4-Amino-6-[(E)-2-(4-chloro-phenyl)-vinyl]-3-thioxo-3,4-dihydro-2H-[1,2,4]triazin-5-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: 4-Amino-6-[(E)-2-(4-chloro-phenyl)-vinyl]-3-thioxo-3,4-dihydro-2H-[1,2,4]triazin-5-one
• 英文别名: 4-amino-6-[2-(4-chlorophenyl)ethenyl]-3-sulfanylidene-2H-1,2,4-triazin-5-one
• 化学式: C₁₁H₉ClN₄OS
• 分子量: 280.738
• InChiKey: ANWQBXFTRLYKAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Amino-6-[(E)-2-(4-chloro-phenyl)-vinyl]-3-thioxo-3,4-dihydro-2H-[1,2,4]triazin-5-one 在 溶剂黄146 、 三乙胺 、 sodium nitrite 作用下， 以 水 、 乙腈 为溶剂， 生成 2-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-6-[β-(4-chlorophenyl)vinyl]-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one
  参考文献：
  名称：

  Synthesis of Some New 2-α-L-Arabinopyranosyl-1,2,4-triazines as Potential Antitumor Chemotherapeutics

  摘要：

  Synthetic routes towards different 2-alpha-L-arabinopyranosyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-/ones or thiones were investigated. Primary human anticancer screening of two selected compounds resulted in an active compound against SF-268 (CNS) cell line.

  DOI：

  10.1081/ncn-120023274
• 作为产物：
  描述：

  硫代卡巴肼 、 以 水 为溶剂， 反应 0.08h， 以84%的产率得到4-Amino-6-[(E)-2-(4-chloro-phenyl)-vinyl]-3-thioxo-3,4-dihydro-2H-[1,2,4]triazin-5-one
  参考文献：
  名称：

  Badawy, Mohamed A.; Abdel-Hady, Sayed A. L.; Eid, Mohga M., Chemische Berichte, 1984, vol. 117, # 3, p. 1083 - 1088

  摘要：

  DOI：

文献信息

• An improved direct synthetic approach to anhydronucleosides
  作者：Ibtehal A. Al-Juwaiser、Maher R. Ibrahim、Nouria A. Al-Awadi、Yehia A. Ibrahim

  DOI：10.1016/j.tet.2008.06.016

  日期：2008.8

  The synthesis of anhydrothioglycosyls has been improved by studying the reaction under a variety of reaction conditions including gas phase pyrolysis, heating in a solvent of high boiling point, in the presence of different bases including triethylamine, DABCO, and DBU, and in a microwave reactor. (C) 2008 Published by Elsevier Ltd.
• Badawy, Mohamed A.; Abdel-Hady, Sayed A. L.; Eid, Mohga M., Chemische Berichte, 1984, vol. 117, # 3, p. 1083 - 1088
  作者：Badawy, Mohamed A.、Abdel-Hady, Sayed A. L.、Eid, Mohga M.、Ibrahim, Yehia A.

  DOI：——

  日期：——
• Synthesis of Some New 2-α-<scp>L</scp>-Arabinopyranosyl-1,2,4-triazines as Potential Antitumor Chemotherapeutics
  作者：Abdel Kader Mansour、Mohga M. Eid、Nasser S. A. M. Khalil

  DOI：10.1081/ncn-120023274

  日期：2003.10

  Synthetic routes towards different 2-alpha-L-arabinopyranosyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-/ones or thiones were investigated. Primary human anticancer screening of two selected compounds resulted in an active compound against SF-268 (CNS) cell line.