8-azidooctanoyl chloride | 217180-77-3

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 8-azidooctanoyl chloride
• CAS: 217180-77-3
• 化学式: C₈H₁₄ClN₃O
• 分子量: 203.672
• InChiKey: ZJQGRYFAMAUJDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-azidooctanoyl chloride 在 copper(II) sulfate 、 sodium ascorbate 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 65.0h， 生成 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 6-(1-(7-(2-amino-1H-imidazol-4-yl)heptyl)-1H-1,2,3-triazol-4-yl)hexyl(2-(pyridin-2-yl)ethyl)carbamate
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-aminoimidazole/carbamate hybrid anti-biofilm and anti-microbial agents

  摘要：

  The successful marriage of structural features from our 2-aminoimidazole and menthyl carbamate classes of anti-biofilm agents has resulted in the development of a novel hybrid scaffold of biofilm modulators. The compounds were evaluated against a panel of four bacterial strains for anti-biofilm and anti-microbial activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.057
• 作为产物：
  描述：

  8-溴辛酸 在 氯化亚砜 、 sodium azide 作用下， 以 水 、 丙酮 为溶剂， 反应 21.0h， 生成 8-azidooctanoyl chloride
  参考文献：
  名称：

  Synthesis of 1,4-triazole linked zanamivir dimers as highly potent inhibitors of influenza A and B

  摘要：

  铜催化叠氮炔烃环加成（CuAAC）反应是典型的 "点击 "反应，用于高产率合成神经氨酸酶抑制剂扎那米韦的二聚体。研究人员探讨了改变链接长度和三唑单元数量对抗病毒活性的影响。在细胞病理效应（CPE）试验中测试了所有二聚体对甲型/悉尼/5/97 和乙型/哈尔滨/7/94 流感的抗病毒活性。

  DOI：

  10.1039/c2md20300f

文献信息

• A Catenane as a Mechanical Protecting Group
  作者：Min Zhang、Guillaume De Bo

  DOI：10.1021/jacs.0c01757

  日期：2020.3.18

  mechanophores can be tuned by altering its structure or the composition of the actu-ating polymer. Here we show that a [2]catenane can act as a mechanical protecting group by diverting tensional forces away from a mechanically active functional group embedded in one of its rings. This property emerges from the mobility of the two rings of the catenane, which are able to rotate along each other until the

  机械团的活性可以通过改变其结构或致动聚合物的组成来调节。在这里，我们表明 [2] 链烯可以通过将张力从嵌入其一个环中的机械活性官能团转移开来充当机械保护基团。这种特性源于链环的两个环的移动性，它们能够沿着彼此旋转，直到张力在整个链环框架上平衡。这种方法提供了一种控制机械团机械活动的新方法。
• ACTIVITY-BASED PROBES FOR THE UROKINASE PLASMINOGEN ACTIVATOR
  申请人：Augustyns Koen

  公开号：US20140079632A1

  公开（公告）日：2014-03-20

  The present invention relates to selective trypsine-like serine protease activity-based probes, in particular urokinase plasminogen activator-activity based probes, the use thereof and methods for detecting selective urokinase activity by making use of said probes.

  本发明涉及选择性胰蛋白酶样丝氨酸蛋白酶活性探针，特别是以尿激酶纤溶酶原激活剂活性为基础的探针，其使用和利用该探针检测选择性尿激酶活性的方法。
• A Novel Potent Nicotinamide Phosphoribosyltransferase Inhibitor Synthesized via Click Chemistry
  作者：Giampiero Colombano、Cristina Travelli、Ubaldina Galli、Antonio Caldarelli、Maria Giovanna Chini、Pier Luigi Canonico、Giovanni Sorba、Giuseppe Bifulco、Gian Cesare Tron、Armando A. Genazzani

  DOI：10.1021/jm9010669

  日期：2010.1.28

  The inhibition of NAD synthesis or salvage pathways has been proposed as a novel target for antitumoral drugs. Two molecules with this mechanism of action are at present undergoing clinical trials. In searching for similar novel molecules, we exploited copper-catalyzed [3 + 2] cycloaddition between azides and alkynes (click chemistry) to synthesize 185 novel analogues. The most promising compound displays an IC50 for cytotoxicity in vitro of 3.8 +/- 0.3 nM and an IC50 for NAD depletion of 3.0 +/- 0.4 nM. Herein, we strengthen previous data suggesting that this class of compounds induces autophagic cell death. In addition to characterizing this compound and providing a rationale via molecular docking, we reinforce the excellent potential of click chemistry for rapidly generating structure-activity relationships and for drug screening.
• [EN] ACTIVITY-BASED PROBES FOR THE UROKINASE PLASMINOGEN ACTIVATOR<br/>[FR] SONDES À BASE D'ACTIVITÉ POUR L'ACTIVATEUR DU PLASMINOGÈNE DE TYPE UROKINASE
  申请人：UNIV ANTWERPEN

  公开号：WO2012152807A1

  公开（公告）日：2012-11-15

  The present invention relates to selective trypsine-like serine protease activity-based probes, in particular urokinase plasminogen activator-activity based probes, the use thereof and methods for detecting selective urokinase activity by making use of said probes.
• Synthesis and biological evaluation of 2-aminoimidazole/carbamate hybrid anti-biofilm and anti-microbial agents
  作者：Steven A. Rogers、Erick A. Lindsey、Daniel C. Whitehead、Trey Mullikin、Christian Melander

  DOI：10.1016/j.bmcl.2010.12.057

  日期：2011.2

  The successful marriage of structural features from our 2-aminoimidazole and menthyl carbamate classes of anti-biofilm agents has resulted in the development of a novel hybrid scaffold of biofilm modulators. The compounds were evaluated against a panel of four bacterial strains for anti-biofilm and anti-microbial activity. (C) 2010 Elsevier Ltd. All rights reserved.