5-bromo-6-azido-5,6-dihydro-2'-deoxyuridine

• 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: 5-bromo-6-azido-5,6-dihydro-2'-deoxyuridine
• 英文别名: 6-azido-5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]hexahydropyrimidine-2,4-dione；6-azido-5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione
• 化学式: C₉H₁₂BrN₅O₅
• 分子量: 350.129
• InChiKey: PANTYWCXSQKMCQ-YXLNOIRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-脱氧尿苷 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 0.5h， 生成 5-bromo-6-azido-5,6-dihydro-2'-deoxyuridine
  参考文献：
  名称：

  5-Bromo (or chloro)-6-azido-5,6-dihydro-2′-deoxyuridine and -thymidine derivatives with potent antiviral activity

  摘要：

  Synthesis, antiviral, and cytotoxic activities of 5-bromo (or chloro)-6-azido-5,6-dihydro-2'-deoxyuridine (4,5) and -thymidine (6,7) are reported. Compounds 4 and 5 exhibited a broad spectrum of antiherpes activity against (HSV-1, HSV-2, HCMV, and VZV). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00735-1

文献信息

• 5-Bromo (or chloro)-6-azido-5,6-dihydro-2′-deoxyuridine and -thymidine derivatives with potent antiviral activity
  作者：Rakesh Kumar

  DOI：10.1016/s0960-894x(01)00735-1

  日期：2002.2

  Synthesis, antiviral, and cytotoxic activities of 5-bromo (or chloro)-6-azido-5,6-dihydro-2'-deoxyuridine (4,5) and -thymidine (6,7) are reported. Compounds 4 and 5 exhibited a broad spectrum of antiherpes activity against (HSV-1, HSV-2, HCMV, and VZV). (C) 2002 Elsevier Science Ltd. All rights reserved.