6-isopropenyl-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene | 174302-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 6-isopropenyl-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene
• 英文别名: 2-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethylnaphthalen-2-yl)propene；1,1,4,4,6-pentamethyl-7-prop-1-en-2-yl-2,3-dihydronaphthalene
• CAS: 174302-69-3
• 化学式: C₁₈H₂₆
• 分子量: 242.404
• InChiKey: VXWFDCYACIUQDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  6-isopropenyl-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene 在 叔丁基过氧化氢 、 selenium(IV) oxide 、 DCE 、 diethylzinc 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 1-(3,5,5,8,8-Pentamethyl-6,7-dihydronaphthalen-2-yl)cyclopropane-1-carbaldehyde
  参考文献：
  名称：

  Synthesis and structure-activity relationships of potent conformationally restricted retinoid X receptor ligands

  摘要：

  A series of potent retinoid X receptor (RXR) selective ligands were designed and prepared. The lead compound 6a, showed good binding (K-d; 3-7 nM) and transactivation (EC50; 19-24 nM) to the RXR subfamily of retinoid receptors. More importantly, a small variation on the aromatic ring moiety led to 6b, which had less residual RAR agonist activity with RXR binding and potency of 4-5 nM and 5-13 nM, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10079-8
• 作为产物：
  描述：

  2-溴丙烯 、 3,5,5,8,8-五甲基-5,6,7,8-四氢萘-2-硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 以94%的产率得到6-isopropenyl-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Synthesis and structure-activity relationships of potent conformationally restricted retinoid X receptor ligands

  摘要：

  A series of potent retinoid X receptor (RXR) selective ligands were designed and prepared. The lead compound 6a, showed good binding (K-d; 3-7 nM) and transactivation (EC50; 19-24 nM) to the RXR subfamily of retinoid receptors. More importantly, a small variation on the aromatic ring moiety led to 6b, which had less residual RAR agonist activity with RXR binding and potency of 4-5 nM and 5-13 nM, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10079-8

文献信息

• Retinoid compounds and their use
  申请人：Reinnervate Limited

  公开号：US08293803B2

  公开（公告）日：2012-10-23

  The invention relates to retinoid compounds of the formula (I): wherein V is a hydrophobic group; W is a non-polyenic linker; and X is a polar group comprising a hydrogen bond donor; or a salt thereof, and to the use of such compounds in the control of cell differentiation.

  该发明涉及公式（I）的视黄醇类化合物：其中V是疏水基团；W是非多烯链连接物；X是包含氢键给体的极性基团；或其盐，并且涉及在细胞分化控制中使用这类化合物。
• RETINOID COMPOUNDS AND THEIR USE
  申请人：Przyborski Stefan

  公开号：US20100093088A1

  公开（公告）日：2010-04-15

  The invention relates to retinoid compounds of the formula (I): wherein V is a hydrophobic group; W is a non-polyenic linker; and X is a polar group comprising a hydrogen bond donor; or a salt thereof, and to the use of such compounds in the control of cell differentiation.

  本发明涉及公式（I）的视黄醇类化合物：其中，V是疏水基团；W是非多烯链连接剂；X是极性基团，包括一个氢键供体；或其盐，以及在细胞分化控制中使用此类化合物。
• Synthesis and structure-activity relationships of potent conformationally restricted retinoid X receptor ligands
  作者：Luc J. Farmer、Lin Zhi、Susan Jeong、E. Adam Kallel、Glenn Croston、Karen S. Flatten、Rich A. Heyman、Alex M. Nadzan

  DOI：10.1016/s0960-894x(97)10079-8

  日期：1997.11

  A series of potent retinoid X receptor (RXR) selective ligands were designed and prepared. The lead compound 6a, showed good binding (K-d; 3-7 nM) and transactivation (EC50; 19-24 nM) to the RXR subfamily of retinoid receptors. More importantly, a small variation on the aromatic ring moiety led to 6b, which had less residual RAR agonist activity with RXR binding and potency of 4-5 nM and 5-13 nM, respectively. (C) 1997 Elsevier Science Ltd.