4-[[4-(Trifluoromethyl)phenyl]methyl]cyclohexan-1-one | 1023309-35-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[[4-(Trifluoromethyl)phenyl]methyl]cyclohexan-1-one
• 英文别名: 4-[[4-(trifluoromethyl)phenyl]methyl]cyclohexan-1-one
• CAS: 1023309-35-4
• 化学式: C₁₄H₁₅F₃O
• mdl: MFCD25323926
• 分子量: 256.268
• InChiKey: IEWQZTGJSRUPBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[[4-(Trifluoromethyl)phenyl]methyl]cyclohexan-1-one 在 双氧水 、 碘 作用下， 以 乙腈 为溶剂， 以67%的产率得到1-((4,4-dihydroperoxycyclohexyl)methyl)-4-(trifluoromethyl)benzene
  参考文献：
  名称：

  An efficient route into synthetically challenging bridged achiral 1,2,4,5-tetraoxanes with antimalarial activity

  摘要：

  Here we present an efficient route into synthetically challenging bridged 1,2,4,5-tetraoxanes. The key to the success of this route is the use of H2O2 and catalytic I-2 to form the gem-dihydroperoxide followed by a Ag2O mediated alkylation using 1,3-diiodopropane. Using this methodology a range of bridged tetraoxanes which display good in vitro antimalarial activity were synthesized. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.053
• 作为产物：
  描述：

  8-(4-(trifluoromethyl)benzyl)-1,4-dioxaspiro[4.5]decane 在 盐酸 作用下， 以 丙酮 为溶剂， 以84%的产率得到4-[[4-(Trifluoromethyl)phenyl]methyl]cyclohexan-1-one
  参考文献：
  名称：

  An efficient route into synthetically challenging bridged achiral 1,2,4,5-tetraoxanes with antimalarial activity

  摘要：

  Here we present an efficient route into synthetically challenging bridged 1,2,4,5-tetraoxanes. The key to the success of this route is the use of H2O2 and catalytic I-2 to form the gem-dihydroperoxide followed by a Ag2O mediated alkylation using 1,3-diiodopropane. Using this methodology a range of bridged tetraoxanes which display good in vitro antimalarial activity were synthesized. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.053

文献信息

• Discovery of orally bioavailable cyclohexanol-based NR2B-selective NMDA receptor antagonists with analgesic activity utilizing a scaffold hopping approach
  作者：Kosuke Anan、Moriyasu Masui、Shinichiro Hara、Miho Ohara、Masaharu Kume、Shoichi Yamamoto、Shunji Shinohara、Hiroki Tsuji、Shinji Shimada、Shigenori Yagi、Nobuyoshi Hasebe、Hiroyuki Kai

  DOI：10.1016/j.bmcl.2017.06.076

  日期：2017.9

  NR2B subunit containing N-methyl-d-aspartate (NMDA) receptor is an attractive target for chronic pain due to its involvement in disease states and its limited distribution in the central nervous system. Cyclohexanol-based leads 6a and 6c were identified as potent NR2B-selective NMDA antagonists utilizing a scaffold hopping approach. Further optimization of this series through replacement of the amide

  NR2B亚基含有Ñ甲基d天冬氨酸（NMDA）受体是用于慢性疼痛有吸引力的靶点，因为它在疾病状态的参与和在中枢神经系统中其有限的分布。利用脚手架跳跃方法，基于环己醇的铅6a和6c被鉴定为有效的NR2B选择性NMDA拮抗剂。通过用异恶唑替代先导中的酰胺进一步优化该系列药物，以及努力优化药代动力学特性，导致发现了口服可用的脑渗透剂7k和7l，这在小鼠福尔马林试验的早期和晚期均显示出镇痛作用。 。
• An efficient route into synthetically challenging bridged achiral 1,2,4,5-tetraoxanes with antimalarial activity
  作者：Gemma L. Ellis、Richard Amewu、Charlotte Hall、Karen Rimmer、Steven A. Ward、Paul M. O’Neill

  DOI：10.1016/j.bmcl.2008.01.053

  日期：2008.3

  Here we present an efficient route into synthetically challenging bridged 1,2,4,5-tetraoxanes. The key to the success of this route is the use of H2O2 and catalytic I-2 to form the gem-dihydroperoxide followed by a Ag2O mediated alkylation using 1,3-diiodopropane. Using this methodology a range of bridged tetraoxanes which display good in vitro antimalarial activity were synthesized. (C) 2008 Elsevier Ltd. All rights reserved.