4-(4-甲基苯基)-2-噻唑甲醛 | 383143-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-(4-甲基苯基)-2-噻唑甲醛
• 中文别名: 4-(对甲苯基)噻唑-2-甲醛
• 英文名称: 4-(4-methylphenyl)thiazole-2-carbaldehyde
• 英文别名: 4-(p-Tolyl)thiazole-2-carbaldehyde；4-(4-methylphenyl)-1,3-thiazole-2-carbaldehyde
• CAS: 383143-86-0
• 化学式: C₁₁H₉NOS
• mdl: MFCD02665590
• 分子量: 203.265
• InChiKey: NIYYLXDRLQFYMS-UHFFFAOYSA-N

物化性质

• 沸点：
  372.5±40.0 °C(Predicted)
• 密度：
  1.229

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  4-(4-甲基苯基)-2-噻唑甲醛 在 哌啶 、 吡啶 、 氯化亚砜 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Design and synthesis of natural product derivatives with selective and improved cytotoxicity based on a sesquiterpene scaffold

  摘要：

  Brasilamide E (1) is a bisabolane sesquiterpenoid isolated from the solid-substrate fermentation cultures of a plant endophytic fungus Paraconiothyrium brasiliense. The compound specifically inhibited proliferation of the MCF-7 cells, but did not show cytotoxicity towards the negative controls HaCaT and NIH3T3 cells (IC50 > 50 mu M). To improve its potency while maintain selectivity, a total of 27 derivatives of 1 were designed, synthesized, and evaluated for in vitro cytotoxicity against six tumor cell lines and the negative control NIH3T3 cells. Among these compounds, compound 12b showed significantly improved potency against the MCF-7, HeLa, and HO8910 cells with IC50 values of 0.13-0.25 mu M compared to 1 (IC50 8.47-18.00 mu M), and remained nontoxic to the NIH3T3 cells. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.03.022
• 作为产物：
  描述：

  4-甲苯硼酸 、 4-溴-2-醛基噻唑 在 caesium carbonate 、 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.08h， 以38.3%的产率得到4-(4-甲基苯基)-2-噻唑甲醛
  参考文献：
  名称：

  Design and synthesis of natural product derivatives with selective and improved cytotoxicity based on a sesquiterpene scaffold

  摘要：

  Brasilamide E (1) is a bisabolane sesquiterpenoid isolated from the solid-substrate fermentation cultures of a plant endophytic fungus Paraconiothyrium brasiliense. The compound specifically inhibited proliferation of the MCF-7 cells, but did not show cytotoxicity towards the negative controls HaCaT and NIH3T3 cells (IC50 > 50 mu M). To improve its potency while maintain selectivity, a total of 27 derivatives of 1 were designed, synthesized, and evaluated for in vitro cytotoxicity against six tumor cell lines and the negative control NIH3T3 cells. Among these compounds, compound 12b showed significantly improved potency against the MCF-7, HeLa, and HO8910 cells with IC50 values of 0.13-0.25 mu M compared to 1 (IC50 8.47-18.00 mu M), and remained nontoxic to the NIH3T3 cells. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.03.022