N-(4-硝基苯基)-2-氧代丙烷腙酰氯 | 18247-80-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-硝基苯基)-2-氧代丙烷腙酰氯
• 英文名称: N-(4-nitrophenyl)-2-oxo-propanehydrazonoyl chloride
• 英文别名: 1-(2-(4-nitrophenyl)hydrazono)-1-chloropropan-2-one；2-oxo-N-(4-nitrophenyl)propanehydrazonoyl chloride；N'-(4-nitro-phenyl)-2-oxo-propionohydrazonoyl chloride；N'-(4-Nitro-phenyl)-pyruvohydrazonoylchlorid；Propanehydrazonoyl chloride, N-(4-nitrophenyl)-2-oxo-；N-(4-nitrophenyl)-2-oxopropanehydrazonoyl chloride
• CAS: 18247-80-8
• 化学式: C₉H₈ClN₃O₃
• 分子量: 241.634
• InChiKey: FJTPZIFCLVITGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  87.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-硝基苯基)-2-氧代丙烷腙酰氯 在 sodium azide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以81%的产率得到N-(4-nitrophenyl)-2-oxopropanehydrazonoyl azide
  参考文献：
  名称：

  串联酸促进分子内叠氮化物-腙电环化/水解方法合成N-氨基四唑

  摘要：

  完成了通过叠氮腙串联电环化/水解合成一系列以前未知的N- (杂芳基)-和N- (芳基)氨基四唑的通用方法。所描述的协议适用于广泛的目标N-取代氨基四唑，这些目标在平稳反应条件下以良好到高产率制备。重要的是，所提出的方法被认为是以良好和高产率获得 1,2,5-恶二唑取代的氨基四唑衍生物的直接途径，并且可以在克规模上实现。因此，容易合成N- (杂芳基)-和N-（芳基）氨基四唑为研究这些化合物作为功能材料或候选药物的应用前景提供了新的机会。

  DOI：

  10.1016/j.tet.2021.132563
• 作为产物：
  描述：

  Methylglyoxal-ω-(4-nitro-phenylhydrazon) 在 氯仿 、 氯 作用下， 生成 N-(4-硝基苯基)-2-氧代丙烷腙酰氯
  参考文献：
  名称：

  196.卤素对芳基偶氮乙酰丙酮的作用

  摘要：

  DOI：

  10.1039/jr9340000930
• 作为试剂：
  描述：

  N-(5-acetyl-3-phenyl-1,3,4-thiadiazol-2(3H)-ylidene)benzamide 在 盐酸 、 N-(4-硝基苯基)-2-氧代丙烷腙酰氯 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 8.0h， 生成 5-[(4-methyl-5-(4-methylphenylazo)-thiazol-2-ylidene)hydrazono]acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole
  参考文献：
  名称：

  New and efficient approach for synthesis of novel bioactive [1,3,4]thiadiazoles incorporated with 1,3-thiazole moiety

  摘要：

  A series of novel 1,3,4-thiadiazoles incorporated with thiazole moiety was synthesized by reaction of 5-acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole thiosemicarbazone 2 with each of N-phenyl 2-oxopropanehydrazonoyl chloride 3 and ethyl (N-aryl-hydrazono) chloroacetate 5 in dioxane in basic medium. Also, another series of 1,3,4-thiadiazole incorporated with thiazole moiety was prepared by reaction of 5-acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole thiocarbohydrazone with each of hydrazonoyl chlorides 3, 5 and 18 under the same reaction conditions. The mechanisms of the studied reactions were discussed and the assigned structure for each of the new products was identified via elemental and spectral data and by alternative method whenever possible. Moreover, the antimicrobial activity for some selected products was screened, and the results obtained exploring the high potency of some of the tested compounds compared with the employed standard bactericides and fungicide. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.05.009

文献信息

• Synthesis of Thiazolyl-N-phenylmorpholine Derivatives and their Biological Activities
  作者：Amerah M. Al-Soliemy、Thoraya A. Farghaly、Eman M.H. Abbas、Mohamed R. Shaaban、Mohie E.M. Zayed、Tarek B.A. El-Naggar

  DOI：10.2174/1573406416666200517103435

  日期：2021.8

  the new derivatives. The antitumor activities of synthesized N-phenylmorpholine-thiazole derivatives were investigated against three tumor cells namely, TK-10, MCF-7 and UACC-62. The results of such investigation indicated that some derivatives showed good potential to inhibit the growth of the two cells of the tested tumor cells. One of the tested compounds, N-ethyl thiosemicarbazone derivative 7 revealed

  背景：吗啉和噻唑环是众所周知的两种杂环，具有广泛的不同生物活性，尤其是抗肿瘤活性。 目的：本工作的目的是通过吗啉-缩氨基硫脲衍生物与各种α-卤代羰基化合物的反应设计和合成吗啉和噻唑部分的杂化杂环化合物，并筛选它们对三种肿瘤细胞系的抗肿瘤活性，即TK-10、 MCF-7 和 UACC-62。 方法：完成了一系列与噻唑部分相连的N-苯基吗啉衍生物的有效合成。N-取代的-2-(N-苯基吗啉)亚乙基)肼-1-碳硫酰胺（缩氨基硫脲衍生物）与乙酰基和酯-腙酰氯、α-氯酮或α-溴酯的反应得到相应的悬垂于N-的噻唑衍生物苯基吗啉部分的产率很好。 结果：质量、1 H NMR、13 C NMR和元素分析用于确认所有新衍生物的结构。研究了合成的 N-苯基吗啉-噻唑衍生物对三种肿瘤细胞即 TK-10、MCF-7 和 UACC-62 的抗肿瘤活性。此类研究的结果表明，一些衍生物显示出良好的抑制受试肿瘤细胞两种细胞生长的潜力。其中一种测试化合物
• Utilization of Ultrasonic as an Approach of Green Chemistry for Synthesis of Hydrazones and Bishydrazones as Potential Antimicrobial Agents
  作者：Ahmed Younis、Ghada Awad

  DOI：10.21608/ejchem.2019.13440.1833

  日期：2019.7.2

  6a-c, bishydrazones 8a,b, N-hydroxy-N'-arylpropanehydrazonamide 9a,b and 1-(piperidin-1-yl)-N2-arylamidrazones 10a,b were prepared under ultrasonic waves as an approach for green chemistry. a notable good yield and short reaction time were afforded under ultrasonic waves.The structures of compounds were confirmed in terms of spectroscopic and elemental analyses. The invitro antimicrobial activity of

  在超声波下，制备酰肼3，4，Hy6a-c，双hydr8a，b，N-羟基-N'-芳基丙烷酰肼酰胺9a，b和1-（哌啶-1-基）-N2-芳基酰胺dra10a，b，绿色化学方法。在超声波作用下，具有明显的良好收率和较短的反应时间。通过光谱和元素分析证实了化合物的结构。评价了所制备化合物的体外抗菌活性。大多数化合物表现出优异的生长抑制作用，例如针对革兰氏阳性细菌的化合物2、3和8b，而针对革兰氏阴性细菌的2、3、8b，9a，10a和10b。除3种化合物外，所有测试化合物均具有优异或良好的抗真菌活性
• An Efficient Synthesis of Novel Bioactive Thiazolyl-Phthalazinediones under Ultrasound Irradiation
  作者：Fatma Elsharabasy、Sobhi Gomha、Thoraya Farghaly、Heba Elzahabi

  DOI：10.3390/molecules22020319

  日期：——

  Novel 2-thiazolylphthalazine derivatives were efficiently synthesized under ultrasound irradiation, resulting in high yields and short reaction times after optimization of the reaction conditions. All prepared compounds were fully characterized using spectroscopic methods. They were screened for their antimicrobial activity against Gram-positive and Gram-negative bacteria as well as for antifungal

  在超声辐照下高效合成了新型 2-噻唑基酞嗪衍生物，在优化反应条件后，收率高，反应时间短。使用光谱方法对所有制备的化合物进行了充分表征。筛选它们对革兰氏阳性菌和革兰氏阴性菌的抗菌活性以及抗真菌活性。测试化合物的抗菌活性谱显示出一些有希望的结果。特别值得注意的是，化合物 4d、7b（117% 区域抑制）和 7c（105% 区域抑制）对沙门氏菌的有效活性超过了参考药物庆大霉素的活性。一般来说，
• Eco-Friendly Synthesis, Characterization and Biological Evaluation of Some Novel Pyrazolines Containing Thiazole Moiety as Potential Anticancer and Antimicrobial Agents
  作者：Mastoura Edrees、Sraa Melha、Amirah Saad、Nabila Kheder、Sobhi Gomha、Zeinab Muhammad

  DOI：10.3390/molecules23112970

  日期：——

  4-diazabicyclo[2.2.2] octane) as an eco-friendly catalyst using the solvent-drop grinding method. The structure of the synthesized compounds was elucidated using elemental and spectroscopic analyses (IR, NMR, and Mass). The activity of these compounds against human hepatocellular carcinoma cell line (HepG2) was tested and the results showed that the pyrazoline 11f, which has a fluorine substituent, is the most

  通过 N-硫代氨基甲酰基吡唑啉与不同腙酰卤或 α-卤代酮在 DABCO (1,4-二氮杂双环[2.2.2]辛烷）作为一种使用溶剂滴磨法的环保催化剂。使用元素和光谱分析（红外、核磁共振和质谱）阐明了合成化合物的结构。测试了这些化合物对人肝细胞癌细胞系 (HepG2) 的活性，结果表明具有氟取代基的吡唑啉 11f 的活性最强。测定了新合成化合物对两种真菌和四种细菌菌株的抗菌活性，
• New synthetic strategy for novel 6-arylazo-5-methyl-3-aryl-thiazolo[2,3-c]-[1,2,4]triazoles and study of their solvatochromic properties
  作者：AHMAD SAMI SHAWALI

  DOI：10.3906/kim-1211-36

  日期：——

  Two series of 6-arylazothiazol[2,3-c][1,2,4]triazoles were prepared via oxidative cyclization of the respective aldehyde N-(5-arylazo-4-methylthiazol-2-yl)-hydrazones. The structures of the latter hydrazone precursors and the azo compounds were confirmed by spectral and elemental analyses. The solvatochromism of the title azo dyes is evaluated by means of the Kamlet--Taft equation and discussed.

  通过氧化环化反应，合成了两系列6-氮杂硫氮唑[2,3-c][1,2,4]三氮唑衍生物，原料为相应的醛N-(5-芳基偶氮-4-甲基噻唑-2-基)酰肼。通过光谱和元素分析确认了这些酰肼前体和偶氮化合物的结构。利用Kamlet-Taft方程评估了这些标题偶氮染料的溶剂效应并进行了讨论。