methyl 3-cyclohexyl-2-(4-hydroxy-6-methyl-2-oxopyridin-1(2H)-yl)propanoate | 1036209-08-1

• 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: methyl 3-cyclohexyl-2-(4-hydroxy-6-methyl-2-oxopyridin-1(2H)-yl)propanoate
• CAS: 1036209-08-1
• 化学式: C₁₆H₂₃NO₄
• 分子量: 293.363
• InChiKey: YZJLOWRXZDTRFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  68.53
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 3-cyclohexyl-2-(4-hydroxy-6-methyl-2-oxopyridin-1(2H)-yl)propanoate 在 四乙基氯化铵 、 sodium hydride 、 N,N-二甲基苯胺 、 间氯过氧苯甲酸 、 三氯氧磷 作用下， 以 二氯甲烷 、 二甲基亚砜 、 乙腈 为溶剂， 生成 methyl 3-cyclohexyl-2-(4-(cyclopentylsulfonyl)-6-methyl-2-oxopyridin-1(2H)-yl)propanoate
  参考文献：
  名称：

  Design, synthesis and SAR of novel glucokinase activators

  摘要：

  Guided by co-crystal structures of compounds 15, 22 and 30, an SBDD approach led to the discovery of the 6-methyl pyridone series as a novel class of GKAs that potently activate GK in enzyme and cell assays. Anti-diabetic OGTT efficacy was demonstrated with 54 in a mouse model of type 2 diabetes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.093
• 作为产物：
  描述：

  4-羟基-6-甲基-2-吡喃酮 在 硫酸 、 sodium hydroxide 作用下， 生成 methyl 3-cyclohexyl-2-(4-hydroxy-6-methyl-2-oxopyridin-1(2H)-yl)propanoate
  参考文献：
  名称：

  Design, synthesis and SAR of novel glucokinase activators

  摘要：

  Guided by co-crystal structures of compounds 15, 22 and 30, an SBDD approach led to the discovery of the 6-methyl pyridone series as a novel class of GKAs that potently activate GK in enzyme and cell assays. Anti-diabetic OGTT efficacy was demonstrated with 54 in a mouse model of type 2 diabetes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.093

文献信息

• [EN] GLUCOKINASE ACTIVATORS<br/>[FR] ACTIVATEURS DE GLUCOKINASE
  申请人：TAKEDA SAN DIEGO INC

  公开号：WO2008079787A8

  公开（公告）日：2009-07-16