N(1)-乙酰基去甲亚精胺 | 70862-22-5

• 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
• 中文名称: N(1)-乙酰基去甲亚精胺
• 中文别名: L-异缬氨酸,3-甲基-,甲基酯(9CI)
• 英文名称: mono-N¹-acetylnorspermidine
• 英文别名: N-Acetylspermidin；Acetamide, N-(3-((3-aminopropyl)amino)propyl)-；N-[3-(3-aminopropylamino)propyl]acetamide
• CAS: 70862-22-5
• 化学式: C₈H₁₉N₃O
• 分子量: 173.258
• InChiKey: AWCGLAKRWLZACY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  67.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N(1)-乙酰基去甲亚精胺 、 3,4,9,10-苝四羧酸二酐 以 1,4-二氧六环 、 N,N-二甲基乙酰胺 为溶剂， 反应 6.0h， 生成 N,N'-bis(7-acetamido-4-azaheptyl)-3,4,9,10-perylenetetracarboxylic diimide
  参考文献：
  名称：

  The number and distances of positive charges of polyamine side chains in a series of perylene diimides significantly influence their ability to induce G-quadruplex structures and inhibit human telomerase

  摘要：

  We have synthesized eight polyamine perylene diimides to conjugate the efficiency of perylene derivatives in stabilizing G-quadruplex structures and the polyamines' biological activity, due to specific interactions with different DNA domains. Our study was carried out by investigating the ability of these derivatives to induce inter- and intramolecular G-quadruplex structures by polyacrylamide gel electrophoresis (PAGE) and to inhibit telomerase in a modified TRAP assay. The two properties appear to be satisfactorily correlated and they show that the number and distances of positive charges in the side chains dramatically influence both these features. Although our previous studies on perylene derivatives with mono-positively charged side chains indicated that self assembly in aqueous solution leads to a major efficiency, the result observed with the spermine derivative suggests that a too strong aggregation is unfavourable, because it determines a lower solubility of the compounds. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.065
• 作为产物：
  描述：

  N¹-acetyl-N³-(3-bromopropyl)-1,3-diaminopropane dihydrochloride 在 palladium on activated charcoal sodium azide 、 氢气 作用下， 以 乙醇 、 水 为溶剂， 25.0~80.0 ℃ 、413.69 kPa 条件下， 反应 33.0h， 生成 N(1)-乙酰基去甲亚精胺
  参考文献：
  名称：

  Aliphatic amino azides as key building blocks for efficient polyamine syntheses

  摘要：

  New routes to open-chain polyamines have been developed using aliphatic amino azides as common precursors for the construction of the carbon-nitrogen framework. These alpha,omega-diaminoalkane synthetic equivalents were combined with (omega-halogenoalkyl)dichloroboranes to extend the polyamine chain from the azido moiety. An extension from the free amino group can also be achieved via a Michael type addition with acrylonitrile or a reductive amination with a gamma-azido ketone. Further transformations led to a large variety of regioselectively C- or (and) N-substituted polyamines.

  DOI：

  10.1021/jo00066a028

文献信息

• [EN] NITRIC OXIDE-RELEASING ANTIBACTERIAL POLYMERS AND SCAFFOLDS FABRICATED THEREFROM AND METHODS PERTAINING THERETO<br/>[FR] POLYMÈRES ANTIBACTÉRIENS LIBÉRANT DE L'OXYDE NITRIQUE ET ÉCHAFAUDAGES FABRIQUÉS À PARTIR DE CEUX-CI ET PROCÉDÉS S'Y RAPPORTANT
  申请人：UNIV NORTH CAROLINA CHAPEL HILL

  公开号：WO2020139857A1

  公开（公告）日：2020-07-02

  Several embodiments of NO releasing structures are disclosed. In some embodiments, the structures are covalently modified to store and release nitric oxide. Some embodiments pertain to methods of making and use of these structures. The covalently modified polymer structures may be tailored to release nitric oxide in a controlled manner and are useful for treatment of various medical conditions.
• Aliphatic amino azides as key building blocks for efficient polyamine syntheses
  作者：Bertrand Carboni、Aziza Benalil、Michel Vaultier

  DOI：10.1021/jo00066a028

  日期：1993.7

  New routes to open-chain polyamines have been developed using aliphatic amino azides as common precursors for the construction of the carbon-nitrogen framework. These alpha,omega-diaminoalkane synthetic equivalents were combined with (omega-halogenoalkyl)dichloroboranes to extend the polyamine chain from the azido moiety. An extension from the free amino group can also be achieved via a Michael type addition with acrylonitrile or a reductive amination with a gamma-azido ketone. Further transformations led to a large variety of regioselectively C- or (and) N-substituted polyamines.
• The number and distances of positive charges of polyamine side chains in a series of perylene diimides significantly influence their ability to induce G-quadruplex structures and inhibit human telomerase
  作者：Marco Franceschin、Caterina Maria Lombardo、Emanuela Pascucci、Danilo D’Ambrosio、Emanuela Micheli、Armandodoriano Bianco、Giancarlo Ortaggi、Maria Savino

  DOI：10.1016/j.bmc.2007.11.065

  日期：2008.3

  We have synthesized eight polyamine perylene diimides to conjugate the efficiency of perylene derivatives in stabilizing G-quadruplex structures and the polyamines' biological activity, due to specific interactions with different DNA domains. Our study was carried out by investigating the ability of these derivatives to induce inter- and intramolecular G-quadruplex structures by polyacrylamide gel electrophoresis (PAGE) and to inhibit telomerase in a modified TRAP assay. The two properties appear to be satisfactorily correlated and they show that the number and distances of positive charges in the side chains dramatically influence both these features. Although our previous studies on perylene derivatives with mono-positively charged side chains indicated that self assembly in aqueous solution leads to a major efficiency, the result observed with the spermine derivative suggests that a too strong aggregation is unfavourable, because it determines a lower solubility of the compounds. (C) 2007 Elsevier Ltd. All rights reserved.