9-<<<(methoxyhydroxyphosphinyl)methoxy>methoxy>methyl>guanine sodium salt | 134361-16-3

• 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: 9-<<<(methoxyhydroxyphosphinyl)methoxy>methoxy>methyl>guanine sodium salt
• 英文别名: Sodium;2-amino-9-[[hydroxy(methoxy)phosphoryl]methoxymethoxymethyl]purin-6-olate；sodium;2-amino-9-[[hydroxy(methoxy)phosphoryl]methoxymethoxymethyl]purin-6-olate
• CAS: 134361-16-3
• 化学式: C₉H₁₃N₅O₆P*Na
• 分子量: 341.196
• InChiKey: YDHJGJUPPNQAQZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.19
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  158
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  9-<<<(methoxyhydroxyphosphinyl)methoxy>methoxy>methyl>guanine sodium salt 在 三甲基溴硅烷 、 碳酸氢钠 作用下， 生成 9-<<(phosphonomethoxy)methoxy>methyl>guanine disodium salt
  参考文献：
  名称：

  Kim, Choung Un; Misco, Peter F.; Luh, Bing Y., Heterocycles, 1990, vol. 31, # 9, p. 1571 - 1574

  摘要：

  DOI：
• 作为产物：
  描述：

  2-amino-6-chloro-9-<<<(diethoxyphosphinyl)methoxy>methoxy>methyl>purine 在 sodium hydroxide 作用下， 生成 9-<<<(methoxyhydroxyphosphinyl)methoxy>methoxy>methyl>guanine sodium salt
  参考文献：
  名称：

  Kim, Choung Un; Misco, Peter F.; Luh, Bing Y., Heterocycles, 1990, vol. 31, # 9, p. 1571 - 1574

  摘要：

  DOI：

文献信息

• HETEROCYCLES, 31,(1990) N, C. 1571-1574
  作者：

  DOI：——

  日期：——
• Kim, Choung Un; Misco, Peter F.; Luh, Bing Y., Heterocycles, 1990, vol. 31, # 9, p. 1571 - 1574
  作者：Kim, Choung Un、Misco, Peter F.、Luh, Bing Y.、Martin, John C.

  DOI：——

  日期：——
• A new class of acyclic phosphonate nucleotide analogs: Phosphonate isosteres of acyclovir and ganciclovir monophosphates as antiviral agents
  作者：Choung Un Kim、Peter F. Misco、Bing Yu Luh、Michael J. M. Hitchcock、Ismail Ghazzouli、John C. Martin

  DOI：10.1021/jm00111a052

  日期：1991.7

  Novel phosphonate isosteres of acyclovir (ACV) and ganciclovir (DHPG) monophosphates (20 and 32) were found to be potent and selective antiherpesvirus agents. In the series of phosphonate analogues of ACV monophosphate, only the guanine analogue 20 exhibited activity against herpesviruses, similar to the structure-activity relationship observed for base modification of ACV analogues. The phosphonate isostere of ACV monophosphate (20) was more effective than ACV in the HSV-1 infected mouse model. The 3'-carba analogues of 9-[3-hydroxy-2-(phosphonomethoxy)propyl]purines/pyrimidines (adenine, HPMPA; guanine, HPMPG; cytosine, HPMPC) are devoid of antiherpesvirus activity. This result confirms that the beta-oxygen atom of the phosphonomethyl ether functionality in HPMP-purines/pyrimidines plays a critical role for activity against herpesviruses.