4-(2-hydroxy-3',5'-dimethyl-[1,1'-biphenyl]-4-yl)-4-methylpentanoic acid | 946004-53-1

• 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-(2-hydroxy-3',5'-dimethyl-[1,1'-biphenyl]-4-yl)-4-methylpentanoic acid
• CAS: 946004-53-1
• 化学式: C₂₀H₂₄O₃
• 分子量: 312.409
• InChiKey: LNRBWUZUPREUFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(2-hydroxy-3',5'-dimethyl-[1,1'-biphenyl]-4-yl)-4-methylpentanoic acid 、 甲胺 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 生成 4-[4-(3,5-dimethylphenyl)-3-hydroxyphenyl]-N,4-dimethylpentanamide
  参考文献：
  名称：

  Biaryl cannabinoid mimetics—Synthesis and structure–activity relationship

  摘要：

  Synthesis, in vitro biological evaluation, and structure-activity relationships of a biaryl cannabinoid mimetic 2 are reported. Variations in the substitution pattern yielded a number of agonists with low nanomolar affinity. Replacing the phenol group by a methyl morpholino acetate group led to compound 28, a 500-fold selective CB, receptor agonist. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.059
• 作为产物：
  描述：

  Methyl 4-(4-bromo-3-hydroxyphenyl)-4-methylpentanoate 在 四(三苯基膦)钯 lithium hydroxide 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(2-hydroxy-3',5'-dimethyl-[1,1'-biphenyl]-4-yl)-4-methylpentanoic acid
  参考文献：
  名称：

  Biaryl cannabinoid mimetics—Synthesis and structure–activity relationship

  摘要：

  Synthesis, in vitro biological evaluation, and structure-activity relationships of a biaryl cannabinoid mimetic 2 are reported. Variations in the substitution pattern yielded a number of agonists with low nanomolar affinity. Replacing the phenol group by a methyl morpholino acetate group led to compound 28, a 500-fold selective CB, receptor agonist. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.059