Di(tert-butyl)-N-(6-aminohexyl)-N,N'-(ethan-1,2-diyl)bis | 142039-02-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Di(tert-butyl)-N-(6-aminohexyl)-N,N'-(ethan-1,2-diyl)bis
• CAS: 142039-02-9
• 化学式: C₁₈H₃₇N₃O₄
• 分子量: 359.509
• InChiKey: BKYXYRFWKFTFJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  25.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  93.89
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Di(tert-butyl)-N-(6-aminohexyl)-N,N'-(ethan-1,2-diyl)bis 在 盐酸 、 氨 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 2.67h， 生成 N-<6-<(2-aminoethyl)amino>hexyl>-9-aminoacridine-4-carboxamide trihydrochloride
  参考文献：
  名称：

  DNA-directed alkylating agents. 5. Acridinecarboxamide derivatives of (1,2-diaminoethane)dichloroplatinum(II)

  摘要：

  A series of acridine-2- and -4-carboxamide-linked analogues of PtenCl2 has been prepared and evaluated for biological activity against several tumor cell lines in vitro and in vivo. The platinum complexes were generally more cytotoxic than the corresponding ligands against wild-type P388 leukemia cells in vitro, with acridine-4-carboxamide complexes being the more effective. In contrast to cisplatin and PtenCl2, the complexes were equally active in vitro against both wild-type and cisplatin-resistant P388 lines. The 4-carboxamide complexes showed high levels of in vivo activity (ILS >100%) against wild-type P388 using a single-dose protocol, and one compound was also significantly active in vivo in a cisplatin-resistant line, against which cisplatin and PtenCl2 are inactive.

  DOI：

  10.1021/jm00094a008
• 作为产物：
  描述：

  N,N'-bis(tert-butoxycarbonyl)-N-<6-<(benzyloxycarbonyl)amino>hexyl>ethane-1,2-diamine 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 Di(tert-butyl)-N-(6-aminohexyl)-N,N'-(ethan-1,2-diyl)bis
  参考文献：
  名称：

  DNA-directed alkylating agents. 5. Acridinecarboxamide derivatives of (1,2-diaminoethane)dichloroplatinum(II)

  摘要：

  A series of acridine-2- and -4-carboxamide-linked analogues of PtenCl2 has been prepared and evaluated for biological activity against several tumor cell lines in vitro and in vivo. The platinum complexes were generally more cytotoxic than the corresponding ligands against wild-type P388 leukemia cells in vitro, with acridine-4-carboxamide complexes being the more effective. In contrast to cisplatin and PtenCl2, the complexes were equally active in vitro against both wild-type and cisplatin-resistant P388 lines. The 4-carboxamide complexes showed high levels of in vivo activity (ILS >100%) against wild-type P388 using a single-dose protocol, and one compound was also significantly active in vivo in a cisplatin-resistant line, against which cisplatin and PtenCl2 are inactive.

  DOI：

  10.1021/jm00094a008

文献信息

• cis-Dichloroplatinum(II) complexes tethered to dibenzo[c,h][1,6]naphthyridin-6-ones: Synthesis and cytotoxicity in human cancer cell lines in vitro
  作者：Nicolas Desbois、David Pertuit、Johnny Moretto、Claire Cachia、Bruno Chauffert、Florence Bouyer

  DOI：10.1016/j.ejmech.2013.09.037

  日期：2013.11

  A novel family of cisplatin-type complexes tethered to dibenzo[c,h][1,6]naphthyridin-6-one topoisomerase inhibitor via a polymethylene chain and their nonplatinated counterparts were prepared. Their potential cytotoxicity was assessed in three human colorectal cancer cell lines HCT 116, SW480 and HT29 and compared to the reference molecules cisplatin and oxaliplatin. Platinated compounds were poorly active whilst nonplatinated dibenzo[c,h][1,6]naphthyridin-6-one moieties exhibited higher cytotoxic properties than cisplatin and oxaliplatin whatever the length of the polymethylene chain; molecules containing the tri- and hexamethylene chain length were the most cytotoxic. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Allgemeiner Zugang zu Polyaminen mit Ethan‐1,2‐diamin‐Einheiten: Synthese von nicht natürlich vorkommenden homologen und isomeren <i>N</i> ¹ ,4‐Di(4‐cumaroyl)sperminen
  作者：Martin Lochner、Hervé Geneste、Manfred Hesse

  DOI：10.1002/(sici)1522-2675(19981216)81:12<2270::aid-hlca2270>3.0.co;2-#

  日期：1998.12.16