5'-sulfamoyl carbovir

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: 5'-sulfamoyl carbovir
• 英文别名: [(1S,4R)-4-(2-amino-6-oxo-1H-purin-9-yl)cyclopent-2-en-1-yl]methyl sulfamate
• 化学式: C₁₁H₁₄N₆O₄S
• 分子量: 326.336
• InChiKey: VOTHKJDIPGWYEK-RQJHMYQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  163
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (-)-卡巴韦 在 氨基磺酰氯 、 sodium hydride 作用下， 生成 5'-sulfamoyl carbovir
  参考文献：
  名称：

  The Synthesis and Biological Evaluation of Sulfamoyl Nucleosides Related to Carbovir and AZT

  摘要：

  A series of 5'-(O) under bar-sulfamoylated carbocyclic 2',3'-dideoxy nucleosides was synthesized and evaluated for antitumor and anti-HIN activities. In this study, we have combined the phosphate mimicking features of the sulfamoyl group with our previously reported antiviral carbocyclic nucleoside, carbovir. In a related strategy, the sufamoyl moiety was used as a replacement for the alpha-phosphate of AZT-triphosphate in an analog designed to examine a membrane permeable HIV reverse transcriptase inhibitor. Some of the analogs exhibited significant in vitro anticancer activity.

  DOI：

  10.1080/15257779508010723

文献信息

• The Synthesis and Biological Evaluation of Sulfamoyl Nucleosides Related to Carbovir and AZT
  作者：Robert Vince、Phuong T. Pham

  DOI：10.1080/15257779508010723

  日期：1995.11

  A series of 5'-(O) under bar-sulfamoylated carbocyclic 2',3'-dideoxy nucleosides was synthesized and evaluated for antitumor and anti-HIN activities. In this study, we have combined the phosphate mimicking features of the sulfamoyl group with our previously reported antiviral carbocyclic nucleoside, carbovir. In a related strategy, the sufamoyl moiety was used as a replacement for the alpha-phosphate of AZT-triphosphate in an analog designed to examine a membrane permeable HIV reverse transcriptase inhibitor. Some of the analogs exhibited significant in vitro anticancer activity.