(1R,4aS,9R,10aR)-6,8-Dichloro-9-hydroxy-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid | 642097-39-0

• 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: (1R,4aS,9R,10aR)-6,8-Dichloro-9-hydroxy-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid
• 英文别名: (1R,4aS,9R,10aR)-6,8-dichloro-9-hydroxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
• CAS: 642097-39-0
• 化学式: C₂₀H₂₆Cl₂O₃
• 分子量: 385.331
• InChiKey: VDPGAESRSOHBCT-UYVJDWJCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (1R,4aS,9R,10aR)-6,8-Dichloro-9-hydroxy-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid 在 吡啶 作用下， 以98%的产率得到(1R,4aS,9R,10aR)-9-Acetoxy-6,8-dichloro-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid
  参考文献：
  名称：

  Dehydroabietic acid derivatives as a novel scaffold for large-Conductance calcium-Activated K+ channel openers

  摘要：

  We found that the dehydroabietic acid structure is a new scaffold for chemical modulators of large-conductance calcium-activated K+ channels (BK channels). Structure-activity relationship (SAR) studies of the dehydroabietic acid derivatives and related non-aromatic compounds such as pimaric acid revealed the importance of the carboxyl functionality and an appropriate hydrophobic moiety of the molecules for BK channel-opening ability. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.072
• 作为产物：
  描述：

  二氯脱氢松香酸 在 chromium(VI) oxide 、 sodium tetrahydroborate 、 乙酸酐 、 溶剂黄146 作用下， 以 乙醚 、 乙醇 为溶剂， 生成 (1R,4aS,9R,10aR)-6,8-Dichloro-9-hydroxy-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid
  参考文献：
  名称：

  Dehydroabietic acid derivatives as a novel scaffold for large-Conductance calcium-Activated K+ channel openers

  摘要：

  We found that the dehydroabietic acid structure is a new scaffold for chemical modulators of large-conductance calcium-activated K+ channels (BK channels). Structure-activity relationship (SAR) studies of the dehydroabietic acid derivatives and related non-aromatic compounds such as pimaric acid revealed the importance of the carboxyl functionality and an appropriate hydrophobic moiety of the molecules for BK channel-opening ability. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.072

文献信息

• Dehydroabietic acid derivatives as a novel scaffold for large-Conductance calcium-Activated K+ channel openers
  作者：Tomohiko Ohwada、Taro Nonomura、Keisuke Maki、Kazuho Sakamoto、Susumu Ohya、Katsuhiko Muraki、Yuji Imaizumi

  DOI：10.1016/j.bmcl.2003.08.072

  日期：2003.11

  We found that the dehydroabietic acid structure is a new scaffold for chemical modulators of large-conductance calcium-activated K+ channels (BK channels). Structure-activity relationship (SAR) studies of the dehydroabietic acid derivatives and related non-aromatic compounds such as pimaric acid revealed the importance of the carboxyl functionality and an appropriate hydrophobic moiety of the molecules for BK channel-opening ability. (C) 2003 Elsevier Ltd. All rights reserved.