4,5-dihydro-8H-6-(N-tetradecyl)amino-1-(2'-deoxy-α-D-erythropentofuranosyl)imidazo[4,5-e]diazepine-4,8-dione | 1052060-72-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑二氮卓类
• 英文名称: 4,5-dihydro-8H-6-(N-tetradecyl)amino-1-(2'-deoxy-α-D-erythropentofuranosyl)imidazo[4,5-e]diazepine-4,8-dione
• 英文别名: 1-[(2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(tetradecylamino)-7H-imidazo[4,5-e][1,3]diazepine-4,8-dione
• CAS: 1052060-72-6
• 化学式: C₂₅H₄₁N₅O₅
• 分子量: 491.631
• InChiKey: DUZPBTGAKQTBSM-ZCNNSNEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  35
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  138
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  tetradecylguanidine nitrate 、 butyl 1-(2'-deoxy-3',5'-di-O-p-toluoyl-α-D-erythropentofuranosyl)-4,5-imidazoledicarboxylate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以92.6%的产率得到4,5-dihydro-8H-6-(N-tetradecyl)amino-1-(2'-deoxy-α-D-erythropentofuranosyl)imidazo[4,5-e]diazepine-4,8-dione
  参考文献：
  名称：

  Ring Expanded Nucleoside Analogues Inhibit RNA Helicase and Intracellular Human Immunodeficiency Virus Type 1 Replication

  摘要：

  series of ring expanded nucleoside (REN) analogues were synthesized and screened for inhibition of cellular RNA helicase activity and human immunodeficiency Virus type 1 (HIV-1) replication. We identified two compounds, 1 and 2, that inhibited the ATP dependent activity of human RNA helicase DDX3. Compounds 1 and 2 also Suppressed HIV-I replication in T cells and monocyte-derived macrophages. Neither compound at therapeutic doses was significantly toxic ill ex vivo cell culture or in vivo in mice. Our finding's provide proof-of-concept that a cellular factor, all RNA helicase. Could be targeted for inhibiting HIV-1 replication.

  DOI：

  10.1021/jm800332m

文献信息

• Ring Expanded Nucleoside Analogues Inhibit RNA Helicase and Intracellular Human Immunodeficiency Virus Type 1 Replication
  作者：Venkat S. R. K. Yedavalli、Ning Zhang、Hongyi Cai、Peng Zhang、Matthew F. Starost、Ramachandra S. Hosmane、Kuan-Teh Jeang

  DOI：10.1021/jm800332m

  日期：2008.8.1

  series of ring expanded nucleoside (REN) analogues were synthesized and screened for inhibition of cellular RNA helicase activity and human immunodeficiency Virus type 1 (HIV-1) replication. We identified two compounds, 1 and 2, that inhibited the ATP dependent activity of human RNA helicase DDX3. Compounds 1 and 2 also Suppressed HIV-I replication in T cells and monocyte-derived macrophages. Neither compound at therapeutic doses was significantly toxic ill ex vivo cell culture or in vivo in mice. Our finding's provide proof-of-concept that a cellular factor, all RNA helicase. Could be targeted for inhibiting HIV-1 replication.