2-氨基-1-[(2-甲基-4-亚甲基-5-氧代四氢呋喃-2-基)甲基]-7H-嘌呤-6-酮 | 105970-04-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 2-氨基-1-[(2-甲基-4-亚甲基-5-氧代四氢呋喃-2-基)甲基]-7H-嘌呤-6-酮
• 中文别名: 乙醇,2-[(2-吡啶基亚甲基)亚氨基]-(9CI)
• 英文名称: 1-<(2-methyl-5-methylene-5-oxotetrahydrofuran-2-yl)methyl>guanine
• 英文别名: 1-[(2-methyl-5-methylene-5-oxotetrahydrofuran-2-yl)methyl]guanine；1-((2-Methyl-5-methylene-5-oxotetrahydrofuran-2-yl)methyl)guanine；2-amino-1-[(2-methyl-4-methylidene-5-oxooxolan-2-yl)methyl]-7H-purin-6-one
• CAS: 105970-04-5
• 化学式: C₁₂H₁₃N₅O₃
• 分子量: 275.267
• InChiKey: WJSVJNDMOQTICG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-2-乙酰鸟嘌呤 在 sodium methylate 、 potassium carbonate 、 溶剂黄146 、 对苯二酚 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.5h， 生成 2-氨基-1-[(2-甲基-4-亚甲基-5-氧代四氢呋喃-2-基)甲基]-7H-嘌呤-6-酮
  参考文献：
  名称：

  Antitumor agents. 86. Synthesis and cytotoxicity of .alpha.-methylene-.gamma.-lactone-bearing purines

  摘要：

  alpha-Methylene-gamma-lactones covalently linked to adenine, hypoxanthine, and guanine were synthesized by using the convenient Reformatsky-type reaction between ethyl alpha-(bromomethyl)acrylate and the proper purine ketones. In vitro cytotoxicity data demonstrated that these compounds were active against L-1210 tissue culture cells with 3 being most potent (ED50 = 0.3 microgram/mL).

  DOI：

  10.1021/jm00386a025

文献信息

• Antitumor agents. 86. Synthesis and cytotoxicity of .alpha.-methylene-.gamma.-lactone-bearing purines
  作者：Kuo-Hsiung Lee、Gregory K. Rice、Iris H. Hall、Venkataraman Amarnath

  DOI：10.1021/jm00386a025

  日期：1987.3

  alpha-Methylene-gamma-lactones covalently linked to adenine, hypoxanthine, and guanine were synthesized by using the convenient Reformatsky-type reaction between ethyl alpha-(bromomethyl)acrylate and the proper purine ketones. In vitro cytotoxicity data demonstrated that these compounds were active against L-1210 tissue culture cells with 3 being most potent (ED50 = 0.3 microgram/mL).