N-(4-氨基丁基)-4-叠氮基苯甲酰胺 | 143693-47-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-氨基丁基)-4-叠氮基苯甲酰胺
• 中文别名: 苯乙亚胺酸,2-氯-a-羟基-6-甲氧基-,乙基酯(9CI)
• 英文名称: N-(4-azido-benzoyl)-1,4-butanediamine
• 英文别名: N-(4-Azidobenzoyl)putrescine；N-(4-aminobutyl)-4-azidobenzamide
• CAS: 143693-47-4
• 化学式: C₁₁H₁₅N₅O
• 分子量: 233.273
• InChiKey: NNPASHXQOFJAKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-氨基丁基)-4-叠氮基苯甲酰胺 、 在 盐酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 191.0h， 生成
  参考文献：
  名称：

  Design and Synthesis of (+)-Discodermolide–Paclitaxel Hybrids Leading to Enhanced Biological Activity

  摘要：

  Potential binding modes of (+)-discodermolide at the paclitaxel binding site of tubulin have been identified by computational studies based on earlier structural and SAR. data. Examination of the prospective binding modes reveal that the aromatic pocket occupied by the paclitaxel side chain is unoccupied by (+)-discodermolide. Based on these findings, a small library of (+)-discodermolide-paclitaxel hybrids have been designed and synthesized. Biological evaluation reveals a two- to eight-fold increase in antiproliferative activity compared to the parent molecule using the A549 and MCF-7 cancer cell lines.

  DOI：

  10.1021/jm200692n
• 作为产物：
  描述：

  对叠氮苯甲酸 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 N-(4-氨基丁基)-4-叠氮基苯甲酰胺
  参考文献：
  名称：

  Design and Synthesis of (+)-Discodermolide–Paclitaxel Hybrids Leading to Enhanced Biological Activity

  摘要：

  Potential binding modes of (+)-discodermolide at the paclitaxel binding site of tubulin have been identified by computational studies based on earlier structural and SAR. data. Examination of the prospective binding modes reveal that the aromatic pocket occupied by the paclitaxel side chain is unoccupied by (+)-discodermolide. Based on these findings, a small library of (+)-discodermolide-paclitaxel hybrids have been designed and synthesized. Biological evaluation reveals a two- to eight-fold increase in antiproliferative activity compared to the parent molecule using the A549 and MCF-7 cancer cell lines.

  DOI：

  10.1021/jm200692n

文献信息

• Design and Synthesis of (+)-Discodermolide–Paclitaxel Hybrids Leading to Enhanced Biological Activity
  作者：Amos B. Smith、Keizo Sugasawa、Onur Atasoylu、Chia-Ping Huang Yang、Susan Band Horwitz

  DOI：10.1021/jm200692n

  日期：2011.9.22

  Potential binding modes of (+)-discodermolide at the paclitaxel binding site of tubulin have been identified by computational studies based on earlier structural and SAR. data. Examination of the prospective binding modes reveal that the aromatic pocket occupied by the paclitaxel side chain is unoccupied by (+)-discodermolide. Based on these findings, a small library of (+)-discodermolide-paclitaxel hybrids have been designed and synthesized. Biological evaluation reveals a two- to eight-fold increase in antiproliferative activity compared to the parent molecule using the A549 and MCF-7 cancer cell lines.