4-fluorobenzoic acid [(2-hydroxyphenyl)methylene]hydrazide | 62433-16-3

• 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: 4-fluorobenzoic acid [(2-hydroxyphenyl)methylene]hydrazide
• 英文别名: 2-hydroxylbenzaldehyde 4-fluorobenzoylhydrazone；4-fluoro-N’-(2-hydroxybenzylidene)benzohydrazide；4-fluoro-N’-(2-hydroxylbenzylidene)benzohydrazide；2-Hydroxybenzaldehyd-4-fluorbenzoylhydrazon；4-fluoro-N-[(2-hydroxyphenyl)methylideneamino]benzamide
• CAS: 62433-16-3
• 化学式: C₁₄H₁₁FN₂O₂
• mdl: MFCD01585243
• 分子量: 258.252
• InChiKey: RUTGLVQMWKQSCD-UHFFFAOYSA-N

物化性质

• 熔点：
  190 °C(Solv: ethanol (64-17-5))
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-fluorobenzoic acid [(2-hydroxyphenyl)methylene]hydrazide 在 三氟化硼乙醚 、 lead(IV) tetraacetate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 dimethyl 1-(4-fluorophenyl)-4-(2,4,6-trimethoxyphenyl)-1,4-dihydro-1,4-epoxy naphthalene-2,3-dicarboxylate
  参考文献：
  名称：

  BF3-催化的2-甲酰基芳基酮与富电子芳烃/杂芳烃的串联反应：异苯并呋喃的集合体。

  摘要：

  已经描述了一种高效率且高产率的，由BF 3 ·Et 2 O催化的化学选择性合成多种1,3-二芳基异苯并呋喃的方法。该反应通过2-甲酰基芳基酮与富电子芳烃/杂芳烃之间的依次加氢芳基化-环化进行。所开发方法的优点包括操作简便，广泛的底物范围以及对克级合成的适用性。异苯并呋喃衍生物作为二烯的用途扩展到了用DMAD合成[4 + 2]环加合物和高产率合成1,2-二羰基芳烃。

  DOI：

  10.1039/d0cc02760j
• 作为产物：
  描述：

  4-氟苯甲酸苯酯 在 一水合肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.5h， 生成 4-fluorobenzoic acid [(2-hydroxyphenyl)methylene]hydrazide
  参考文献：
  名称：

  Synthesis and characterization of novel hydrazide–hydrazones and the study of their structure–antituberculosis activity

  摘要：

  A series of hydrazide-hydrazones, based on a series of 4-substituted benzoic acid, were synthesized, and their structures were elucidated and screened for the antituberculosis activity against Mycobacterium tuberculosis H37Rv with the help of the BACTEC 460 radiometric system. Compound 3. 4-fluorobenzoic acid [((5-nitro)thiophen-2yl) methylene]hydrazide showed the highest inhibitory activity in this series. The search of pharmacophores was done by means of the Electronic-Topological Method (ETM). The model developed in this study is supposed to be applied to the design, preparation and screening of new compounds of similar structure in order to further test and optimize the model with the eventual goal of preparing new anti-tubercular agents. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.06.009

文献信息

• [EN] SELECTIVE CARBON-CARBON BOND CLEAVAGE BY EARTH ABUNDANT VANADIUM COMPOUNDS UNDER VISIBLE LIGHT PHOTOCATALYSIS<br/>[FR] CLIVAGE SÉLECTIF DES LIAISONS CARBONE-CARBONE PAR DES COMPOSÉS DE VANADIUM ABONDANTS SUR TERRE SOUS L'EFFET D'UNE PHOTOCATALYSE ACTIVÉE PAR UNE LUMIÈRE VISIBLE
  申请人：UNIV NANYANG TECH

  公开号：WO2016126207A1

  公开（公告）日：2016-08-11

  Provided herein a vanadium(V) complex of formula I, where R1 to R8 are as defined herein. Also provided herein are reactions making use of the vanadium(V) complex of formula I, such as selective sp3-sp3 carbon-carbon bond cleavage under visible light photocatalysis and photodegradation of lignin.

  本文提供了一种符号为I的钒(V)配合物，其中R1至R8如本文所定义。本文还提供了利用符号为I的钒(V)配合物进行的反应，例如在可见光光催化下选择性sp3-sp3碳-碳键裂解和木质素的光降解。
• Use of metal hydrazide complex compounds as oxidation catalysts
  申请人：BASF SE

  公开号：US08791298B2

  公开（公告）日：2014-07-29

  The present invention relates to the use of selected metal complex compounds and ligands as oxidation catalysts as well as to a process for removing stains and soil on textiles and hard surfaces. The metal complex compounds have hydrazide ligands, preferably with electron withdrawing groups in the phenyl ring adjacent to the acyl group. Further aspects of the invention are formulations comprising such metal complex compounds, novel metal complex compounds and novel ligands.

  本发明涉及选定的金属配合物和配体作为氧化催化剂的用途，以及一种用于去除纺织品和硬表面上的污渍和污垢的工艺。这些金属配合物具有肼配体，最好是在邻近酰基的苯环中带有电子吸引基团。本发明的进一步方面包括包含这种金属配合物的配方、新型金属配合物和新型配体。
• 19F-MRS/1H-MRI dual-function probe for detection of β-galactosidase activity
  作者：Jian-Xin Yu、Vikram D. Kodibagkar、Li Liu、Zhongwei Zhang、Li Liu、Jennifer Magnusson、Yuting Liu

  DOI：10.1039/c3sc21099e

  日期：——

  Because of the importance of lacZ gene in various applications ranging from molecular biology to clinical trials, the development of non-invasive bimodal techniques for improving precision and accuracy to assay gene expression has attracted much attention. In this paper, we propose a dual-function probe for synergistic combination of 19F-MRS/1H-MRI to simultaneously detect β-gal activity. Based on this strategy, we have designed, synthesized and characterized a series of 19F-MRS/1H-MRI reporters, and demonstrated the feasibility of 1-O-(β-D-galactopyranosyl)-3-fluorocatechol MGD-3-FCAT for assessing β-gal activity in solution and in vitro with lacZ transfected tumor cells as well, by the characterization of β-gal responsive 19F-chemical shift changes ΔδF, hydrolytic kinetics, and T1, T2 relaxation mapping.

  由于 lacZ 基因在从分子生物学到临床试验等各种应用中的重要性，为提高基因表达检测的精确度和准确性而开发的非侵入性双模态技术备受关注。本文提出了一种双功能探针，可协同结合 19F-MRS/1H-MRI 同时检测δ-gal 的活性。基于这一策略，我们设计、合成并表征了一系列 19F-MRS/1H-MRI 报告物，并证明了 1-O-（δ-D-吡喃半乳糖基）-3-氟邻苯二酚 MGD-3-FCAT 在溶液中和体外 lacZ 转染肿瘤细胞中评估δ-gal 活性的可行性、通过表征δ-gal 响应的 19F 化学位移变化δ´F、水解动力学以及 T1、T2 弛豫图。
• Ethanol-Coordinated Dioxidomolybdenum(VI) Complexes with Aroylhyrazone Ligands: Synthesis, Spectroscopic Characterization, Crystal structures and Catalytic Oxidation Property
  作者：Zheng Zhou、Cheng Qiu、Xiuchan Xiao、Yan Lei

  DOI：10.17344/acsi.2023.8195

  日期：——

  Two new dioxidomolybdenum(VI) complexes, [MoO2L1(EtOH)] (1) and [MoO2L2(EtOH)] (2), derived from the aroylhydrazone ligands N’-(2-hydroxyl-3-methoxybenzylidene)-3-methylbenzohydrazide (H2L1) and 4-fluoro-N’-(2-hydroxylbenzylidene) benzohydrazide (H2L2), respectively, were prepared in ethanol under ambient temperature. Both complexes were characterized by elemental analysis, IR and UV-Vis spectroscopy, as well as single crystal X-ray determination. The Mo atoms in the complexes are in octahedral coordination. Crystal structures of the complexes are stabilized by hydrogen bonds. The catalytic property for epoxidation of styrene by both complexes was studied.

  两种新的二氧二茂钼(VI)配合物[MoO2L1(EtOH)](1)和[MoO2L2(EtOH)](2)、分别来自甲酰基腙配体 N'-(2-羟基-3-甲氧基亚苄基)-3-甲基苯并酰肼（H2L1）和 4-氟-N'-(2-羟基亚苄基)苯并酰肼（H2L2）。通过元素分析、红外光谱和紫外可见光谱以及单晶 X 射线测定，对这两种配合物进行了表征。配合物中的钼原子呈八面体配位。配合物的晶体结构通过氢键得以稳定。研究了这两种配合物对苯乙烯环氧化反应的催化特性。
• BF₃-Etherate-catalyzed tandem reaction of 2-formylarylketones with electron-rich arenes/heteroarenes: an assembly of isobenzofurans
  作者：Pawan K. Mishra、Ankit Kumar、Akhilesh K. Verma

  DOI：10.1039/d0cc02760j

  日期：——

  An efficient and BF3·Et2O-catalyzed chemoselective synthesis of diversified 1,3-diarylisobenzofuran in a high yield has been described. The reaction proceeds through sequential hydroarylation–cyclization between 2-formylarylketones and electron-rich arenes/heteroarenes. Advantageous features of the developed methodology include operational simplicity, a broad substrate scope, and applicability towards

  已经描述了一种高效率且高产率的，由BF 3 ·Et 2 O催化的化学选择性合成多种1,3-二芳基异苯并呋喃的方法。该反应通过2-甲酰基芳基酮与富电子芳烃/杂芳烃之间的依次加氢芳基化-环化进行。所开发方法的优点包括操作简便，广泛的底物范围以及对克级合成的适用性。异苯并呋喃衍生物作为二烯的用途扩展到了用DMAD合成[4 + 2]环加合物和高产率合成1,2-二羰基芳烃。