1,4-dideoxy-1,4-imino-N-(4-guanidinobenzyl)-D-ribitol trifluoroacetate | 1020107-45-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-dideoxy-1,4-imino-N-(4-guanidinobenzyl)-D-ribitol trifluoroacetate
• 英文别名: 2-[4-[[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]phenyl]guanidine;2,2,2-trifluoroacetic acid
• CAS: 1020107-45-2
• 化学式: C₂HF₃O₂*C₁₃H₂₀N₄O₃
• 分子量: 394.351
• InChiKey: BRCDRMSISZIVKP-QMCLHUHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.88
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  166
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  tert-butyl N-[N'-[4-[[(3aR,4R,6aS)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl]methyl]phenyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate 、 三氟乙酸 在 水 作用下， 以89%的产率得到1,4-dideoxy-1,4-imino-N-(4-guanidinobenzyl)-D-ribitol trifluoroacetate
  参考文献：
  名称：

  Synthesis and biochemical evaluation of guanidino-alkyl-ribitol derivatives as nucleoside hydrolase inhibitors

  摘要：

  Nucleoside hydrolase (NH) is a key enzyme in the purine salvage pathway. The purine specificity of the IAG-NH from Trypanosoma vivax is at least in part due to cation-pi-stacking interactions. Guanidinium ions can be involved in cation-pi-stacking interactions, therefore a series of guanidino-alkyl-ribitol derivatives were synthesized in order to examine the binding affinity of these compounds towards the target enzyme. The compounds show moderate to good inhibiting activity towards the IAG-NH from T. vivax. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.027