1,4-Dioxaspiro[4.5]dec-8-yl({[3-({[(2,4,6-trimethylphenyl)amino]carbonyl}amino)-2-naphthalenyl]carbonyl}amino)acetic acid | 887240-60-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4-Dioxaspiro[4.5]dec-8-yl({[3-({[(2,4,6-trimethylphenyl)amino]carbonyl}amino)-2-naphthalenyl]carbonyl}amino)acetic acid
• 英文别名: 2-(1,4-dioxaspiro[4.5]decan-8-yl)-2-[[3-[(2,4,6-trimethylphenyl)carbamoylamino]naphthalene-2-carbonyl]amino]acetic acid
• CAS: 887240-60-0
• 化学式: C₃₁H₃₅N₃O₆
• 分子量: 545.635
• InChiKey: PXLOSBDARKDVEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-甲基苯磺酸吡啶 、 1,4-Dioxaspiro[4.5]dec-8-yl({[3-({[(2,4,6-trimethylphenyl)amino]carbonyl}amino)-2-naphthalenyl]carbonyl}amino)acetic acid 、 盐酸 、 乙酸乙酯 在 Brine 、 magnesium sulfate 作用下， 以 丙酮 、 水 为溶剂， 反应 24.0h， 以to give 0.56 g (94%) of the title compound as a yellow solid的产率得到(4-Oxocyclohexyl)({[3-({[(2,4,6-trimethylphenyl)amino]carbonyl}amino)-2-naphthalenyl]carbonyl}amino)acetic acid
  参考文献：
  名称：

  Glycogen Phosphorylase Inhibitor Compounds and Pharmaceutical Compositions Thereof

  摘要：

  本发明涉及糖原磷酸化酶抑制剂化合物、这些化合物的药物组合物、使用这些药物组合物治疗糖尿病、与糖尿病相关的疾病和/或组织缺血，包括心肌缺血的方法，以及制备这些化合物的过程。

  公开号：

  US20070249670A1
• 作为产物：
  描述：

  Methyl 1,4-dioxaspiro[4.5]dec-8-yl({[3-({[(2,4,6-trimethylphenyl)amino]carbonyl}amino)-2-naphthalenyl]carbonyl}amino)acetate 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 1,4-Dioxaspiro[4.5]dec-8-yl({[3-({[(2,4,6-trimethylphenyl)amino]carbonyl}amino)-2-naphthalenyl]carbonyl}amino)acetic acid
  参考文献：
  名称：

  Anthranilimide-based glycogen phosphorylase inhibitors for the treatment of type 2 diabetes: 1. Identification of 1-amino-1-cycloalkyl carboxylic acid headgroups

  摘要：

  Optimization of the amino acid residue within a series of anthranilimide-based glycogen phosphorylase inhibitors is described. These studies culminated in the identification of anthranilimides 16 and 22 which displayed potent in vitro inhibition of GPa in addition to reduced inhibition of CYP2C9 and excellent pharmacokinetic properties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.085

文献信息

• Anthranilimide-based glycogen phosphorylase inhibitors for the treatment of type 2 diabetes: 1. Identification of 1-amino-1-cycloalkyl carboxylic acid headgroups
  作者：Steven M. Sparks、Pierette Banker、David M. Bickett、H. Luke Carter、Daphne C. Clancy、Scott H. Dickerson、Kate A. Dwornik、Dulce M. Garrido、Pamela L. Golden、Robert T. Nolte、Andrew J. Peat、Lauren R. Sheckler、Francis X. Tavares、Stephen A. Thomson、Liping Wang、James E. Weiel

  DOI：10.1016/j.bmcl.2008.11.085

  日期：2009.2

  Optimization of the amino acid residue within a series of anthranilimide-based glycogen phosphorylase inhibitors is described. These studies culminated in the identification of anthranilimides 16 and 22 which displayed potent in vitro inhibition of GPa in addition to reduced inhibition of CYP2C9 and excellent pharmacokinetic properties. (C) 2008 Elsevier Ltd. All rights reserved.
• Glycogen Phosphorylase Inhibitor Compounds and Pharmaceutical Compositions Thereof
  申请人：Evans Karen

  公开号：US20070249670A1

  公开（公告）日：2007-10-25

  The invention relates to glycogen phosphorylase inhibitor compounds, pharmaceutical compositions of these compounds, methods of treatment using the pharmaceutical compositions to treat diabetes, conditions associated with diabetes, and/or tissue ischemia, including myocardial ischemia, and processes for making the compounds.

  本发明涉及糖原磷酸化酶抑制剂化合物、这些化合物的药物组合物、使用这些药物组合物治疗糖尿病、与糖尿病相关的疾病和/或组织缺血，包括心肌缺血的方法，以及制备这些化合物的过程。