benzyl {2-methyl-1-[4-(3-methylbutoxy)benzoyl]-1H-indol-4-yl}acetate | 756478-95-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: benzyl {2-methyl-1-[4-(3-methylbutoxy)benzoyl]-1H-indol-4-yl}acetate
• CAS: 756478-95-2
• 化学式: C₃₀H₃₁NO₄
• 分子量: 469.58
• InChiKey: KITBQJJVLYGKPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  57.53
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  benzyl {2-methyl-1-[4-(3-methylbutoxy)benzoyl]-1H-indol-4-yl}acetate 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以64%的产率得到{2-Methyl-1-[4-(3-methylbutoxy)benzoyl]-1H-indol-4-yl}acetic acid
  参考文献：
  名称：

  Development of prostaglandin D2 receptor antagonist: discovery of highly potent antagonists

  摘要：

  The process of discovery for highly potent prostaglandin D-2 (PGD(2)) receptor antagonists is reported. A series of N-(p-alkoxy)benzoyl-2-methylindole-4-acetic acids were synthesized and identified as a new class of selective PGD(2) receptor antagonists. Most of them exhibited strong PGD(2) receptor antagonism in binding studies and the cAMP formation assay. The structure-activity relationships (SAR), including subtype selectivity of the synthesized compounds, are also discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.024
• 作为产物：
  描述：

  2-methylindole-4-acetic acid 在 sodium hydroxide 、 四丁基氯化铵 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 benzyl {2-methyl-1-[4-(3-methylbutoxy)benzoyl]-1H-indol-4-yl}acetate
  参考文献：
  名称：

  Development of prostaglandin D2 receptor antagonist: discovery of highly potent antagonists

  摘要：

  The process of discovery for highly potent prostaglandin D-2 (PGD(2)) receptor antagonists is reported. A series of N-(p-alkoxy)benzoyl-2-methylindole-4-acetic acids were synthesized and identified as a new class of selective PGD(2) receptor antagonists. Most of them exhibited strong PGD(2) receptor antagonism in binding studies and the cAMP formation assay. The structure-activity relationships (SAR), including subtype selectivity of the synthesized compounds, are also discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.024