1-methoxy-2,2,6,6-tetramethylpiperidine-4-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-methoxy-2,2,6,6-tetramethylpiperidine-4-carboxylic acid
• 化学式: C₁₁H₂₁NO₃
• 分子量: 215.293
• InChiKey: MARVCMBTUVNHOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-methoxy-2,2,6,6-tetramethylpiperidine-4-carboxylic acid 在 吡啶 、 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Ciprofloxacin-nitroxide hybrids with potential for biofilm control

  摘要：

  As bacterial biofilms display extreme tolerance to conventional antibiotic treatments, it has become imperative to develop new antibacterial strategies with alternative mechanisms of action. Herein, we report the synthesis of a series of ciprofloxacin-nitroxide conjugates and their corresponding methoxyamine derivatives in high yield. This was achieved by linking various nitroxides or methoxy-amines to the secondary amine of the piperazine ring of ciprofloxacin using amide bond coupling. Biological evaluation of the prepared compounds on preformed P. aeruginosa biofilms in flow cells revealed substantial dispersal with ciprofloxacin-nitroxide hybrid 25, and virtually complete killing and removal (94%) of established biofilms in the presence of ciprofloxacin-nitroxide hybrid 27. Compounds 25-28 were shown to be non-toxic in both human embryonic kidney 293 (HEK 293) cells and human muscle rhabdomyosarcoma (RD) cells at concentrations up to 40 mu M. Significantly, these hybrids demonstrate the potential of antimicrobial-nitroxide agents to overcome the resistance of biofilms to antimicrobials via stimulation of biofilm dispersal or through direct cell killing. Crown Copyright (C) 2017 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.06.058
• 作为产物：
  描述：

  4-羧基-2,2,6,6-四甲基氮杂环己烷-1-氧基自由基 、 二甲基亚砜 在 ferrous(II) sulfate heptahydrate 、 双氧水 作用下， 以 水 为溶剂， 反应 0.17h， 以88%的产率得到1-methoxy-2,2,6,6-tetramethylpiperidine-4-carboxylic acid
  参考文献：
  名称：

  Ciprofloxacin-nitroxide hybrids with potential for biofilm control

  摘要：

  As bacterial biofilms display extreme tolerance to conventional antibiotic treatments, it has become imperative to develop new antibacterial strategies with alternative mechanisms of action. Herein, we report the synthesis of a series of ciprofloxacin-nitroxide conjugates and their corresponding methoxyamine derivatives in high yield. This was achieved by linking various nitroxides or methoxy-amines to the secondary amine of the piperazine ring of ciprofloxacin using amide bond coupling. Biological evaluation of the prepared compounds on preformed P. aeruginosa biofilms in flow cells revealed substantial dispersal with ciprofloxacin-nitroxide hybrid 25, and virtually complete killing and removal (94%) of established biofilms in the presence of ciprofloxacin-nitroxide hybrid 27. Compounds 25-28 were shown to be non-toxic in both human embryonic kidney 293 (HEK 293) cells and human muscle rhabdomyosarcoma (RD) cells at concentrations up to 40 mu M. Significantly, these hybrids demonstrate the potential of antimicrobial-nitroxide agents to overcome the resistance of biofilms to antimicrobials via stimulation of biofilm dispersal or through direct cell killing. Crown Copyright (C) 2017 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.06.058

文献信息

• Eradicating uropathogenic <i>Escherichia coli</i> biofilms with a ciprofloxacin–dinitroxide conjugate
  作者：Anthony D. Verderosa、Jessica Harris、Rabeb Dhouib、Makrina Totsika、Kathryn E. Fairfull-Smith

  DOI：10.1039/c9md00062c

  日期：——

  Biofilm-related UTIs are problematic infectious diseases worldwide; here we have developed a novel ciprofloxacin–dinitroxide conjugate with potent UPEC biofilm-eradication activity.

  生物膜相关的尿路感染是全球性的问题性传染病；在这里，我们开发了一种新型的环丙沙星-二氮杂亚甲基基团共轭物，具有强效的UPEC生物膜根除活性。
• PROCESS FOR PRODUCTION OF MODIFIED POLYMERS AND MODIFIED POLYMERS PRODUCED THEREBY
  申请人：THE YOKOHAMA RUBBER CO., LTD.

  公开号：EP1837350A1

  公开（公告）日：2007-09-26

  A method for producing a modified polymer by reacting a tetramethylpiperidinyloxy (TEMPO) derivative having a functional group (A) and a polymer in the presence of a radical initiator to produce a polymer having the functional group (A) grafted thereon, and then, optionally, after adding additives, reacting the resultant reaction product with a compound having a functional group (B) capable of reacting with the functional group (A), whereby it is possible to simply and inexpensively introduce compounds having various types of functional groups into a nonpolar polymer.

  一种生产改性聚合物的方法，在有自由基引发剂存在的情况下，使具有官能团（A）的四甲基哌啶基氧基（TEMPO）衍生物与聚合物反应，生成接枝有官能团（A）的聚合物，然后，可选择在添加添加剂后，使反应产物与具有能与官能团（A）反应的官能团（B）的化合物反应，从而可以简单而廉价地在非极性聚合物中引入具有各种官能团的化合物。
• Long chain hindered amines and compositions stabilized therewith
  申请人：——

  公开号：US20030109704A1

  公开（公告）日：2003-06-12

  Hindered amine compounds which are substituted by a long hydrocarbon chain are useful in a number of applications where the solubility or compatibility afforded by said substitution is needed. This is seen particularly for example with white, dyed, dipped, unscented and/or scented candle wax which is effectively stabilized against discoloration and fading by the incorporation therein of a long chain hindered amine alone or in combination with a UV absorber and/or an antioxidant.

  被长碳氢链取代的受阻胺化合物在许多应用中都非常有用，因为这些应用需要上述取代所提供的溶解性或兼容性。例如，在白色、染色、浸渍、无香味和/或有香味的蜡烛蜡中，通过单独或与紫外线吸收剂和/或抗氧化剂结合使用长链受阻胺，可以有效防止蜡烛蜡变色和褪色。
• LONG CHAIN HINDERED AMINES AND COMPOSITIONS STABILIZED THEREWITH
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1379587A1

  公开（公告）日：2004-01-14
• RADICAL ORBITAL SWITCHING
  申请人：THE AUSTRALIAN NATIONAL UNIVERSITY

  公开号：US20160075732A1

  公开（公告）日：2016-03-17

  Described herein are distonic radical anion species of formula (I): RAD-L-NEG; wherein RAD is a group comprising a radical; NEG is a group comprising an anion, which is capable of bonding to a proton or other cation; L is a linker that links NEG to RAD; and the radical of RAD is not π-conjugated to the anion of NEG.