3-[(E)-7-(4-Azido-phenyl)-3-hydroxy-hept-1-enyl]-cyclohexanone | 279669-92-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 3-[(E)-7-(4-Azido-phenyl)-3-hydroxy-hept-1-enyl]-cyclohexanone
• CAS: 279669-92-0
• 化学式: C₁₉H₂₅N₃O₂
• 分子量: 327.426
• InChiKey: QFOMUAANBVCAHJ-JLHYYAGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.02
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  86.06
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N,N-二甲基乙酰胺 、 3-[(E)-7-(4-Azido-phenyl)-3-hydroxy-hept-1-enyl]-cyclohexanone 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 2-[(1R,3R)-3-[(E)-7-(4-azidophenyl)-3-hydroxyhept-1-enyl]-1-hydroxycyclohexyl]-N,N-dimethylacetamide 、 2-[(1R,3S)-3-[(E)-7-(4-azidophenyl)-3-hydroxyhept-1-enyl]-1-hydroxycyclohexyl]-N,N-dimethylacetamide
  参考文献：
  名称：

  Leukotriene B 4 photoaffinity probes: design, synthesis and evaluation of new arylazide-1,3-disubstituted cyclohexanes

  摘要：

  The synthesis and the binding affinities of new leukotriene Bq receptor photoaffinity probes, where a 1,3-disubstitued cyclohexane ring replaces the conjugated Delta(6.7) and Delta(8.9) double bonds of the natural eicosanoid, are described. One enantiomeric componnd, 4b alpha, is specifically cross-linked upon photolysis to the recombinant leukotriene Bq receptor from human origin (h-BLTR) solubilized in a micellar medium. This probe appears as a good candidate for identifying the ligand binding site of this receptor. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00103-7
• 作为产物：
  描述：

  3-[(E)-7-(4-Amino-phenyl)-3-hydroxy-hept-1-enyl]-cyclohexanone 在 sodium azide 、 sodium nitrite 作用下， 以 盐酸 、 甲醇 为溶剂， 以95%的产率得到3-[(E)-7-(4-Azido-phenyl)-3-hydroxy-hept-1-enyl]-cyclohexanone
  参考文献：
  名称：

  Leukotriene B 4 photoaffinity probes: design, synthesis and evaluation of new arylazide-1,3-disubstituted cyclohexanes

  摘要：

  The synthesis and the binding affinities of new leukotriene Bq receptor photoaffinity probes, where a 1,3-disubstitued cyclohexane ring replaces the conjugated Delta(6.7) and Delta(8.9) double bonds of the natural eicosanoid, are described. One enantiomeric componnd, 4b alpha, is specifically cross-linked upon photolysis to the recombinant leukotriene Bq receptor from human origin (h-BLTR) solubilized in a micellar medium. This probe appears as a good candidate for identifying the ligand binding site of this receptor. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00103-7