3,5-dicarboxyphenyl azide | 3600-77-9

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 3,5-dicarboxyphenyl azide
• 英文别名: 5-azidoisophthalic acid；azidoisophthalic acid；5-azidobenzene-1,3-dicarboxylic acid
• CAS: 3600-77-9
• 化学式: C₈H₅N₃O₄
• 分子量: 207.145
• InChiKey: VBYIQUXRWBDNSS-UHFFFAOYSA-N

物化性质

• 熔点：
  250 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,5-dicarboxyphenyl azide 在 Erythorbic acid 、 copper(II) sulfate 、 三乙胺 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 C₅₀H₇₇N₁₃O₁₃S₂
  参考文献：
  名称：

  化学程序化的血红蛋白和链霉亲和素的超分子组装与交替的对齐方式。

  摘要：

  交替：合成了由血红素基团（图中红色）和双（生物素）单元（蓝色）组成的辅因子二聚体，并显示出与肌红蛋白和链霉亲和素特异性结合。在存在二重体的情况下，二硫键桥接的肌红蛋白二聚体（绿色）与链霉亲和素（灰色）的1：1缔合提供了亚微米级的纤维交替共聚物。

  DOI：

  10.1002/anie.201107067
• 作为产物：
  描述：

  5-氨基间苯二甲酸二甲酯 在 盐酸 、 甲醇 、 水 、 sodium hydroxide 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.75h， 生成 3,5-dicarboxyphenyl azide
  参考文献：
  名称：

  [EN] BIOPROBES FOR LYSYL OXIDASES AND USES THEREOF
  [FR] BIOSONDES POUR LYSYL OXYDASES ET LEURS UTILISATIONS

  摘要：

  本发明涉及能够结合特定胺氧化酶的新型生物探针。这些生物探针在检测和确定样本中特定胺氧化酶的浓度的方法中是有用的，同时也可用于定量评估特定胺氧化酶的抑制方法。

  公开号：

  WO2021155439A1

文献信息

• Transient Protection of Organic Azides from Click Reactions with Alkynes by Phosphazide Formation
  作者：Tomohiro Meguro、Suguru Yoshida、Kazunobu Igawa、Katsuhiko Tomooka、Takamitsu Hosoya

  DOI：10.1021/acs.orglett.8b01692

  日期：2018.7.6

  A method for protecting organic azides from click reactions with alkynes is reported. Treatment of azides with Amphos affords phosphazides, which are stable under click reaction conditions and are easily converted back to azides by treatment with elemental sulfur. Thus, the method allows for facile modification of azide compounds via site-selective click reactions.

  报道了一种保护有机叠氮化物免于与炔烃发生点击反应的方法。用Amphos处理叠氮化物可得到磷叠氮化物，该磷叠氮化物在点击反应条件下稳定，并且通过用元素硫处理可轻易转化回叠氮化物。因此，该方法允许通过位点选择性点击反应容易地改性叠氮化物。
• Four-fold click reactions: Generation of tetrahedral methane- and adamantane-based building blocks for higher-order molecular assemblies
  作者：Oliver Plietzsch、Christine Inge Schilling、Mariyan Tolev、Martin Nieger、Clemens Richert、Thierry Muller、Stefan Bräse

  DOI：10.1039/b912189g

  日期：——

  A modular concept for the generation of achiral and chiral non-racemic tetrahedral tectons from common precursors was developed. The tectons presented here are based on tetraphenylmethane or 1,3,5,7-tetraphenyladamantane core structures. They are obtained through high-yielding four-fold click reactions, using either the tetraazido or the tetraalkyne precursors. In most cases, the tetratriazoles are obtained as pure products after simple washing with water and methanol. The side chains of the tectons prepared include a self-complementary DNA dimer, obtained from a 3′-azidonucleoside and a phosphoramidite. The concept allows for a variation of the “sticky ends”, leading to tecton or ligand libraries.

  开发了一种模块化概念，用于从常见前体生成非手性和非外消旋的四面体手性构造单元。本文介绍的构造单元基于四苯甲烷或1,3,5,7-四苯基金刚烷核心结构。它们通过高产率的四重点击反应获得，使用四叠氮或四炔前体。在大多数情况下，经过简单的用水和甲醇洗涤后，四三唑作为纯产物获得。制备的构造单元的侧链包括一个自互补DNA二聚体，由3'-叠氮核苷酸和磷酰胺获得。该概念允许对“粘性末端”进行变化，从而产生构造单元或配体库。
• Synthesis of novel 1,2,3-triazole based polycarboxylic acid functionalised ligands for MOF systems
  作者：Yonas Belay、Louis-Charl Coetzee、D. Bradley G. Williams、Alfred Muller

  DOI：10.1016/j.tetlet.2019.01.014

  日期：2019.2

  Copper catalysed click reactions are excellent tools to generate various 1,2,3-triazole linked polytopic aromatic carboxylates. The general reaction route involves protection of the carboxylates before proceeding with the click reaction. These polycarboxylate azoles are conveniently prepared for potential utility as novel key building blocks for metal organic frameworks. In one case, the ligand crystallises

  铜催化的点击反应是生成各种1,2,3-三唑连接的多环芳族羧酸盐的绝佳工具。一般的反应途径包括在进行点击反应之前保护羧酸盐。这些多羧酸唑方便地制备，以潜在地用作金属有机骨架的新型关键构件。在一种情况下，配体基于之字形1D结构，“鸡网”状2D结构和具有非常明确定义的通道的3D结构结晶为包含1D，2D和3D特征的固体结构。
• [EN] SYNTHETIC ANTIBODY MIMETIC COMPOUNDS (SYAMS) TARGETING CANCER, ESPECIALLY PROSTATE CANCER<br/>[FR] COMPOSÉS SYNTHÉTIQUES MIMÉTIQUES D'ANTICORPS (SYAMS) CIBLANT LE CANCER, NOTTAMENT LE CANCER DE LA PROSTATE
  申请人：UNIV YALE

  公开号：WO2014178878A1

  公开（公告）日：2014-11-06

  The present invention relates to compounds which function as antibody mimetic compounds. These compounds are bifunctional/multifunctional compounds which contain at least one cancer cell binding moiety which selectively binds to prostate specific membrane antigen (PSMA) and a FC receptor binding moiety which modulates an FC immune receptor, preferably a FcγRI receptor. Compounds according to the present invention bind selectively to cancer cells which upregulate PSMA and through that interaction, place the Fc receptor binding moiety of the compound in proximity to a Fc receptor, preferably a FcγRI receptor, which can modulate (preferably, upregulate) a humoral response in a patient to cancer cells. Through this biological action of the compounds according to the present invention, cancer cells, including metastatic cancer cells, especially prostate cancer cells can be immune regulated, resulting in the favorable therapy of cancer in a patient. Methods of using these compounds to treat cancer and/or reduce the likelihood of metastatis of cancer are additional aspects of the present invention.

  本发明涉及作为抗体类似物的化合物。这些化合物是具有双功能/多功能的化合物，其中至少含有一个癌细胞结合基团，该基团选择性地结合到前列腺特异性膜抗原（PSMA），以及一个结合到FC受体的基团，该基团调节FC免疫受体，最好是FCγRI受体。根据本发明的化合物选择性地结合到上调PSMA的癌细胞，并通过该相互作用，将化合物的FC受体结合基团置于接近FC受体，最好是FCγRI受体的位置，该受体可以调节（最好是上调）患者对癌细胞的体液反应。通过本发明的化合物的生物作用，包括转移性癌细胞，特别是前列腺癌细胞可以被免疫调控，从而有利地治疗患者的癌症。使用这些化合物治疗癌症和/或减少癌症转移可能性的方法是本发明的其他方面。
• Biosensory layers
  申请人：Roche Diagnostics Corporation

  公开号：US05986066A1

  公开（公告）日：1999-11-16

  A biologically recognizing layer on a solid phase consisting of biologically recognizing molecules comprising regions which recognize a substance to be analyzed and regions which do not recognize a substance to be analyzed. The biologically recognizing molecules are aligned on a suitably modified surface by means of molecular regions which do not recognize the substance to be analyzed. The biologically recognizing molecules are cross-linked with the aligning surface and are consequently covalently altered. The molecular regions recognizing the substance to be analyzed are not altered by the covalent bonding and retain their bonding activity. The layer is produced in a novel two-stage method. In the first step, the biologically recognizing molecules, the aligning molecules and carrier molecules are adsorbed. In the second step, the molecules are covalently anchored by cross-linking. Cross-linking is brought about by photolytic activation of a water soluble reagent bonded to the carrier molecules.

  固相上的生物识别层由生物识别分子组成，包括识别待分析物质的区域和不识别待分析物质的区域。这些生物识别分子通过不识别待分析物质的分子区域在经过适当修改的表面上排列。这些生物识别分子与对齐表面交联，并因此发生共价改变。识别待分析物质的分子区域不受共价键合的影响，保留其结合活性。该层是通过一种新颖的两阶段方法制备的。在第一步中，生物识别分子、对齐分子和载体分子被吸附。在第二步中，这些分子通过交联被共价锚定。交联是通过与载体分子结合的水溶性试剂的光解激活实现的。