3-(4-Chloro-benzyl)-7-[5-(3-chloro-4-fluoro-phenyl)-furan-2-yl]-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one

• 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: 3-(4-Chloro-benzyl)-7-[5-(3-chloro-4-fluoro-phenyl)-furan-2-yl]-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
• 英文别名: 7-[5-(3-Chloro-4-fluorophenyl)furan-2-yl]-3-[(4-chlorophenyl)methyl]-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
• 化学式: C₂₁H₁₁Cl₂FN₄O₂S
• 分子量: 473.314
• InChiKey: HJOSOBRZSWCEAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  95.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-amino-6-(4-chlorobenzyl)-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one 、 5-(3-chloro-4-fluorophenyl)-2-furoic acid 在 三氯氧磷 作用下， 反应 5.0h， 以73%的产率得到3-(4-Chloro-benzyl)-7-[5-(3-chloro-4-fluoro-phenyl)-furan-2-yl]-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
  参考文献：
  名称：

  Synthesis of some new biologically active thiadiazolotriazinones–Part III

  摘要：

  4-Amino-6-arylmethyl/tert-butyl-3-mercapto-1,2,4-triazin-5(4H)-ones (1) were condensed with arylfuroic acids (2) to yield 7-(5-aryl-2-furyl)-3-arylmethyl/tert-butyl-4H-1,3,4-thiadiazolo[2,3-c]-1,2,4-triazin-4-ones (3). The newly synthesized compounds exhibited antibacterial activity comparable to that of nitrofurazone. In addition, two compounds displayed in vitro antitumor activity with moderate growth inhibition against a panel of 60 tumor cell lines.

  DOI：

  10.1016/s0014-827x(02)01260-0

文献信息

• Synthesis of some new biologically active thiadiazolotriazinones–Part III
  作者：B. Shivarama Holla、B. Sooryanarayana Rao、Richard Gonsalves、B.K. Sarojini、K. Shridhara

  DOI：10.1016/s0014-827x(02)01260-0

  日期：2002.7

  4-Amino-6-arylmethyl/tert-butyl-3-mercapto-1,2,4-triazin-5(4H)-ones (1) were condensed with arylfuroic acids (2) to yield 7-(5-aryl-2-furyl)-3-arylmethyl/tert-butyl-4H-1,3,4-thiadiazolo[2,3-c]-1,2,4-triazin-4-ones (3). The newly synthesized compounds exhibited antibacterial activity comparable to that of nitrofurazone. In addition, two compounds displayed in vitro antitumor activity with moderate growth inhibition against a panel of 60 tumor cell lines.