Ethylbutyratcarbethoxyhydrazon | 58910-19-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Ethylbutyratcarbethoxyhydrazon
• 英文别名: ethyl N-ethoxycarbonylbutanehydrazonate
• CAS: 58910-19-3
• 化学式: C₉H₁₈N₂O₃
• 分子量: 202.254
• InChiKey: RRFXQJNQSUMKIL-UHFFFAOYSA-N

物化性质

• 熔点：
  47 °C(Solv: ligroine (8032-32-4))
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethylbutyratcarbethoxyhydrazon 在 乙酸酐 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 4-{[(1-acetyl-5-oxo-3-propyl-4,5-dihydro-1H-1,2,4-triazol-4-yl)imino]methyl}phenyl 4-nitrobenzoate
  参考文献：
  名称：

  Synthesis and Antioxidant and Antibacterial Activities of Novel 4-({[3-Alkyl(aryl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-4-yl]imino}­methyl)phenyl 4-Nitrobenzoate Derivatives

  摘要：

  DOI：

  10.1134/s1070428022120132

文献信息

• Synthesis of new derivatives of 4-amino-2,4-dihydro-1,2,4-triazol-3-one as potential antibacterial agents
  作者：Frédérique Malbec、René Milcent、Patrick Vicart、Anne Marie Bure

  DOI：10.1002/jhet.5570210641

  日期：1984.11

  characterised by their sharp melting points, elemental analysis, ir and 1H nmr spectra. These new derivatives of 5-nitro-2-furaldehyde were screened for their antibacterial activities. Most of the compounds showed good activity against one test organism, Staphylococcus aureus. For a few compounds, C.M.I. ranged from 4 to 8 μg/ml (higher results than nitrofurantoin).

  三十个新的2-取代的-4-氨基-5-烷基或芳基-2,4-二氢-1,2,4-三唑-3-酮和十个2-取代的-5-烷基或芳基-4-（5-合成了硝基-2-糠基亚氨基）氨基-2,4-二氢-1,2,4-三唑-3-酮，并通过其尖锐的熔点，元素分析，ir和1 H nmr光谱对其进行了表征。筛选了5-硝基-2-呋喃甲醛的这些新衍生物的抗菌活性。大多数化合物对一种测试生物金黄色葡萄球菌显示出良好的活性。对于一些化合物，CMI范围为4至8μg/ ml（比呋喃妥因更高的结果）。
• Synthesis and in vitro antioxidant and antimicrobial activities of novel 3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones, and their N-acetyl, N-Mannich base derivatives
  作者：Sevda Manap

  DOI：10.1007/s13738-021-02386-7

  日期：2022.4

  The reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with 3-methoxy-4-(2-furylcarbonyloxy)-benzaldehyde (2) formed 3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones (3). Moreover, their five N-acetyl derivatives were synthesized. Besides, 1-(morpholine-4-yl-methyl)-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones (5)/1-(4-methylpiperazin-1-yl-methyl)-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones (6)/1-(piperidine-4-carboxyamide-1-yl-methyl)-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones (7)/N,N′-bis-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-on-1-yl-methyl}-piperazines (8) were obtained by Mannich reaction between compounds 3 and morpholine/N-methylpiperazine/piperidine-4-carboxyamide/piperazine in the presence of formaldehyde. The newly obtained thirty-four compounds were characterized from IR, 1H NMR, 13C NMR, and MS spectral data. Also, these compounds were evaluated for their in vitro antioxidant activity. Furthermore, in vitro antibacterial activity of the compounds was screened against six bacteria.

  3- 烷基（芳基）-4-氨基-4,5-二氢-1H-1,2,4-三唑-5-酮 (1) 与 3-甲氧基-4-（2-呋喃甲酰氧基）-苯甲醛 (2) 反应生成了 3-烷基（芳基）-4-[3-甲氧基-4-（2-呋喃甲酰氧基）-亚苄基氨基]-4,5-二氢-1H-1,2,4-三唑-5-酮 (3)。此外，还合成了它们的五个 N-乙酰基衍生物。此外，还合成了 1-(吗啉-4-基-甲基)-3-烷基(芳基)-4-[3-甲氧基-4-(2-呋喃甲酰氧基)-亚苄基氨基]-4,5-二氢-1H-1,2,4-三唑-5-酮 (5)/1-(4- 甲基哌嗪-1-基-甲基)-3-烷基(芳基)-4-[3-甲氧基-4-(2-呋喃甲酰氧基)-亚苄基氨基]-4,5-二氢-1H-1,2,4-三唑-5-酮 (6)、5-dihydro-1H-1,2,4-triazol-5-ones (7)/N,N′-bis-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylideneamino]-4,5-dihydro-1H-1,2,化合物 3 与吗啉/N-甲基哌嗪/哌啶-4-羧酰胺/哌嗪在甲醛存在下发生曼尼希反应，得到了 4,5-二氢-1H-1,2,4-三唑-5-on-1-基-甲基}-哌嗪（8）。根据红外光谱、1H NMR、13C NMR 和 MS 光谱数据对新得到的 34 种化合物进行了表征。此外，还对这些化合物的体外抗氧化活性进行了评估。此外，还筛选了这些化合物对六种细菌的体外抗菌活性。
• Synthesis,<i>In Vitro</i>Antimicrobial and Antioxidant Activities of Some New 4,5-Dihydro-1<i>H</i>-1,2,4-triazol-5-one Derivatives
  作者：Haydar Yüksek、Onur Akyıldırım、Mehmet L. Yola、Özlem Gürsoy-Kol、Mustafa Çelebier、Didem Kart

  DOI：10.1002/ardp.201300048

  日期：2013.6

  series of compounds derived from 4,5‐dihydro‐1H‐1,2,4‐triazol‐5‐one were synthesized and characterized by spectral data. The 12 new compounds were analyzed for their potential in vitro antioxidant activities by three different methods. Compound 4f showed the best activity for the iron binding. In addition, the compounds 4 were titrated potentiometrically with tetrabutylammonium hydroxide in non‐aqueous

  合成了一系列衍生自 4,5-dihydro-1H-1,2,4-triazol-5-one 的化合物，并通过光谱数据表征。通过三种不同的方法分析了 12 种新化合物的潜在体外抗氧化活性。化合物4f显示出最佳的铁结合活性。此外，化合物 4 在非水溶剂中用四丁基氢氧化铵进行电位滴定。该系列的 RP-HPLC 容量因子 (k') 也在 C18 柱上测定，甲醇/水作为流动相。log k' 与流动相中甲醇百分比之间的相关性用于确定这些化合物的 log kw 值。还筛选了这些化合物对细菌和酵母菌的抗微生物活性。
• Synthesis, crystal structure, and antioxidant properties of novel 1,2,4-triazol-5-ones containing 3,4-dimethoxyphenyl and 3,4-dihydroxyphenyl moiety
  作者：YASEMİN ÜNVER、SEVGİ MEYDANAL、KEMAL SANCAK、DİLEK ÜNLÜER、REŞAT USTABAŞ、ESRA DÜĞDÜ

  DOI：10.3906/kim-1006-707

  日期：——

  A series of new 4-(3,4-dimethoxyphenethyl)-5-akyl/aryl-2H- 1,2,4-triazol-3(4H)-ones (3a-g) was obtained by the reaction of ethyl 2-(ethoxy)(alkylidene/arylidene)hydrazinecarboxylate (1) and 2-(3,4-dimethoxyphen- yl)ethanamine (2). Compounds 4a-f and 5 were synthesized from the reaction of corresponding compounds 3a-f and 3g with BBr_3, respectively. With elemental analysis, IR, ^1H-NMR, and ^13C-NMR spectral data, 14 newly synthesized compounds were characterized. The structure of compound 3a was inferred through IR, ^1H- and ^13}C-NMR, elemental analysis, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antioxidant properties. Among the chemicals tested, 4a, 4c, 4d, 4f, and 5 exhibited the highest degree of antioxidant activity.

  由 2-(乙氧基)(亚烷基/亚芳基)肼羧酸乙酯 (1) 和 2-(3,4-二甲氧基苯-基)乙胺 (2) 反应得到一系列新的 4-(3,4-二甲氧基苯乙基)-5-酰基/芳基-2H- 1,2,4-三唑-3(4H)-酮 (3a-g)。 化合物 4a-f 和 5 分别由相应的化合物 3a-f 和 3g 与 BBr_3 反应合成。 通过元素分析、红外光谱、^1H-NMR 和 ^13C-NMR光谱数据，对 14 个新合成的化合物进行了表征。 通过红外光谱、^1H-、^13}C-NMR、元素分析和 X 射线光谱技术，推断出了化合物 3a 的结构。 此外，还对新合成的化学物质进行了抗氧化性筛选。 在测试的化学品中，4a、4c、4d、4f 和 5 的抗氧化活性最高。
• Reaction of Ester Ethoxycarbonylhydrazones with Aliphatic Diamines
  作者：Aykut A. Ikizler、Kemal Sancak

  DOI：10.1135/cccc19950903

  日期：——

  Reaction of esters of (N-ethoxycarbonyl)alkanehydrazonic acids with aliphatic diamines were prepared α,ω-bis(3-alkyl-4,5-dihydro-1H -1,2,4-triazol-5- one-4-yl)alkanes. All compounds were characterized by elemental analyses, IR and ¹H NMR spectra.

  酯类（N-乙氧羰基）烷基肼酸与脂肪族二胺反应制备了α,ω-双(3-烷基-4,5-二氢-1H-1,2,4-三唑-5-酮-4-基)烷烃。所有化合物均通过元素分析、红外光谱和1H核磁共振光谱进行了表征。