tert-butyl N-[5-(6-chloro-2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-yl]-N-propan-2-ylcarbamate | 905300-52-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: tert-butyl N-[5-(6-chloro-2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-yl]-N-propan-2-ylcarbamate
• CAS: 905300-52-9
• 化学式: C₁₆H₂₁ClN₄O₂S₂
• 分子量: 400.953
• InChiKey: FAGPLYBJMXOHJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[5-(6-chloro-2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-yl]-N-propan-2-ylcarbamate 、 2-氯苯基硼酸 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 tert-butyl (5-(6-(2-chlorophenyl)-2-(methylthio)pyrimidin-4-yl)thiazol-2-yl)(isopropyl)carbamate
  参考文献：
  名称：

  Utilization of a nitrogen–sulfur nonbonding interaction in the design of new 2-aminothiazol-5-yl-pyrimidines as p38α MAP kinase inhibitors

  摘要：

  The design, synthesis, and structure-activity relationships (SAR) of a series of 2-aminothiazol-5-yl-pyrimidines as novel p38α MAP kinase inhibitors are described. These efforts led to the identification of 41 as a potent p38α inhibitor that utilizes a unique nitrogen-sulfur intramolecular nonbonding interaction to stabilize the conformation required for binding to the p38α active site. X-ray crystallographic studies that confirm the proposed binding mode of this class of inhibitors in p38 α and provide evidence for the proposed intramolecular nitrogen-sulfur interaction are discussed.

  DOI：

  10.1016/j.bmcl.2010.07.102
• 作为产物：
  描述：

  4,6-二氯-二甲硫基嘧啶 、 tert-butyl isopropyl(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazol-2-yl)carbamate 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 tert-butyl N-[5-(6-chloro-2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-yl]-N-propan-2-ylcarbamate
  参考文献：
  名称：

  Utilization of a nitrogen–sulfur nonbonding interaction in the design of new 2-aminothiazol-5-yl-pyrimidines as p38α MAP kinase inhibitors

  摘要：

  The design, synthesis, and structure-activity relationships (SAR) of a series of 2-aminothiazol-5-yl-pyrimidines as novel p38α MAP kinase inhibitors are described. These efforts led to the identification of 41 as a potent p38α inhibitor that utilizes a unique nitrogen-sulfur intramolecular nonbonding interaction to stabilize the conformation required for binding to the p38α active site. X-ray crystallographic studies that confirm the proposed binding mode of this class of inhibitors in p38 α and provide evidence for the proposed intramolecular nitrogen-sulfur interaction are discussed.

  DOI：

  10.1016/j.bmcl.2010.07.102

文献信息

• PHENYL-SUBSTITUTED PYRIMIDINE COMPOUNDS USEFUL AS KINASE INHIBITORS
  申请人：Wrobleski Stephen T.

  公开号：US20100029649A1

  公开（公告）日：2010-02-04

  Compounds having the formula (I), and pharmaceutically acceptable salts, and solvates thereof, are useful as kinase inhibitors, wherein: two of X 1 , X 2 , and X 3 are N, and the remaining one of X 1 , X 2 , and X 3 is —CR 1 ; R 1 is hydrogen or —CN; and N, G, Z, R 2 , R 3 , R 4 , R 5 , and R 6 are described in the specification. Also disclosed are pharmaceutical compositions containing compounds of formula (I), and methods of treating conditions associated with the activity of p38 kinase and/or conditions associated with the activity of LIM kinase.

  具有公式（I）的化合物及其药学上可接受的盐和溶剂化物，可用作激酶抑制剂，其中：X1、X2中的两个为N，X1、X2、X3中剩余的一个为—CR1；R1为氢或—CN；N、G、Z、R2、R3、R4、R5和R6在说明书中有所描述。还披露了含有公式（I）化合物的制药组合物，以及治疗与p38激酶活性和/或LIM激酶活性相关的疾病的方法。
• US7923556B2
  申请人：——

  公开号：US7923556B2

  公开（公告）日：2011-04-12