5-{[(4-Methoxyphenyl)methyl]amino}-1,3,4-thiadiazole-2-thiol | 873790-27-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-{[(4-Methoxyphenyl)methyl]amino}-1,3,4-thiadiazole-2-thiol
• 英文别名: 5-[(4-methoxyphenyl)methylamino]-3H-1,3,4-thiadiazole-2-thione
• CAS: 873790-27-3
• 化学式: C₁₀H₁₁N₃OS₂
• mdl: MFCD08271793
• 分子量: 253.349
• InChiKey: YCTHJAIKZNBJAB-UHFFFAOYSA-N

物化性质

• 沸点：
  389.6±44.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-{[(4-Methoxyphenyl)methyl]amino}-1,3,4-thiadiazole-2-thiol 、 2-溴-5-硝基噻唑 在 甲醇 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 16.08h， 以29%的产率得到BI-90H8
  参考文献：
  名称：

  Synthesis and optimization of thiadiazole derivatives as a novel class of substrate competitive c-Jun N-terminal kinase inhibitors

  摘要：

  A series of thiadiazole derivatives has been designed as potential allosteric, substrate competitive inhibitors of the protein kinase JNK. We report on the synthesis, characterization and evaluation of a series of compounds that resulted in the identification of potent and selective JNK inhibitors targeting its JIP-1 docking site. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.013
• 作为产物：
  描述：

  二硫化碳 、 4-(4-甲氧基苄基)-3-氨基硫脲 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 5-{[(4-Methoxyphenyl)methyl]amino}-1,3,4-thiadiazole-2-thiol
  参考文献：
  名称：

  Synthesis and optimization of thiadiazole derivatives as a novel class of substrate competitive c-Jun N-terminal kinase inhibitors

  摘要：

  A series of thiadiazole derivatives has been designed as potential allosteric, substrate competitive inhibitors of the protein kinase JNK. We report on the synthesis, characterization and evaluation of a series of compounds that resulted in the identification of potent and selective JNK inhibitors targeting its JIP-1 docking site. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.013