8-methylpentacyclo-<5.4.0.0^2,6.0^3,10.0^5,9>undecan-8-ol | 93779-20-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 8-methylpentacyclo-<5.4.0.0^2,6.0^3,10.0^5,9>undecan-8-ol
• 英文别名: 8-methyl-pentacyclo(5.4.0.0^{2,6_.03,10_.05,9})undecan-8-endo-ol；8-Methylpentacyclo[5.4.0.02,6.03,10.05,9]undecan-8-ol
• CAS: 93779-20-5；107438-04-0
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: HJUWHPNVJHAPNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  8-methylpentacyclo-<5.4.0.0^2,6.0^3,10.0^5,9>undecan-8-ol 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 乙醚 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Synthesis and biological activity of D3-trishomocubyl-4-amines

  摘要：

  The D3-trishomocubyl system was prepared from tertiary pentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecan-8-ols 5 in one step by using a modified Ritter reaction yielding only one of the possible two geometrical isomers of 4-amino-3-alkyl (or aryl)-D3-trishomocubane (8). Promising antagonism of reserpine-induced catalepsy was exhibited by these compounds which compared favorable with that of amantadine. Weak to mild anticholinergic properties were observed during the reduction of oxotremorine induced tremor and salivation procedure. Acute toxicities similar to that of amantadine were observed for some of these compounds. D3-Trishomocubyl-4-amines appeared as a promising new class of anti-Parkinson agents.

  DOI：

  10.1021/jm00106a053
• 作为产物：
  描述：

  pentacyclo<5.4.0.0^2,6.0^3,10.0^5,9>-undecan-8,11-dione monoethyleneacetal 在 水 、 氢气 作用下， 生成 8-methylpentacyclo-<5.4.0.0^2,6.0^3,10.0^5,9>undecan-8-ol
  参考文献：
  名称：

  1-甲基-（D 3）-三茂铁

  摘要：

  酸催化的8-甲基-五环（5.4.0.0 2,6 .0 3,10 .0 5,9）十一烷8-内切-o1（8）重排为3-甲基-（D 3）-三柔锰酸- 4-o1（9）提供了标题化合物（11）合成的关键步骤。

  DOI：

  10.1016/s0040-4039(00)77419-3

文献信息

• OLIVER, DOUGLAS W.;DEKKER, THEODOR G., S. AFR. J. CHEM., 42,(1989) N, C. 43
  作者：OLIVER, DOUGLAS W.、DEKKER, THEODOR G.

  DOI：——

  日期：——
• 1-methyl-(D3)-trishomocubane
  作者：T.G Dekker、D.W Oliver、Miss A Venter

  DOI：10.1016/s0040-4039(00)77419-3

  日期：1980.1

  The acid catalysed rearrangement of 8-methyl-pentacyclo(5.4.0.02,6.03,10.05,9)undecan-8-endo-o1 (8) to 3-methyl-(D3)-trishomocuban-4-o1 (9) provided the key step to the synthesis of the title compound (11).

  酸催化的8-甲基-五环（5.4.0.0 2,6 .0 3,10 .0 5,9）十一烷8-内切-o1（8）重排为3-甲基-（D 3）-三柔锰酸- 4-o1（9）提供了标题化合物（11）合成的关键步骤。
• Synthesis and biological activity of D3-trishomocubyl-4-amines
  作者：Douglas W. Oliver、Theodor G. Dekker、Friedrich O. Snyckers、Theunis G. Fourie

  DOI：10.1021/jm00106a053

  日期：1991.2

  The D3-trishomocubyl system was prepared from tertiary pentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecan-8-ols 5 in one step by using a modified Ritter reaction yielding only one of the possible two geometrical isomers of 4-amino-3-alkyl (or aryl)-D3-trishomocubane (8). Promising antagonism of reserpine-induced catalepsy was exhibited by these compounds which compared favorable with that of amantadine. Weak to mild anticholinergic properties were observed during the reduction of oxotremorine induced tremor and salivation procedure. Acute toxicities similar to that of amantadine were observed for some of these compounds. D3-Trishomocubyl-4-amines appeared as a promising new class of anti-Parkinson agents.