N¹-[2-(trimethylsilyl)ethoxycarbonyl]-1,3-propanediamine | 1021495-54-4

• 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: N¹-[2-(trimethylsilyl)ethoxycarbonyl]-1,3-propanediamine
• 英文别名: 2-(trimethylsilyl)ethyl (3-aminopropyl)carbamate；2-trimethylsilylethyl N-(3-aminopropyl)carbamate
• CAS: 1021495-54-4
• 化学式: C₉H₂₂N₂O₂Si
• 分子量: 218.371
• InChiKey: UKQQBQBQCSJYFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N¹-[2-(trimethylsilyl)ethoxycarbonyl]-1,3-propanediamine 在 sodium cyanoborohydride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 {3-[tert-Butoxycarbonyl-(3,5-dibromo-benzyl)-amino]-propyl}-carbamic acid 2-trimethylsilanyl-ethyl ester
  参考文献：
  名称：

  Aryl urea analogs with broad-spectrum antibacterial activity

  摘要：

  The preparation and evaluation of novel aryl urea analogs as broad-spectrum antibacterial agents is described. Numerous compounds showed low micromolar minimum inhibitory concentrations (MIC) against both Gram-positive and Gram-negative bacteria. Selected analogs also exhibited in vivo efficacy in a lethal murine model of bacterial septicemia. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.059
• 作为产物：
  描述：

  N-[2-(三甲基硅基)乙氧羰氧基]琥珀酰亚胺 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N¹-[2-(trimethylsilyl)ethoxycarbonyl]-1,3-propanediamine
  参考文献：
  名称：

  Aryl urea analogs with broad-spectrum antibacterial activity

  摘要：

  The preparation and evaluation of novel aryl urea analogs as broad-spectrum antibacterial agents is described. Numerous compounds showed low micromolar minimum inhibitory concentrations (MIC) against both Gram-positive and Gram-negative bacteria. Selected analogs also exhibited in vivo efficacy in a lethal murine model of bacterial septicemia. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.059

文献信息

• Fukuyama–Mitsunobu alkylation in amine synthesis on solid phase revisited: N-alkylation with secondary alcohols and synthesis of curtatoxins
  作者：Christian A. Olsen、Matthias Witt、Steen H. Hansen、Jerzy W. Jaroszewski、Henrik Franzyk

  DOI：10.1016/j.tet.2005.04.027

  日期：2005.6

  sulfonamides, as well as a method for synthesis of polyamines on solid phase. Here, an array of reagent combinations for solid-phase alkylation with secondary alcohols was examined in various solvents. The classical reagents DEAD–PPh3 as well as DEAD–PEt3 proved applicable for a single alkylation step. Sharply dropping yields in successive alkylation steps were identified as the most serious limitation of the

  Fukuyama–Mitsunobu胺化策略已成为肽和磺酰胺N-烷基化的有效手段，以及固相合成多胺的方法。在此，在各种溶剂中检查了一系列与仲醇固相烷基化的试剂组合。经典试剂DEAD–PPh 3和DEAD–PEt 3被证明可用于单个烷基化步骤。连续烷基化步骤中收率的急剧下降被认为是使用伯醇，尤其是仲醇在多胺SPS中使用福山-光延反应的最严重限制。
• The Effects of Conformational Constraints in the Polyamine Moiety of Philanthotoxins on AMPAR Inhibition
  作者：Henrik Franzyk、John W. Grzeskowiak、Denis B. Tikhonov、Jerzy W. Jaroszewski、Ian R. Mellor

  DOI：10.1002/cmdc.201402109

  日期：2014.7.8

  Philanthotoxin‐433 (PhTX‐433) is a known potent inhibitor of ionotropic glutamate receptors, and analogues have been synthesised to identify more potent and selective antagonists. Herein we report the synthesis of four PhTXs with a cyclopropane moiety introduced into their polyamine chain, and their inhibition of an α‐amino‐3‐hydroxy‐5‐methyl‐4‐isoxazolepropionic acid (AMPA) receptor subtype by using

  Philanthotoxin-433（PhTX-433）是离子型谷氨酸受体的有效抑制剂，已合成类似物以鉴定更有效和选择性的拮抗剂。在此，我们报告了通过两个电极电压合成的具有环丙烷部分引入其多胺链中的四个PhTX的合成，以及它们对α-氨基-3-羟基-5-甲基-4-异恶唑丙酸（AMPA）受体亚型的抑制作用表达GluA1flop亚基的非洲爪蟾卵母细胞的钳夹测定法。发现所有类似物均比PhTX-343更有效，其中反式-环丙基-PhTX-343最有效（约28倍），而顺式-环丙基-PhTX-343最低效（约4倍）。无论顺-和反式-环丙基-PhTX-444具有中等效力（均为约12倍）。分子建模表明，环丙烷部分赋予多胺部分有利的空间约束，但由于分子内折叠增强，其顺式构象受到损害。伸长的PhTX-444类似物在一定程度上缓解了这种情况，但是不允许胺的最佳位置。
• Novel aryl urea analogs and use thereof as antibacterial agents
  申请人：Seth P. Punit

  公开号：US20060030603A1

  公开（公告）日：2006-02-09

  Antibacterial compounds are described herein having either formula (I) or formula (II): wherein R 1A , R 1B , R 1C , R 1D , X, Z, Q, R 2A , R 2B , R 2C and R 2D are as defined herein. Compositions comprising compounds of formulas (I) and (II) are also provided.

  本文描述了具有以下式（I）或式（II）的抗菌化合物：其中R1A、R1B、R1C、R1D、X、Z、Q、R2A、R2B、R2C和R2D的定义如本文所述。还提供了包含式（I）和（II）化合物的组合物。
• Microwave-Assisted Ring-Opening of Activated Aziridines with Resin-Bound Amines
  作者：François Crestey、Matthias Witt、Karla Frydenvang、Dan Stærk、Jerzy W. Jaroszewski、Henrik Franzyk

  DOI：10.1021/jo702612u

  日期：2008.5.1

  nosylamide-activated aziridines under microwave irradiation conditions in solid-phase synthesis (SPS). The effects of solvent, temperature, reaction time, and reagent ratio in SPS of partially protected triamines from aziridines and resin-bound diamines were investigated. The methodology was also optimized for the synthesis of novel amino acid derivatives.

  本文描述了在固相合成（SPS）中在微波辐射条件下，由Nosylamide活化的氮丙啶进行亲核开环的第一个研究。研究了溶剂，温度，反应时间和试剂比率对部分保护的三胺与氮丙啶和树脂结合的二胺的SPS的影响。还对该方法进行了优化，以合成新的氨基酸衍生物。
• [EN] NANOMATERIALS COMPRISING ESTER-LINKED ACETALS<br/>[FR] NANOMATÉRIAUX COMPRENANT DES ACÉTALS À LIAISON ESTER
  申请人：BEAM THERAPEUTICS INC

  公开号：WO2022140252A1

  公开（公告）日：2022-06-30

  The present disclosure describes compositions, preparations, nanoparticles (such as lipid nanoparticles), and/or nanomaterials and methods of their use.

  本公开说明书描述了组合物、制剂、纳米颗粒（如脂质纳米颗粒）和/或纳米材料及其使用方法。