(2,4-dinitrophenoxy)imino-oxido-piperazin-4-ium-1-ylazanium;chloride | 903568-77-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2,4-dinitrophenoxy)imino-oxido-piperazin-4-ium-1-ylazanium;chloride
• CAS: 903568-77-4
• 化学式: C₁₀H₁₂N₆O₆*ClH
• 分子量: 348.703
• InChiKey: MXFJIYADBQRYJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.0
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  149.21
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2,4-dinitrophenoxy)imino-oxido-piperazin-4-ium-1-ylazanium;chloride 、 氯甲酸烯丙酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到O2-(2,4-dinitrophenyl) 1-[4-(allyloxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate
  参考文献：
  名称：

  Synthesis and evaluation of piperazine and homopiperazine analogues of JS-K, an anti-cancer lead compound

  摘要：

  Here we report a number of novel JS-K structural analogues with sub-micromolar anti-proliferative activities against human leukemia cell lines HL-60 and U937; JS-K is the anti-cancer lead compound O-2-(2,4-dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate. The ability of these compounds to generate intracellular nitric oxide correlated well with their observed anti-proliferative effects: analogues that had potent inhibitory activity against leukemia cells formed elevated levels of intracellular nitric oxide. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.115
• 作为产物：
  描述：

  O₂-(2,4-dinitrophenyl)-1-[4-(tert-butoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以98%的产率得到(2,4-dinitrophenoxy)imino-oxido-piperazin-4-ium-1-ylazanium;chloride
  参考文献：
  名称：

  [EN] DUAL ACTION NITRIC OXIDE DONORS AND THEIR USE AS ANTIMICROBIAL AGENTS
  [FR] DONNEURS D'OXYDE NITRIQUE À DOUBLE ACTION ET LEUR UTILISATION COMME AGENTS ANTIMICROBIENS

  摘要：

  本发明涉及一般地与一氧化氮供体和酰基同源丁氨酸内酯、菲螺啉、菲螺啉衍生物、二氢吡咯酮或吲哚构成的结合物，以及将这些结合物用作抗微生物剂的用途。

  公开号：

  WO2014071457A1

文献信息

• [EN] DUAL ACTION NITRIC OXIDE DONORS AND THEIR USE AS ANTIMICROBIAL AGENTS<br/>[FR] DONNEURS D'OXYDE NITRIQUE À DOUBLE ACTION ET LEUR UTILISATION COMME AGENTS ANTIMICROBIENS
  申请人：NEWSOUTH INNOVATIONS PTY LTD

  公开号：WO2014071457A1

  公开（公告）日：2014-05-15

  The present invention relates generally to conjugates comprising a nitric oxide donor and an acyl homoserine lactone, fimbrolide, fimbrolide derivative, dihydropyrrolone or indole, and to the use of such conjugates as antimicrobial agents.

  本发明涉及一般地与一氧化氮供体和酰基同源丁氨酸内酯、菲螺啉、菲螺啉衍生物、二氢吡咯酮或吲哚构成的结合物，以及将这些结合物用作抗微生物剂的用途。
• Hybrids of acylated homoserine lactone and nitric oxide donors as inhibitors of quorum sensing and virulence factors in Pseudomonas aeruginosa
  作者：Samuel K. Kutty、Nicolas Barraud、Kitty K. K. Ho、George M. Iskander、Renate Griffith、Scott A. Rice、Mohan Bhadbhade、Mark D. P. Willcox、David StC Black、Naresh Kumar

  DOI：10.1039/c5ob01373a

  日期：——

  This paper discusses conversion of agonist acylated homoserine lactones (AHL) to antagonist AHLs with dual properties of quorum sensing inhibition and nitric oxide release.

  这篇文章讨论了将激动剂酰化高丝氨酸内酯（AHL）转化为具有群体感应抑制和一氧化氮释放双重性质的拮抗剂AHL。
• Drug and Imaging Agent Delivery Compositions and Methods
  申请人：UNIVERSITY OF KANSAS

  公开号：US20130189519A1

  公开（公告）日：2013-07-25

  A multi-arm, star-shaped polymer composition can be configured for drug delivery and imaging applications in vivo. The star polymer architecture can be synthesized using living radical polymerization techniques, including reversible addition-fragmentation chain transfer and macromolecular design via the interchange of xanthates with a broad range of reaction conditions and functional groups. The star-shaped polymeric carriers can be tailored for preferential delivery of chemotherapeutics into the tumor-draining lymphatics via subcutaneous, peritumoral or intratumoral injections. The carriers can be loaded with the chemotherapeutic agents from about 10% to about 25% w/w. In addition, the carriers can be loaded with imaging agents from about 5% to about 10% w/w. The molecular weights of the polymeric carriers can be about 40 kDa to about 130 kDa. The chemotherapeutics can be cisplatin, geldanamycin or nitric oxide-donating prodrugs. The imaging agent can be a near-infrared dye, such as IR820.

  一种多臂星形聚合物组合物可配置用于体内药物输送和成像应用。星形聚合物结构可以使用活性自由基聚合技术合成，包括可逆加成-断裂链转移和通过与广泛的反应条件和功能基团进行黄酮交换的宏观设计。星形聚合物载体可以定制为通过皮下、肿瘤周围或肿瘤内注射将化疗药物优先输送至肿瘤引流淋巴管。载体可以装载化疗药物，负载量约为10%至25%（重量/重量）。此外，载体可以装载成像剂，负载量约为5%至10%（重量/重量）。聚合物载体的分子量可以约为40 kDa至130 kDa。化疗药物可以是顺铂、吉尔达那霉素或一氧化氮供体前药。成像剂可以是近红外染料，如IR820。
• [EN] HYBRID DIAZENIUMDIOLATED COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHOD OF TREATING CANCER<br/>[FR] COMPOSÉS DIAZÉNIUMDIOLATÉS HYBRIDES, COMPOSITIONS PHARMACEUTIQUES ET PROCÉDÉ DE TRAITEMENT DU CANCER
  申请人：US HEALTH

  公开号：WO2013059433A3

  公开（公告）日：2013-09-06
• Synthesis and evaluation of piperazine and homopiperazine analogues of JS-K, an anti-cancer lead compound
  作者：Rahul S. Nandurdikar、Anna E. Maciag、Michael L. Citro、Paul J. Shami、Larry K. Keefer、Joseph E. Saavedra、Harinath Chakrapani

  DOI：10.1016/j.bmcl.2009.03.115

  日期：2009.5

  Here we report a number of novel JS-K structural analogues with sub-micromolar anti-proliferative activities against human leukemia cell lines HL-60 and U937; JS-K is the anti-cancer lead compound O-2-(2,4-dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate. The ability of these compounds to generate intracellular nitric oxide correlated well with their observed anti-proliferative effects: analogues that had potent inhibitory activity against leukemia cells formed elevated levels of intracellular nitric oxide. (C) 2009 Elsevier Ltd. All rights reserved.