(2S)-2-(3-{[6-methoxy-3-(4-methoxybenzoyl)-2-methyl-1H-pyrrolo[2,3-b]pyridine-1-yl]methyl}phenoxy)propanoic acid | 1071811-78-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S)-2-(3-{[6-methoxy-3-(4-methoxybenzoyl)-2-methyl-1H-pyrrolo[2,3-b]pyridine-1-yl]methyl}phenoxy)propanoic acid
• 英文别名: (2S)-2-(3-{[6-methoxy-3-(4-methoxybenzoyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl]methyl }phenoxy)propanoic acid；(2S)-2-[3-[[6-methoxy-3-(4-methoxybenzoyl)-2-methylpyrrolo[2,3-b]pyridin-1-yl]methyl]phenoxy]propanoic acid
• CAS: 1071811-78-3
• 化学式: C₂₇H₂₆N₂O₆
• 分子量: 474.513
• InChiKey: BMNBPXMODYPAHL-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  99.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl (2S)-2-(3-{[6-methoxy-3-(4-methoxybenzoyl)-2-methyl-1H-pyrrolo[2,3-b]pyridine-1-yl]methyl}phenoxy)propanoate 在 甲醇 、 氢氧化钾 、 水 作用下， 反应 3.0h， 生成 (2S)-2-(3-{[6-methoxy-3-(4-methoxybenzoyl)-2-methyl-1H-pyrrolo[2,3-b]pyridine-1-yl]methyl}phenoxy)propanoic acid
  参考文献：
  名称：

  Highly functionalized 7-azaindoles as selective PPARγ modulators

  摘要：

  A series of highly functionalized 3-aroyl and 3-phenoxy-2-methyl-7-azaindoles have been identified, which are potent selective PPAR gamma modulators (SPPAR gamma Ms). Addition of substituents at the 6-position of the 7-azaindoles improves in vitro potency and pharmacokinetics. 7-Azaindoles have significantly improved off-target profiles compared to the parent indole series. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.103

文献信息

• [EN] ANTIDIABETIC AZAINDOLES AND DIAZAINDOLES<br/>[FR] AZAINDOLES ET DIAZAINDOLES ANTIDIABÉTIQUES
  申请人：MERCK & CO INC

  公开号：WO2009005672A1

  公开（公告）日：2009-01-08

  Azaindoles and diazaindoles having aromatic substituents on the 5-membered ring are agonists or partial agonists of the PPAR receptor and are useful in the treatment and control of type 2 diabetes and of symptoms of diabetes, including hyperglycemia, dyslipidemia, hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, and obesity that are often associated with type 2 diabetes.

  在5-成员环上具有芳香基团的氮杂吲哚和二氮杂吲哚是PPAR受体的激动剂或部分激动剂，并可用于治疗和控制2型糖尿病及与之常相关的高血糖、血脂异常、高脂血症、高胆固醇血症、高甘油三酯血症和肥胖症状。
• Highly functionalized 7-azaindoles as selective PPARγ modulators
  作者：Sheryl D. Debenham、Audrey Chan、Fiona WaiYu Lau、Weiguo Liu、Harold B. Wood、Karen Lemme、Lawrence Colwell、Bahanu Habulihaz、Taro E. Akiyama、Monica Einstein、Thomas W. Doebber、Neelam Sharma、Chaunlin F. Wang、Margaret Wu、Joel P. Berger、Peter T. Meinke

  DOI：10.1016/j.bmcl.2008.07.103

  日期：2008.9

  A series of highly functionalized 3-aroyl and 3-phenoxy-2-methyl-7-azaindoles have been identified, which are potent selective PPAR gamma modulators (SPPAR gamma Ms). Addition of substituents at the 6-position of the 7-azaindoles improves in vitro potency and pharmacokinetics. 7-Azaindoles have significantly improved off-target profiles compared to the parent indole series. (C) 2008 Elsevier Ltd. All rights reserved.