2-[[2-Ethyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester | 172733-07-2

• 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-[[2-Ethyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester
• 英文别名: ((2-ethyl-1-(phenylmethyl)-1H-indol-4-yl)oxy)-acetic acid methyl ester；((2-ethyl-1-(phenylmethyl)-1H-indol-4-yl)oxy) acetic acid methyl ester；((2-ethyl-1-(phenylmethyl)-1H-indol-4-yl)oxy)acetic acid methyl ester；[[2-ethyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester；(1-Benzyl-2-ethyl-1H-indol-4-yloxy)-acetic acid methyl ester；methyl 2-(1-benzyl-2-ethylindol-4-yl)oxyacetate
• CAS: 172733-07-2
• 化学式: C₂₀H₂₁NO₃
• 分子量: 323.392
• InChiKey: FGOBZQSGNGDLJO-UHFFFAOYSA-N

物化性质

• 熔点：
  89-92 °C
• 沸点：
  491.4±40.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 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-[[2-Ethyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester 生成 [[3-(2-amino-1,2-dioxoethyl)-2-ethyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester
  参考文献：
  名称：

  [EN] sPLA2 INHIBITORS
  [FR] INHIBITEURS DE sPLA2

  摘要：

  本发明公开了一类新型吲哚化合物，以及使用这些化合物来抑制sPLA2介导的脂肪酸释放，用于治疗炎症性疾病，如感染性休克。

  公开号：

  WO2001005761A1
• 作为产物：
  描述：

  1-苄基-2-乙基-4-甲氧基吲哚 在 三溴化硼 、 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 21.67h， 生成 2-[[2-Ethyl-1-(phenylmethyl)-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

文献信息

• 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。
• Novel sPLA2 inhibitors
  申请人：——

  公开号：US20030153770A1

  公开（公告）日：2003-08-14

  A class of novel indole is disclosed together with the use of such compounds for inhibiting sPLA 2 mediated release of fatty acids for treatment of Inflammatory Diseases such as septic shock.

  一种新型吲哚类化合物被揭示，以及利用这类化合物抑制sPLA2介导的脂肪酸释放，用于治疗炎症性疾病，如感染性休克。
• Method for treatment of chronic bronchitis using indole compounds
  申请人：Eli Lilly and Company

  公开号：US05972988A1

  公开（公告）日：1999-10-26

  A method is disclosed for the treatment of chronic bronchitis by administering to a mammal in need thereof a therapeutically effective amount of a 1H-indole-3-glyoxylamide compound.

  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。
• 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。
• Method for the treatment of stroke using N-heterocyclic glyoxlyamide compounds
  申请人：Shionogi & Co., Ltd.

  公开号：US06214855B1

  公开（公告）日：2001-04-10

  A method and composition for the treatment and/or prevention of stroke is disclosed using N-heterocyclic glyoxamide compounds having the following general formula: wherein X, E, F, R11, R12, R14, R15, R16 and R17 are as defined herein.

  揭示了一种用具有以下一般公式的N-杂环甘氨酰胺化合物治疗和/或预防中风的方法和组合物：其中X、E、F、R11、R12、R14、R15、R16和R17如本文所定义。