5-tert-butylamino-3H-[1,3,4]thiadiazole-2-thione | 27391-63-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-tert-butylamino-3H-[1,3,4]thiadiazole-2-thione
• 英文别名: 5-(Tert-butylamino)-1,3,4-thiadiazole-2-thiol；5-(tert-butylamino)-3H-1,3,4-thiadiazole-2-thione
• CAS: 27391-63-5
• 化学式: C₆H₁₁N₃S₂
• mdl: MFCD08271846
• 分子量: 189.305
• InChiKey: NXNOVKHNGVDGJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  93.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-tert-butylamino-3H-[1,3,4]thiadiazole-2-thione 、 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70%的产率得到BI-90E7
  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-叔丁基-2,6-胺基硫脲 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 5-tert-butylamino-3H-[1,3,4]thiadiazole-2-thione
  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

文献信息

• Konher,M.V., Indian Journal of Chemistry, 1970, vol. 8, p. 391 - 394
  作者：Konher,M.V.

  DOI：——

  日期：——
• US4492793A
  申请人：——

  公开号：US4492793A

  公开（公告）日：1985-01-08
• Synthesis and optimization of thiadiazole derivatives as a novel class of substrate competitive c-Jun N-terminal kinase inhibitors
  作者：Surya K. De、Vida Chen、John L. Stebbins、Li-Hsing Chen、Jason F. Cellitti、Thomas Machleidt、Elisa Barile、Megan Riel-Mehan、Russell Dahl、Li Yang、Aras Emdadi、Ria Murphy、Maurizio Pellecchia

  DOI：10.1016/j.bmc.2009.12.013

  日期：2010.1

  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.