2-Chloro-6-[3-[(4-chlorophenyl)sulfonylamino]phenoxy]pyridine-4-carbothioamide | 1449735-75-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Chloro-6-[3-[(4-chlorophenyl)sulfonylamino]phenoxy]pyridine-4-carbothioamide
• 英文别名: 2-chloro-6-[3-[(4-chlorophenyl)sulfonylamino]phenoxy]pyridine-4-carbothioamide
• CAS: 1449735-75-4
• 化学式: C₁₈H₁₃Cl₂N₃O₃S₂
• 分子量: 454.358
• InChiKey: VMPYKCQFWCDLFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-溴-1,1-二甲氧基乙烷 、 2-Chloro-6-[3-[(4-chlorophenyl)sulfonylamino]phenoxy]pyridine-4-carbothioamide 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以21%的产率得到4-chloro-N-[3-[6-chloro-4-(1,3-thiazol-2-yl)pyridin-2-yl]oxyphenyl]benzenesulfonamide
  参考文献：
  名称：

  Discovery and optimization of arylsulfonyl 3-(pyridin-2-yloxy)anilines as novel GPR119 agonists

  摘要：

  We describe the discovery of a series of arylsulfonyl 3-(pyridin-2-yloxy)anilines as GPR119 agonists derived from compound 1. Replacement of the three methyl groups in 1 with metabolically stable moieties led to the identification of compound 34, a potent and efficacious GPR119 agonist with improved pharmacokinetic (PK) properties. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.014
• 作为产物：
  描述：

  3-氨基苯酚 在 吡啶 、 ammonium hydroxide 、 草酰氯 、 caesium carbonate 、 N,N-二甲基甲酰胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 反应 7.5h， 生成 2-Chloro-6-[3-[(4-chlorophenyl)sulfonylamino]phenoxy]pyridine-4-carbothioamide
  参考文献：
  名称：

  Discovery and optimization of arylsulfonyl 3-(pyridin-2-yloxy)anilines as novel GPR119 agonists

  摘要：

  We describe the discovery of a series of arylsulfonyl 3-(pyridin-2-yloxy)anilines as GPR119 agonists derived from compound 1. Replacement of the three methyl groups in 1 with metabolically stable moieties led to the identification of compound 34, a potent and efficacious GPR119 agonist with improved pharmacokinetic (PK) properties. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.014

文献信息

• Discovery and optimization of arylsulfonyl 3-(pyridin-2-yloxy)anilines as novel GPR119 agonists
  作者：Jian (Ken) Zhang、An-Rong Li、Ming Yu、Yingcai Wang、Jiang Zhu、Frank Kayser、Julio C. Medina、Karen Siegler、Marion Conn、Bei Shan、Mark P. Grillo、John Eksterowicz、Peter Coward、Jiwen (Jim) Liu

  DOI：10.1016/j.bmcl.2013.04.014

  日期：2013.6

  We describe the discovery of a series of arylsulfonyl 3-(pyridin-2-yloxy)anilines as GPR119 agonists derived from compound 1. Replacement of the three methyl groups in 1 with metabolically stable moieties led to the identification of compound 34, a potent and efficacious GPR119 agonist with improved pharmacokinetic (PK) properties. (C) 2013 Elsevier Ltd. All rights reserved.