(2-tert-butyloxycarbonylamino-ethyl)-{6-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-hexyl}-carbamic acid tert-butyl ester | 944148-70-3

• 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: (2-tert-butyloxycarbonylamino-ethyl)-{6-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-hexyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[6-[1,3-bis(1,10-phenanthrolin-3-yloxy)propan-2-ylamino]hexyl]-N-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]carbamate
• CAS: 944148-70-3
• 化学式: C₄₅H₅₅N₇O₆
• 分子量: 789.975
• InChiKey: TUVOPMVIYPNJHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  58
• 可旋转键数：
  21
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  150
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (2-tert-butyloxycarbonylamino-ethyl)-{6-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-hexyl}-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 反应 1.0h， 以65%的产率得到N¹-{6-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-hexyl}-ethane-1,2-diamine
  参考文献：
  名称：

  New Approach for the Preparation of Efficient DNA Cleaving Agents:  Ditopic Copper−Platinum Complexes Based on 3-Clip-Phen and Cisplatin

  摘要：

  The design and synthesis of new heterodinuclear DNA-targeting agents are described. The abilities of cisplatin and Cu(3-Clip-Phen) [Cu(1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine)Cl-2], an artificial DNA-cleaving agent, have been combined through their "covalent coupling". This strategy has led to bifunctional complexes that are able to cleave the DNA in a double-stranded fashion in contrast to Cu(3-Clip-Phen) alone and have promising cytotoxicities compared to cisplatin in several cell lines.

  DOI：

  10.1021/jm0614331
• 作为产物：
  描述：

  (2-tert-butoxycarbonylamino-ethyl)-(6-hydroxy-hexyl)-carbamic acid tert-butyl ester 在 pyridinium chloridotrioxodichromate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.5h， 生成 (2-tert-butyloxycarbonylamino-ethyl)-{6-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-hexyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  New Approach for the Preparation of Efficient DNA Cleaving Agents:  Ditopic Copper−Platinum Complexes Based on 3-Clip-Phen and Cisplatin

  摘要：

  The design and synthesis of new heterodinuclear DNA-targeting agents are described. The abilities of cisplatin and Cu(3-Clip-Phen) [Cu(1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine)Cl-2], an artificial DNA-cleaving agent, have been combined through their "covalent coupling". This strategy has led to bifunctional complexes that are able to cleave the DNA in a double-stranded fashion in contrast to Cu(3-Clip-Phen) alone and have promising cytotoxicities compared to cisplatin in several cell lines.

  DOI：

  10.1021/jm0614331