7,16-bis-[12-(16-benzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl)-dodecyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane | 165191-71-9

• 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: 7,16-bis-[12-(16-benzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl)-dodecyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• 英文别名: N,N'-bis<12-(N'-benzyldiaza-18-crown-6)dodecyl>diaza-18-crown-6；N,N'-bis[12-(N'-benzyldiaza-18-crown-6)-dodecyl]diaza-18-crown-6；PhCH2N18N(CH2)12N18N(CH2)12N18NCH2Ph；7,16-Bis[12-(16-benzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl)dodecyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• CAS: 165191-71-9
• 化学式: C₇₄H₁₃₄N₆O₁₂
• 分子量: 1299.91
• InChiKey: CUIHBXUXIZBRBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  92
• 可旋转键数：
  30
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  7,16-bis-[12-(16-benzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl)-dodecyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、482.63 kPa 条件下， 反应 72.0h， 以92%的产率得到N,N'-bis[12-(diaza-18-crown-6)dodecyl]-18-crown-6
  参考文献：
  名称：

  Synthetic Models for Transmembrane Channels: Structural Variations That Alter Cation Flux

  摘要：

  Twelve novel bis- or tris(macrocyclic) compounds have been designed as models for cation-conducting channels that function in phospholipid bilayer vesicle membranes. In general, the channel model systems have the structure ''sidearm-crown-spacer-crown-spacer-crown-sidearm'', although certain features have been altered from compound to compound to assess the structure-activity relationship. Two additional compounds have been prepared exclusively as controls. The ionophores have been incorporated into the membranes either by warming the compound with the preformed vesicle or by incorporation during vesicle formation. The two methods gave identical results within experimental error. Cation flux was assessed by two different analytical methods. In one case, the fluorescent dye pyranine was encapsulated within vesicles containing ionophore. Proton transport was then monitored by changes in dye fluorescence with time following an acid pulse. Ionophoretic activity far most of the compounds was studied using a dynamic NMR method in which the flux rate of Na-23(+) through the bilayer was monitored. All NMR studies were done in conjunction with gramicidin as a control to minimize experimental variations from run to run. Several of the synthetic ionophores showed cation conduction of as much as 40% of the activity of gramicidin. Apparently, small structural changes significantly altered flux rates and two known carriers closely related to the channel formers failed to exhibit measurable transport under comparable conditions.

  DOI：

  10.1021/ja00134a011
• 作为产物：
  描述：

  12-溴十二烷酸 在 4-二甲氨基吡啶 、 氯化亚砜 、 硼烷 、 sodium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 169.0h， 生成 7,16-bis-[12-(16-benzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl)-dodecyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
  参考文献：
  名称：

  Synthetic Models for Transmembrane Channels: Structural Variations That Alter Cation Flux

  摘要：

  Twelve novel bis- or tris(macrocyclic) compounds have been designed as models for cation-conducting channels that function in phospholipid bilayer vesicle membranes. In general, the channel model systems have the structure ''sidearm-crown-spacer-crown-spacer-crown-sidearm'', although certain features have been altered from compound to compound to assess the structure-activity relationship. Two additional compounds have been prepared exclusively as controls. The ionophores have been incorporated into the membranes either by warming the compound with the preformed vesicle or by incorporation during vesicle formation. The two methods gave identical results within experimental error. Cation flux was assessed by two different analytical methods. In one case, the fluorescent dye pyranine was encapsulated within vesicles containing ionophore. Proton transport was then monitored by changes in dye fluorescence with time following an acid pulse. Ionophoretic activity far most of the compounds was studied using a dynamic NMR method in which the flux rate of Na-23(+) through the bilayer was monitored. All NMR studies were done in conjunction with gramicidin as a control to minimize experimental variations from run to run. Several of the synthetic ionophores showed cation conduction of as much as 40% of the activity of gramicidin. Apparently, small structural changes significantly altered flux rates and two known carriers closely related to the channel formers failed to exhibit measurable transport under comparable conditions.

  DOI：

  10.1021/ja00134a011

文献信息

• [EN] COMPOSITIONS AND METHODS FOR SYNTHETIC AMPHIPHILE-INDUCED CHANGES IN PLANT ROOT MORPHOLOGY<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR MODIFICATIONS DE MORPHOLOGIE DE RACINES DE PLANTE INDUITES PAR AMPHIPHILE SYNTHÉTIQUE
  申请人：UNIV MISSOURI

  公开号：WO2016022991A1

  公开（公告）日：2016-02-11

  The disclosure provides a method for increasing the lateral root development of a plant by exposing said plant to a composition containing a synthetic amphiphile. By increasing the number of lateral roots, the surface area of the root structure is increased, making the plants better able to survive such stresses as drought or low nutrients

  该公开提供了一种通过将植物暴露在含有合成两性分子的组合物中来增加植物侧根发育的方法。通过增加侧根的数量，根结构的表面积增加，使植物更能够抵抗干旱或低营养等压力。
• Improved Syntheses of Benzyl Hydraphile Synthetic Cation-Conducting Channels
  作者：George Gokel、Nichole Curvey、Sarah Luderer、John Walker

  DOI：10.1055/s-0034-1378345

  日期：——

  The tris(macrocycle)s that function in bilayer membranes as ion channels have recently shown versatile new applications such as antibiotic synergists and as agents for direct injection chemotherapy. This report records the development of new and versatile approaches to these molecules that produce significantly better overall yields for a group of previously reported hydraphiles having spacer chains ranging from octylene to hexadecylene.
• STERILIZATION USING HIGH-PRESSURE CARBON DIOXIDE
  申请人：Matthews Michael A.

  公开号：US20100080790A1

  公开（公告）日：2010-04-01

  Disclosed are compositions and methods for the biocompatible sterilization of materials, in particular, of medical devices and implants. Sterilization is achieved by deactivation of microorganisms through treatment of the material with a mixture of at least one microbiocidal additive and a high-pressure or supercritical fluid, for example, high-pressure carbon dioxide or supercritical carbon dioxide. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
• Synthetic Models for Transmembrane Channels: Structural Variations That Alter Cation Flux
  作者：Oscar Murillo、Shigeru Watanabe、Akio Nakano、George W. Gokel

  DOI：10.1021/ja00134a011

  日期：1995.7

  Twelve novel bis- or tris(macrocyclic) compounds have been designed as models for cation-conducting channels that function in phospholipid bilayer vesicle membranes. In general, the channel model systems have the structure ''sidearm-crown-spacer-crown-spacer-crown-sidearm'', although certain features have been altered from compound to compound to assess the structure-activity relationship. Two additional compounds have been prepared exclusively as controls. The ionophores have been incorporated into the membranes either by warming the compound with the preformed vesicle or by incorporation during vesicle formation. The two methods gave identical results within experimental error. Cation flux was assessed by two different analytical methods. In one case, the fluorescent dye pyranine was encapsulated within vesicles containing ionophore. Proton transport was then monitored by changes in dye fluorescence with time following an acid pulse. Ionophoretic activity far most of the compounds was studied using a dynamic NMR method in which the flux rate of Na-23(+) through the bilayer was monitored. All NMR studies were done in conjunction with gramicidin as a control to minimize experimental variations from run to run. Several of the synthetic ionophores showed cation conduction of as much as 40% of the activity of gramicidin. Apparently, small structural changes significantly altered flux rates and two known carriers closely related to the channel formers failed to exhibit measurable transport under comparable conditions.