2-N,6-N-bis(2-tert-butylsulfanylethyl)pyridine-2,6-dicarboxamide | 1009838-92-9

• 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-N,6-N-bis(2-tert-butylsulfanylethyl)pyridine-2,6-dicarboxamide
• CAS: 1009838-92-9
• 化学式: C₁₉H₃₁N₃O₂S₂
• 分子量: 397.606
• InChiKey: LQVWTHSLYXMYDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-N,6-N-bis(2-tert-butylsulfanylethyl)pyridine-2,6-dicarboxamide 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以98%的产率得到HPH-15
  参考文献：
  名称：

  Antiviral activities against herpes simplex virus type 1 by HPH derivatives and their structure–activity relationships

  摘要：

  The compound named Histidine-pyridine-histidine (HPH) is an oxygen-activating ligand derived from the structure of bleomycin. We synthesized HPH derivatives, namely HPH-1 to -8, and investigated their antiviral activities against herpes simplex virus type 1. HPH-8 showed potent antiviral activity with an EC50 of 15 mu M, and relatively high cytotoxicity with a CC50 of 37 mu m In contrast, HPH-4 indicated a weaker antiviral activity with an EC50 of 79 mu M, but exhibited a far more less cytotoxicity (CC50 500 mu m). Other HPH derivatives showed no effects against antiviral activities and cytotoxicities. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.065
• 作为产物：
  描述：

  吡啶-2,6-二甲酸 、 2-(叔丁基硫代)乙胺盐酸盐 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以55%的产率得到2-N,6-N-bis(2-tert-butylsulfanylethyl)pyridine-2,6-dicarboxamide
  参考文献：
  名称：

  Antiviral activities against herpes simplex virus type 1 by HPH derivatives and their structure–activity relationships

  摘要：

  The compound named Histidine-pyridine-histidine (HPH) is an oxygen-activating ligand derived from the structure of bleomycin. We synthesized HPH derivatives, namely HPH-1 to -8, and investigated their antiviral activities against herpes simplex virus type 1. HPH-8 showed potent antiviral activity with an EC50 of 15 mu M, and relatively high cytotoxicity with a CC50 of 37 mu m In contrast, HPH-4 indicated a weaker antiviral activity with an EC50 of 79 mu M, but exhibited a far more less cytotoxicity (CC50 500 mu m). Other HPH derivatives showed no effects against antiviral activities and cytotoxicities. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.065

文献信息

• “Choose-a-Size” Approach in Dynamic Combinatorial Chemistry: A Single Substrate Dynamic Combinatorial Library of Oligomacrocycles That Adapts to the Size and Shape of Carboxylates
  作者：Filip Ulatowski、Agnieszka Sadowska-Kuziol̷a、Janusz Jurczak

  DOI：10.1021/jo501956h

  日期：2014.10.17

  A neutral anion binding receptor based on dipicolinic acid diamide was equipped with thiol groups in the amidic side arms. After the thiol was oxidized to disulfide groups with I-2, a mixture of cyclic oligomers (a library) was obtained. The distribution of macrocycles can be controlled kinetically during the oxidation process or thermodynamically at basic conditions via disulfide bond exchange. The library proved to be very sensitive to templation with various carboxylates in DMSO. The amplification pattern reflects the structural features of the anionic template and is sensitive to changes in the template's geometry. The application of carboxylates with multiple functional groups resulted in very strong amplification of the large penta- and hexameric macrocycles. The thermodynamic parameters of some templation effects were rationalized using a simple model and confirmed using competitive NMR titration.
• Antiviral activities against herpes simplex virus type 1 by HPH derivatives and their structure–activity relationships
  作者：Tetsuji Hosono、Kazumi Yokomizo、Akiyuki Hamasaki、Yoshinari Okamoto、Tadashi Okawara、Masami Otsuka、Ryozaburo Mukai、Keitarou Suzuki

  DOI：10.1016/j.bmcl.2007.10.065

  日期：2008.1

  The compound named Histidine-pyridine-histidine (HPH) is an oxygen-activating ligand derived from the structure of bleomycin. We synthesized HPH derivatives, namely HPH-1 to -8, and investigated their antiviral activities against herpes simplex virus type 1. HPH-8 showed potent antiviral activity with an EC50 of 15 mu M, and relatively high cytotoxicity with a CC50 of 37 mu m In contrast, HPH-4 indicated a weaker antiviral activity with an EC50 of 79 mu M, but exhibited a far more less cytotoxicity (CC50 500 mu m). Other HPH derivatives showed no effects against antiviral activities and cytotoxicities. (C) 2007 Elsevier Ltd. All rights reserved.