2-(2-(1-(2,4-dichlorophenylamino)-1-oxobutan-2-yl)-2,3,4,5-tetrahydro-1H-benzo[c]azepin-8-yloxy)acetic acid | 1266113-39-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(2-(1-(2,4-dichlorophenylamino)-1-oxobutan-2-yl)-2,3,4,5-tetrahydro-1H-benzo[c]azepin-8-yloxy)acetic acid
• 英文别名: 2-[[2-[(2R)-1-(2,4-dichloroanilino)-1-oxobutan-2-yl]-1,3,4,5-tetrahydro-2-benzazepin-8-yl]oxy]acetic acid
• CAS: 1266113-39-6
• 化学式: C₂₂H₂₄Cl₂N₂O₄
• 分子量: 451.35
• InChiKey: WWMRNTNGEJGTOB-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 2-(2-(1-(2,4-dichlorophenylamino)-1-oxobutan-2-yl)-2,3,4,5-tetrahydro-1H-benzo[c]azepin-8-yloxy)acetate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.0h， 以55%的产率得到2-(2-(1-(2,4-dichlorophenylamino)-1-oxobutan-2-yl)-2,3,4,5-tetrahydro-1H-benzo[c]azepin-8-yloxy)acetic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of N-alkylated 8-oxybenz[c]azepine derivatives as selective PPARδ agonists

  摘要：

  We describe the discovery of small molecule benzazepine derivatives as agonists of human peroxisome proliferator-activated receptor delta (PPAR delta) that displayed excellent selectivity over the PPAR delta and PPAR gamma subtypes. Compound 8 displayed good PK in the rat and efficacy in upregulation of pyruvate dehydrogenase kinase, isozyme 4 (PDK4) mRNA in human primary myotubes, a biomarker for increased fatty acid oxidation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.083

文献信息

• Synthesis and biological evaluation of N-alkylated 8-oxybenz[c]azepine derivatives as selective PPARδ agonists
  作者：Christopher A. Luckhurst、Marianne Ratcliffe、Linda Stein、Mark Furber、Sara Botterell、David Laughton、Wendy Tomlinson、Richard Weaver、Kamaldeep Chohan、Andrew Walding

  DOI：10.1016/j.bmcl.2010.10.083

  日期：2011.1

  We describe the discovery of small molecule benzazepine derivatives as agonists of human peroxisome proliferator-activated receptor delta (PPAR delta) that displayed excellent selectivity over the PPAR delta and PPAR gamma subtypes. Compound 8 displayed good PK in the rat and efficacy in upregulation of pyruvate dehydrogenase kinase, isozyme 4 (PDK4) mRNA in human primary myotubes, a biomarker for increased fatty acid oxidation. (C) 2010 Elsevier Ltd. All rights reserved.