| 1127228-41-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• CAS: 1127228-41-4
• 化学式: C₁₅H₁₄N₄O₄S
• 分子量: 346.367
• InChiKey: HVTZFXALVPOQTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  542.1±60.0 °C(predicted)
• 密度：
  1.39±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  109.02
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  在 ammonium iron(III) sulfate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 2-(3-methoxy-4-hydroxyphenyl)-5-(4-nitrophenylamino)-1,3,4-thiadiazole
  参考文献：
  名称：

  One-pot synthesis and anticancer studies of 2-arylamino-5-aryl-1,3,4-thiadiazoles

  摘要：

  A series of 2-arylamino-5-aryl-1,3,4-thiadiazoles 1a-j were synthesized and screened for their anticancer activity against various human cancer cell lines. The novel one-pot synthesis of 1,3,4-thiadiazoles was achieved by refluxing aryl aldehydes, hydrazine hydrate, and aryl isothiocyanates in methanol followed by oxidative cyclization with ferric ammonium sulfate. The compounds 1g-j with trimethoxyphenyl at the C-5 position displayed extremely potent anticancer activity with at least twofold selectivity (IC(50): 4.3-9.2 mu M). The nature of substituent on the C-2 arylamino ring may be critical in opting for the selectivity towards a particular cancer cell. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.083
• 作为产物：
  描述：

  香草醛 、 异硫代氰基4-硝基苯酯 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  One-pot synthesis and anticancer studies of 2-arylamino-5-aryl-1,3,4-thiadiazoles

  摘要：

  A series of 2-arylamino-5-aryl-1,3,4-thiadiazoles 1a-j were synthesized and screened for their anticancer activity against various human cancer cell lines. The novel one-pot synthesis of 1,3,4-thiadiazoles was achieved by refluxing aryl aldehydes, hydrazine hydrate, and aryl isothiocyanates in methanol followed by oxidative cyclization with ferric ammonium sulfate. The compounds 1g-j with trimethoxyphenyl at the C-5 position displayed extremely potent anticancer activity with at least twofold selectivity (IC(50): 4.3-9.2 mu M). The nature of substituent on the C-2 arylamino ring may be critical in opting for the selectivity towards a particular cancer cell. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.083