2-[2-(4-甲氧基苯基)肼基]-3-氧代-丁酸乙酯 | 18794-94-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[2-(4-甲氧基苯基)肼基]-3-氧代-丁酸乙酯
• 英文名称: 2-methoxyphenyl-hydrazono-ethyl-2,3-dioxobutyrate
• 英文别名: ethyl 2-(2-anisyl)hydrazono-3-oxobutyrate；2-[(2-methoxyphenyl)hydrazono]-3-oxo-butanoic acid, ethyl ester；2.3-Dioxo-buttersaeure-ethylester-2-(2-methoxy-phenyl)-hydrazon；ethyl 2-[(2-methoxyphenyl)hydrazinylidene]-3-oxobutanoate
• CAS: 18794-94-0
• 化学式: C₁₃H₁₆N₂O₄
• 分子量: 264.281
• InChiKey: QFPQZHRQSGCZSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.62
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  76.99
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-(3-甲氧基苯基)肼硫代甲酰胺 、 2-[2-(4-甲氧基苯基)肼基]-3-氧代-丁酸乙酯 以 乙醇 为溶剂， 反应 3.0h， 以55%的产率得到
  参考文献：
  名称：

  Jain; Goyal; Tyagi, Journal of the Indian Chemical Society, 1981, vol. 58, # 2, p. 203 - 204

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 邻甲氧基苯胺 在 盐酸 、 sodium nitrite 、 sodium acetate 作用下， 以 水 、 乙醇 为溶剂， 生成 2-[2-(4-甲氧基苯基)肼基]-3-氧代-丁酸乙酯
  参考文献：
  名称：

  Nagaraju; Srinivasulu; Doraswamy, Journal of the Indian Chemical Society, 2011, vol. 88, # 2, p. 293 - 298

  摘要：

  DOI：

文献信息

• An efficient one-pot synthesis of pyrazolyl-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazin-6-yl)-2H-pyran-2-one derivatives via multicomponent approach and their potential antimicrobial and nematicidal activities
  作者：Santhosh Penta、Kranthi Kumar Gadidasu、Srinivas Basavoju、Vedula Rajeswar Rao

  DOI：10.1016/j.tetlet.2013.07.148

  日期：2013.10

  -2-one derivatives have been efficiently synthesized in excellent yields via one-pot, multi-component approach. The importance of this methodology is that in a one-pot operation four new bonds (3C–N and 1C–S) are generated. The structure of compound 5a was confirmed by single-crystal X-ray diffraction. The newly synthesized compounds were evaluated for their in vitro antimicrobial activity against

  一系列简单和/或芳基，亚肼基heteryl吡唑基- [1,2,4]三唑并[3,4的b ] [1,3,4]噻二嗪-6-基）-2- ħ -吡喃-2-酮通过一锅多组分方法，可以高效合成高产率的衍生物。这种方法的重要性在于，在一锅操作中会生成四个新的键（3C–N和1C–S）。化合物5a的结构通过单晶X射线衍射确认。新合成的化合物其在体外对革兰氏阳性细菌（抗微生物活性进行评价金黄色葡萄球菌和枯草芽孢杆菌），革兰氏阴性细菌（大肠埃希氏菌和克氏杆菌肺炎），针对抗真菌活性白色念珠菌，以及对杀线虫活性南方根结线虫。在所有化合物中，6f对被测细菌，真菌和线虫均显示出优异的抗菌和杀线虫活性。
• A Facile Synthesis of Aryl-Substituted Hydrazono-Pyrazolyl[1,2,4]triazolo[3,4-<i>b</i>][1,3,4][thiadiazol]-coumarin Derivatives
  作者：Archi Sharma、Gudala Satish、Santhosh Penta

  DOI：10.1002/jhet.2362

  日期：2016.7

  inimitable and therapeutic coumarin‐substituted fused[1,2,4]triazolo‐[3,4‐b][1,3,4]thiadizole derivatives were synthesized by the cyclocondensation reaction of 2‐oxo‐2H‐chromene‐3‐carboxylic acid (1) and 4‐amino‐5‐hydrazinyl‐4H‐[1,2,4]‐triazole‐3‐thiol (2) by using phosphorous oxychloride as a cyclizing agent. This cyclized intermediate 3‐(3‐hydrazino‐[1,2,4]triazolo[3,4‐b][1,3,4]thiadiazol‐6‐yl)‐chromen‐2‐one

  通过2-氧代-2- H 2-色烯-3的环缩合反应合成了一些不可替代的治疗性香豆素取代的稠合[1,2,4]三唑-[3,4- b ] [1,3,4]噻二唑衍生物。羧酸（1）和4-氨基-5-肼基-4- H- [1,2,4]-三唑-3-硫醇（2），使用三氯氧磷作为环化剂。该环化的中间体3-（3-肼基-[1,2,4]三唑[3,4- b ] [1,3,4]噻二唑-6-基）-铬-2--1（3）之后缩合在NaOAc / MeOH中，在回流条件下，各种2-（2-芳基肼基）-3-氧代丁酸乙酯（4）提供相应的新系列芳基取代的肼基-吡唑基-[1,2,4]三唑并[3,4-b ] [1,3,4] [噻二唑]-香豆素衍生物（5），具有良好的收率。在元素分析，IR，1 H NMR和质谱研究的基础上，建立了新合成化合物的结构。
• New, Convenient, One-Pot Method for the Synthesis of Thiazolyl-pyrazolones from Dehydroacetic Acid Derivative via a Multicomponent Approach
  作者：Santhosh Penta、Rajeswar Rao Vedula

  DOI：10.1080/00397911.2011.558969

  日期：2012.12.1

  Abstract A convenient one-pot method for the synthesis of thiazolyl-pyrazolones was described in excellent yields. Reaction of 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one with thiosemicarbazide and ethyl 2-(2-arylhydrazono)-3-oxobutanoates in anhydrous ethanol under reflux conditions afforded the corresponding 4-(2-arylhydrazono)-1-(4-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)thiazol-2-yl)-3

  摘要 描述了一种方便的一锅法合成噻唑基-吡唑啉酮，收率很高。3-(2-溴乙酰基)-4-羟基-6-甲基-2H-吡喃-2-酮与氨基硫脲和2-(2-芳基肼基)-3-氧代丁酸乙酯在回流条件下在无水乙醇中反应得到相应的4 -(2-arylhydrazono)-1-(4-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)thiazol-2-yl)-3-methyl-1H-pyrazol-5( 4H)-一种收率良好。新合成化合物的结构是在元素分析、红外、1H 核磁共振和质谱研究的基础上建立的。图形概要
• Type II diabetes-related enzyme inhibition and molecular modeling study of a novel series of pyrazolone derivatives
  作者：Shobhitha Shetty、Balakrishna Kalluraya、Nithinchandra、S. K. Peethambar、Sandeep B. Telkar

  DOI：10.1007/s00044-013-0846-3

  日期：2014.6

  Inhibitors of alpha-amylase are targets for the development of novel drugs for the treatment of diabetes and obesity. Alpha amylase is an enzyme which increases the bio availability of glucose in the blood. Hence, the inhibition effects of alpha amylase of 2-[1-(4-isobutylphenyl)ethyl]-5-methyl-4-[2-(aryl-substituted)hydrazinylidene]-2,4-dihydro-3H-pyrazol-3-one (4a-l) were investigated, among them compounds 4d, 4f, 4a, and 4g have displayed good inhibitory activity. The compounds with significant results were further evaluated for their molecular modeling study using in silico method. The new series of compounds were synthesized by solvent-free microwave irradiation method and were characterized by spectral and analytical data.
• Mahesh; Goyal; Gupta, Journal of the Indian Chemical Society, 1980, vol. 57, # 10, p. 1037 - 1038
  作者：Mahesh、Goyal、Gupta、Sharma

  DOI：——

  日期：——