o-hydroxy acetophenone [N-(3-hydroxy-2-naphthoyl)]hydrazone | 304479-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: o-hydroxy acetophenone [N-(3-hydroxy-2-naphthoyl)]hydrazone
• 英文别名: o-hydroxyacetophenone[N-(3-hydroxy-2-naphthoyl)]hydrazone；2-hydroxyacetophenone-3-hydroxy-2-naphthoylhydrazone；3-hydroxy-N-[1-(2-hydroxyphenyl)ethylideneamino]naphthalene-2-carboxamide
• CAS: 304479-55-8
• 化学式: C₁₉H₁₆N₂O₃
• mdl: MFCD01043707
• 分子量: 320.348
• InChiKey: BZMWWUAKAAKPDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  81.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  o-hydroxy acetophenone [N-(3-hydroxy-2-naphthoyl)]hydrazone 、 mercury(II) diacetate 以 乙醇 为溶剂， 以75%的产率得到
  参考文献：
  名称：

  Co(II), Cd(II), Hg(II) and U(VI)O2 complexes of o-hydroxyacetophenone[N-(3-hydroxy-2-naphthoyl)] hydrazone: Physicochemical study, thermal studies and antimicrobial activity

  摘要：

  The o-Hydroxy acetophenone [N-(3-hydroxy-2-naphthoyl)] hydrazone (H(2)o-HAHNH) has been prepared and its structure is confirmed by elemental analysis, IR, H-1 NMR and C-13 NMR spectroscopy. It has been used to produce diverse complexes with Co(II), Cd(II), Hg(II) and U(VI)O-2 ions. The isolated complexes have been investigated by elemental analysis, magnetic measurements, molar conductivity, thermal (TG, DTG) and spectral (H-1 NMR, C-13 NMR, IR, UV-visible, MS) studies. Infrared spectra suggested H(2)o-HAHNH acts as a bidentate and/or tridentate ligand. The electronic spectrum of [Co(Ho-HAHNH)(2)] complex as well as its magnetic moments suggesting octahedral geometry around Co(II) center. The TG analyses suggest high stability for most complexes followed by thermal decomposition in different steps. Moreover, the kinetic and thermodynamic parameters (Ea, A, Delta H*, Delta S* and Delta G*) for the different decomposition steps of the [Co(Ho-HAHNH)(2)] and [Cd(Ho-HAHNH)(2)] complexes were calculated using the Coats-Redfern and Horowitz-Metzger methods. Moreover, the antibacterial and antifungal activities of the isolated compounds were studied using a wide spectrum of bacterial and fungal strains. (C) 2012 Elsevier By. All rights reserved.

  DOI：

  10.1016/j.saa.2012.05.086
• 作为产物：
  描述：

  2'-羟基苯乙酮 、 3-羟基-2-萘酸肼 以 乙醇 为溶剂， 反应 2.0h， 以90%的产率得到o-hydroxy acetophenone [N-(3-hydroxy-2-naphthoyl)]hydrazone
  参考文献：
  名称：

  Bivalent transition metal complexes of o-hydroxyacetophenone [N-(3-hydroxy-2-naphthoyl)] hydrazone: Spectroscopic, antibacterial, antifungal activity and thermogravimetric studies

  摘要：

  Schiff base complexes of Cu(II), Ni(II) and Zn(II) with the o-hydroxyacetophenone [N-(3-hydroxy-2-naphthoyl)] hydrazone (H(2)o-HAHNH) containing N and O donor sites have been synthesized. Both ligand and its metal complexes were characterized by different physicochemical methods, elemental analysis, molar conductivity (H-1 NMR, C-13 NMR, IR, UV-visible, ESR, MS spectra) and also thermal analysis (TG and DTG) techniques. The discussion of the outcome data of the prepared complexes indicates that theligand behave as a bidentate and/or tridentate ligand. The electronic spectra of the complexes as well as their magnetic moments suggest octahedral geometries for all isolated complexes. The room temperature solid state ESR spectrum of the Cu(II) complex shows d(x2-y2) as a ground state, suggesting tetragonally distorted octahedral geometry around Cu(II) centre. The molar conductance measurements proved that the complexes are non-electrolytes. The kinetic thermodynamic parameters such as: E-,(#) Delta H-#, Delta G(#), Delta S-# are calculated from the DTG curves, for the [Ni(H-o-HAHNH)(2)] and [Zn(H-2o-HAHNH)(OAc)(2)]center dot H2O complexes using the Coats Redfern equation. Also, the antimicrobial properties of all compounds were studied using a wide spectrum of bacterial and fungal strains. The [Cu(Ho-HAHNH)(OAc)(H(2)0)(2)] complex was the most active against all strains, including Aspergillus sp., Stemphylium sp. and Trichoderma sp. Fungi; E. coli and Clostridium sp. Bacteria. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2011.05.028

文献信息

• Dioxidomolybdenum(VI) complexes bearing sterically constrained aroylazine ligands: Synthesis, structural investigation and catalytic evaluation
  作者：Sudarshana Majumder、Sagarika Pasayat、Satabdi Roy、Subhashree P. Dash、Sarita Dhaka、Mannar R. Maurya、Martin Reichelt、Hans Reuter、Krzysztof Brzezinski、Rupam Dinda

  DOI：10.1016/j.ica.2017.09.043

  日期：2018.1

  substituted aromatic aldehydes/ketones. All the synthesized ligands and metal complexes were successfully characterized by elemental analysis, IR, UV–Vis and NMR spectroscopy. X-ray structures of 1 – 6 revealed that the ligands coordinate to the metal center as a dibasic tridentate ligand. Cyclic voltammetry of the complexes shows two irreversible reductive responses within the potential window −0.50 to −1.36 V

  摘要七个新的二氧化钼（VI）络合物[MoO 2 L 1（X）]。X（1）和[MoO 2 L 2-7（X）]（2-7）[其中X = EtOH，分别为1和5分离出X = DMSO，在2 – 4和6的情况下，7 []含有大的3-羟基-2-萘取代基的芳香酰嗪被分离并进行结构表征。芳嗪配体H 2 L 1–7来自3-羟基-2-萘甲酸酰肼与几种取代的芳族醛/酮的缩合反应。所有合成的配体和金属络合物均已通过元素分析，IR，UV-Vis和NMR光谱法成功表征。1-6的X射线结构表明，配体作为二元三齿配体与金属中心配位。配合物的循环伏安法显示在电位窗口-0.50至-1.36 V内有两个不可逆的还原反应，由于采用了Mo VI / Mo V和Mo V / Mo IV工艺。合成的配合物1–7被用作安息香的氧化催化剂和水杨醛的氧化溴化反应（作为卤代过氧化物酶的功能模拟物）。结果发现，在含有庞大取代基的催化剂1–7的存
• Co(II), Cd(II), Hg(II) and U(VI)O2 complexes of o-hydroxyacetophenone[N-(3-hydroxy-2-naphthoyl)] hydrazone: Physicochemical study, thermal studies and antimicrobial activity
  作者：R.R. Zaky、T.A. Yousef、K.M. Ibrahim

  DOI：10.1016/j.saa.2012.05.086

  日期：2012.11

  The o-Hydroxy acetophenone [N-(3-hydroxy-2-naphthoyl)] hydrazone (H(2)o-HAHNH) has been prepared and its structure is confirmed by elemental analysis, IR, H-1 NMR and C-13 NMR spectroscopy. It has been used to produce diverse complexes with Co(II), Cd(II), Hg(II) and U(VI)O-2 ions. The isolated complexes have been investigated by elemental analysis, magnetic measurements, molar conductivity, thermal (TG, DTG) and spectral (H-1 NMR, C-13 NMR, IR, UV-visible, MS) studies. Infrared spectra suggested H(2)o-HAHNH acts as a bidentate and/or tridentate ligand. The electronic spectrum of [Co(Ho-HAHNH)(2)] complex as well as its magnetic moments suggesting octahedral geometry around Co(II) center. The TG analyses suggest high stability for most complexes followed by thermal decomposition in different steps. Moreover, the kinetic and thermodynamic parameters (Ea, A, Delta H*, Delta S* and Delta G*) for the different decomposition steps of the [Co(Ho-HAHNH)(2)] and [Cd(Ho-HAHNH)(2)] complexes were calculated using the Coats-Redfern and Horowitz-Metzger methods. Moreover, the antibacterial and antifungal activities of the isolated compounds were studied using a wide spectrum of bacterial and fungal strains. (C) 2012 Elsevier By. All rights reserved.
• Bivalent transition metal complexes of o-hydroxyacetophenone [N-(3-hydroxy-2-naphthoyl)] hydrazone: Spectroscopic, antibacterial, antifungal activity and thermogravimetric studies
  作者：R.R. Zaky、K.M. Ibrahim、I.M. Gabr

  DOI：10.1016/j.saa.2011.05.028

  日期：2011.6

  Schiff base complexes of Cu(II), Ni(II) and Zn(II) with the o-hydroxyacetophenone [N-(3-hydroxy-2-naphthoyl)] hydrazone (H(2)o-HAHNH) containing N and O donor sites have been synthesized. Both ligand and its metal complexes were characterized by different physicochemical methods, elemental analysis, molar conductivity (H-1 NMR, C-13 NMR, IR, UV-visible, ESR, MS spectra) and also thermal analysis (TG and DTG) techniques. The discussion of the outcome data of the prepared complexes indicates that theligand behave as a bidentate and/or tridentate ligand. The electronic spectra of the complexes as well as their magnetic moments suggest octahedral geometries for all isolated complexes. The room temperature solid state ESR spectrum of the Cu(II) complex shows d(x2-y2) as a ground state, suggesting tetragonally distorted octahedral geometry around Cu(II) centre. The molar conductance measurements proved that the complexes are non-electrolytes. The kinetic thermodynamic parameters such as: E-,(#) Delta H-#, Delta G(#), Delta S-# are calculated from the DTG curves, for the [Ni(H-o-HAHNH)(2)] and [Zn(H-2o-HAHNH)(OAc)(2)]center dot H2O complexes using the Coats Redfern equation. Also, the antimicrobial properties of all compounds were studied using a wide spectrum of bacterial and fungal strains. The [Cu(Ho-HAHNH)(OAc)(H(2)0)(2)] complex was the most active against all strains, including Aspergillus sp., Stemphylium sp. and Trichoderma sp. Fungi; E. coli and Clostridium sp. Bacteria. (C) 2011 Elsevier B.V. All rights reserved.