(E)-4-bromo-N'-(2-hydroxybenzylidene)benzohydrazide | 125741-51-7

• 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: (E)-4-bromo-N'-(2-hydroxybenzylidene)benzohydrazide
• 英文别名: 4-bromo-N-[(E)-(2-hydroxyphenyl)methylideneamino]benzamide
• CAS: 125741-51-7
• 化学式: C₁₄H₁₁BrN₂O₂
• 分子量: 319.158
• InChiKey: FSJACRPWMBPHIT-CXUHLZMHSA-N

物化性质

• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 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：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-bromo-N'-(2-hydroxybenzylidene)benzohydrazide 在 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到
  参考文献：
  名称：

  Cooperative Thermodynamic Control of Selectivity in the Self-Assembly of Rare Earth Metal–Ligand Helices

  摘要：

  Metal-selective self-assembly with rare-earth cations is possible with suitable rigid, symmetrical bis-tridentate ligands. Kinetically controlled formation is initially observed, with smaller cations preferentially incorporated. Over time, the more thermodynamically favorable complexes with larger metals are formed. This thermodynamic control is a cooperative supramolecular phenomenon and only occurs upon multiple-metal-based self-assembly: single-metal ML3 analogues do not show reversible selectivity. The selectivity is dependent on small variations in lanthanide ionic radius and occurs despite identical coordination-ligand coordination geometries and minor size differences in the rare-earth metals.

  DOI：

  10.1021/ja409882k
• 作为产物：
  描述：

  4-溴苯甲酸乙酯 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 19.0h， 生成 (E)-4-bromo-N'-(2-hydroxybenzylidene)benzohydrazide
  参考文献：
  名称：

  Cooperative Thermodynamic Control of Selectivity in the Self-Assembly of Rare Earth Metal–Ligand Helices

  摘要：

  Metal-selective self-assembly with rare-earth cations is possible with suitable rigid, symmetrical bis-tridentate ligands. Kinetically controlled formation is initially observed, with smaller cations preferentially incorporated. Over time, the more thermodynamically favorable complexes with larger metals are formed. This thermodynamic control is a cooperative supramolecular phenomenon and only occurs upon multiple-metal-based self-assembly: single-metal ML3 analogues do not show reversible selectivity. The selectivity is dependent on small variations in lanthanide ionic radius and occurs despite identical coordination-ligand coordination geometries and minor size differences in the rare-earth metals.

  DOI：

  10.1021/ja409882k

文献信息

• [EN] SUBSTITUTED (E)-N'-(1-PHENYLETHYLIDENE) BENZOHYDRAZIDE ANALOGS AS HISTONE DEMETHYLASE INHIITORS<br/>[FR] ANALOGUES DE (E)-N'-(1-PHÉNYLÉTHYLIDÈNE)BENZOHYDRAZIDE SUBSTITUÉS EN TANT QU'INHIBITEURS DE L'HISTONE DÉMÉTHYLASE
  申请人：UNIV UTAH RES FOUND

  公开号：WO2013025805A1

  公开（公告）日：2013-02-21

  In one aspect, the invention relates to substituted (E)-N'-(1- phenylethylidene)benzohydrazide analogs, derivatives thereof, and related compounds, which are useful as inhibitors of lysine-specific histone demethylase, including LSD1; synthetic methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of using the compounds and compositions to treat disorders associated with dysfunction of the LSD1. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  在一个方面，该发明涉及替代(E)-N'-(1-苯乙烯基)苯甲酰肼类似物，其衍生物以及相关化合物，这些化合物可用作赖氨酸特异性组蛋白去甲基化酶的抑制剂，包括LSD1；制备这些化合物的合成方法；包含这些化合物的药物组合物；以及使用这些化合物和组合物治疗与LSD1功能障碍相关的疾病的方法。本摘要旨在作为在特定领域进行搜索的扫描工具，并不旨在限制本发明。
• Synthesis, X-Ray Crystal Structure of Oxidovanadium(V) Complex Derived from 4-Bromo-N’-(2-hydroxybenzylidene) benzohydrazide with Catalytic Epoxidation Property
  作者：Qi-An Peng、Xiang-Peng Tan、Yi-Di Wang、Si-Huan Wang、You-Xin Jiang、Yong-Ming Cui

  DOI：10.17344/acsi.2019.5650

  日期：——

  oxidovanadium(V) complex, [VOL(OCH 3 )(CH 3 OH)], where H 2 L = 4-bromo- N’ -(2-hydroxybenzylidene)benzohydrazide, has been synthesized and fully characterized on the basis of CHN elemental analysis, FT-IR, UV-Vis, 1 H and 13 C NMR spectroscopy. Structures of the free hydrazone and the complex were further characterized by single crystal X-ray diffraction, which indicates that the V atom in the complex adopts

  合成了一种新的氧化钒（V）络合物[VOL（OCH 3）（CH 3 OH）]，其中H 2 L = 4-溴-N'-（2-羟基亚苄基）苯并酰肼，并在以下基础上进行了充分表征CHN元素分析，FT-IR，UV-Vis，1 H和13 C NMR光谱。通过单晶X射线衍射进一步表征了游离和配合物的结构，这表明配合物中的V原子采用八面体配位，且ligand的配体表现为三齿配体。研究了该配合物的催化环氧化性能。
• SYNERGISTIC FUNGICIDAL COMPOSITIONS INCLUDING HYDRAZONE DERIVATIVES AND COPPER
  申请人：Young David H.

  公开号：US20120010075A1

  公开（公告）日：2012-01-12

  The present invention relates to the use of mixtures containing hydrazone compounds and copper for controlling the growth of fungi.

  本发明涉及使用含有肼化合物和铜的混合物来控制真菌生长。
• SUBSTITUTED (E)-N'-(1-PHENYLETHYLIDENE)BENZOHYDRAZIDE ANALOGS AS HISTONE DEMETHYLASE INHIBITORS
  申请人：Vankayalapati Hariprasad

  公开号：US20140163017A1

  公开（公告）日：2014-06-12

  In one aspect, the invention relates to substituted (E)-N′-(1-phenylethylidene)benzohydrazide analogs, derivatives thereof, and related compounds, which are useful as inhibitors of lysine-specific histone demethylase, including LSD1; synthetic methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of using the compounds and compositions to treat disorders associated with dysfunction of the LSD1. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  在一个方面，本发明涉及取代的(E)-N′-(1-苯乙烯基)苯肼类似物、其衍生物和相关化合物，它们可用作赖氨酸特异性组蛋白去甲基化酶，包括LSD1的抑制剂；制备这些化合物的合成方法；含有这些化合物的制药组合物；以及使用这些化合物和组合物治疗与LSD1功能障碍相关的疾病的方法。本摘要旨在作为搜索特定技术领域的扫描工具，不旨在限制本发明。
• Facile synthesis of 1-substituted 4-H phthalazine, a versatile scaffold for chemically diverse phthalazines
  作者：Rungsima Hadsarung、Sanit Thongnest、Sittisak Oekchuae、Duangduan Chaiyaveij、Jutatip Boonsombat、Somsak Ruchirawat

  DOI：10.1016/j.tet.2022.132920

  日期：2022.8

  An improved synthetic strategy for 1-substituted 4-H phthalazines using a convenient, three-step reaction sequence under mild conditions is described. The protocol involves condensation of hydrazine hydrate with o-ketobenzaldehydes derived through the Pb(OAc)4 oxidation of the N-acylhydrazones of salicylaldehydes. This pathway is of high practical value since a wide variety of substituted acylhydrazides

  描述了在温和条件下使用方便的三步反应序列改进 1-取代 4-H 酞嗪的合成策略。该协议涉及水合肼与通过水杨醛的N-酰基腙的 Pb(OAc) 4氧化衍生的邻酮苯甲醛的缩合。该途径具有很高的实用价值，因为种类繁多的取代酰肼和水杨醛是N-酰基腙是可商购的。此外，三步序列可以扩大规模，无需中间纯化，以高产率提供广泛的产品。1-苯基 4-H 酞嗪是一种多功能化合物，可提供多种酞嗪类似物，包括血管扩张剂 MY5445。