6-(3-氯苯基)-2,3-二氢-2-硫氧代-4(1h)-嘧啶酮 | 36309-40-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 6-(3-氯苯基)-2,3-二氢-2-硫氧代-4(1h)-嘧啶酮
• 英文名称: 6-(3-chlorophenyl)-2-thiouracil
• 英文别名: 6-(3-chloro-phenyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one；6-(3-Chlor-phenyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-on；6-m-Chlorphenyl-2-thiouracil；6-(3-chlorophenyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one；6-(3-chlorophenyl)-2-sulfanylidene-1H-pyrimidin-4-one
• CAS: 36309-40-7
• 化学式: C₁₀H₇ClN₂OS
• 分子量: 238.697
• InChiKey: ZQJGIKUMJHNRAN-UHFFFAOYSA-N

物化性质

• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  6-(3-氯苯基)-2,3-二氢-2-硫氧代-4(1h)-嘧啶酮 在 氢氧化钾 、 potassium carbonate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-[6-(3-chlorophenyl)-3,4-dihydro-4-oxopyrimidin-2-ylthio]pentanoic acid
  参考文献：
  名称：

  Discovery of uracil-based histone deacetylase inhibitors able to reduce acquired antifungal resistance and trailing growth in Candida albicans

  摘要：

  Among fungal pathogens such as Candida albicans, acquired drug resistance has not been associated with plasmids or other transferable elements, but it is thought to involve primarily mutations and genetic or epigenetic phenomena. This prompted us to test some histone deacetylase inhibitors (HDACi) from our library, in combination with fluconazole, against C. albicans strains in vitro. Among the tested compounds, the two chloro-containing uracil-hydroxamates 1c and 1d showed a strong reduction of the MIC values on Candida strains that show the trailing growth effect. In this assay, 1c,d were more potent than SAHA, a well-known HDAC inhibitor, in reducing the Candida growth. More interestingly, 1c,d as well as SAHA were able to inhibit the fluconazole-induced resistance induction in Candida cultures.

  DOI：

  10.1016/j.bmcl.2006.12.028
• 作为产物：
  描述：

  硫脲 、 (3-氯苯甲酰)乙酸乙酯 在 sodium ethanolate 作用下， 生成 6-(3-氯苯基)-2,3-二氢-2-硫氧代-4(1h)-嘧啶酮
  参考文献：
  名称：

  The Synthesis of Some 6-Substituted-2-thiouracils¹

  摘要：

  DOI：

  10.1021/ja01182a020