1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carbohydrazide | 39925-17-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 三唑核糖核苷和核糖核苷酸
• 英文名称: 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carbohydrazide
• 英文别名: 1-β-D-ribofuranosyl-1H-[1,2,4]triazole-3-carboxylic acid hydrazide；1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carbohydrazide
• CAS: 39925-17-2
• 化学式: C₈H₁₃N₅O₅
• 分子量: 259.222
• InChiKey: INSOHUOMJAGJNS-AFCXAGJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  156
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-氯代水杨醛 、 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carbohydrazide 以 乙醇 、 溶剂黄146 为溶剂， 反应 1.0h， 以65.1%的产率得到(Z)-N'-(1-(5-chloro-2-hydroxyphenyl)ethylidene)-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carbohydrazide
  参考文献：
  名称：

  Synthesis of novel ribavirin hydrazone derivatives and anti-proliferative activity against A549 lung cancer cells

  摘要：

  A series of novel ribavirin hydrazone derivatives were synthesized by the reaction of ribavirin hydrazone with benzaldehyde or acetophenone derivatives. The structures of the compounds were determined by IR, H-1 NMR, and HRESIMS. Preliminary biological evaluation showed that one compound (7h) inhibits the growth of A549 cells at 20 mu M. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.05.017
• 作为产物：
  描述：

  利巴韦林 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carbohydrazide
  参考文献：
  名称：

  Synthesis of novel ribavirin hydrazone derivatives and anti-proliferative activity against A549 lung cancer cells

  摘要：

  A series of novel ribavirin hydrazone derivatives were synthesized by the reaction of ribavirin hydrazone with benzaldehyde or acetophenone derivatives. The structures of the compounds were determined by IR, H-1 NMR, and HRESIMS. Preliminary biological evaluation showed that one compound (7h) inhibits the growth of A549 cells at 20 mu M. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.05.017

文献信息

• Synthesis of novel ribavirin hydrazone derivatives and anti-proliferative activity against A549 lung cancer cells
  作者：Wei-Yong Liu、Hai-Ying Li、Bao-Xiang Zhao、Dong-Soo Shin、Song Lian、Jun-Ying Miao

  DOI：10.1016/j.carres.2009.05.017

  日期：2009.7

  A series of novel ribavirin hydrazone derivatives were synthesized by the reaction of ribavirin hydrazone with benzaldehyde or acetophenone derivatives. The structures of the compounds were determined by IR, H-1 NMR, and HRESIMS. Preliminary biological evaluation showed that one compound (7h) inhibits the growth of A549 cells at 20 mu M. (C) 2009 Elsevier Ltd. All rights reserved.