2-(1-[((1,1'-biphenyl)-2-ylmethyl)-2-methyl-1H-indol-4-yl]oxy)-acetic acid methyl ester | 172732-85-3

• 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: 2-(1-[((1,1'-biphenyl)-2-ylmethyl)-2-methyl-1H-indol-4-yl]oxy)-acetic acid methyl ester
• 英文别名: 2-{[1-[(1,1'-biphenyl)-2-ylmethyl]-2-methyl-1H-indol-4-yl]oxy}-acetic acid methyl ester；2-{1-[(1,1'-biphenyl)-2-ylmethyl]-2-methyl-1H-indol-4-yl}oxyacetic acid methyl ester；[[1-([1,1'-Biphenyl]-2-ylmethyl)-2-methyl-1H-indol-4-yl]oxy]acetic acid methyl ester；2-[1-(1,1'-biphenyl-2-ylmethyl)-2-methyl-1H-indol-4-yloxy]-acetic acid methyl ester；methyl 2-[2-methyl-1-[(2-phenylphenyl)methyl]indol-4-yl]oxyacetate
• CAS: 172732-85-3
• 化学式: C₂₅H₂₃NO₃
• 分子量: 385.463
• InChiKey: DODQVGRMGQOLPL-UHFFFAOYSA-N

物化性质

• 熔点：
  99-101 °C
• 沸点：
  585.5±50.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  40.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-[((1,1'-biphenyl)-2-ylmethyl)-2-methyl-1H-indol-4-yl]oxy)-acetic acid methyl ester 在 氨 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 生成 2-(3-(2-amino-1,2-dioxoethyl)-1-[((1,1'-biphenyl)-2-ylmethyl)-2-methyl-1H-indol-4-yl]oxy)-acetic acid methyl ester
  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
• 作为产物：
  描述：

  溴乙酸甲酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.67h， 以89%的产率得到2-(1-[((1,1'-biphenyl)-2-ylmethyl)-2-methyl-1H-indol-4-yl]oxy)-acetic acid methyl ester
  参考文献：
  名称：

  WO2007/56184

  摘要：

  公开号：

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。
• 1H-indole-3-glyoxylamide SPLA.sub.2 inhibitors
  申请人：Eli Lilly and Company

  公开号：US05654326A1

  公开（公告）日：1997-08-05

  A class of novel 1H-indole-3-glyoxylamides is disclosed together with the use of such indole compounds for inhibiting sPLA.sub.2 mediated release of fatty acids for treatment of conditions such as septic shock.

  一种新型的1H-吲哚-3-甘氧酰胺类化合物被揭示，以及利用这类吲哚化合物抑制sPLA.sub.2介导的脂肪酸释放，用于治疗诸如感染性休克等疾病的方法。
• 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。
• 1H-indole-3-glyoxylamide sPLA.sub.2 inhibitors
  申请人：Eli Lilly and Company

  公开号：US05733923A1

  公开（公告）日：1998-03-31

  A class of novel 1H-indole-3-glyoxylamides is disclosed together with the use of such indole compounds for inhibiting sPLA.sub.2 mediated release of fatty acids for treatment of conditions such as septic shock.

  一种新型的1H-吲哚-3-甘氧酰胺类化合物被披露，以及使用这些吲哚化合物抑制sPLA.sub.2介导的脂肪酸释放，用于治疗诸如感染性休克等疾病的方法。
• 1H-indole-3-glyoxylamide sPLA2 inhibitors
  申请人：Eli Lilly and Company

  公开号：US06433001B1

  公开（公告）日：2002-08-13

  A class of novel 1H-indole-3-glyoxylamides is disclosed together with the use of such indole compounds for inhibiting sPLA2 mediated release of fatty acids for treatment of conditions such as septic shock.

  一类新型的1H-吲哚-3-乙酰胺基甲酸酰胺被揭示，以及使用这种吲哚化合物来抑制sPLA2介导的脂肪酸释放，用于治疗诸如感染性休克等疾病的方法。