5-(4-Methoxyphenyl)-4-(4-methylsulfanylphenyl)thiadiazole | 94843-21-7

• 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)-4-(4-methylsulfanylphenyl)thiadiazole
• CAS: 94843-21-7
• 化学式: C₁₆H₁₄N₂OS₂
• 分子量: 314.432
• InChiKey: JRNBIEDVAHHOBE-UHFFFAOYSA-N

物化性质

• 熔点：
  117.1-118.9 °C
• 沸点：
  449.9±55.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  88.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(4-甲氧基-苯基)-1-(4-甲基硫烷基-苯基)乙酮 在 氯化亚砜 、 对甲苯磺酸 、 肼基甲酸乙酯 作用下， 生成 5-(4-Methoxyphenyl)-4-(4-methylsulfanylphenyl)thiadiazole
  参考文献：
  名称：

  Synthesis and platelet aggregation inhibitory activity of 4,5-bis(substituted)-1,2,3-thiadiazoles

  摘要：

  Routine screening of compounds for inhibition of collagen-induced platelet aggregation in vitro revealed 4,5-bis-(4-methoxyphenyl)-1,2,3-thiadiazole (2) was active and it represents the first example of a 1,2,3-thiadiazole with possible antithrombotic activity. In order to develop a structure-activity relationship for this heterocycle, a number of new 4(5)-mono- and -disubstituted 1,2,3-thiadiazoles were synthesized. These were tested in our screen and a number of additional active compounds were found. The most active compounds (2, 5a, 5b, and 6c) were those in which the heterocycle was substituted with benzene rings possessing para electron-donating groups.

  DOI：

  10.1021/jm00382a009

文献信息

• THOMAS, E. W.;NISHIZAWA, E. E.;ZIMMERMANN, D. C.;WILLIAMS, D. J., J. MED. CHEM., 1985, 28, N 4, 442-446
  作者：THOMAS, E. W.、NISHIZAWA, E. E.、ZIMMERMANN, D. C.、WILLIAMS, D. J.

  DOI：——

  日期：——
• Synthesis and platelet aggregation inhibitory activity of 4,5-bis(substituted)-1,2,3-thiadiazoles
  作者：Edward W. Thomas、Edward E. Nishizawa、David C. Zimmermann、Davey J. Williams

  DOI：10.1021/jm00382a009

  日期：1985.4

  Routine screening of compounds for inhibition of collagen-induced platelet aggregation in vitro revealed 4,5-bis-(4-methoxyphenyl)-1,2,3-thiadiazole (2) was active and it represents the first example of a 1,2,3-thiadiazole with possible antithrombotic activity. In order to develop a structure-activity relationship for this heterocycle, a number of new 4(5)-mono- and -disubstituted 1,2,3-thiadiazoles were synthesized. These were tested in our screen and a number of additional active compounds were found. The most active compounds (2, 5a, 5b, and 6c) were those in which the heterocycle was substituted with benzene rings possessing para electron-donating groups.