水杨醛腙 | 263153-46-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 水杨醛腙
• 英文名称: salicylaldehyde hydrazone
• 英文别名: Salicylaldehyde hydrazone；2-[(E)-hydrazinylidenemethyl]phenol
• CAS: 263153-46-4
• 化学式: C₇H₈N₂O
• 分子量: 136.153
• InChiKey: MYUNWHTZYXUCIK-WEVVVXLNSA-N

物化性质

• 熔点：
  113-114 °C(Solv: ethanol (64-17-5))
• 沸点：
  292.1±42.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  水杨醛腙 在 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 反应 0.33h， 以84%的产率得到salicylaldazine
  参考文献：
  名称：

  邻碘苯甲酸 (IBX) 作为操作含氮和含硫底物的可行试剂：IBX 介导的胺氧化和二噻烷脱保护的范围、一般性和机制

  摘要：

  发现邻碘苯甲酸 (IBX) 是一种用途广泛的高价碘 (V) 试剂，除了促进二硫缩醛和二硫缩酮的氧化裂解外，还可以有效介导胺的脱氢。通过开发相关的基于 IBX 的协议，发现大量有用的合成中间体，包括亚胺、肟、酮和芳香族 N-杂环，在特别温和的条件下很容易获得。对这些转化的进一步研究导致了对有价值的机械细节的阐明，从而得出结论，它们是通过离子而不是单电子转移 (SET) 途径进行的。

  DOI：

  10.1021/ja0400382
• 作为产物：
  描述：

  水杨醛 在 一水合肼 作用下， 以 水 为溶剂， 反应 5.0h， 生成 水杨醛腙
  参考文献：
  名称：

  Synthesis and biological evaluation of novel (E)-N'-benzylidene hydrazides as novel c-Met inhibitors through fragment based virtual screening

  摘要：

  C-Met plays a crucial role in the development and progression of neoplastic disease. Type II c-Met inhibitors recognise the inactive DFG-out conformation of the kinase, result in better anti-tumour effects due to synergistic effect against the other kinases. According to our previous works, an (E)-N'-benzylidene group was selected as the initial fragment. Two series of (E)-N'-benzylidene hydrazides were designed by fragment growth method. The inhibitory activities were in vitro investigated against c-Met and VEGFR-2. Compound 10b exhibited the most potent inhibitory activity against the c-Met inhibitor (IC50 = 0.37 nM). Compound 11b exhibited multi-target c-Met kinase inhibitory activity as a potential type II c-Met inhibitor (IC50 = 3.41 nM against c-Met; 25.34 nM against VEGFR-2). The two compounds also demonstrate the feasibility of fragment-based virtual screening method for drug discovery.

  DOI：

  10.1080/14756366.2019.1702655

文献信息

• Substituted indole-2-carboxylic acid benzylidene-hydrazides and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：——

  公开号：US20020128292A1

  公开（公告）日：2002-09-12

  The present invention is directed to substituted indole-2-carboxylic acid benzylidene-hydrazides and analogs thereof, represented by the general Formula I: 1 wherein X, Ar 1 , R 2 -R 6 and R 12 are defined herein. The present invention also relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. The compounds of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及取代的吲哚-2-羧酸亚苄基肼及其类似物，其由通式I表示： 1 其中X，Ar 1 ，R 2 -R 6 和R 12 的定义如本文中所述。本发明还涉及发现具有I式的化合物是半胱天冬酶的激活剂和凋亡的诱导剂。本发明的化合物可用于诱导在异常细胞不受控制的生长和扩散发生的多种临床状况中的细胞死亡。
• Monometallic and mixed-valence bimetallic Rh(I/III) complexes: Synthesis, structure, electrochemistry and application in 1-octene hydroformylation
  作者：Preshendren Govender、Siyabonga Ngubane、Bruno Therrien、Gregory S. Smith

  DOI：10.1016/j.jorganchem.2017.07.037

  日期：2017.10

  mononuclear rhodium complexes, Rh(I)-1,5-cyclooctadiene and Rh(III)-pentamethylcyclopentadienyl, and a bimetallic Rh(I)-Rh(III) mixed-valence complex were synthesised. The complexes were fully characterised using an array of analytical techniques which included NMR and infrared spectroscopy, single-crystal X-ray diffractometry, elemental analysis, and mass spectrometry. These complexes were evaluated as

  合成了两个单核铑配合物，Rh（I）-1,5-环辛二烯和Rh（III）-五甲基环戊二烯基，以及双金属Rh（I）-Rh（III）混合价配合物。使用包括NMR和红外光谱，单晶X射线衍射，元素分析和质谱在内的一系列分析技术对复合物进行了全面表征。这些络合物被评估为烯烃加氢甲酰化中的催化剂前体。在最佳条件下，所有催化剂前体均对1-辛烯的加氢甲酰化反应具有活性。铑配合物通常对线性醛的形成具有化学选择性。使用循环伏安法检查了铑配合物的电化学行为。
• Substituted N'-(arylcarbonyl)-benzhydrazides, N'-(arylcarbonyl)-benzylidene-hydrazides and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：Cytovia, Inc.

  公开号：US20030013743A1

  公开（公告）日：2003-01-16

  The present invention is directed to substituted N′-(arylcarbonyl)-benzhydrazides, N′-(arylcarbonyl)-benzylidene-hydrazides and analogs thereof, represented by the Formulae I and II: 1 wherein Ar 1 , Ar 2 , and R 1 -R 2 are defined herein. The present invention also relates to the discovery that compounds having Formulae I and II are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及取代N′-(芳基甲酰基)-苯基肼、N′-(芳基甲酰基)-苄基亚胺和类似物，其由下式I和II表示：其中Ar1、Ar2和R1-R2在此定义。本发明还涉及发现具有式I和II的化合物是caspase激活剂和凋亡诱导剂。因此，本发明的caspase激活剂和凋亡诱导剂可用于诱导各种临床病况中发生细胞死亡的情况，其中异常细胞的无序生长和扩散。
• [EN] INHIBITORS OF METALLO-BETA-LACTAMASE (MBL) COMPRISING A ZINC CHELATING MOIETY<br/>[FR] INHIBITEURS DE MÉTALLO-BÊTA-LACTAMASE (MBL) COMPRENANT UNE FRACTION DE CHÉLATION DU ZINC
  申请人：UNI I OSLO

  公开号：WO2015049546A1

  公开（公告）日：2015-04-09

  The invention provides compounds according to formula I: A - L - B wherein A represents a lipophilic chelating moiety which is selective for Zn2+ ions; L is a covalent bond or a linker; and B is a vector which is either a moiety capable of interacting with one or more biological structures found in a bacterium (preferably in a bacterial cell wall), for example a penicillin-binding protein such as a metallo-β- lactamase or DD-transferase, or a moiety capable of enhancing transport of the compound across a bacterial cell membrane. Such compounds find use in a method of treating and/or preventing a bacterial infection in a human or non-human mammal. In such a method, the compound of formula I may be administered in combination with (either simultaneously, separately, or sequentially) a β-lactam antibiotic.

  该发明提供了符合以下公式I的化合物：A - L - B，其中A代表选择性对Zn2+离子的亲脂螯合基团；L是共价键或连接物；B是矢量，可以是能与细菌中的一个或多个生物结构相互作用的基团（最好是在细菌细胞壁中找到的），例如金黄色葡萄球菌结合蛋白（例如金属β-内酰胺酶或DD-转移酶），或者是能增强化合物穿过细菌细胞膜的基团。这种化合物可用于治疗和/或预防人类或非人哺乳动物的细菌感染的方法。在这种方法中，公式I的化合物可以与（同时、分开或顺序地）β-内酰胺类抗生素一起给予。
• Excited state intramolecular single proton transfer mechanism of pigment yellow 101 in solid state: Experiment and DFT calculation
  作者：Shen Shen、Xian Liu、Jianqi Sun、Mingda Wang、Zhengjun Jiang、Guomin Xia、Hongming Wang

  DOI：10.1016/j.saa.2019.03.076

  日期：2019.6

  (P. Y. 101) in solid state, three aromatic aldehyde azines (1–3) including P. Y. 101 have been synthesized and compared with each other. Results indicated that P. Y. 101 prepared by solvothermal method is actually the mixture of two polymorphs, whose molecular packing mode can be transformed into each other by recrystallizing or external stimuli such as pressure and grinding. The ESIPT properties of

  为了研究在固态颜料黄101（PY 101）的荧光机制，三个芳醛吖嗪（1 - 3），其包括PY 101已被合成并相互比较。结果表明，通过溶剂热法制备的PY 101实际上是两种多晶型物的混合物，它们的分子堆积模式可以通过重结晶或外部刺激（例如压力和研磨）相互转化。ESIPT属性为1 – 3通过DFT / TD-DFT计算和与时间相关的单光子计数（TCSPC）技术进行了研究。实验和理论结果均表明，固态PY 101的双重荧光性质归因于两种结构不同多晶型物的激发态分子内单质子转移荧光发射，而不是顺序或协同激发态分子内双质子的结果。转移，这为开发多刺激响应的发光材料提供了潜在的有价值的工具。

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