5-anilino-2,3-diphenyl-[1,3,4]thiadiazolium; chloride | 37764-93-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-anilino-2,3-diphenyl-[1,3,4]thiadiazolium; chloride
• 英文别名: 5-Anilino-2,3-diphenyl-[1,3,4]thiadiazolium; Chlorid；N,4,5-triphenyl-1,3,4-thiadiazol-4-ium-2-amine;chloride
• CAS: 37764-93-5
• 化学式: C₂₀H₁₆N₃S*Cl
• 分子量: 365.886
• InChiKey: PJTBQWQYYUXRQA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-anilino-2,3-diphenyl-[1,3,4]thiadiazolium; chloride 在 吡啶 作用下， 反应 3.0h， 生成 1,4,5-Triphenyl-1,3,4-triazolium-2-thiolate
  参考文献：
  名称：

  Montanari, Carlos A.; Sandall, John P. B.; Miyata, Yukino, Journal of the Chemical Society. Perkin transactions II, 1994, # 12, p. 2571 - 2576

  摘要：

  DOI：
• 作为产物：
  描述：

  硫代苯甲酸N-苯基酰肼 、 二氯代苯胩 生成 5-anilino-2,3-diphenyl-[1,3,4]thiadiazolium; chloride
  参考文献：
  名称：

  Zur synthese mesoionischer 1.2.4-triazol-3-thione

  摘要：

  DOI：

  10.1016/s0040-4039(01)84977-7

文献信息

• Montanari; Do Amaral; Giesbrecht, Pharmaceutical Sciences, 1997, vol. 3, # 12, p. 565 - 568
  作者：Montanari、Do Amaral、Giesbrecht

  DOI：——

  日期：——
• Improved synthesis of 1,3,4-thiadiazolium-2-phenylamines using microwave and ultrasound irradiation and investigation of their cytotoxic activity
  作者：Camilla Moretto dos Reis、Juliana Echevarria-Lima、Amanda Fraga Miranda、Aurea Echevarria

  DOI：10.1590/s0103-50532011000800014

  日期：——

  A new and efficient synthesis of eight 1,3,4-thiadiazolium-2-phenylamine derivatives (1-8, where 8 is novel in the literature) was performed using thionyl chloride or trimethylsilyl chloride as catalysts under microwave or ultrasound irradiation. The target compounds were obtained in good yields and remarkably short times, 5 min under microwave irradiation and 10 min under ultrasound irradiation, where compared to traditional methodology (24 to 48 h at room temperature standing). The best yields were obtained using the microwave irradiation and, in general way, using thionyl chloride instead trimethylsilyl chloride. The cytotoxicity against K562 human leukemia and Daudi lymphoma lines was evaluated and showed promising results from the 4-phenyl-5-(4'-nitro-styryl)-1,3,4-thiadiazolium-2-phenylamine chloride derivative.
• Zur synthese mesoionischer 1.2.4-triazol-3-thione
  作者：Rudolf Grashey、Margit Baumann、Rainer Hamprecht

  DOI：10.1016/s0040-4039(01)84977-7

  日期：1972.1
• Montanari, Carlos A.; Sandall, John P. B.; Miyata, Yukino, Journal of the Chemical Society. Perkin transactions II, 1994, # 12, p. 2571 - 2576
  作者：Montanari, Carlos A.、Sandall, John P. B.、Miyata, Yukino、Miller, Joseph

  DOI：——

  日期：——