(2-tert-butyloxycarbonylamino-ethyl)-{10-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-decyl}-carbamic acid tert-butyl ester | 944148-71-4

• 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)-{10-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-decyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[10-[1,3-bis(1,10-phenanthrolin-3-yloxy)propan-2-ylamino]decyl]-N-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]carbamate
• CAS: 944148-71-4
• 化学式: C₄₉H₆₃N₇O₆
• 分子量: 846.083
• InChiKey: PHISALLIMKPGQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  62
• 可旋转键数：
  25
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 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)-{10-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-decyl}-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 反应 1.0h， 以83%的产率得到N¹-{10-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-decyl}-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：

  N-(10-hydroxydecyl)-ethane-1,2-diamine 在 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 7.5h， 生成 (2-tert-butyloxycarbonylamino-ethyl)-{10-[1-(1,10-phenanthrolin-3-yloxy)-3-(1,10-phenanthrolin-8-yloxy)propan-2-amine]-decyl}-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