(E)-N'-(5-bromo-2-hydroxybenzylidene)-3-hydroxy-2-naphthohydrazide | 1245902-81-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-N'-(5-bromo-2-hydroxybenzylidene)-3-hydroxy-2-naphthohydrazide
• 英文别名: MDG 292；(E)-3-hydroxy-N'-(5-bromo-2-hydroxybenzylidene)-2-naphthohydrazide；N'-[(E)-(5-bromo-2-hydroxyphenyl)methylidene]-3-hydroxynaphthalene-2-carbohydrazide；N-[(E)-(5-bromo-2-hydroxyphenyl)methylideneamino]-3-hydroxynaphthalene-2-carboxamide
• CAS: 1245902-81-1
• 化学式: C₁₈H₁₃BrN₂O₃
• 分子量: 385.217
• InChiKey: XTFYZTFVHVNUEN-KEBDBYFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  bis(acetylacetonate)oxovanadium 、 乙醇 、 (E)-N'-(5-bromo-2-hydroxybenzylidene)-3-hydroxy-2-naphthohydrazide 反应 72.0h， 以76%的产率得到
  参考文献：
  名称：

  含基O，N，O供体配体的氧化钒（V）配合物：合成，结构，催化性能和理论计算

  摘要：

  摘要三齿席夫碱型O，N，O供体配体H2L1和H2L2的两个新的单氧化钒络合物[VOL1（OEt）]（1）和[VOL2（OMe）]（2），由VO（acac）2 [H2L1 =（E）-N'-（5-bromo-2） -羟基亚苄基）-3-羟基-2-萘并肼; H 2 L 2 ＝（E）-3-羟基-N'-（（Z）-4-羟基-4-苯基丁-3-en-2-亚烷基）-2-萘并肼]。单晶X射线结构分析显示，两种配合物在金属中心周围都存在一个略微扭曲的基于正方形的金字塔型NO4配位环境，其中酰hydr Schiff碱充当O，N，O-三齿，负配体。还通过固态（IR）和溶液中的光谱方法（UV-Vis，1H NMR）以及DMSO中的循环伏安实验对复合物进行了表征，并通过DFT理论计算来解释其性质。使用H2O2作为末端氧化剂，已测试了这些络合物的催化潜力，可用于氧化硫代苯甲醚。研究了各种参数的影响，包括氧化剂与底物的摩尔比

  DOI：

  10.1016/j.poly.2013.11.020
• 作为产物：
  描述：

  3-羟基-2-萘酸肼 、 5-溴水杨醛 以 甲醇 为溶剂， 反应 2.0h， 生成 (E)-N'-(5-bromo-2-hydroxybenzylidene)-3-hydroxy-2-naphthohydrazide
  参考文献：
  名称：

  具有3-羟基-2-萘甲酰肼的席夫碱配体的二有机锡复合物的合成，结构表征和体外细胞毒性

  摘要：

  一系列具有Schiff碱配体的二有机锡复合物，（E）‐ N '-（5-溴-2-羟基苄叉）-3-羟基-2-萘并肼，H 2 L1和（E）‐ N '-（5‐氯-2-羟基亚苄基）-3-羟基-2- naphthohydrazide，H 2 L2，被合成和表征通过元素分析，IR，1 H，13 C和119 Sn的NMR光谱。配合物[（5-溴-2-氧化苄叉基）-3-羟基-2-萘并肼基] di（o通过单晶X射线衍射测定了-氯苄基）锡（IV）6和[（5-氯-2-氧化苄基）-3-羟基-2-萘并肼基]二丁基锡（IV）9，它们显示出扭曲的三角结构。双锥体配置。在体外的席夫碱和它们的二有机锡配合物的细胞毒性活性也进行了评价对几种人癌细胞系，即HT29（人类结肠癌细胞系），SKOV-3（人卵巢癌细胞系），MCF7（激素依赖性乳房癌细胞系）和MRC5（非癌性人类成纤维细胞系）。[（5-溴-2-氧化苄叉基）-3-羟基-2-

  DOI：

  10.1002/aoc.2862

文献信息

• Homogeneous green catalysts for olefin oxidation by mono oxovanadium(V) complexes of hydrazone Schiff base ligands
  作者：Hassan Hosseini Monfared、Rahman Bikas、Peter Mayer

  DOI：10.1016/j.ica.2010.04.046

  日期：2010.8

  Three mono oxovanadium(V) complexes of tridentate Schiff base ligands [VO(OMe)L-1] (1), [VO(OMe)L-2] (2) and [VO(OMe)L-3] (3) obtained by monocondensation of 3-hydroxy-2-naphthohydrazide and aromatic o-hydroxyaldehydes have been synthesized (H2L1 = (E)-3-hydroxy-N '-(2-hydroxy-3-methoxybenzylidene)- 2-naphthohydrazide, H2L2 = (E)-3-hydroxy-N '-(2-hydroxybenzylidene)-2-naphthohydrazide and H2L3 = (E)-N '-(5-bromo-2-hydroxybenzylidene)-3-hydroxy-2-naphthohydrazide). The complexes were characterized by spectroscopic methods in the solid state (IR) and in solution (UV-Vis, H-1 NMR). Single crystal X-ray analyses were performed with 1 and 2. The catalytic potential of these complexes has been tested for the oxidation of cyclooctene using H2O2 as the terminal oxidant. The effects of various parameters including the molar ratio of oxidant to substrate, the temperature, and the solvent have been studied. The catalyst 2 showed the most powerful catalytic activity in oxidation of various terminal, cyclic and phenyl substituted olefins. Excellent conversions have been obtained for the oxidation of cyclic and bicyclic olefins. (C) 2010 Elsevier B.V. All rights reserved.
• ANDROGEN RECEPTOR LIGANDS
  申请人：Lloyd David George

  公开号：US20140357682A1

  公开（公告）日：2014-12-04

  Non ligand binding pocket antagonists for the human androgen receptor. The androgen receptor (AR) is a member of the Nuclear Receptor (NR) family and its role is to modulate the biological effects of the endogenous androgens, testosterone (tes) and dihydrotestosterone (DHT). Synthetic androgens and anti-androgens have therapeutic value in the treatment of various androgen dependent conditions, from regulation of male fertility to prostate cancer. Current treatment of prostate cancer (PCa) typically involves administration of ‘classical’ antiandrogens, competitive inhibitors of natural AR ligands, DHT and tes, for the ligand binding pocket (LBP) in the C-terminal ligand binding domain (LBD) of the AR. However, prolonged LBP-targeting can often lead to androgen resistance and alternative therapies and therapeutic strategies are urgently required. Disclosed herein are a class of non-steroidal, small molecule AR antagonists which inhibit the transcriptional activity of the AR by non LBP-mediated modulation. The novel class reported demonstrates full (‘true’) antagonism in AR with low micromolar potency, high selectivity over both the Estrogen Receptors alpha and beta (ERα and ERβ) and the Glucocorticoid Receptor (GR) and only micromolar partial antagonism in the Progesterone Receptor (PR). Data provide compelling evidence for such non-LBP intervention as an alternative approach to classical PCa therapy. (Formula I).
• US9296716B2
  申请人：——

  公开号：US9296716B2

  公开（公告）日：2016-03-29
• Oxidovanadium(V) complexes containing hydrazone based O,N,O-donor ligands: Synthesis, structure, catalytic properties and theoretical calculations
  作者：Hassan Hosseini-Monfared、Rahman Bikas、Parisa Mahboubi-Anarjan、Alexander J. Blake、Vito Lippolis、N. Burcu Arslan、Canan Kazak

  DOI：10.1016/j.poly.2013.11.020

  日期：2014.2

  Abstract Two new mono oxidovanadium(V) complexes, [VOL1(OEt)] (1) and [VOL2(OMe)] (2), of the tridentate Schiff base hydrazone-type O,N,O-donor ligands H2L1 and H2L2, obtained by monocondensation of 3-hydroxy-2-naphthohydrazide with 5-bromo-2-hydroxybenzaldehyde and benzoylacetone, respectively, have been synthesized starting from VO(acac)2 [H2L1 = (E)-N′-(5-bromo-2-hydroxybenzylidene)-3-hydroxy-2-naphthohydrazide;

  摘要三齿席夫碱型O，N，O供体配体H2L1和H2L2的两个新的单氧化钒络合物[VOL1（OEt）]（1）和[VOL2（OMe）]（2），由VO（acac）2 [H2L1 =（E）-N'-（5-bromo-2） -羟基亚苄基）-3-羟基-2-萘并肼; H 2 L 2 ＝（E）-3-羟基-N'-（（Z）-4-羟基-4-苯基丁-3-en-2-亚烷基）-2-萘并肼]。单晶X射线结构分析显示，两种配合物在金属中心周围都存在一个略微扭曲的基于正方形的金字塔型NO4配位环境，其中酰hydr Schiff碱充当O，N，O-三齿，负配体。还通过固态（IR）和溶液中的光谱方法（UV-Vis，1H NMR）以及DMSO中的循环伏安实验对复合物进行了表征，并通过DFT理论计算来解释其性质。使用H2O2作为末端氧化剂，已测试了这些络合物的催化潜力，可用于氧化硫代苯甲醚。研究了各种参数的影响，包括氧化剂与底物的摩尔比
• Synthesis, structural characterization and in vitro cytotoxicity of diorganotin complexes with Schiff base ligands derived from 3-hydroxy-2-naphthoylhydrazide
  作者：Lee See Mun、Mohd Ali Hapipah、Sim Kae Shin、Abdul Malek Sri Nurestri、Lo Kong Mun

  DOI：10.1002/aoc.2862

  日期：2012.6

  [(5‐Bromo‐2‐oxidobenzylidene)‐3‐hydroxy‐2‐naphthohydrazidato]dibutyltin(IV) 2 and [(5‐bromo‐2‐oxidobenzylidene)‐3‐hydroxy‐2‐naphthohydrazidato]dibenzyltin(IV) 5 were the most active diorganotin complexes of H2L1 ligand. Among the diorganotin complexes of H2L2 ligand, [(5‐chloro‐2‐oxidobenzylidene)‐3‐hydroxy‐2‐naphthohydrazidato]dicyclohexyltin(IV) 11 showed good cytotoxic activity against all the tested cell lines

  一系列具有Schiff碱配体的二有机锡复合物，（E）‐ N '-（5-溴-2-羟基苄叉）-3-羟基-2-萘并肼，H 2 L1和（E）‐ N '-（5‐氯-2-羟基亚苄基）-3-羟基-2- naphthohydrazide，H 2 L2，被合成和表征通过元素分析，IR，1 H，13 C和119 Sn的NMR光谱。配合物[（5-溴-2-氧化苄叉基）-3-羟基-2-萘并肼基] di（o通过单晶X射线衍射测定了-氯苄基）锡（IV）6和[（5-氯-2-氧化苄基）-3-羟基-2-萘并肼基]二丁基锡（IV）9，它们显示出扭曲的三角结构。双锥体配置。在体外的席夫碱和它们的二有机锡配合物的细胞毒性活性也进行了评价对几种人癌细胞系，即HT29（人类结肠癌细胞系），SKOV-3（人卵巢癌细胞系），MCF7（激素依赖性乳房癌细胞系）和MRC5（非癌性人类成纤维细胞系）。[（5-溴-2-氧化苄叉基）-3-羟基-2-