9H-嘌呤-6,9-二胺 | 137062-87-4

• 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: 9H-嘌呤-6,9-二胺
• 英文名称: N9-aminoadenine
• 英文别名: 9-aminoadenine；9H-Purine-6,9-diamine；purine-6,9-diamine
• CAS: 137062-87-4
• 化学式: C₅H₆N₆
• 分子量: 150.143
• InChiKey: PMYVWIREDVGFIM-UHFFFAOYSA-N

物化性质

• 沸点：
  478.6±48.0 °C(Predicted)
• 密度：
  2.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9H-嘌呤-6,9-二胺 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 反应 22.0h， 生成 9-(3-hydroxymethylpyrrolidin-1-yl)adenine
  参考文献：
  名称：

  Harnden, Michael R.; Jarvest, Richard L., Journal of the Chemical Society. Perkin transactions I, 1991, # 9, p. 2073 - 2080

  摘要：

  DOI：
• 作为产物：
  描述：

  9-amino-6-ethoxypurine 在 氨 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以80%的产率得到9H-嘌呤-6,9-二胺
  参考文献：
  名称：

  Electrophilic Amination of Adenines. Formation and Characteristics ofN-Aminoadenines

  摘要：

  Amination of adenine with H2N-O-SO3H in alkaline media afforded 1-, 3-, 7- and 9-aminoadenine isomers at a ratio of about 1:1:3:1. In neutral media, the product ratio of the isomers changed to about 3:1:1:0. These results were different from the regioselectivity obtained by methylation of adenine with dimethyl sulfate under similar conditions. Amination of adenine with dinitrophenoxyamine in DMF gave 1-aminoadenine as the main product and this regioselectivity was also different from that of methylation with CH.3I. Chemical characteristics of these N-amino adenines are described.

  DOI：

  10.1080/07328319608002381

文献信息

• Optimizing the reversibility of hydrazone formation for dynamic combinatorial chemistry
  作者：Régis Nguyen and Ivan Huc

  DOI：10.1039/b211645f

  日期：——

  Hydrazones from hydrazines bearing electron withdrawing groups, and aromatic or aliphatic aldehydes form and hydrolyse rapidly in water at neutral pH.

  含有电子吸引基团的肼及芳香族或脂肪族醛在中性pH的水中迅速形成并水解为肼酮。
• Substituent Effect of an N-Amino Group on the H-D Exchange of Ring Hydrogens of Adenines Compared with an N-Methyl Group
  作者：Yutaka Kawazoe、Wei Wu、Tetsuya Saga、Isamu Terashima、Ken-ichi Saeki、Kohfuku Kohda

  DOI：10.3987/com-96-7656

  日期：——
• Harnden, Michael R.; Jarvest, Richard L., Journal of the Chemical Society. Perkin transactions I, 1991, # 9, p. 2073 - 2080
  作者：Harnden, Michael R.、Jarvest, Richard L.

  DOI：——

  日期：——
• Electrophilic Amination of Adenines. Formation and Characteristics of<i>N</i>-Aminoadenines
  作者：Tetsuya Saga、Toyo Kaiya、Shoji Asano、Kohfuku Kohda

  DOI：10.1080/07328319608002381

  日期：1996.1

  Amination of adenine with H2N-O-SO3H in alkaline media afforded 1-, 3-, 7- and 9-aminoadenine isomers at a ratio of about 1:1:3:1. In neutral media, the product ratio of the isomers changed to about 3:1:1:0. These results were different from the regioselectivity obtained by methylation of adenine with dimethyl sulfate under similar conditions. Amination of adenine with dinitrophenoxyamine in DMF gave 1-aminoadenine as the main product and this regioselectivity was also different from that of methylation with CH.3I. Chemical characteristics of these N-amino adenines are described.

表征谱图