3-hydroxy-N'-benzylidene-2-naphthohydrazide | 68181-06-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-hydroxy-N'-benzylidene-2-naphthohydrazide
• 英文别名: N'-benzylidene-3-hydroxy-2-naphthohydrazide；MDG628；3-hydroxy-[2]naphthoic acid benzylidenehydrazide；3-Hydroxy-[2]naphthoesaeure-benzylidenhydrazid；3-Oxy-naphthoesaeure-(2)-benzalhydrazid；3-hydroxy-N'-(1-phenylmethylene)-2-naphthohydrazide；N-(benzylideneamino)-3-hydroxynaphthalene-2-carboxamide
• CAS: 68181-06-6
• 化学式: C₁₈H₁₄N₂O₂
• mdl: MFCD00406041
• 分子量: 290.321
• InChiKey: BQTYCKJHLIHXHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• 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：
  3

反应信息

• 作为反应物：
  描述：

  四氯化锡 、 3-hydroxy-N'-benzylidene-2-naphthohydrazide 、 乙腈 以84.6%的产率得到
  参考文献：
  名称：

  Complexation of SnCl4 with benzaldehyde 2-R-benzoyl-(R-HBb) and 3-R-2-naphthoylhydrazones (R = H, OH): The structure of [SnCl4(2-OH-HBb)] · CH3CN

  摘要：

  The reactions of tin tetrachloride with benzaldehyde 2-R-benzoyl and 3-R-2-naphthoylhydra zones (R-HBb and R-HLb, respectively) in acetonitrile and methanol have been studied. For R = H, the reactions lead to isolation of HBb and HLb, and for R = OH, the reactions give the SnCl4(2-OH-HBb)] center dot CH3CN (I) and [SnCl4(3-OH-HLb)] center dot 2CH(3)CN] (II) complexes. Their composition and structure have been determined by conductometry and electronic and IR spectroscopy. In both complexes, the ligands are biden tately coordinated in the ketone form (O-(C=O), N-(CH=N). Thermolysis of I and II is accompanied by removal of hydrogen chloride and volatile tin-containing species. The molecular and crystal structure of I has been determined by X-ray crystallography. The coordination polyhedron of the tin atom {SnCl4ON} is a distorted octahedron; in the crystal, the complex molecules are linked by an O-H center dot center dot center dot N(CH3CN) hydrogen bond and form stacks through stacking interactions between the phenyl substituents.

  DOI：

  10.1134/s0036023615090168
• 作为产物：
  描述：

  乙基3-羟基-2-萘甲酸酯 在 乙醇 、 一水合肼 作用下， 生成 3-hydroxy-N'-benzylidene-2-naphthohydrazide
  参考文献：
  名称：

  Franzen; Eichler, Journal fur praktische Chemie (Leipzig 1954), 1908, vol. <2> 78, p. 161

  摘要：

  DOI：

文献信息

• Ball milling approach to prepare new Cd(II) and Zn(II) complexes; characterization, crystal packing, cyclic voltammetry and MOE-docking agrees with biological assay
  作者：Seraj Alzahrani、Moataz Morad、Abrar Bayazeed、Meshari M. Aljohani、Fatmah Alkhatib、Reem Shah、Hanadi Katouah、Hana M. Abumelha、Isamil Althagafi、Rania Zaky、Nashwa M. El-Metwaly

  DOI：10.1016/j.molstruc.2020.128473

  日期：2020.10

  promising behaviour in scavenging free radicals that appeared obviously with the two complexes. Also, antitumor assay towards HCT-116 cell line reveals the effectiveness of the two complexes. Finally, the kinetic parameters for Zn (II) were evaluated by applying cyclic voltammetry technique in the absence/presence of ligand using a glassy carbon electrode.

  摘要 通过球磨技术，一种简单的绿色策略有效地用于定量无溶剂合成 Cd (II) 和 Zn (II) 配合物。通过使用各种光谱（ 1 H & 13 C NMR、IR、EDX、TEM、SEM）和分析技术来说明所产生的配合物。通过单负三齿结合模式，为具有 1:2 (M:L) 摩尔比的抗磁性复合物提出了八面体几何形状。通过应用 DFT 进行构象研究，以预测测试化合物的优化构型。使用Crystal explorer 3.1 软件和VESTA 包研究表面特性。分子堆积在配体和 Zn(II) 配合物晶体中表现出强烈和紧密接触。二维指纹图显示了碳原子和氧原子在填料系统中的有利贡献。此外，通过 MIC 技术的体外抗菌测定主要显示中度或无效行为。这通过对接模拟方法得到证实。抗氧化试验在清除自由基方面表现出有希望的行为，这两种复合物明显出现。此外，针对 HCT-116 细胞系的抗肿瘤试验揭示了两种复合物的有效性
• Rubber composition and pneumatic tires
  申请人：Bridgestone Corporation

  公开号：US06380288B1

  公开（公告）日：2002-04-30

  A rubber composition prepared by compounding 0.05 to 20 parts by weight of at least one selected from substituted hydrazide compounds represented by the following Formulas (I) to (IV) per 100 parts by weight of a rubber component comprising at least one rubber selected from the group consisting of natural rubber and synthetic rubber, and a pneumatic tire using the same: wherein A represents one selected from the group consisting of an aromatic group which may have a substituent, a hydantoin ring which may have a substituent, and a saturated or unsaturated linear hydrocarbon having 1 to 18 carbon atoms; Y represents hydrogen, an amino group, an alkyl group having 1 to 18 carbon atoms, a cycloalkyl group, an alkenyl group, an aromatic group, a pyridyl group or hydrazino group; and R1 to R11 each represent hydrogen, an alkyl group having 1 to 18 carbon atoms, a cycloalkyl group or an aromatic group.

  一种橡胶组合物，其通过将以下式子（I）到（IV）中的至少一种取代肼化合物的0.05至20重量份与至少一种天然橡胶或合成橡胶组成的橡胶组分的100重量份混合制备而成，其中A表示选自芳香族基团，该基团可能带有取代基，咪唑环，该环可能带有取代基，以及具有1至18个碳原子的饱和或不饱和线性碳氢化合物中的一种；Y表示氢，氨基，具有1至18个碳原子的烷基，环烷基，烯基，芳香族基团，吡啶基或肼基；R1到R11分别表示氢，具有1至18个碳原子的烷基，环烷基或芳香族基团。并且使用该橡胶组合物制备的气动轮胎。
• Osman, M. M.; Ali, G. Y., Acta Chimica Academiae Scientiarum Hungaricae, 1981, vol. 108, # 1, p. 13 - 24
  作者：Osman, M. M.、Ali, G. Y.

  DOI：——

  日期：——
• Franzen; Eichler, Journal fur praktische Chemie (Leipzig 1954), 1908, vol. <2> 78, p. 161
  作者：Franzen、Eichler

  DOI：——

  日期：——
• Complexation of SnCl4 with benzaldehyde 2-R-benzoyl-(R-HBb) and 3-R-2-naphthoylhydrazones (R = H, OH): The structure of [SnCl4(2-OH-HBb)] · CH3CN
  作者：N. V. Shmatkova、I. I. Seifullina、A. A. Korlyukov

  DOI：10.1134/s0036023615090168

  日期：2015.9

  The reactions of tin tetrachloride with benzaldehyde 2-R-benzoyl and 3-R-2-naphthoylhydra zones (R-HBb and R-HLb, respectively) in acetonitrile and methanol have been studied. For R = H, the reactions lead to isolation of HBb and HLb, and for R = OH, the reactions give the SnCl4(2-OH-HBb)] center dot CH3CN (I) and [SnCl4(3-OH-HLb)] center dot 2CH(3)CN] (II) complexes. Their composition and structure have been determined by conductometry and electronic and IR spectroscopy. In both complexes, the ligands are biden tately coordinated in the ketone form (O-(C=O), N-(CH=N). Thermolysis of I and II is accompanied by removal of hydrogen chloride and volatile tin-containing species. The molecular and crystal structure of I has been determined by X-ray crystallography. The coordination polyhedron of the tin atom SnCl4ON} is a distorted octahedron; in the crystal, the complex molecules are linked by an O-H center dot center dot center dot N(CH3CN) hydrogen bond and form stacks through stacking interactions between the phenyl substituents.