1,5-naphthalene diazide | 61652-33-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,5-naphthalene diazide
• 英文别名: 1,5-Diazidonaphthalene；[(5-diazonioiminonaphthalen-1-ylidene)hydrazinylidene]azanide
• CAS: 61652-33-3
• 化学式: C₁₀H₆N₆
• 分子量: 210.198
• InChiKey: YCWHRQFZAWNQJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,5-naphthalene diazide 生成 1,5-naphthalenedinitrene
  参考文献：
  名称：

  Preparation of 1,5-dinitrenonaphthalene in cryogenic matrices

  摘要：

  1,5-二硝基萘通过1,5-二叠氮萘的光解作用在两种低温基质中制备；低温基质分别是11 K的氩基质和77 K的玻璃状2-甲基四氢呋喃基质；光解作用通过紫外-可见光、傅立叶变换红外光谱和电子顺磁共振基质分离光谱进行分析。

  DOI：

  10.1039/b008560j
• 作为产物：
  描述：

  1,5-萘二胺 在 盐酸 、 sodium nitrite 、 sodium azide 作用下， 以 水 为溶剂， 反应 1.5h， 生成 1,5-naphthalene diazide
  参考文献：
  名称：

  异构萘二烯中的连接性效应。

  摘要：

  [图：见正文]对1,4-和1,5-萘二叠氮化物样品进行了紫外可见，FTIR和ESR光谱研究，这些样品在低温下在氩气和冷冻溶剂基质中光解。产生单氮化物和二亚胺二基系统。光谱和计算结果与二亚胺二基的醌型单重态基态结构一致，而不与芳族二硝基结构一致。

  DOI：

  10.1021/ol0068288

文献信息

• Design, synthesis and molecular docking studies of thymol based 1,2,3-triazole hybrids as thymidylate synthase inhibitors and apoptosis inducers against breast cancer cells
  作者：Mohammad Mahboob Alam、Azizah M. Malebari、Nazreen Syed、Thikryat Neamatallah、Abdulraheem S.A. Almalki、Ahmed A. Elhenawy、Rami J. Obaid、Meshari A. Alsharif

  DOI：10.1016/j.bmc.2021.116136

  日期：2021.5

  thymidylate synthase enzyme with 2.4 and 1.26 fold activity to standard drug, Pemetrexed (IC50 5.39 μM) suggesting their mode of action as thymidylate synthase inhibitors. Cell cycle arrest and annexin V induced apoptosis study of compound 10 showed cell cycle arrest at the G2/M phase and induction of apoptosis in MCF-7 cells. The molecular docking was accomplished onto thymidylate synthase (TS) protein

  植物产生的天然产物一直是众多抗癌药物的支柱。在目前的工作中，已经合成了基于天然生物活性百里酚的 1,2,3-三唑杂化物，并评估了其在 MCF-7 和 MDA-MB-231 癌细胞中的抗癌活性。合成的分子显示出所需的口服药物的药代动力学预测。在合成的杂化物中，化合物 4-((2-isopropyl-5-methylphenoxy)methyl)-1-o-tolyl-1H-1,2,3-triazole ( 10 ) 是最有效的 (IC 50 6.17 μM)与他莫昔芬 (IC 50 5.62 μM)相当的细胞毒性和对 MCF-7 癌细胞的 5-氟尿嘧啶 (IC 50 20.09 μM) 的3.2 倍抑制。而针对 MDA-MB-231 癌细胞，化合物10 (IC50 10.52 μM) 和 3-(4-((2-isopropyl-5-methylphenoxy)methyl)-1H-1,2,3-triazol-1-yl)
• Conversions of primary amines to azides by n-butyllithium and azidotris(diethylamino)phosphonium bromide
  作者：Stephen P Klump、Harold Shechter

  DOI：10.1016/s0040-4039(02)01444-2

  日期：2002.11

  Lithium derivatives of varied aromatic, heterocyclic, aliphatic, and alicyclic primary amines react efficiently with azidotris(diethylamino)phosphonium bromide in THF at low temperatures to give azides, lithium bromide, nitrogen, and tris(diethylamino)phosphorimine.

  各种芳族，杂环，脂肪族和脂环族伯胺的锂衍生物在低温下与四氢呋喃叠氮基（diethylamino）溴化efficiently有效地反应，生成叠氮化物，溴化锂，氮和三（二乙基氨基）磷化亚胺。
• Connectivity Effects in Isomeric Naphthalenedinitrenes
  作者：Paul R. Serwinski、Richard Walton、Jon A. Sanborn、Paul M. Lahti、Tomonori Enyo、Daisuke Miura、Hideo Tomioka、Athanassios Nicolaides

  DOI：10.1021/ol0068288

  日期：2001.2.1

  [figure: see text] UV-vis, FTIR, and ESR spectroscopic studies were carried out on samples of 1,4- and 1,5-naphthalenediazide that were photolyzed at cryogenic temperatures in argon and frozen solvent matrices. Mononitrenes and diiminediyl systems are produced. Spectral and computational results are consistent with quinonoidal singlet ground-state structures for the diiminediyls, rather than aromatic

  [图：见正文]对1,4-和1,5-萘二叠氮化物样品进行了紫外可见，FTIR和ESR光谱研究，这些样品在低温下在氩气和冷冻溶剂基质中光解。产生单氮化物和二亚胺二基系统。光谱和计算结果与二亚胺二基的醌型单重态基态结构一致，而不与芳族二硝基结构一致。
• Compositions and methods for parsing gene structure
  申请人：——

  公开号：US20020182607A1

  公开（公告）日：2002-12-05

  The invention provides a method for determining a sequence boundary. The method includes the steps of (a) contacting a population of addressed fragments of eukaryotic genomic DNA with a target polynucleotide, the target polynucleotide binding a terminal sequence of a DNA region, the addressed fragments of eukaryotic genomic DNA being at least 100 nucleotides in length; (b) determining a relative order for 2 or more of the addressed fragments compared to a sequence of the genomic DNA; (c) identifying a pair of fragments among the 2 or more addressed fragments that alternatively bind the terminal sequence of a region; and (d) determining for the sequence of the genomic DNA a relative location of a boundary of the region compared to a location of at least one genomic DNA fragment in the pair.

  本发明提供了一种确定序列边界的方法。该方法包括以下步骤：(a) 将真核基因组 DNA 的处理片段群与目标多核苷酸接触，目标多核苷酸结合 DNA 区域的末端序列，真核基因组 DNA 的处理片段长度至少为 100 个核苷酸；(b) 与基因组 DNA 的序列相比，确定 2 个或更多处理片段的相对顺序；(c) 在 2 个或更多已处理片段中确定一对片段，这对片段可交替结合一个区域的末端序列；以及 (d) 根据基因组 DNA 的序列，与这对片段中至少一个基因组 DNA 片段的位置相比，确定该区域边界的相对位置。
• Characterization of the Effects of Aryl-azido Compounds and UVA Irradiation on the Viral Proteins and Infectivity of Human Immunodeficiency Virus Type 1
  作者：Julie M. Belanger、Yossef Raviv、Mathias Viard、Michael Jason de la Cruz、Kunio Nagashima、Robert Blumenthal

  DOI：10.1111/j.1751-1097.2010.00780.x

  日期：2010.9

  AbstractHydrophobic UV‐activatable compounds have been shown to partition into the hydrophobic region of biological membranes to selectively label transmembrane proteins, and to inactivate enveloped viruses. Here, we analyze various UV‐activatable azido‐ and iodo‐based hydrophobic compounds for their ability to inactivate a model‐enveloped virus, human immunodeficiency virus (HIV‐1 MN). Treatment of HIV‐1 with 1,5‐diazidonapthalene (DAN), 1‐iodo, 5‐azidonaphthalene (INA), 1‐azidonaphthalene (AzNAP) or 4,4′‐diazidobiphenyl (DABIPH) followed by UVA irradiation for 2 min resulted in complete viral inactivation, whereas treatment using analogous non–azido‐containing controls had no effect. Incorporation of an azido moiety within these hydrophobic compounds to promote photoinduced covalent reactions with proteins was found to be the primary mechanism of viral inactivation for this class of compounds. Prolonged UVA irradiation of the virus in the presence of these azido compounds resulted in further modifications of viral proteins, due to the generation of reactive oxygen species, leading to aggregation as visualized via Western blot analysis, providing additional viral modifications that may inhibit viral infectivity. Furthermore, inactivation using these compounds resulted in the preservation of surface antigenic structures (recognized by neutralizing antibodies b12, 2g12 and 4e10), which is favorable for the creation of vaccines from these inactivated virus preparations.