Pyridine-2,6-dicarboxylic acid bis-propylamide | 87177-35-3

• 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: Pyridine-2,6-dicarboxylic acid bis-propylamide
• 英文别名: 2-N,6-N-dipropylpyridine-2,6-dicarboxamide
• CAS: 87177-35-3
• 化学式: C₁₃H₁₉N₃O₂
• 分子量: 249.313
• InChiKey: JNUOYYZVAVNYBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  71.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Pyridine-2,6-dicarboxylic acid bis-propylamide 在 盐酸 、 硼烷四氢呋喃络合物 、 三乙胺 、 mercury dichloride 作用下， 以 乙酸乙酯 为溶剂， 生成 N-Propyl-N-{6-[(N-propyl-guanidino)-methyl]-pyridin-2-ylmethyl}-guanidine; compound with GENERIC INORGANIC NEUTRAL COMPONENT
  参考文献：
  名称：

  Aromatic analogs of arcaine inhibit MK-801 binding to the NMDA receptor

  摘要：

  Aromatic analogs of arcaine were shown to have inhibitory effects on the binding of the channel blocking drug [H-3]MK-801 to the NMDA receptor complex. The most potent compound of the series was an N,N'-bis(propyl)guanidinium which inhibited [H-3]MK-801 binding with an IC50 of 0.58 mu M and an IC50 of 12.17 mu M upon addition of 100 mu M spermidine. The increase in IC50 upon addition of spermidine suggests competitive antagonism between the inhibitor and spermidine at the arcaine-sensitive polyamine site of the NMDA receptor complex. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00631-3
• 作为产物：
  描述：

  正丙胺 、 2,6-氯甲酰吡啶 以 四氢呋喃 为溶剂， 生成 Pyridine-2,6-dicarboxylic acid bis-propylamide
  参考文献：
  名称：

  Aromatic analogs of arcaine inhibit MK-801 binding to the NMDA receptor

  摘要：

  Aromatic analogs of arcaine were shown to have inhibitory effects on the binding of the channel blocking drug [H-3]MK-801 to the NMDA receptor complex. The most potent compound of the series was an N,N'-bis(propyl)guanidinium which inhibited [H-3]MK-801 binding with an IC50 of 0.58 mu M and an IC50 of 12.17 mu M upon addition of 100 mu M spermidine. The increase in IC50 upon addition of spermidine suggests competitive antagonism between the inhibitor and spermidine at the arcaine-sensitive polyamine site of the NMDA receptor complex. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00631-3

文献信息

• HETEROARYLCYANINE DYES
  申请人：Pacific Biosciences of California, Inc.

  公开号：US20140080127A1

  公开（公告）日：2014-03-20

  The present invention provides heteroaryl functionalized cyanine dyes including a reactive functional moiety, or which are conjugated to a carrier molecule.

  本发明提供了含有反应性官能基的杂环基团功能化青菁染料，或与载体分子共轭的青菁染料。
• US9315864B2
  申请人：——

  公开号：US9315864B2

  公开（公告）日：2016-04-19
• Aromatic analogs of arcaine inhibit MK-801 binding to the NMDA receptor
  作者：Terre A. Sharma、Andrew J. Carr、Rebecca S. Davis、Ian.J. Reynolds、Andrew D. Hamilton

  DOI：10.1016/s0960-894x(98)00631-3

  日期：1998.12

  Aromatic analogs of arcaine were shown to have inhibitory effects on the binding of the channel blocking drug [H-3]MK-801 to the NMDA receptor complex. The most potent compound of the series was an N,N'-bis(propyl)guanidinium which inhibited [H-3]MK-801 binding with an IC50 of 0.58 mu M and an IC50 of 12.17 mu M upon addition of 100 mu M spermidine. The increase in IC50 upon addition of spermidine suggests competitive antagonism between the inhibitor and spermidine at the arcaine-sensitive polyamine site of the NMDA receptor complex. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
• Self-Association and Nitroaromatic-Induced Deaggregation of Pyrene Substituted Pyridine Amides
  作者：Sung Kuk Kim、Jong Min Lim、Tuhin Pradhan、Hyo Sung Jung、Vincent M. Lynch、Jong Seung Kim、Dongho Kim、Jonathan L. Sessler

  DOI：10.1021/ja411672f

  日期：2014.1.8

  The self-assembly features of the bis-pyrene methyl amide functionalized pyridine and benzene "tweezers" 1 and 2 were studied in organic solution and in the solid state. These systems were found to display remarkably different self-association features and optical properties, which was rationalized by control experiments using compounds bearing pyrenemethyl esters, alkyl groups, or a single pyrene substituent (3-6). As dilute solutions in chloroform, tweezers 1 displays both pyrene monomer and excimer emission features reflecting intramolecular contacts between the pyrene subunits. At higher concentrations in chloroform, as well as in the solid state, tweezers 1 self-assembles to form a linear supramolecular polymer. In contrast, tweezers 2 does not interact in an intermolecular fashion and photoexcitation produces emission features characteristic of a pyrene monomer. DFT (density functional theory) and TDDFT (time dependent density functional theory) calculations revealed that the lowest vertical transitions are forbidden and that S-1 of 1 is an emissive state. In contrast to 1 and 2, both pyrene-free control systems 5 and 6 were found to form linearly self-assembled supramolecular arrays in the solid state, albeit of differing structure. Upon exposure to trinitrobenzene (TNB), the self-assembled structures formed from 1 undergo deaggregation to form TNB complexes. This change is reflected in both an easily discernible color change and a quenching of the fluorescence emission intensity. Changes in the optical features were also seen in the case of 2. However, notable differences between these two ostensibly similar systems were seen.