tert-butyl 4-(bis((quinolin-2-yl)methyl)amino)butylcarbamate | 1181790-89-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: tert-butyl 4-(bis((quinolin-2-yl)methyl)amino)butylcarbamate
• 英文别名: tert-butyl N-[4-[bis(quinolin-2-ylmethyl)amino]butyl]carbamate
• CAS: 1181790-89-5
• 化学式: C₂₉H₃₄N₄O₂
• 分子量: 470.615
• InChiKey: LIOKALKLBBRHBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  喹啉-2-甲醛 、 N-叔丁氧羰基-1,4-丁二胺 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 以74%的产率得到tert-butyl 4-(bis((quinolin-2-yl)methyl)amino)butylcarbamate
  参考文献：
  名称：

  Targeting the Cubilin Receptor through the Vitamin B₁₂ Uptake Pathway: Cytotoxicity and Mechanistic Insight through Fluorescent Re(I) Delivery

  摘要：

  The intrinsic factor (IF) vitamin B-12 ileum anchored receptor, cubilin, mediates endocytotic uptake of the IF complex of vitamin B-12 to the blood serum. This receptor was targeted for the selective delivery and accumulation of a new bioprobe, a B-12 conjugate of rhenium 2, in the cubilin expressing placental choriocarcinoma BeWo cell line. Competitive uptake and cytotoxicity assays of 2 were investigated and interactions with nuclear DNA explored. In addition. the mechanism of internalization of 2 was confirmed to proceed in an IF-cubilin mediated fashion via siRNA transfection experiments. These Studies show the great potential of cubilin as a new target for the delivery of B-12 based conjugates for cancer diagnostics and/or treatment.

  DOI：

  10.1021/jm900777v

文献信息

• Targeting the Cubilin Receptor through the Vitamin B₁₂ Uptake Pathway: Cytotoxicity and Mechanistic Insight through Fluorescent Re(I) Delivery
  作者：Nerissa Viola-Villegas、Amy E. Rabideau、Mark Bartholomä、Jon Zubieta、Robert P. Doyle

  DOI：10.1021/jm900777v

  日期：2009.8.27

  The intrinsic factor (IF) vitamin B-12 ileum anchored receptor, cubilin, mediates endocytotic uptake of the IF complex of vitamin B-12 to the blood serum. This receptor was targeted for the selective delivery and accumulation of a new bioprobe, a B-12 conjugate of rhenium 2, in the cubilin expressing placental choriocarcinoma BeWo cell line. Competitive uptake and cytotoxicity assays of 2 were investigated and interactions with nuclear DNA explored. In addition. the mechanism of internalization of 2 was confirmed to proceed in an IF-cubilin mediated fashion via siRNA transfection experiments. These Studies show the great potential of cubilin as a new target for the delivery of B-12 based conjugates for cancer diagnostics and/or treatment.