9-Methyl-6-oxo-1,2,3,4,6,9-hexahydro-naphthalin | 630130-71-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-Methyl-6-oxo-1,2,3,4,6,9-hexahydro-naphthalin
• 英文别名: (4aS)-4a-methyl-5,6,7,8-tetrahydronaphthalen-2-one
• CAS: 630130-71-1
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: HDLROIOWMZBQCS-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-Methyl-6-oxo-1,2,3,4,6,9-hexahydro-naphthalin 在 三氟化硼乙醚 、 calcium 、 magnesium monoperoxyphthalate hexahydrate 作用下， 以 甲醇 、 氨 、 溶剂黄146 、 乙腈 为溶剂， 生成 (6S)-10-methylspiro[4.5]dec-9-en-6-ol
  参考文献：
  名称：

  硅引导的10-甲基-4,5-环氧十氢化萘的重排。甲基与亚甲基迁移

  摘要：

  研究了路易斯酸促进的两个在C-1或C-9上带有三甲基甲硅烷基（TMS）基团的10-甲基-4,5-环氧十氢化萘的重排。当TMS和环氧乙烷基团在同一环上时，C-9亚甲基向C-5的迁移是主要的反应途径，而当甲基丙烯酸甲酯和环氧乙烷基团在不同的环上时，则仅发生甲基迁移。

  DOI：

  10.1016/j.tetlet.2003.09.023

文献信息

• Eilbracht, Peter; Jelitte, Ruediger, Chemische Berichte, 1983, vol. 116, # 1, p. 243 - 253
  作者：Eilbracht, Peter、Jelitte, Ruediger

  DOI：——

  日期：——
• Prodrugs for Use as Ophthalmic Agents
  申请人：Prokai Laszlo

  公开号：US20080119446A1

  公开（公告）日：2008-05-22

  The subject invention provides a mechanism by which steroidal quinol compounds confer beneficial ophthalmic effects. The subject compounds possess a lipophilic-hydrophilic balance for transcorneal penetration and are readily reduced into parent phenolic A-ring steroid compounds to provide protection or treatment against various ocular symptoms and disorders. The compounds according to the subject invention appear to be highly advantageous as prodrugs to provide protection and/or treatment against ocular disorders. These prodrugs confer lipid solubility optimal for transcorneal penetration and are readily converted to endogenous reducing agents into active phenolic A-ring steroid compounds. To the extent that these prodrugs have reduced feminizing effects and systemic toxicity, they would be expected to be quite advantageous for protecting or treating the eye against ocular disorders such as cataract or glaucoma without undesired (systemic) side effects).
• US7534779B2
  申请人：——

  公开号：US7534779B2

  公开（公告）日：2009-05-19
• Silicon-guided rearrangement of 10-methyl-4,5-epoxydecalins. Methyl versus methylene migration
  作者：Gonzalo Blay、Luz Cardona、Ana M. Collado、Begoña Garcı́a、José R. Pedro

  DOI：10.1016/j.tetlet.2003.09.023

  日期：2003.10

  The Lewis acid-promoted rearrangement of two 10-methyl-4,5-epoxydecalins bearing a trimethylsilyl (TMS) group on C-1 or C-9 has been studied. Migration of the C-9 methylene group to C-5 is the major reaction pathway when the TMS and the oxirane groups are on the same ring while methyl migration results exclusively when they are on different rings.

  研究了路易斯酸促进的两个在C-1或C-9上带有三甲基甲硅烷基（TMS）基团的10-甲基-4,5-环氧十氢化萘的重排。当TMS和环氧乙烷基团在同一环上时，C-9亚甲基向C-5的迁移是主要的反应途径，而当甲基丙烯酸甲酯和环氧乙烷基团在不同的环上时，则仅发生甲基迁移。