o-Chloracetophenon-2,4-dinitrophenylhydrazon | 35468-02-1

• 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: o-Chloracetophenon-2,4-dinitrophenylhydrazon
• 英文别名: 1-(2-chloro-phenyl)-ethanone-(2,4-dinitro-phenylhydrazone)；1-(2-Chlor-phenyl)-aethanon-(2,4-dinitro-phenylhydrazon)；N-[1-(2-chlorophenyl)ethylideneamino]-2,4-dinitroaniline
• CAS: 35468-02-1
• 化学式: C₁₄H₁₁ClN₄O₄
• 分子量: 334.719
• InChiKey: QHTORVCAWHERLR-UHFFFAOYSA-N

物化性质

• 沸点：
  483.3±55.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  o-Chloracetophenon-2,4-dinitrophenylhydrazon 在 aluminum oxide 、 potassium permanganate 作用下， 反应 0.02h， 以72%的产率得到邻氯苯乙酮
  参考文献：
  名称：

  Imanzadeh Karkaragh; Eskandari, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2005, vol. 44, # 7, p. 1392 - 1394

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氯苯腈 在 乙醚 作用下， 生成 o-Chloracetophenon-2,4-dinitrophenylhydrazon
  参考文献：
  名称：

  Borsche; Scriba, Justus Liebigs Annalen der Chemie, 1939, vol. 541, p. 283,290

  摘要：

  DOI：

文献信息

• Synthesis of novel dihydrotriazine derivatives bearing 1,3-diaryl pyrazole moieties as potential antibacterial agents
  作者：Tian-Yi Zhang、Chang-Ji Zheng、Jie Wu、Liang-Peng Sun、Hu-Ri Piao

  DOI：10.1016/j.bmcl.2019.02.033

  日期：2019.5

  Three novel series of dihydrotriazine derivatives bearing 1,3-diaryl pyrazole moieties were designed, synthesized and evaluated in terms of their antibacterial and antifungal activities. Most of the synthesized compounds showed potent inhibition of several Gram-positive bacterial strains (including multidrug-resistant clinical isolates) and Gram-negative bacterial strains with minimum inhibitory concentration

  设计，合成和评估了三个带有1,3-二芳基吡唑部分的二氢三嗪衍生物系列，并对其抗菌和抗真菌活性进行了评估。大多数合成的化合物均显示出对几种革兰氏阳性细菌菌株（包括耐多药临床分离株）和革兰氏阴性细菌菌株的有效抑制作用，其最低抑菌浓度值在1-64 µg / mL的范围内。化合物4b和4c对革兰氏阳性菌（金黄色葡萄球菌4220，MRSA 3167，QRSA 3519）和革兰氏阴性菌（大肠杆菌1924）表现出最强的抑制活性，最小抑菌浓度值为1或2 µg /毫升 与以前的研究相比，这些化合物表现出广谱的抑制活性。化合物4a，4b，在L02细胞中评估4c和11n。体外酶研究表明，化合物4c通过抑制DHFR发挥其抗菌活性。
• Synthesis and Antimicrobial Evaluation of (Z)-5-((3-phenyl-1H-pyrazol-4- yl)methylene)-2-thioxothiazolidin-4-one Derivatives
  作者：Zhi-Yu Wei、Jia-Chun Liu、Wen Zhang、Ya-Ru Li、Chao Li、Chang-Ji Zheng、Hu-Ri Piao

  DOI：10.2174/1573406412666160822160156

  日期：2016.10.28

  the development of novel antibacterial agents, the synthesis and antibacterial activity of a series of (Z)-5-((3-phenyl-1H-pyrazol-4-yl)methylene)-2-thioxothiazolidin-4-one derivatives will be discussed in this study. METHOD (Z)-5-((3-phenyl-1H-pyrazol-4-yl)methylene)-2-thioxothiazolidin-4-one derivatives were designed, synthesized and evaluated for antibacterial activity. The structures were confirmed

  背景技术对现有抗微生物剂的致病性耐药性的惊人增加是一个严重的问题，并且这些细菌感染的治疗正变得越来越具有挑战性。因此，迫切需要开发新型抗微生物剂。目的作为我们正在进行的新型抗菌剂研究的一部分，一系列（Z）-5-（（3-苯基-1H-吡唑-4-基）亚甲基）-2-的合成和抗菌活性在这项研究中将讨论噻吩并噻唑烷-4-酮衍生物。方法设计，合成（Z）-5-（（3-苯基-1H-吡唑-4-基）亚甲基）-2-硫代噻唑烷酮-4-一衍生物，并评价其抗菌活性。通过IR，1 H NMR，13 C NMR和质谱确认结构。使用96孔微量滴定板和系列稀释方法在体外评估所有合成的化合物，以获得对多种不同菌株（包括耐多药临床分离株）的最低抑菌浓度（MIC）值。结果体外抗菌测试表明，系列7和9中的大多数化合物对厌氧菌（变形链球菌）菌株均表现出显着的抑制活性，MIC值为1 µg / mL。化合物7c和9c对MRSA的活性最高（3
• Antibacterial evaluation and molecular docking studies of pyrazole–thiosemicarbazones and their pyrazole–thiazolidinone conjugates
  作者：Oluwakemi Ebenezer、Ashona Singh-Pillay、Neil A. Koorbanally、Parvesh Singh

  DOI：10.1007/s11030-020-10046-w

  日期：2021.2

  Structure-activity relationship analysis further revealed that the presence of 2,4-dichloro moiety surprisingly influenced the activity of the compounds. Molecular docking studies of the compounds into the crystal structure of topoisomerase II and topoisomerase IV suggest that compounds 3a and 4b preferably interact with the targets through hydrogen bonding.

  使用分子杂交方法通过 Vilsmeier-Haack 反应合成了吡唑-噻唑烷酮缀合物文库。测试了这些化合物对两种革兰氏阳性菌（金黄色葡萄球菌和耐甲氧西林金黄色葡萄球菌）和四种革兰氏阴性菌（大肠杆菌、鼠伤寒沙门氏菌、肺炎克雷伯菌和铜绿假单胞菌）的抗菌活性。在测试的化合物中，3-((2,4-二氯苯基)-1-(2,4-二硝基苯基)-1H-吡唑-基)亚甲基)肼碳硫酰胺(3a)和2-((3-(2-氯苯基) -1-(2,4 dinitrophenyl)-1H-pyrazol-4-yl)methyleneamino)thiazolidin-4-one (4b) 成为最有效的抗微生物化合物，对 MRSA 和 S 的最低杀菌浓度小于 0.2 µM。金黄色葡萄球菌。构效关系分析进一步表明，2,4-二氯部分的存在令人惊讶地影响了化合物的活性。化合物在拓扑异构酶 II 和拓扑异构酶 IV 的晶体结构中的分子对接研究表明，化合物
• Synthesis and biological evaluation of 1,3-diaryl pyrazole derivatives as potential antibacterial and anti-inflammatory agents
  作者：Ya-Ru Li、Chao Li、Jia-Chun Liu、Meng Guo、Tian-Yi Zhang、Liang-Peng Sun、Chang-Ji Zheng、Hu-Ri Piao

  DOI：10.1016/j.bmcl.2015.10.028

  日期：2015.11

  Three series of 1,3-diaryl pyrazole derivatives bearing aminoguanidine or furan-2-carbohydrazide moieties have been synthesized, characterized and evaluated for antibacterial and anti-inflammatory activities. Most of the synthesized compounds showed potent inhibition of several Gram-positive bacterial strains (including multidrug-resistant clinical isolates) and Gram-negative bacterial strains with minimum inhibitory concentration values in the range of 1-64 mu g/mL. Compounds 6g, 6l and 7l presented the most potent inhibitory activity against Gram-positive bacteria (e.g. Staphylococcus aureus 4220), Gram-negative bacteria (e.g. Escherichia coli 1924) and the fungus, Candida albicans 7535, with minimum inhibitory concentration values of 1 or 2 mu g/mL. Compared with previous studies, these compounds exhibited a broad spectrum of inhibitory activity. Furthermore, compound 7l showed the greatest anti-inflammatory activity (93.59% inhibition, 30 min after intraperitoneal administration), which was more potent than the reference drugs ibuprofen and indomethacin. (C) 2015 Elsevier Ltd. All rights reserved.