N-(7-amino-4-azaheptyl)-L-argininamide

• 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: N-(7-amino-4-azaheptyl)-L-argininamide
• 英文别名: (S)-2-Amino-N-(3-((3-aminopropyl)amino)propyl)-5-guanidinopentanamide；(2S)-2-amino-N-[3-(3-aminopropylamino)propyl]-5-(diaminomethylideneamino)pentanamide
• 化学式: C₁₂H₂₉N₇O
• 分子量: 287.409
• InChiKey: CHIHEOCAOMXRKN-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  158
• 氢给体数：
  6
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,3'-二氨基二丙基胺 在 palladium on activated charcoal 氢气 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 37.0h， 生成 N-(7-amino-4-azaheptyl)-L-argininamide
  参考文献：
  名称：

  Efficient Syntheses of Polyamine and Polyamine Amide Voltage-Sensitive Calcium Channel Blockers: FTX-3.3 and sFTX-3.3

  摘要：

  标题：摘要

  本文描述了FTX-3.3和sFTX-3.3，电压敏感性钙通道阻滞剂的高效合成方法。这些改性聚胺是从选择性保护的聚胺制备而成，并在实际规模上进行了纯化。

  DOI：

  10.1111/j.2042-7158.1996.tb07118.x

文献信息

• Dde — A selective primary amine protecting group: A facile solid phase synthetic approach to polyamine conjugates
  作者：Ian A. Nash、Barrie W. Bycroft、Weng C. Chan

  DOI：10.1016/0040-4039(96)00344-9

  日期：1996.4

  The ability of the 2-chlorotrityl chloride resin and Dde to act as selective and orthogonal primary amine protecting groups has been utilised in a novel solid phase synthesis of protected symmetrical polyamines from which philanthotoxin-343 and sFTX-3.3 have been synthesised.

  2-氯三苯甲基氯树脂和Dde作为选择性的和正交的伯胺保护基的能力已被用于新颖的固相合成的受保护的对称多胺中，合成了philanthotoxin-343和sFTX-3.3。
• Rapid practical syntheses of the arginyl polyamine sFTX-3.3: a blocker of voltage-sensitive calcium channels
  作者：Eduardo Moya、Ian S. Blagbrough

  DOI：10.1016/s0040-4039(00)73049-8

  日期：1994.3

  sFTX-3.3, a polyamine toxin analogue, has been synthesized from tri-CBZ-L-arginine. Rapid, practical procedures to prepare this calcium channel blocker are presented.
• Mechanism and structure–activity relationships of norspermidine-based peptidic inhibitors of trypanothione reductase
  作者：Mark J. Dixon、Richard I. Maurer、Cristina Biggi、Julen Oyarzabal、Jonathan W. Essex、Mark Bradley

  DOI：10.1016/j.bmc.2005.04.039

  日期：2005.7

  A library of polyamine-peptide conjugates based around some previously identified inhibitors of trypanothione reductase was synthesised by parallel solid-phase chemistry and screened. Kinetic analysis of library members established that subtle structural changes altered their mechanism of action, switching between competitive and non-competitive inhibition. The mode of action of the non-competitive inhibitors was investigated in detail by a variety of techniques including enzyme kinetic analysis (looking at both NADPH and trypanothione disulfide substrates), gel filtration chromatography and analytical ultracentrifugation, leading to the identification of an allosteric mode of inhibition. (c) 2005 Published by Elsevier Ltd.
• SPERMIDINE DERIVATIVE FOR THE TREATMENT OF CHRONIC NEURODEGENERATIVE DISEASES
  申请人：UNIVERSITY OF SOUTHAMPTON

  公开号：EP1471901B1

  公开（公告）日：2008-07-23