2-(4-(cyclopentylsulfonyl)-6-methyl-2-oxopyridin-1(2H)-yl)-4-methyl-N-(thiazol-2-yl)pentanamide | 1036205-11-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(4-(cyclopentylsulfonyl)-6-methyl-2-oxopyridin-1(2H)-yl)-4-methyl-N-(thiazol-2-yl)pentanamide
• 英文别名: 2-(4-cyclopentylsulfonyl-2-methyl-6-oxopyridin-1-yl)-4-methyl-N-(1,3-thiazol-2-yl)pentanamide
• CAS: 1036205-11-4
• 化学式: C₂₀H₂₇N₃O₄S₂
• 分子量: 437.584
• InChiKey: QTOXAGVEUWUAJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  133
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  DL-亮氨酸 在 硫酸 、 四乙基氯化铵 、 sodium hydride 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二甲基苯胺 、 三乙胺 、 间氯过氧苯甲酸 、 sodium hydroxide 、 lithium hydroxide 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 2-(4-(cyclopentylsulfonyl)-6-methyl-2-oxopyridin-1(2H)-yl)-4-methyl-N-(thiazol-2-yl)pentanamide
  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

• GLUCOKINASE ACTIVATORS
  申请人：Cheruvallath Zacharia

  公开号：US20090105255A1

  公开（公告）日：2009-04-23

  Compounds of the following formula are provided for use with glucokinase: wherein the variables are as defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds; methods and intermediates useful for making the compounds; and methods of using said compounds.
• Glucokinase Activators
  申请人：Cheruvallath Zacharia

  公开号：US20120252814A1

  公开（公告）日：2012-10-04

  Compounds of the following formula are provided for use with glucokinase: wherein the variables are as defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds; methods and intermediates useful for making the compounds; and methods of using said compounds.
• US8163779B2
  申请人：——

  公开号：US8163779B2

  公开（公告）日：2012-04-24
• US8530499B2
  申请人：——

  公开号：US8530499B2

  公开（公告）日：2013-09-10
• Design, synthesis and SAR of novel glucokinase activators
  作者：Zacharia S. Cheruvallath、Stephen L. Gwaltney、Mark Sabat、Mingnam Tang、Jun Feng、Haixia Wang、Joanne Miura、Prasuna Guntupalli、Andy Jennings、David Hosfield、Bumsup Lee、Yiqin Wu

  DOI：10.1016/j.bmcl.2013.01.093

  日期：2013.4

  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.