2-hydroxy-N-methoxybenzamide

• 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-hydroxy-N-methoxybenzamide
• 英文别名: 2-hydroxy-N-methoxy-benzamide
• 化学式: C₈H₉NO₃
• 分子量: 167.164
• InChiKey: KSFZKMWNNFDWBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxy-N-methoxybenzamide 在 铜 、 N,N-二异丙基乙胺 、 zinc(II) chloride 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 1.83h， 生成 2-((5-bromo-2-((3,4,5-trimethoxyphenyl)amino)pyrimidin-4-yl)oxy)benzamide
  参考文献：
  名称：

  [EN] NOVEL ULK1 INHIBITORS AND METHODS USING SAME
  [FR] NOUVEAUX INHIBITEURS D'ULK 1 ET LEURS MÉTHODES D'UTILISATION

  摘要：

  在某些方面，该发明提供了一种治疗受试者疾病或病况的方法，该方法包括向需要的受试者联合给予至少一种ULK1抑制嘧啶的治疗有效量，以及mTOR抑制剂的治疗有效量。

  公开号：

  WO2016033100A1
• 作为产物：
  描述：

  阿司匹林 在 盐酸 、 四氯化碳 、 碳酸氢钠 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 49.33h， 生成 2-hydroxy-N-methoxybenzamide
  参考文献：
  名称：

  Benzohydroxamic acids as potent and selective anti-HCV agents

  摘要：

  A diverse collection of 40 derivatives of benzohydroxamic acid (BHAs) of various structural groups were synthesized and tested against hepatitis C virus (HCV) in full-genome replicon assay. Some of these compounds demonstrated an exceptional activity, suppressing viral replication at sub-micromolar concentrations. The compounds were inactive against key viral enzymes NS3, and NS5B in vitro assays, suggesting host cell inhibition target(s). The testing results were consistent with metal coordination by the BHAs hydroxamic group in complex with a target(s). Remarkably, this class of compounds did not suppress poliomyelitis virus (PV) propagation in RD cells indicating a specific antiviral activity of BHAs against HCV. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.081

文献信息

• Rhoda‐Electrocatalyzed Bimetallic C−H Oxygenation by Weak <i>O</i> ‐Coordination
  作者：Xuefeng Tan、Leonardo Massignan、Xiaoyan Hou、Johanna Frey、João C. A. Oliveira、Masoom Nasiha Hussain、Lutz Ackermann

  DOI：10.1002/anie.202017359

  日期：2021.6.7

  Rhodium-electrocatalyzed arene C−H oxygenation by weakly O-coordinating amides and ketones have been established by bimetallic electrocatalysis. Likewise, diverse dihydrooxazinones were selectively accessed by the judicious choice of current, enabling twofold C−H functionalization. Detailed mechanistic studies by experiment, mass spectroscopy and cyclovoltammetric analysis provided support for an unprecedented

  通过双金属电催化建立了弱O配位酰胺和酮的铑电催化芳烃 C−H 氧化反应。同样，通过明智的电流选择，可以选择性地获得多种二氢恶嗪酮，从而实现双重 C−H 官能化。通过实验、质谱和循环伏安分析进行的详细机理研究为双金属铑催化歧管前所未有的电氧化诱导的 C−H 活化提供了支持。
• Microwave-Assisted Synthesis of Heterocycles by Rhodium(III)-Catalyzed Annulation of <i>N</i> -Methoxyamides with α-Chloroaldehydes
  作者：Ji-Rong Huang、Carsten Bolm

  DOI：10.1002/anie.201710776

  日期：2017.12.11

  α‐Chloroaldehydes have been used as alkyne equivalents in rhodium‐catalyzed syntheses of isoquinolones and 3,4‐dihydroisoquinolins starting from N‐methoxyamides. Compared to the existing technology, a complementary regioselectivity is achieved. Mechanistic investigations have been performed, and it was found that steric effects of both substrate and additive determine the product selectivity. Various

  α-氯醛已被用作铑的异喹诺酮和3,4-二氢异喹啉从N-甲氧基酰胺开始的炔烃等效物。与现有技术相比，实现了互补的区域选择性。已经进行了机理研究，并且发现底物和添加剂两者的空间效应决定了产物的选择性。各种其他杂环，例如异喹啉和内酯，可以通过转化获得的产物来制备。
• Thermodynamic and structural study of complexation of phenylboronic acid with salicylhydroxamic acid and related ligands
  作者：Mayte A. Martínez-Aguirre、Marcos Flores-Alamo、Anatoly K. Yatsimirsky

  DOI：10.1002/aoc.4405

  日期：2018.8

  Stability constants of boronate complexes with a highly efficient bioconjugation ligand salicylhydroxamic acid, its derivatives and some structurally related compounds were determined by potentiometric and spectroscopic titrations at variable pH allowing one to obtain detailed stability – pH profiles and to identify the optimum pH for complexation with each ligand. The N,O‐binding of salicylhydroxamic

  硼酸盐与高效生物共轭配体水杨基异羟肟酸的配合物，其衍生物和一些与结构相关的化合物的稳定性常数通过电位计和分光光度滴定法在不同的pH值下确定，从而获得详细的稳定性– pH曲线并确定与每种络合的最佳pH配体。水杨酸异羟肟酸通过硼酸与酚OH和异羟肟酸NH基团的缩合形成N，O-结合，是通过分离的苯基硼酸和4-硝基苯基硼酸配合物的晶体结构确定的。尽管对于N-甲基化水杨基异羟肟酸而言，这种结合是不可能的，但它仍会形成稳定的硼酸酯络合物，据称其涉及异常的7元–O–B–O–循环，并受11 H NMR研究。缺少邻-OH基团的异羟肟酸和水杨酰酰肼形成的硼酸酯络合物较不稳定，但其稳定性与消泡剂络合物相似，可用于共轭应用。与其他形成四面体阴离子络合物的配体相反，水杨酰胺肟形成四面体但在弱酸溶液中具有高稳定性的中性硼酸酯络合物。2,6-二羟基苯并异羟肟酸在中性和酸性溶液中的亲和力最高，超过了水杨基异羟肟酸（K obs
• Green Synthesis of 3,4‐Unsubstituted Isoquinolones through Rhodium(III)‐Catalyzed C−H Activation and Annulation in Ethanol
  作者：Vikash Kumar、Parthasarathy Gandeepan

  DOI：10.1002/ejoc.202300914

  日期：2023.11.21

  An efficient method for synthesizing 3,4-unsubstituted isoquinolines has been developed via rhodium(III)-catalyzed C−H activation and annulation under mild reaction conditions.

  通过在温和反应条件下铑(III)催化的CH活化和环化，开发了一种有效合成3,4-未取代异喹啉的方法。
• PHARMACEUTICAL COMPOSITION
  申请人：The University of Tokyo

  公开号：EP3141243A1

  公开（公告）日：2017-03-15

  Provided is a carrier that can achieve both the stability of a biological drug in blood and its release in a target cell. A pharmaceutical composition of the present invention includes: a polymer unit α having a hydrophilic polymer chain segment and a cationic polymer chain segment; a polymer unit β having a hydrophilic polymer chain segment and a cationic polymer chain segment; and a drug. The polymer unit α and the polymer unit β form a micelle by being radially arranged so that the cationic polymer chain segments are directed inward and the hydrophilic polymer chain segments are directed outward, the micelle encapsulating the drug. The cationic polymer chain segment of the polymer unit α has a phenylboronic acid group in a side chain, and the cationic polymer chain segment of the polymer unit β has a phenylboronic acid binding site in a side chain, and the phenylboronic acid group and the phenylboronic acid binding site form a cross-linked structure that is disintegrable under an acidic environment or in the presence of a substance capable of competitive binding.

  本发明提供了一种载体，它既能实现生物药物在血液中的稳定性，又能实现其在靶细胞中的释放。本发明的药物组合物包括：具有亲水性聚合物链段和阳离子聚合物链段的聚合物单元 α；具有亲水性聚合物链段和阳离子聚合物链段的聚合物单元 β；以及药物。聚合物单元 α 和聚合物单元 β 通过径向排列形成胶束，使阳离子聚合物链段向内，亲水聚合物链段向外，胶束包裹药物。聚合物单元 α 的阳离子聚合物链段的侧链上有一个苯硼酸基团，聚合物单元 β 的阳离子聚合物链段的侧链上有一个苯硼酸结合位点，苯硼酸基团和苯硼酸结合位点形成交联结构，在酸性环境下或在有竞争性结合物质存在的情况下，该结构可以分解。