N¹,N⁴,N⁹,N¹²-tetra(p-toluenesulfonyl)-1,12-bis(ethylamino)-4,9-diazadodecane | 113812-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N¹,N⁴,N⁹,N¹²-tetra(p-toluenesulfonyl)-1,12-bis(ethylamino)-4,9-diazadodecane
• 英文别名: N¹,N¹²-diethyl-N¹,N⁴,N⁹,N¹²-tetratosylspermine；N-ethyl-N-[3-[4-[3-[ethyl-(4-methylphenyl)sulfonylamino]propyl-(4-methylphenyl)sulfonylamino]butyl-(4-methylphenyl)sulfonylamino]propyl]-4-methylbenzenesulfonamide
• CAS: 113812-14-9
• 化学式: C₄₂H₅₈N₄O₈S₄
• 分子量: 875.209
• InChiKey: YRRCSWYZMABZNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  58
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  183
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N¹,N⁴,N⁹,N¹²-tetra(p-toluenesulfonyl)-1,12-bis(ethylamino)-4,9-diazadodecane 在 氨 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 N(1),N(12)-二乙基精胺
  参考文献：
  名称：

  Synthetic polyamine analogs as antineoplastics

  摘要：

  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).

  DOI：

  10.1021/jm00401a019
• 作为产物：
  描述：

  N,N'-bis<3-(tosylamino)propyl>-N,N'-ditosyl-1,4-butanediamine 以75%的产率得到
  参考文献：
  名称：

  BERGERON, RAYMOND J.;NEIMS, ALLEN H.;MCMANIS, JAMES S.;HAWTHORNE, THOMAS +, J. MED. CHEM., 31,(1988) N 6, 1183-1190

  摘要：

  DOI：

文献信息

• RNA POLYMERASE TRANSCRIPTION PROMOTERS AND METHOD FOR DETERMINING BASE SEQUENCE
  申请人：Riken

  公开号：EP1061130A1

  公开（公告）日：2000-12-20

  An RNA polymerase transcription accelerator comprising a compound represented by the following Formula (I) or salts thereof. A method of sequencing DNA in which nucleic acid transcripts are obtained using an RNA polymerase and a DNA fragment as a template, the resulted nucleic acid transcripts are separated, the nucleic acid sequence is determined from the separated fractions wherein the nucleic acid transcription reaction is carried out in the presence of a compound selected from a group of compounds represented by the above formula (I). The polyamine compounds above have outstanding accelerating activity on transcription activity of RNA polymerase. Therefore, use of the polyamine compounds in a DNA sequencing method using RNA polymerase can make a length of DNA sequence that can be determined in one sequencing longer.

  一种 RNA 聚合酶转录促进剂，包括下式 (I) 所代表的化合物或其盐类。 一种 DNA 测序方法，其中使用 RNA 聚合酶和 DNA 片段作为模板获得核酸转录本，分离得到的核酸转录本，从分离的部分确定核酸序列，其中核酸转录反应是在选自上式（I）所代表的一组化合物的存在下进行的。 上述多胺化合物对 RNA 聚合酶的转录活性具有突出的加速活性。因此，在使用 RNA 聚合酶的 DNA 测序方法中使用这些多胺化合物，可使一次测序确定的 DNA 序列长度更长。
• Linear polyamine compounds and polyamine anticancer agents
  申请人：——

  公开号：US20020067472A1

  公开（公告）日：2002-06-06

  Nobel polyamine compounds and polyamine compounds having carcinostatic action are provided. There are also provided anticancer agents containing as active ingredient at least one of polyamine compounds represented by the following Formula (I) or (III) and/or pharmaceutically acceptable salts thereof. 1 Specifically, there are provided anticancer agents containing as active ingredient at least one of 1,18-bis(ethylamino)-5,14-diazaoctadecane, 1,16-bis(cyclopropylmethylamino)-5,12-diazahexadecane, 1,17-bis(cyclopropylmethylamino)-5,13-diazaheptadecane and/or pharmaceutically acceptable salts thereof.

  提供了诺贝尔多胺化合物和具有致癌作用的多胺化合物。此外，还提供了含有下式（I）或（III）代表的至少一种多胺化合物和/或其药学上可接受的盐作为活性成分的抗癌剂。 1 具体地说，提供了含有至少一种 1,18-双(乙基氨基)-5,14-二氮杂十八烷、1,16-双(环丙基甲基氨基)-5,12-二氮杂十六烷、1,17-双(环丙基甲基氨基)-5,13-二氮杂十七烷和/或其药学上可接受的盐作为活性成分的抗癌剂。
• RNA polymerase transcription promoter and nucleic acid sequencing method
  申请人：——

  公开号：US20030073202A1

  公开（公告）日：2003-04-17

  An RNA polymerase transcription accelerator comprising a compound represented by the following Formula (I) or salts thereof. 1 A method of sequencing DNA in which nucleic acid transcripts are obtained using an RNA polymerase and a DNA fragment as a template, the resulted nucleic acid transcripts are separated, the nucleic acid sequence is determined from the separated fractions wherein the nucleic acid transcription reaction is carried out in the presence of a compound selected from a group of compounds represented by the above formula (I). The polyamine compounds above have outstanding accelerating activity on transcription activity of RNA polymerase. Therefore, use of the polyamine compounds in a DNA sequencing method using RNA polymerase can make a length of DNA sequence that can be determined in one sequencing longer.

  一种 RNA 聚合酶转录促进剂，由下式 (I) 所代表的化合物或其盐组成。 1 一种DNA测序方法，其中使用RNA聚合酶和DNA片段作为模板获得核酸转录物，分离所得到的核酸转录物，从分离的组分中确定核酸序列，其中核酸转录反应是在选自上式（I）所代表的一组化合物的存在下进行的。 上述多胺化合物对 RNA 聚合酶的转录活性具有突出的加速活性。因此，在使用 RNA 聚合酶的 DNA 测序方法中使用这些多胺化合物，可使一次测序确定的 DNA 序列长度更长。
• T7 RNA polymerase activation and improvement of the transcriptional sequencing by polyamines
  作者：Masaaki Iwata、Masaki Izawa、Nobuya Sasaki、Yoko Nagumo、Hiroyuki Sasabe、Yoshihide Hayashizaki

  DOI：10.1016/s0968-0896(00)00156-5

  日期：2000.8

  We examined the possibility to improve the effectiveness of the in vitro transcription system using T7 RNA polymerase by coexistence with organic bases. The effect of the additives was evaluated by measuring the amount of RNA products in comparison with that of the control system (without additive). We found that four commercial bases and a series of ethylated polyamine analogues newly designed were active enhancers in the following activation order, 1,8-bis(ethylamino)octane > 1,8-octanediamine > 1,5-bis(ethylamino)-pentane > cadaverine > 1,8-bis(ethylamino)-5,14-diazaoctadecane > spermidine 1,18-bis(ethylamino)-5,14-diazaoctadecane > agmatine. It was shown that RNA products were corresponding, only in the presence of active enhancers, to the Full length size of the template DNA, and that sequencing signals were enhanced by the presence of active enhancers with high fidelity so that the transcriptional sequencing was further refined to be a highly sensitive sequencing method from a small amount of linear dsDNA, These results suggest that T7 RNA polymerase was activated by the specific binding of the polyamine additive to produce RNA transcripts with fidelity to the template DNA. Therefore, it is expected that the transcriptional sequencing in the presence of active enhancers might be a powerful and sensitive method, in place of the prevalent DNA amplification method, for genomic science projects and clinical and practical gene diagnoses. (C) 2000 Elsevier Science Ltd. Ail rights reserved.
• 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：——