1,12-bis(N-ethylamino)dodecane | 70655-37-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,12-bis(N-ethylamino)dodecane
• 英文别名: N,N'-diethyl-dodecane-1,12-diamine；N,N'-Diaethyl-1,12-dodecandiamin；N,N'-Diethyl-1,12-diaminododecan；N,N'-diethyldodecane-1,12-diamine
• CAS: 70655-37-7
• 化学式: C₁₆H₃₆N₂
• 分子量: 256.475
• InChiKey: RNGSSLZSVXOUTN-UHFFFAOYSA-N

物化性质

• 沸点：
  312.6±10.0 °C(Predicted)
• 密度：
  0.826±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 1,12-bis(N-ethylamino)dodecane 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以68%的产率得到disodium N,N'-diethyl-1,12-dodecanediyl-bisdithiocarbamate
  参考文献：
  名称：

  N,N'-二取代的α,ω-烷二胺、线性双二硫代氨基甲酸酯的前体的合成

  摘要：

  摘要 线性双二硫代氨基甲酸酯可方便地从对称双取代的 α,ω-链烷二胺获得，其制备方法已有报道。

  DOI：

  10.1080/00397919608003643
• 作为产物：
  描述：

  1,12-二氨基十二烷 在 吡啶 、 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 为溶剂， 生成 1,12-bis(N-ethylamino)dodecane
  参考文献：
  名称：

  Der [M + 11] + -Pick in Mass Masspeperen von Diaminen 38. Mitteilungübermassenspektrometrische Untersuchungen †

  摘要：

  二胺类质谱中的[M + U] + -峰

  DOI：

  10.1002/hlca.19820650521

文献信息

• Synthetic polyamine analogs as antineoplastics
  作者：Raymond J. Bergeron、Allen H. Neims、James S. McManis、Thomas R. Hawthorne、John R. T. Vinson、Rita Bortell、Michael J. Ingeno

  DOI：10.1021/jm00401a019

  日期：1988.6

  In this paper, we report on the synthesis and biological activity of a number of N-alkylated spermine compounds. The dialkylspermines N1,N12-dimethylspermine (DMSPM-2), N1,N12-diethylspermine (DESPM-3), and N1,N12-dipropylspermine (DPSPM-4) are all shown to inhibit the growth of L1210 cells in culture with IC50 values of less than 1 microM at 96 h. Furthermore, DESPM-3 is shown to be similarly active against Daudi and HL-60 cells in culture. A structure-activity relationship is shown to exist between the position at which spermine is alkylated and its antiproliferative properties. The activity of 10 microM DESPM-3 against L1210 cells was shown to be cytostatic, with greater than 90% cell viability by trypan blue exclusion, even after a 144-h exposure. When L1210 cells were treated with 10 microM DESPM-3 over a 144-h period, their size and mitochondrial DNA content were gradually but substantially diminished. However, flow cytometric measurements of the nuclear DNA content of these treated cells at 96 h indicated only slightly reduced S and G2 populations and significant changes only after 144 h. A cloning assay performed on the cells after 96 h of exposure to this drug (10 microM) indicated that the cells were not growing. Finally, when male DBA/2 mice, inoculated with L1210 leukemia cells, were treated with DESPM-3, their life span was increased in excess of 200% relative to untreated controls. Moreover, many long-term survivors were apparently tumor free at the end of the experiment (60 days).
• BERGERON, RAYMOND J.;NEIMS, ALLEN H.;MCMANIS, JAMES S.;HAWTHORNE, THOMAS +, J. MED. CHEM., 31,(1988) N 6, 1183-1190
  作者：BERGERON, RAYMOND J.、NEIMS, ALLEN H.、MCMANIS, JAMES S.、HAWTHORNE, THOMAS +

  DOI：——

  日期：——
• Synthesis of N,N'-Disubstituted α,ω-Alkanediamines, Precursors of Linear<i>bis</i>Dithiocarbamates
  作者：Pascale Giboreau、Christophe Morin、Michel Vidal

  DOI：10.1080/00397919608003643

  日期：1996.2

  Abstract Linear bis dithiocarbamates are conveniently obtained from symmetrical disubstituted α,ω-alkanediamines whose preparation is reported.

  摘要 线性双二硫代氨基甲酸酯可方便地从对称双取代的 α,ω-链烷二胺获得，其制备方法已有报道。
• Der [M+11]⁺-Pik in den Massenspektren von Diaminen 38. Mitteilung über massenspektrometrische Untersuchungen
  作者：Hardy Kühne、Manfred Hesse

  DOI：10.1002/hlca.19820650521

  日期：1982.7.28

  The [M+ U]+-Peak in the Mass Spectra of Diamines

  二胺类质谱中的[M + U] + -峰