Propan-2-yl 4-[methyl-[7-(4-methylsulfonylphenyl)thieno[3,2-d]pyrimidin-4-yl]amino]piperidine-1-carboxylate | 1410798-55-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: Propan-2-yl 4-[methyl-[7-(4-methylsulfonylphenyl)thieno[3,2-d]pyrimidin-4-yl]amino]piperidine-1-carboxylate
• 英文别名: propan-2-yl 4-[methyl-[7-(4-methylsulfonylphenyl)thieno[3,2-d]pyrimidin-4-yl]amino]piperidine-1-carboxylate
• CAS: 1410798-55-8
• 化学式: C₂₃H₂₈N₄O₄S₂
• 分子量: 488.632
• InChiKey: ZRUBUGWQCLUALV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  7-溴-4-氯噻酚并[3,2-D]嘧啶 在 盐酸 、 四(三苯基膦)钯 、 sodium carbonate 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 27.0h， 生成 Propan-2-yl 4-[methyl-[7-(4-methylsulfonylphenyl)thieno[3,2-d]pyrimidin-4-yl]amino]piperidine-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of thienopyrimidine derivatives as GPR119 agonists

  摘要：

  A series of thienopyrimidine derivatives was synthesized and evaluated for their GPR119 agonistic ability. Several thienopyrimidine derivatives containing R(1) and R(2) substituents displayed potent GPR119 agonistic activity. Among them, compound 5d, which is a prototype, showed good in vitro activity with an EC50 value of 3 nM and human and rat liver microsomal stability. Compound 5d exhibited no CYP inhibition and induction, Herg binding, or mutagenic potential. Compound 5d showed increase insulin secretion in beta TC-6 cell and lowered the glucose excursion in mice in an oral glucose-tolerance test.

  DOI：

  10.1016/j.bmcl.2014.07.020

文献信息

• Synthesis and biological evaluation of thienopyrimidine derivatives as GPR119 agonists
  作者：Moon-Kook Jeon、Kyu Myung Lee、Il Hyang Kim、Yoon Kyung Jang、Seung Kyu Kang、Jun Mi Lee、Kwan-Young Jung、Jaladi Ashok Kumar、Sang Dal Rhee、Won Hoon Jung、Jin Sook Song、Myung Ae Bae、Kwang Rok Kim、Jin Hee Ahn

  DOI：10.1016/j.bmcl.2014.07.020

  日期：2014.9

  A series of thienopyrimidine derivatives was synthesized and evaluated for their GPR119 agonistic ability. Several thienopyrimidine derivatives containing R(1) and R(2) substituents displayed potent GPR119 agonistic activity. Among them, compound 5d, which is a prototype, showed good in vitro activity with an EC50 value of 3 nM and human and rat liver microsomal stability. Compound 5d exhibited no CYP inhibition and induction, Herg binding, or mutagenic potential. Compound 5d showed increase insulin secretion in beta TC-6 cell and lowered the glucose excursion in mice in an oral glucose-tolerance test.