水 为溶剂， 反应 48.0h， 生成 2-[2-(6-methoxy-8-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)ethyl]-2-methylcyclohexane-1,3-dione
  参考文献：
  名称：

  Synthesis and biological activity of some 8α-analogs of steroidal estrogens

  摘要：

  8 alpha-Analogs of steroidal estrogens containing a methyl group on C-1 or an oxo group on C-6 were synthesized with a view to obtain compounds exhibiting selective biological activity, and their steric structure was studied. As shown with 1,3-O-dimethyl-8 alpha-estrone as an example, such compounds in solution can exist as two conformers, whereas the oxo group on C-6 almost does not affect conformation of the modified derivative as compared to the parent structure. Some newly synthesized compounds exhibited hypocholesterolemic activity in combination with reduced uterotropic effect, which is important for the design of drugs for the treatment of atherosclerosis. 6-Oxo-8 alpha-analogs showed osteoprotective activity, so that introduction of an oxo group into the 6-position is promising from the viewpoint of hormone replacement therapy.

  DOI：

  10.1134/s1070428013040180

文献信息

• Synthesis and biological activity of some 8α-analogs of steroidal estrogens
  作者：S. N. Morozkina、Sh. N. Abusalimov、S. I. Selivanov、A. G. Shavva

  DOI：10.1134/s1070428013040180

  日期：2013.4

  8 alpha-Analogs of steroidal estrogens containing a methyl group on C-1 or an oxo group on C-6 were synthesized with a view to obtain compounds exhibiting selective biological activity, and their steric structure was studied. As shown with 1,3-O-dimethyl-8 alpha-estrone as an example, such compounds in solution can exist as two conformers, whereas the oxo group on C-6 almost does not affect conformation of the modified derivative as compared to the parent structure. Some newly synthesized compounds exhibited hypocholesterolemic activity in combination with reduced uterotropic effect, which is important for the design of drugs for the treatment of atherosclerosis. 6-Oxo-8 alpha-analogs showed osteoprotective activity, so that introduction of an oxo group into the 6-position is promising from the viewpoint of hormone replacement therapy.