6'-N-[Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-arginyl]neamine | 886208-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6'-N-[Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-arginyl]neamine
• 英文别名: 6'-N-[N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-arginyl]neamine
• CAS: 886208-82-8
• 化学式: C₄₅H₆₅N₁₁O₁₄S
• 分子量: 1016.14
• InChiKey: SQUREMXZNJDNKK-NXOXGYAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.55
• 重原子数：
  71.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  400.14
• 氢给体数：
  13.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  6'-N-[Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-arginyl]neamine 在 三氟甲磺酸三甲基硅酯 茴香硫醚 、 间甲酚 、 三氟乙酸 作用下， 反应 3.0h， 以1.2 mg的产率得到6'-N-[N^α-[(cytosin-1-yl)acetyl]-L-arginyl]neamine
  参考文献：
  名称：

  Neamine derivatives having a nucleobase with a lysine or an arginine as a linker, their synthesis and evaluation as potential inhibitors for HIV TAR–Tat

  摘要：

  Neamine derivatives hearing a nucleobase, adenine, cytosine. guanine or thymine with a lysine or an arginine as a linker have been synthesized and its potential as the inhibitor for HIV TAR-Tat interaction examined. Among them, modified neamine having an arginine-nucleobase showed a higher inhibition than that of the one having a lysine-nuclcobase. The difference of the nucleobase anchor did not characterize inhibition specificity. Also, stereochemistry of the amino acid in the compounds causes no difference in the inhibition for TAR-Tat. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.11.056
• 作为产物：
  描述：

  在 sodium hydroxide 、 WSC*HCl 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 47.5h， 生成 6'-N-[Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-arginyl]neamine
  参考文献：
  名称：

  Neamine derivatives having a nucleobase with a lysine or an arginine as a linker, their synthesis and evaluation as potential inhibitors for HIV TAR–Tat

  摘要：

  Neamine derivatives hearing a nucleobase, adenine, cytosine. guanine or thymine with a lysine or an arginine as a linker have been synthesized and its potential as the inhibitor for HIV TAR-Tat interaction examined. Among them, modified neamine having an arginine-nucleobase showed a higher inhibition than that of the one having a lysine-nuclcobase. The difference of the nucleobase anchor did not characterize inhibition specificity. Also, stereochemistry of the amino acid in the compounds causes no difference in the inhibition for TAR-Tat. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.11.056