O⁶-benzyl-9-(3-chloro-2-hydroxypropyl)guanine | 152833-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: O⁶-benzyl-9-(3-chloro-2-hydroxypropyl)guanine
• 英文别名: 1-(2-Amino-6-phenylmethoxypurin-9-yl)-3-chloropropan-2-ol
• CAS: 152833-03-9
• 化学式: C₁₅H₁₆ClN₅O₂
• 分子量: 333.777
• InChiKey: MMFCITYNIYAULO-UHFFFAOYSA-N

物化性质

• 沸点：
  626.7±65.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  99.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  异丙胺 、 O⁶-benzyl-9-(3-chloro-2-hydroxypropyl)guanine 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以82%的产率得到O⁶-benzyl-9-(2-hydroxy-3-(isopropylamino)propyl)guanine
  参考文献：
  名称：

  Substituted O6-Benzylguanine Derivatives and Their Inactivation of Human O6-Alkylguanine-DNA Alkyltransferase

  摘要：

  Several new O-6-benzylguanine analogs bearing increasingly bulky substituent groups on the benzene ring or at position 9 were tested for their ability to inactivate the human DNA repair protein, O-6-alkylguanine-DNA alkyltransferase. Substitution on the benzene ring was well tolerated although activity varied considerably with structural changes in groups attached to position 9. For this site, activity was preserved with large or small lipophilic groups while introduction of non-carbohydrate polar groups generally reduced activity regardless of their size.

  DOI：

  10.1021/jm00029a005
• 作为产物：
  描述：

  O-6-苄基鸟嘌呤 、 环氧氯丙烷 以57%的产率得到O⁶-benzyl-9-(3-chloro-2-hydroxypropyl)guanine
  参考文献：
  名称：

  Substituted O6-Benzylguanine Derivatives and Their Inactivation of Human O6-Alkylguanine-DNA Alkyltransferase

  摘要：

  Several new O-6-benzylguanine analogs bearing increasingly bulky substituent groups on the benzene ring or at position 9 were tested for their ability to inactivate the human DNA repair protein, O-6-alkylguanine-DNA alkyltransferase. Substitution on the benzene ring was well tolerated although activity varied considerably with structural changes in groups attached to position 9. For this site, activity was preserved with large or small lipophilic groups while introduction of non-carbohydrate polar groups generally reduced activity regardless of their size.

  DOI：

  10.1021/jm00029a005

文献信息

• Substituted O6-Benzylguanine Derivatives and Their Inactivation of Human O6-Alkylguanine-DNA Alkyltransferase
  作者：Mi Young Chae、Mark G. McDougall、M. Eileen Dolan、Kristin Swenn、Anthony E. Pegg、Robert C. Moschel

  DOI：10.1021/jm00029a005

  日期：1994.2

  Several new O-6-benzylguanine analogs bearing increasingly bulky substituent groups on the benzene ring or at position 9 were tested for their ability to inactivate the human DNA repair protein, O-6-alkylguanine-DNA alkyltransferase. Substitution on the benzene ring was well tolerated although activity varied considerably with structural changes in groups attached to position 9. For this site, activity was preserved with large or small lipophilic groups while introduction of non-carbohydrate polar groups generally reduced activity regardless of their size.