2-氯-N,N-二甲基-9-[(4-硝基苯基)甲基]嘌呤-6-胺 | 115204-60-9

• 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-氯-N,N-二甲基-9-[(4-硝基苯基)甲基]嘌呤-6-胺
• 英文名称: 9H-Purin-6-amine, 2-chloro-N,N-dimethyl-9-((4-nitrophenyl)methyl)-
• 英文别名: 2-chloro-N,N-dimethyl-9-[(4-nitrophenyl)methyl]purin-6-amine
• CAS: 115204-60-9
• 化学式: C₁₄H₁₃ClN₆O₂
• 分子量: 332.749
• InChiKey: KMCXGHJRSCTQDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  92.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-氯-N,N-二甲基-9-[(4-硝基苯基)甲基]嘌呤-6-胺 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 以20%的产率得到9-[(4-氨基苯基)甲基]-2-氯-N,N-二甲基嘌呤-6-胺
  参考文献：
  名称：

  9-Benzyl-6-(dimethylamino)-9H-purines with antirhinovirus activity

  摘要：

  A series of 9-benzyl-6-(dimethylamino)-9H-purines and 9-benzyl-2-chloro-6-(dimethylamino)-9H-purines were synthesized and tested in cell culture for activity against rhinovirus type 1B. The 9-benzylpurines that were unsubstituted in the 2-position had weak activity. However, introduction of a 2-chloro substituent resulted in a substantial increase in antiviral activity. One of the most active compounds, 2-chloro-6-(dimethylamino)-9-(4-methylbenzyl)-9H-purine (29), had an IC50 value of 0.08 microM against serotype 1B. Four compounds were tested against 18 other rhinovirus serotypes, but the majority tested were less sensitive than type 1B. The range of serotype sensitivity for 29 varied from 0.08 to 14 microM. These 9-benzyl-2-chloro-9H-purines represent a new class of antiviral agents with in vitro activity against rhinoviruses.

  DOI：

  10.1021/jm00118a025
• 作为产物：
  描述：

  2,6-二氯嘌呤 在 potassium carbonate 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 40.0h， 生成 2-氯-N,N-二甲基-9-[(4-硝基苯基)甲基]嘌呤-6-胺
  参考文献：
  名称：

  9-Benzyl-6-(dimethylamino)-9H-purines with antirhinovirus activity

  摘要：

  A series of 9-benzyl-6-(dimethylamino)-9H-purines and 9-benzyl-2-chloro-6-(dimethylamino)-9H-purines were synthesized and tested in cell culture for activity against rhinovirus type 1B. The 9-benzylpurines that were unsubstituted in the 2-position had weak activity. However, introduction of a 2-chloro substituent resulted in a substantial increase in antiviral activity. One of the most active compounds, 2-chloro-6-(dimethylamino)-9-(4-methylbenzyl)-9H-purine (29), had an IC50 value of 0.08 microM against serotype 1B. Four compounds were tested against 18 other rhinovirus serotypes, but the majority tested were less sensitive than type 1B. The range of serotype sensitivity for 29 varied from 0.08 to 14 microM. These 9-benzyl-2-chloro-9H-purines represent a new class of antiviral agents with in vitro activity against rhinoviruses.

  DOI：

  10.1021/jm00118a025

文献信息

• KELLEY, JAMES L.;LINN, JAMES A.;KROCHMAL, MARK P.;SELWAY, J. W. T., J. MED. CHEM., 31,(1988) N 10, C. 2001-2004
  作者：KELLEY, JAMES L.、LINN, JAMES A.、KROCHMAL, MARK P.、SELWAY, J. W. T.

  DOI：——

  日期：——