2-((4-chloro-6-methylpyrimidin-2-ylthio)methyl)benzoxazole | 1601469-45-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-((4-chloro-6-methylpyrimidin-2-ylthio)methyl)benzoxazole
• 英文别名: 2-[(4-Chloro-6-methylpyrimidin-2-yl)sulfanylmethyl]-1,3-benzoxazole；2-[(4-chloro-6-methylpyrimidin-2-yl)sulfanylmethyl]-1,3-benzoxazole
• CAS: 1601469-45-7
• 化学式: C₁₃H₁₀ClN₃OS
• 分子量: 291.761
• InChiKey: KNXJROUIZLWAQB-UHFFFAOYSA-N

物化性质

• 熔点：
  152-154 °C
• 沸点：
  435.5±35.0 °C(predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  77.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-((4-chloro-6-methylpyrimidin-2-ylthio)methyl)benzoxazole 、 2-巯基苯并恶唑 在 甲烷磺酸 作用下， 以 乙醇 为溶剂， 以72%的产率得到2-(2-((benzoxazol-2-yl)methylthio)-6-methylpyrimidin-4-ylthio)benzoxazole
  参考文献：
  名称：

  Synthesis, antimicrobial and cytotoxic activities of pyrimidinyl benzoxazole, benzothiazole and benzimidazole

  摘要：

  A variety of pyrimidinyl benzoxazoles, benzothiazoles and benzimidazoles linked by thio, methylthio and amino moieties were prepared and studied their antimicrobial and cytotoxic activities. The compound pyrimidinyl bis methylthio benzimidazole 22 was a potent antimicrobial agent particularly against Staphylococcus aureus (29 mm, MIC 12.5 mu g/mL) and Penicillium chrysogenum (38 mm, MIC 12.5 mu g/mL). The amino linked pyrimidinyl bis benzothiazole 24 exhibited cytotoxic activity on A549 cells with IC50 value of 10.5 mu M. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.02.050
• 作为产物：
  描述：

  2-氯甲基-1,3-苯并恶唑 、 4-chloro-6-methylpyrimidine-2-thiol 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以68%的产率得到2-((4-chloro-6-methylpyrimidin-2-ylthio)methyl)benzoxazole
  参考文献：
  名称：

  Synthesis, antimicrobial and cytotoxic activities of pyrimidinyl benzoxazole, benzothiazole and benzimidazole

  摘要：

  A variety of pyrimidinyl benzoxazoles, benzothiazoles and benzimidazoles linked by thio, methylthio and amino moieties were prepared and studied their antimicrobial and cytotoxic activities. The compound pyrimidinyl bis methylthio benzimidazole 22 was a potent antimicrobial agent particularly against Staphylococcus aureus (29 mm, MIC 12.5 mu g/mL) and Penicillium chrysogenum (38 mm, MIC 12.5 mu g/mL). The amino linked pyrimidinyl bis benzothiazole 24 exhibited cytotoxic activity on A549 cells with IC50 value of 10.5 mu M. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.02.050