| 1609258-68-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• CAS: 1609258-68-5
• 化学式: C₂₁H₃₅N₃O₈
• 分子量: 457.524
• InChiKey: IDKWTIGBPCQNJG-UHFFFAOYSA-N

物化性质

• 沸点：
  701.4±60.0 °C(predicted)
• 密度：
  1.193±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  3-(3-((1-allylpyrrolidin-2-yl)methylcarbamoyl)-4,5-dimethoxyphenyl)propylthiol 、 以 aq. phosphate buffer 、 乙腈 为溶剂， 反应 0.17h， 以41%的产率得到5-[3-[1-[6-[2-[2-[2-[2-(3-amino-3-oxopropoxy)ethoxy]ethoxy]ethoxy]ethylamino]-6-oxohexyl]-2,5-dioxopyrrolidin-3-yl]sulfanylpropyl]-2,3-dimethoxy-N-[[(2S)-1-prop-2-enylpyrrolidin-2-yl]methyl]benzamide
  参考文献：
  名称：

  Shuttle–Cargo Fusion Molecules of Transport Peptides and the hD_2/3Receptor Antagonist Fallypride: A Feasible Approach To Preserve Ligand–Receptor Binding?

  摘要：

  To determine if the conjugation of a small receptor ligand to a peptidic carrier to potentially facilitate transport across the blood brain barrier (BBB) by "molecular Trojan horse" transcytosis is feasible, we synthesized several transport peptide fallypride fusion molecules as model systems and determined their binding affinities to the hD(2) receptor. Although they were affected by conjugation, the binding affinities were found to be still in the nanomolar range (between 1.5 and 64.2 nM). In addition, homology modeling of the receptor and docking studies for the most potent compounds were performed, elucidating the binding modes of the fusion molecules and the structure elements contributing to the observed high receptor binding. Furthermore, no interaction between the hybrid compounds and P-gp, the main excretory transporter of the BBB, was found. From these results, it can be inferred that the approach to deliver small neuroreceptor ligands across the BBB by transport peptide carriers is feasible.

  DOI：

  10.1021/jm5004123