((3-(2-amino-1,2-dioxoethyl)-1-((1,1'-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid | 172732-63-7

• 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: ((3-(2-amino-1,2-dioxoethyl)-1-((1,1'-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid
• 英文别名: [[3-(2-amino-1,2-dioxoethyl)-1-([1,1'-biphenyl]-3-yl-methyl)-2-methyl-1H-indole-4-yl]oxy]acetic acid；((3-(2-amino-1,2-dioxyethyl)-1-((1,1'-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid；2-[2-methyl-3-oxamoyl-1-[(3-phenylphenyl)methyl]indol-4-yl]oxyacetic acid
• CAS: 172732-63-7
• 化学式: C₂₆H₂₂N₂O₅
• 分子量: 442.471
• InChiKey: CXAFWBHDYGONMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-溴丙烷 、 ((3-(2-amino-1,2-dioxoethyl)-1-((1,1'-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid 在 Ki 作用下， 以 N-甲基乙酰胺 、 乙酸乙酯 为溶剂， 生成 ((3-(2-amino-1,2-dioxoethyl)-1-((1,1'-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid isopropyl ester
  参考文献：
  名称：

  Method for treatment of chronic bronchitis using indole compounds

  摘要：

  揭示了一种治疗慢性支气管炎的方法，通过向需要的哺乳动物施用治疗有效量的1H-吲哚-3-甘氧酰胺化合物。

  公开号：

  US05972988A1
• 作为产物：
  描述：

  ((1-((1,1'-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid methyl ester 在 sodium hydroxide 、 氨 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 ((3-(2-amino-1,2-dioxoethyl)-1-((1,1'-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid
  参考文献：
  名称：

  Indole Inhibitors of Human Nonpancreatic Secretory Phospholipase A₂. 3. Indole-3-glyoxamides

  摘要：

  The preceding papers of this series detail the development of functionalized indole-3-acetamides as inhibitors of hnps-PLA(2). We describe here the extension of the structure-activity relationship to include a series of indole-3-glyoxamide derivatives. Functionalized indole-3-glyoxamides with an acidic substituent appended to the 4- or 5-position of the indole ring were prepared and tested as inhibitors of hnps-PLA(2). It was found that the indole-3-glyoxamides with a 4-oxyacetic acid substituent had optimal inhibitory activity. These inhibitors exhibited an improvement in potency over the best of the indole-3-acetamides, and LY315920 (6m) was selected for evaluation clinically as an hnps-PLA(2) inhibitor.

  DOI：

  10.1021/jm960487f

文献信息

• Multivalent indole compounds and use thereof as phospholipase-A2 inhibitors
  申请人：Chang Han-Ting

  公开号：US20070135385A1

  公开（公告）日：2007-06-14

  Indole and indole-related compounds, compositions and methods are disclosed. The compounds of the invention are useful as phospholipase inhibitors. The compounds and compositions of the invention are useful for treatment of phospholipase-related conditions, such as insulin-related, weight-related and/or cholesterol-related conditions in an animal subject.

  吲哚和与吲哚相关的化合物、组合物以及方法被披露。发明中的这些化合物作为磷脂酶抑制剂非常有用。发明中的这些化合物和组合物用于治疗动物受试者中的磷脂酶相关状况，例如胰岛素相关、体重相关和/或胆固醇相关状况。
• Morpholino-N-ethyl ester prodrugs of indole sPLA2 inhibitors
  申请人：Eli Lilly and Company

  公开号：US06177426B1

  公开（公告）日：2001-01-23

  The compound, ((3(2-amino-1,2-dioxoethyl)-1-((1,1′-biphenyl)-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid morpholino-ethyl ester, is disclosed together with its use as a highly bioavailable indole compound for inhibiting sPLA2 mediated release of fatty acids for treatment of conditions such as septic shock.

  这种化合物，((3(2-氨基-1,2-二氧乙基)-1-((1,1′-联苯)-3-基甲基)-2-甲基-1H-吲哚-4-基氧基)乙酸吗啡啶乙酯)，以及其作为一种高生物利用度的吲哚化合物用于抑制sPLA2介导的脂肪酸释放，用于治疗诸如感染性休克等疾病的用途被披露。
• Method for treating sepsis
  申请人：——

  公开号：US20040110825A1

  公开（公告）日：2004-06-10

  A novel method of treating and/or preventing sepsis.

  一种治疗和/或预防败血症的新方法。
• N,N-diethylglycolamido ester prodrugs of indole sPLA2 inhibitors
  申请人：Eli Lilly and Company

  公开号：US06274616B1

  公开（公告）日：2001-08-14

  The compound, ((3-(2-amino-1,2-dioxoethyl)-1-((1,1′-biphenyl-3-ylmethyl)-2-methyl-1H-indol-4-yl)oxy)acetic acid N,N-diethylglycolamido ester, is disclosed together with its use as a highly bioavailable indole compound for inhibiting sPLA2 mediated release of fatty acids for treatment of conditions such as septic shock.

  这种化合物，((3-(2-氨基-1,2-二氧乙基)-1-((1,1′-联苯-3-基甲基)-2-甲基-1H-吲哚-4-基)氧基)乙酸N,N-二乙基甘醇酰胺酯，以及其作为一种高生物利用度的吲哚化合物用于抑制sPLA2介导的脂肪酸释放，用于治疗诸如感染性休克等疾病的用途被披露。
• Combination therapy for the treatment of inflammatory and respiratory diseases
  申请人：——

  公开号：US20030092767A1

  公开（公告）日：2003-05-15

  A pharmaceutical composition for the treatment of Inflammatory Disease or Respiratory Disease in mammals, which comprises, as active ingredients, a neutrophil elastase inhibitor and an sPLA 2 inhibitor.

  一种用于治疗哺乳动物的炎症性疾病或呼吸道疾病的药物组合物，其包括中性粒细胞弹性蛋白酶抑制剂和sPLA2抑制剂作为活性成分。