2,4,6-tributylpyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,4,6-tributylpyridine
• 化学式: C₁₇H₂₉N
• 分子量: 247.424
• InChiKey: SETKSMAPNRIIDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4,6-tributylpyridine 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Amines That Transport Protons across Bilayer Membranes:  Synthesis, Lysosomal Neutralization, and Two-Phase pK_a Values by NMR

  摘要：

  It is desirable to be able to control the pH of lysosomes. A collection of lipophilic, nitrogenous bases, designed to act as membrane-active, catalytic proton transfer agents, were prepared and their effective pK(a)s measured in a vigorously stirred, two-phase system. One phase was a phosphate buffer whose pH was varied over the range ca, 1-11. The other was an immiscible, deuterated organic solvent in which the compounds preferentially resided even when protonated. When chemical shift changes versus the pH of the buffer were plotted, clear pK(a) curves were generated that are relevant to transmembrane proton transfer behavior. The two-phase pK(a)s increased with increasing counterion lipophilicity and with increasing organic solvent polarity, The compounds were also tested for their ability to neutralize the acidity of lysosomes, a model for other acidic vesicles involved in drug sorting. The most successful of these, imidazole 6a, has > 100 times the neutralizing power of ammonia, a standard lysosomotropic amine, causing a 1.7 unit rise in lysosomal pH of RAW cells at 0.1 mM, compared to a 0.2 and 1.4 unit rise for ammonium chloride at 0.1 and 10 mM, respectively.

  DOI：

  10.1021/jo960367f
• 作为产物：
  描述：

  戊腈 、 1-己炔 在 sodium tetrahydroborate 、 cobalt(II) chloride 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 24.0h， 以40%的产率得到2,4,6-tributylpyridine
  参考文献：
  名称：

  Amines That Transport Protons across Bilayer Membranes:  Synthesis, Lysosomal Neutralization, and Two-Phase pK_a Values by NMR

  摘要：

  It is desirable to be able to control the pH of lysosomes. A collection of lipophilic, nitrogenous bases, designed to act as membrane-active, catalytic proton transfer agents, were prepared and their effective pK(a)s measured in a vigorously stirred, two-phase system. One phase was a phosphate buffer whose pH was varied over the range ca, 1-11. The other was an immiscible, deuterated organic solvent in which the compounds preferentially resided even when protonated. When chemical shift changes versus the pH of the buffer were plotted, clear pK(a) curves were generated that are relevant to transmembrane proton transfer behavior. The two-phase pK(a)s increased with increasing counterion lipophilicity and with increasing organic solvent polarity, The compounds were also tested for their ability to neutralize the acidity of lysosomes, a model for other acidic vesicles involved in drug sorting. The most successful of these, imidazole 6a, has > 100 times the neutralizing power of ammonia, a standard lysosomotropic amine, causing a 1.7 unit rise in lysosomal pH of RAW cells at 0.1 mM, compared to a 0.2 and 1.4 unit rise for ammonium chloride at 0.1 and 10 mM, respectively.

  DOI：

  10.1021/jo960367f
• 作为试剂：
  描述：

  4,4’-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(benzo[c][1,2,5]thiadiazole) 、 三氯化硼 在 aluminum (III) chloride 、 2,4,6-tributylpyridine 、 四丁基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 32.0h， 生成
  参考文献：
  名称：

  [EN] BORYLATED COMPOUNDS
  [FR] COMPOSÉS BORYLÉS

  摘要：

  本文披露了硼化合物，以及它们的制备方法和应用。披露的硼化合物具有高度稳定性，并具有降低的带隙特性，因此它们是吸引人的候选材料，可以用于制造各种电子、光学或电光器件或组件中。

  公开号：

  WO2015189627A1

文献信息

• [EN] CYCLOBUTYL NUCLEOSIDE ANALOGS AS ANTI-VIRALS<br/>[FR] ANALOGUES NUCLÉOSIDIQUES CYCLOBUTYLIQUES UTILISÉS COMME ANTI-VIRAUX
  申请人：JANSSEN BIOPHARMA INC

  公开号：WO2020121122A1

  公开（公告）日：2020-06-18

  Described herein are cyclobutyl nucleoside analogs of Formula (I), pharmaceutical compositions that include one or more cyclobutyl nucleoside analogs and methods of using the same to treat HBV, HDV and/or HIV.

  本文描述了公式（I）的环丁基核苷类似物，包括一种或多种环丁基核苷类似物的药物组合物，以及使用它们治疗乙型肝炎病毒（HBV）、丁型肝炎病毒（HDV）和/或人类免疫缺陷病毒（HIV）的方法。
• CYCLOBUTYL NUCLEOSIDE ANALOGS AS ANTI-VIRALS
  申请人：Janssen BioPharma, Inc.

  公开号：EP3894394A1

  公开（公告）日：2021-10-20
• Amines That Transport Protons across Bilayer Membranes:  Synthesis, Lysosomal Neutralization, and Two-Phase p<i>K</i>_a Values by NMR
  作者：Gene M. Dubowchik、Linda Padilla、Kurt Edinger、Raymond A. Firestone

  DOI：10.1021/jo960367f

  日期：1996.1.1

  It is desirable to be able to control the pH of lysosomes. A collection of lipophilic, nitrogenous bases, designed to act as membrane-active, catalytic proton transfer agents, were prepared and their effective pK(a)s measured in a vigorously stirred, two-phase system. One phase was a phosphate buffer whose pH was varied over the range ca, 1-11. The other was an immiscible, deuterated organic solvent in which the compounds preferentially resided even when protonated. When chemical shift changes versus the pH of the buffer were plotted, clear pK(a) curves were generated that are relevant to transmembrane proton transfer behavior. The two-phase pK(a)s increased with increasing counterion lipophilicity and with increasing organic solvent polarity, The compounds were also tested for their ability to neutralize the acidity of lysosomes, a model for other acidic vesicles involved in drug sorting. The most successful of these, imidazole 6a, has > 100 times the neutralizing power of ammonia, a standard lysosomotropic amine, causing a 1.7 unit rise in lysosomal pH of RAW cells at 0.1 mM, compared to a 0.2 and 1.4 unit rise for ammonium chloride at 0.1 and 10 mM, respectively.