| 1257556-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1257556-32-3
• 化学式: C₁₉H₁₄Cl₂N₂O₂
• 分子量: 373.238
• InChiKey: WLLCTKPFECUWRS-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  在 碘 作用下， 以 二甲基亚砜 为溶剂， 以79 %的产率得到6-chloro-2-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-4H-1-benzopyran-4-one
  参考文献：
  名称：

  A Divergent Synthesis and in vitro Biological Evaluation of Novel Pyrazolyl Chalcones and Pyrazolyl Flavones

  摘要：

  A total of sixteen flavonoids, eight each of pyrazolyl chalcones [IM-3(a-h)] and pyrazolyl flavones [IM-4(a-h)] were synthesized and tested for in vitro antidiabetic, antiarthritic, anticoagulant, anthelmintic, anti-inflammatory and antioxidant activities by various methods such as α-amylase inhibitory method, egg albumin denaturation method, prothrombin time method, paralysis and death time method, bovine serum denaturation method and DPPH radical scavenging activity method, respectively. Structural analysis of the synthesized chalcone and flavone derivatives was carried out by various characterization techniques such as IR, 1H NMR, 13C NMR, LC-MS and elemental analysis. Out of all the synthesized derivatives IM-3a containing dibenzyloxy groups had displayed the most promising activity in all the in vitro analysis with IC50 value ranging from 59.33 ± 10.26-144.44 ± 11.16 µg/mL. Compound IM-3a may prove to be a potential therapeutic option owing to its strong antidiabetic, antiarthritic, anticoagulant, anthelmintic, anti-inflammatory and and antioxidant properties.

  DOI：

  10.14233/ajchem.2024.31722
• 作为产物：
  描述：

  依达拉奉 在 potassium hydroxide 作用下， 反应 3.0h， 生成
  参考文献：
  名称：

  A Divergent Synthesis and in vitro Biological Evaluation of Novel Pyrazolyl Chalcones and Pyrazolyl Flavones

  摘要：

  A total of sixteen flavonoids, eight each of pyrazolyl chalcones [IM-3(a-h)] and pyrazolyl flavones [IM-4(a-h)] were synthesized and tested for in vitro antidiabetic, antiarthritic, anticoagulant, anthelmintic, anti-inflammatory and antioxidant activities by various methods such as α-amylase inhibitory method, egg albumin denaturation method, prothrombin time method, paralysis and death time method, bovine serum denaturation method and DPPH radical scavenging activity method, respectively. Structural analysis of the synthesized chalcone and flavone derivatives was carried out by various characterization techniques such as IR, 1H NMR, 13C NMR, LC-MS and elemental analysis. Out of all the synthesized derivatives IM-3a containing dibenzyloxy groups had displayed the most promising activity in all the in vitro analysis with IC50 value ranging from 59.33 ± 10.26-144.44 ± 11.16 µg/mL. Compound IM-3a may prove to be a potential therapeutic option owing to its strong antidiabetic, antiarthritic, anticoagulant, anthelmintic, anti-inflammatory and and antioxidant properties.

  DOI：

  10.14233/ajchem.2024.31722

文献信息

• A Facile Greener Assisted Protocol for the Synthesis of Some New 4-aryl-(5-chloro-3-Methyl-1-phenyl-1H-Pyrazol-4-yl)-4,5-dihydroisoxazol-3-yl) Derivatives and their in vitro Antimicrobial Activity
  作者：Baseer M. Shaikh、Shankaraiah G. Konda、Omprakash S. Yemul、Bhaskar S. Dawane

  DOI：10.5012/jkcs.2012.56.2.246

  日期：2012.4.20

  An efficient access, single step and environmentally benign synthesis of a new series of pyrazole containing isoxazolines derivatives were prepared by the condensation of chalcones bearing pyrazole moiety with hydroxyl amine hydrochloride in basic condition by using polyethylene glycol-400 (PEG) as a greener reaction solvent. The advantages of the present methodology are mild reaction condition and avoidance of volatile organic solvent. Furthermore, these newly synthesized compounds were screened for their antimicrobial activity against various pathogens like Escherichia coli (MTCC 2939), Salmonella typhi (MTCC 98), Staphylococcus aureus (MTCC 96), Bacillus subtilis (MTCC 441), Aspergillus niger (MTCC 281), Aspergillus flavus (MTCC 2501), Penicillium chrsogenum (MTCC 160) and Fusarium moniliformae (MTCC 156). Especially compound containing the hydroxyl group in C2-position and presence of halo (I, Br and Cl) groups as substituents at $C_3$ and $C_5$ position on the benzene nucleus showed the higher activity. Furthermore, compounds bearing methyl groups in combination with I and Br which enhanced the activity.

  使用聚乙二醇-400（PEG）作为更环保的反应溶剂，在碱性条件下通过含吡唑分子的查耳酮与羟胺盐酸盐的缩合，制备了一系列新的含吡唑的异噁唑啉衍生物，这是一种高效、单步和环保的合成方法。本方法的优点是反应条件温和，避免使用挥发性有机溶剂。此外，还对这些新合成的化合物进行了筛选，以检测它们对各种病原体的抗菌活性，如大肠埃希氏菌（MTCC 2939）、伤寒沙门氏菌（MTCC 98）、金黄色葡萄球菌（MTCC 2939）、金黄色葡萄球菌（MTCC 98）、金黄色葡萄球菌（MTCC 96）、枯草芽孢杆菌（MTCC 441）、黑曲霉（MTCC 281）、黄曲霉（MTCC 2501）、青霉（MTCC 160）和镰刀菌（MTCC 156）。尤其是 C2 位含有羟基，苯核 $C_3$ 和 $C_5$ 位含有卤代（I、Br 和 Cl）基团的化合物显示出更高的活性。此外，含有甲基和 I、Br 的化合物也提高了活性。