1-((4-hydroxy-6-methylpyrimidin-2-yl)thio)-3,3-dimethylbutan-2-one | 874606-79-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-((4-hydroxy-6-methylpyrimidin-2-yl)thio)-3,3-dimethylbutan-2-one
• 英文别名: 2-(3,3-dimethyl-2-oxobutyl)sulfanyl-4-methyl-1H-pyrimidin-6-one
• CAS: 874606-79-8
• 化学式: C₁₁H₁₆N₂O₂S
• mdl: MFCD12146104
• 分子量: 240.326
• InChiKey: ILJHWOPYMZRUJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.545
• 拓扑面积：
  83.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲基硫脲嘧啶 、 一氯频呐酮 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-((4-hydroxy-6-methylpyrimidin-2-yl)thio)-3,3-dimethylbutan-2-one
  参考文献：
  名称：

  A novel HDAC inhibitor with a hydroxy-pyrimidine scaffold

  摘要：

  Histone deacetylases (HDACs) are enzymes involved in many important biological functions. They have been linked to a variety of cancers, psychiatric disorders, and other diseases. Since small molecules can serve as probes to study the relevant biological roles of HDACs, novel scaffolds are necessary to develop more efficient, selective drug candidates. Screening libraries of molecules may yield structurally diverse probes that bind these enzymes and modulate their functions in cells. Here we report a small molecule with a novel hydroxy-pyrimidine scaffold that inhibits multiple HDAC enzymes and modulates acetylation levels in cells. Analogs were synthesized in an effort to evaluate structure-activity relationships. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.098

文献信息

• A novel HDAC inhibitor with a hydroxy-pyrimidine scaffold
  作者：Melissa M. Kemp、Qiu Wang、Jason H. Fuller、Nathan West、Nicole M. Martinez、Elizabeth M. Morse、Michel Weïwer、Stuart L. Schreiber、James E. Bradner、Angela N. Koehler

  DOI：10.1016/j.bmcl.2011.05.098

  日期：2011.7

  Histone deacetylases (HDACs) are enzymes involved in many important biological functions. They have been linked to a variety of cancers, psychiatric disorders, and other diseases. Since small molecules can serve as probes to study the relevant biological roles of HDACs, novel scaffolds are necessary to develop more efficient, selective drug candidates. Screening libraries of molecules may yield structurally diverse probes that bind these enzymes and modulate their functions in cells. Here we report a small molecule with a novel hydroxy-pyrimidine scaffold that inhibits multiple HDAC enzymes and modulates acetylation levels in cells. Analogs were synthesized in an effort to evaluate structure-activity relationships. (C) 2011 Elsevier Ltd. All rights reserved.