2-amino-6-benzyloxy-7-carboxymethylpurine, sodium salt

• 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: 2-amino-6-benzyloxy-7-carboxymethylpurine, sodium salt
• 英文别名: 2-amino-6-(benzyloxy)-7-(carboxymethyl)purine sodium salt；Sodium;2-(2-amino-6-phenylmethoxypurin-7-yl)acetate
• 化学式: C₁₄H₁₂N₅O₃*Na
• 分子量: 321.271
• InChiKey: QIDUSWVEBALHLY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.26
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-Amino-6-benzyloxy-7-carboethoxymethylpurine· 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 2-amino-6-benzyloxy-7-carboxymethylpurine, sodium salt
  参考文献：
  名称：

  O.sup.6 -substituted guanine compositions and methods for depleting O.sup.6

  摘要：

  新型O.sup.6-取代鸟嘌呤化合物及其药物组合物可有效降低O.sup.6-烷基鸟嘌呤-DNA烷基转移酶（AGT）的活性。这些新型化合物可用于治疗肿瘤，与抗肿瘤烷化剂一起使用时可增强宿主体内肿瘤细胞的化疗治疗效果。

  公开号：

  US05691307A1

文献信息

• O.sup.6 -substituted guanine compositions and methods for depleting O.sup.6
  申请人：The United States of America as represented by the Department of Health

  公开号：US05691307A1

  公开（公告）日：1997-11-25

  Novel O.sup.6 -substituted guanine compounds and pharmaceutical compositions thereof are useful for effectively reducing O.sup.6 -alkylguanine-DNA alkyltransferase (AGT). The novel compounds are useful for treating tumors and when used with anti-neoplastic alkylating agents enhance the chemotherapeutic treatment of tumor cells in a host.

  新型O.sup.6-取代鸟嘌呤化合物及其药物组合物可有效降低O.sup.6-烷基鸟嘌呤-DNA烷基转移酶（AGT）的活性。这些新型化合物可用于治疗肿瘤，与抗肿瘤烷化剂一起使用时可增强宿主体内肿瘤细胞的化疗治疗效果。
• Structural features of substituted purine derivatives compatible with depletion of human O6-alkylguanine-DNA alkyltransferase
  作者：Robert C. Moschel、Mark G. McDougall、M. Eileen Dolan、Linda Stine、Anthony E. Pegg

  DOI：10.1021/jm00101a028

  日期：1992.11

  A series of O6- and S6-substituted purine derivatives were tested for their ability to deplete the human DNA repair protein O6-alkylguanine-DNA alkyltransferase (AGT) in cell-free extracts from HT29 colon tumor cells and intact HT29 cells. The order of potency was O6-(p-Y-benzyl)-guanine (Y = H, F, Cl, and CH3) > O6-benzyl-2'-deoxyguanosine > O6-(p-Y-benzyl)guanosine (Y = H, Cl, and CH3) greater-than-or-equal-to a series of 9-substituted O6-benzylguanine derivatives greater-than-or-equal-to O6-allylguanine > O6-benzylhypoxanthine > O6-methylguanine. A series of 7-substituted O6-benzylguanine derivatives, 2-amino-6-(p-Y-benzylthio)purine (Y = H, CH3),2-amino-6-[(p-nitrobenzyl)thiol-9-beta-D-ribofuranosylpurine, and 7-benzylguanine were inactive. It is concluded that for efficient AGT depletion, an allyl or benzyl group attached through exocyclic oxygen at position 6 of a 2-aminopurine derivative is required. Activity is preserved with a variety of substituent groups attached to position 9 while substitution at position 7 leads to a complete loss of activity.