(2S)-N,3-diphenyl-2-(1,3-thiazol-4-ylmethylamino)propanamide | 1401206-52-7

• 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: (2S)-N,3-diphenyl-2-(1,3-thiazol-4-ylmethylamino)propanamide
• CAS: 1401206-52-7
• 化学式: C₁₉H₁₉N₃OS
• 分子量: 337.445
• InChiKey: YYIYZMYILJFGBX-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  82.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  BOC-L-苯丙氨酸 在 10% Pd/C 、 氢气 、 三乙酰氧基硼氢化钠 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 20.0~50.0 ℃ 、101.33 kPa 条件下， 反应 25.0h， 生成 (2S)-N,3-diphenyl-2-(1,3-thiazol-4-ylmethylamino)propanamide
  参考文献：
  名称：

  Discovery and optimization of a novel series of GPR142 agonists for the treatment of type 2 diabetes mellitus

  摘要：

  The discovery and initial optimization of a series of phenylalanine based agonists for GPR142 is described. The structure-activity-relationship around the major areas of the molecule was explored to give agonists 90 times more potent than the initial HTS hit in a human GPR142 inositol phosphate accumulation assay. Removal of CYP inhibition by exploration of the pyridine A-ring is also described. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.07.063

文献信息

• Discovery and optimization of a novel series of GPR142 agonists for the treatment of type 2 diabetes mellitus
  作者：Mike Lizarzaburu、Simon Turcotte、Xiaohui Du、Jason Duquette、Angela Fu、Jonathan Houze、Leping Li、Jinqian Liu、Michiko Murakoshi、Kozo Oda、Ryo Okuyama、Futoshi Nara、Jeff Reagan、Ming Yu、Julio C. Medina

  DOI：10.1016/j.bmcl.2012.07.063

  日期：2012.9

  The discovery and initial optimization of a series of phenylalanine based agonists for GPR142 is described. The structure-activity-relationship around the major areas of the molecule was explored to give agonists 90 times more potent than the initial HTS hit in a human GPR142 inositol phosphate accumulation assay. Removal of CYP inhibition by exploration of the pyridine A-ring is also described. (C) 2012 Published by Elsevier Ltd.