3'-guanidino-3'-deoxythymidine | 142543-81-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3'-guanidino-3'-deoxythymidine
• 英文别名: 2-[(2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]guanidine
• CAS: 142543-81-5
• 化学式: C₁₁H₁₇N₅O₄
• 分子量: 283.287
• InChiKey: JSPFQLKDJXHRDP-XLPZGREQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  143
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  齐多夫定 在 palladium on activated charcoal 氨 、 氢气 、 sodium acetate 、 氯化铵 作用下， 以 甲醇 、 乙醇 为溶剂， 25.0~150.0 ℃ 、101.33 kPa 条件下， 反应 54.5h， 生成 3'-guanidino-3'-deoxythymidine
  参考文献：
  名称：

  Synthesis and evaluation of new 2′,3′-dideoxynucleoside analogs as potential anti-AIDS and anti-herpes drugs

  摘要：

  Based on the known structure-activity relationships for the active anti-HIV, a series of 3'-deoxy-3'-N-functionalized thymidine analogs has been synthesized from thymidine. Evaluation for inhibitory activity against human immunodeficiency virus (HIV) replication in CEM cells and against herpes simplex virus in MRC-5 cells is reported.

  DOI：

  10.1016/0223-5234(92)90102-7

文献信息

• Synthesis and evaluation of new 2′,3′-dideoxynucleoside analogs as potential anti-AIDS and anti-herpes drugs
  作者：A Faraj、M Maillard、M Lemaître、S Letellier、F Frappier、JC Florent、DS Grierson、C Monneret、A Zerial

  DOI：10.1016/0223-5234(92)90102-7

  日期：1992.3

  Based on the known structure-activity relationships for the active anti-HIV, a series of 3'-deoxy-3'-N-functionalized thymidine analogs has been synthesized from thymidine. Evaluation for inhibitory activity against human immunodeficiency virus (HIV) replication in CEM cells and against herpes simplex virus in MRC-5 cells is reported.