2-[(4-Nitrophenyl)hydrazono]-3-oxo-butanoic acid ethyl ester | 77083-80-8

• 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: 2-[(4-Nitrophenyl)hydrazono]-3-oxo-butanoic acid ethyl ester
• 英文别名: ethyl (2E)-2-[(4-nitrophenyl)hydrazinylidene]-3-oxobutanoate
• CAS: 77083-80-8
• 化学式: C₁₂H₁₃N₃O₅
• 分子量: 279.252
• InChiKey: MJUWBBVBBZOLSL-SDNWHVSQSA-N

物化性质

• 沸点：
  417.1±47.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.51
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  110.9
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-[(4-Nitrophenyl)hydrazono]-3-oxo-butanoic acid ethyl ester 以 1,4-二氧六环 为溶剂， 反应 4.0h， 生成 N-(5-Acetyl-4-ethoxy-2-oxo-2,5-dihydro-imidazol-1-yl)-N-(4-nitro-phenyl)-acetamide
  参考文献：
  名称：

  Synthesis and in vitro antimicrobial activities of 2-hydroxy-6-methyl-7-(arylamino)-1,7-dihydropurin-8-ones

  摘要：

  A number of 2-hydroxy-6-methyl-7-(arylamino)-1,7-dihydropurin-8-ones have been synthesized. 3-Oxo-2-(arylhydrazono)butyric acid ethyl ester were acetylated and treated with triethyl amine and formamide in presence of 1,4-dioxane to yield N-(5-acetyl-4-ethoxy-2-oxo-2,5-dihydro-imidazol-1-yl)-N-arylacetamide, which on refluxation with urea and freshly prepared sodium ethoxide yielded the title compound. All the newly synthesized compounds have been characterized by spectroscopic and elemental analysis data. The synthesized compounds were screened against a representative panel of susceptible and resistant Gram-positive and Gram-negative bacteria using a standard antibiotic drug purinthol as control. Quantitative structure-activity relationship has also been interpreted in terms of correlation of biological activity with molecular refractive index parameters (M-R) and Hammett substituent constant (sigma). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.04.007
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 4-硝基苯胺 在 盐酸 、 sodium acetate 、 sodium nitrite 作用下， 以 (2S)-N-methyl-1-phenylpropan-2-amine hydrate 、 乙醇 、 水 为溶剂， 生成 2-[(4-Nitrophenyl)hydrazono]-3-oxo-butanoic acid ethyl ester
  参考文献：
  名称：

  Cyclopentapyrazole and tetrahydroindazole compounds and their use as

  摘要：

  本发明提供了新的物质组合物及其治疗应用。更具体地说，本发明包括新颖的环戊吡唑和四氢吲唑化合物，其化学式为XXX，以及它们用作抗过敏剂、抗炎剂或中间体的用途。

  公开号：

  US04851425A1

文献信息

• Synthesis of Polyfunctional Pyridazine Derivatives Using a Solvent-Free Microwave Assisted Method
  作者：Eddy Sotelo、Raúl Mocelo、Margarita Suárez、André Loupy

  DOI：10.1080/00397919708004105

  日期：1997.7

  Abstract The synthesis of several polyfunctional pyridazine derivatives has been carried out very efficiently under microwave irradiation and solvent-free conditions allowing short reaction times and high yields. Non thermal effects induced by microwave were observed.

  摘要 几种多功能哒嗪衍生物的合成在微波辐射和无溶剂条件下进行，反应时间短，收率高。观察到由微波引起的非热效应。
• AMINOTHIENOPYRIDAZINE INHIBITORS OF TAU ASSEMBLY
  申请人：Ballatore Carlo

  公开号：US20130029983A1

  公开（公告）日：2013-01-31

  The present invention is directed to methods of inhibiting a tauopathy in a patient by administration of a compound of formula I: Novel aminothienopyridazine compounds are also described.

  本发明涉及通过给予I型化合物来抑制患者的tau病变的方法：还描述了新的氨基噻吩吡嗪化合物。
• Rotamerism and tautomerism in hydrazone derivatives of ethylacetoacetate: Spectroscopic features, Hammett relationships, and computational calculations
  作者：Mohammad Reza Zamanloo、Rogayeh Salmanzadeh、Mehdi D. Esrafili、Bahareh Seyednoruziyan、Gholamhassan H. Imanzadeh、Habibollah Eskandari

  DOI：10.1002/poc.4487

  日期：——

  structure–property correlation on the base of Hammett relationships. All of the hydrazone derivatives were found to equilibrate in acetone solution, and more of them existed in one rotameric form in solid state. The aryl substituents influence the intermolecular and intramolecular interactions differently, because the derivatives could be isolated as two distinct crystals only in a few members. Moreover, the RAHB concept

  β-二羰基化合物的腙衍生物显示出完整的构型和构象变化，这使得它们被认为是揭示氢键在氢转移和转换中重要性的探针。3-氧代-丁酸乙酯衍生的腙通过 Japp-Klingemann 反应合成，并采用薄层色谱、红外 (IR)、紫外-可见 (UV-vis) 和 1 H 等色谱和光谱行为对其进行了表征13C核磁共振（NMR）技术。通过参考的光谱测量，确定并详细研究了两种可能的旋转异构体之间的构象异构化及其互变异构形式，并详细研究了共振辅助氢键 (RAHB) 概念。此外，使用获得的光谱数据评估取代基影响，并基于哈米特关系评估结构-性质相关性。发现所有腙衍生物在丙酮溶液中达到平衡，并且其中更多以一种旋转异构形式存在于固态。芳基取代基对分子间和分子内相互作用的影响不同，因为衍生物只能在少数成员中分离为两种不同的晶体。而且，RAHB 概念被发现可以在不同程度上稳定腙衍生物的构象异构体，从而导致不同的平衡常数。量子化学计算
• MAHESH V. K.; GOYAL R. N.; GUPTA RAMA; SHARMA RAKESH, J. INDIAN CHEM. SOC., 1980, 57, NO 10, 1037-1038
  作者：MAHESH V. K.、 GOYAL R. N.、 GUPTA RAMA、 SHARMA RAKESH

  DOI：——

  日期：——
• PATEL, HIMATKUMAR V.;FERNANDES, P. S., INDIAN J. CHEM. B, 27B,(1988) N2, C. 1154-1156
  作者：PATEL, HIMATKUMAR V.、FERNANDES, P. S.

  DOI：——

  日期：——