9-(dimethylamino)dibenzo[c,h]cinnoline-1-carbonitrile | 1240642-75-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 9-(dimethylamino)dibenzo[c,h]cinnoline-1-carbonitrile
• 英文别名: 9-(Dimethylamino)naphtho[1,2-c]cinnoline-1-carbonitrile；9-(dimethylamino)naphtho[1,2-c]cinnoline-1-carbonitrile
• CAS: 1240642-75-4
• 化学式: C₁₉H₁₄N₄
• 分子量: 298.347
• InChiKey: BKCITNSFAOZBEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-氨基-1-萘甲腈 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 氧化亚氮 、 silica gel 、 sodium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙腈 、 苯 为溶剂， 反应 40.08h， 生成 9-(dimethylamino)dibenzo[c,h]cinnoline-1-carbonitrile
  参考文献：
  名称：

  FLUORESCENT NITRIC OXIDE PROBES AND ASSOCIATED METHODS

  摘要：

  本文提供了由式I、II、III、IV、V、VI或其组合表示的化合物组成的一种一氧化氮探针。同时还提供了使用这些一氧化氮探针检测一氧化氮的方法。

  公开号：

  US20130302903A1

文献信息

• Light-triggered NO release from a nanofibrous non-woven
  作者：Carmen Bohlender、Martin Wolfram、Helmar Goerls、Wolfgang Imhof、Roberto Menzel、Anja Baumgaertel、Ulrich S. Schubert、Ulrike Mueller、Martina Frigge、Matthias Schnabelrauch、Ralf Wyrwa、Alexander Schiller

  DOI：10.1039/c2jm15410b

  日期：——

  Light-controlled NO delivery systems promise new applications in phototherapies. For this purpose, a ruthenium nitrosyl complex [(2)Ru(NO)(Cl)] with the novel ligand N,N′-(1,2-phenylene)bis(1-methyl-1H-imidazole-2-carboxamide) (2) has been synthesised and characterised in detail. The photoactive Ru–NO}6 nitrosyl released NO in DMSO upon exposure to low-intensity UV-A light (λ = 366 nm). In order to create an applicable system the water-insoluble [(2)Ru(NO)(Cl)] was embedded into poly(L-lactide-co-D/L-lactide) nanofibrous non-wovens by electrospinning. Exposure of a 25 wt% non-woven of [(2)Ru(NO)(Cl)] to UV-A light resulted in a continuous release of NO into an aqueous solution. The cytoxicity of the non-woven against 3T3 mouse fibroblasts was very low.

  光控 NO 输送系统有望在光疗中得到新的应用。为此，我们合成了一种亚硝基钌配合物[(2)Ru(NO)(Cl)]，并对新型配体 N,N′-(1,2-亚苯)双(1-甲基-1H-咪唑-2-甲酰胺)(2) 进行了详细表征。光活性Ru-NO}6亚硝基在 DMSO 中暴露于低强度 UV-A 光（λ = 366 纳米）时释放出 NO。为了创建一个适用的系统，通过电纺丝将不溶于水的[(2)Ru(NO)(Cl)]嵌入到聚(L-乳酸-co-D/L-乳酸)纳米纤维非织造布中。将 25 wt%的[(2)Ru(NO)(Cl)]无纺布暴露在紫外线 A 光下，NO 会持续释放到水溶液中。该无纺布对 3T3 小鼠成纤维细胞的细胞毒性非常低。
• 2-Amino-3′-dialkylaminobiphenyl-based fluorescent intracellular probes for nitric oxide surrogate N₂O₃
  作者：P. Rogelio Escamilla、Yanming Shen、Quanjuan Zhang、Derek S. Hernandez、Cecil J. Howard、Xuhong Qian、Daria Y. Filonov、Alexander V. Kinev、Jason B. Shear、Eric V. Anslyn、Youjun Yang

  DOI：10.1039/c9sc04304g

  日期：——

  more frequently for its oxidized surrogate dinitrogen trioxide (N2O3), have enabled scientists to study the contributions of this signaling molecule to many physiological processes. Seeking to improve upon limitations of other probes, we have developed a family of fluorescent probes based on a 2-amino-3′-dialkylaminobiphenyl core. This core condenses with N2O3 to form benzo[c]cinnoline structures, incorporating

  一氧化氮（NO）或更常见的三氧化二氮（N 2 O 3）荧光探针使科学家们能够研究这种信号分子在许多生理过程中的作用。为了改善其他探针的局限性，我们开发了基于2-氨基-3'-二烷基氨基联苯核心的荧光探针家族。该核与N 2 O 3缩合形成苯并[ c ]喹啉结构，将分析物掺入新形成的荧光团中，这导致产物荧光几乎没有初始探针的背景贡献。我们改变了核心中的取代基，以优化探针与N的反应性2 O 3及其cinnoline产物的荧光波长和亮度。然后将排名靠前的候选基因应用于培养的细胞，以验证它们是否可以对细胞环境中的NO作出反应，并将性能最高的NO 530与“金标准”商业探针DAF-FM在巨噬细胞衍生的细胞中进行比较线，RAW 264.7，刺激产生NO。与DAF相比，NO 530对NO表现出相似或更好的灵敏度和更高的选择性，使其成为各种应用中NO追踪的诱人的潜在替代品。
• Diagnostic devices with modifiable hydrophobic surfaces
  申请人：Siemens Healthcare Diagnostics Inc.

  公开号：US10449536B2

  公开（公告）日：2019-10-22

  A diagnostic device 10 for screening for a target analyte in a sample is provided. The diagnostic device 10 comprises a substrate 12 and a hydrophobic material 20 disposed on the substrate. The hydrophobic material 20 is selected to be converted from the hydrophobic material 20 to a hydrophilic material 22 upon contact with a conversion component within or derived from a sample introduced to the device 10.

  提供了一种用于筛查样品中目标分析物的诊断装置 10。诊断设备 10 包括基底 12 和基底上的疏水材料 20。疏水材料 20 被选择为在与引入装置 10 的样品内或样品中的转换成分接触时，从疏水材料 20 转换为亲水材料 22。
• A Highly Selective Low-Background Fluorescent Imaging Agent for Nitric Oxide
  作者：Youjun Yang、Stephanie K. Seidlits、Michelle M. Adams、Vincent M. Lynch、Christine E. Schmidt、Eric V. Anslyn、Jason B. Shear

  DOI：10.1021/ja1040013

  日期：2010.9.29

  We introduce a novel sensing mechanism for nitric oxide (NO) detection with a particular easily synthesized embodiment (NO550), which displays a rapid and linear response to NO with a red-shifted 1500-fold turn-on signal from a dark background. Excellent selectivity was observed against other reactive oxygen/nitrogen species, pH, and various substances that interfere with existing probes. NO550 crosses cell membranes but not nuclear membranes and is suitable for both intra- and extracellular NO quantifications. Good cytocompatibility was found during in vitro studies with two different cell lines. The high specificity, dark background, facile synthesis, and low pH dependence make NO550 a superior probe for NO detection when used as an imaging agent.
• DIAGNOSTIC DEVICES WITH MODIFIABLE HYDROPHOBIC SURFACES
  申请人：Siemens Healthcare Diagnostics Inc.

  公开号：US20170246627A1

  公开（公告）日：2017-08-31

  A diagnostic device 10 for screening for a target analyte in a sample is provided. The diagnostic device 10 comprises a substrate 12 and a hydrophobic material 20 disposed on the substrate. The hydrophobic material 20 is selected to be converted from the hydrophobic material 20 to a hydrophilic material 22 upon contact with a conversion component within or derived from a sample introduced to the device 10.