4-nitro-7-(4-pyridin-2-ylpiperazin-1-yl)-2,1,3-benzoxadiazole | 871513-00-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-nitro-7-(4-pyridin-2-ylpiperazin-1-yl)-2,1,3-benzoxadiazole
• CAS: 871513-00-7
• 化学式: C₁₅H₁₄N₆O₃
• 分子量: 326.315
• InChiKey: QETOIEJSHHRXJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-nitro-7-(4-pyridin-2-ylpiperazin-1-yl)-2,1,3-benzoxadiazole 在 sodium sulfide 作用下， 以 aq. phosphate buffer 为溶剂， 生成 7-nitrobenzo[c][1,2,5]oxadiazole-4-thiol
  参考文献：
  名称：

  通过带正电荷的 NBD 胺的硫解作用形成高效 H2S 清除剂

  摘要：

  H 2 S是一种众所周知的有毒气体，也是参与许多生物过程的气态信号分子。能够调节体内H 2 S 水平的先进化学工具有助于了解 H 2 S 生物学及其潜在的治疗效果。为此，我们开发了一系列7-硝基-1,2,3-苯并恶二唑(NBD)胺作为潜在的H 2 S清除剂。硫解反应的动力学研究表明，将带正电荷的基团掺入NBD胺上大大提高了H 2 S特异性硫解反应的速率。我们证明这些反应有效进行， NBD-S8在 37 °C 下的二阶速率常数 ( k 2 ) >116 M -1 s -1。此外，我们证明NBD-S8可以有效清除活细胞中酶促产生的内源性 H 2 S。为了进一步发挥生物学意义，我们证明NBD-S8介导小鼠体内H 2 S的清除。

  DOI：

  10.1039/d0sc01518k

文献信息

• Ubiquitin ligase inhibitors
  申请人：Ramesh Usha

  公开号：US20050282818A1

  公开（公告）日：2005-12-22

  This invention describes compounds and pharmaceutical compositions useful as ubiquitin agent inhibitors, particularly ubiquitin ligase inhibitors. The compounds and pharmaceutical compositions of the invention are useful as inhibitors of the biochemical pathways of organisms in which ubiquitination is involved, such as signal transduction pathways. The invention also comprises the use of the compounds and pharmaceutical compositions of the invention for the treatment of conditions that require inhibition of ubiquitination. Furthermore, the invention comprises methods of inhibiting ubiquitination in a cell comprising contacting a cell in which inhibition of ubiquitination is desired with a compound or pharmaceutical composition according to the invention. Particularly, the compounds and pharmaceutical compositions are useful to inhibit the ubiquitin ligase activity of TRAF6.

  本发明描述了化合物和药物组合物，可用作泛素代理抑制剂，特别是泛素连接酶抑制剂。本发明的化合物和药物组合物可用作生物体中涉及泛素化的生物化学途径的抑制剂，例如信号转导途径。本发明还包括使用本发明的化合物和药物组合物治疗需要抑制泛素化的疾病的方法。此外，本发明还包括抑制细胞中泛素化的方法，其中包括将希望抑制泛素化的细胞与本发明的化合物或药物组合物接触。特别地，这些化合物和药物组合物可用于抑制TRAF6的泛素连接酶活性。
• UBIQUITIN LIGASE INHIBITORS
  申请人：Rigel Pharmaceuticals, Inc.

  公开号：EP1758873A1

  公开（公告）日：2007-03-07
• [EN] UBIQUITIN LIGASE INHIBITORS<br/>[FR] INHIBITEURS DE L'UBIQUITINE LIGASE
  申请人：RIGEL PHARMACEUTICALS INC

  公开号：WO2006002284A1

  公开（公告）日：2006-01-05

  This invention describes compounds and pharmaceutical compositions useful as ubiquitin agent inhibitors, particularly ubiquitin ligase inhibitors. The compounds and pharmaceutical compositions of the invention are useful as inhibitors of the biochemical pathways of organisms in which ubiquitination is involved, such as signal transduction pathways. The invention also comprises the use of the compounds and pharmaceutical compositions of the invention for the treatment of conditions that require inhibition of ubiquitination. Furthermore, the invention comprises methods of inhibiting ubiquitination in a cell comprising contacting a cell in which inhibition of ubiquitination is desired with a compound or pharmaceutical composition according to the invention. Particularly, the compounds and pharmaceutical compositions are useful to inhibit the ubiquitin ligase activity of TRAF6.
• [EN] UBIQUITIN LIGASE INHIBITORS<br/>[FR] INHIBITEURS D'UBIQUITINE LIGASE
  申请人：RIGEL PHARMACEUTICALS INC

  公开号：WO2008115259A2

  公开（公告）日：2008-09-25

  [EN] This invention describes compounds and pharmaceutical compositions useful as ubiquitin agent inhibitors, particularly ubiquitin ligase inhibitors. The compounds and pharmaceutical compositions of the invention are useful as inhibitors of the biochemical pathways of organisms in which ubiquitination is involved, such as signal transduction pathways. The invention also comprises the use of the compounds and pharmaceutical compositions of the invention for the treatment of conditions that require inhibition of ubiquitination. Furthermore, the invention comprises methods of inhibiting ubiquitination in a cell comprising contacting a cell in which inhibition of ubiquitination is desired with a compound or pharmaceutical composition according to the invention. Particularly, the compounds and pharmaceutical compositions are useful to inhibit the ubiquitin ligase activity of TRAF6.
  [FR] L'invention concerne des composés et des compositions pharmaceutiques utiles comme inhibiteurs d'agent d'ubiquitine, en particulier des inhibiteurs d'ubiquitine ligase. Les composés et les compositions pharmaceutiques proposés par la présente invention sont utiles en tant qu'inhibiteurs des voies biochimiques d'organismes impliquant une ubiquitine, comme des voies de transduction de signal. L'invention comprend également l'utilisation des composés et des compositions pharmaceutiques de la présente invention dans le traitement d'infections requérant une inhibition d'ubiquitination. De plus, l'invention concerne des procédés d'inhibition d'ubiquitination dans une cellule, incluant la mise en contact d'une cellule dans laquelle une inhibition d'ubiquitination est souhaitée avec un composé ou une composition pharmaceutique proposés par l'invention, en particulier pour inhiber l'activité d'ubiquitine ligase de TRAF 6.
• Highly efficient H₂S scavengers <i>via</i> thiolysis of positively-charged NBD amines
  作者：Ismail Ismail、Zhuoyue Chen、Lu Sun、Xiuru Ji、Haishun Ye、Xueying Kang、Haojie Huang、Haibin Song、Sarah G. Bolton、Zhen Xi、Michael D. Pluth、Long Yi

  DOI：10.1039/d0sc01518k

  日期：——

  in vivo are useful for understanding H2S biology as well as its potential therapeutic effects. To this end, we have developed a series of 7-nitro-1,2,3-benzoxadiazole (NBD) amines as potential H2S scavengers. The kinetic studies of thiolysis reactions revealed that incorporation of positively-charged groups onto the NBD amines greatly increased the rate of the H2S-specific thiolysis reaction. We demonstrate

  H 2 S是一种众所周知的有毒气体，也是参与许多生物过程的气态信号分子。能够调节体内H 2 S 水平的先进化学工具有助于了解 H 2 S 生物学及其潜在的治疗效果。为此，我们开发了一系列7-硝基-1,2,3-苯并恶二唑(NBD)胺作为潜在的H 2 S清除剂。硫解反应的动力学研究表明，将带正电荷的基团掺入NBD胺上大大提高了H 2 S特异性硫解反应的速率。我们证明这些反应有效进行， NBD-S8在 37 °C 下的二阶速率常数 ( k 2 ) >116 M -1 s -1。此外，我们证明NBD-S8可以有效清除活细胞中酶促产生的内源性 H 2 S。为了进一步发挥生物学意义，我们证明NBD-S8介导小鼠体内H 2 S的清除。