Design and Synthesis of Novel Organic Luminescent Materials Based on Pyrazole Derivative

Duan, Yingxiang; Zhao, Qian; Yang, Yanhua; Zhang, Jinyang; Tao, Xuan; Shen, Yingzhong

doi:10.1002/jhet.3343

Cited by 10 publications

(1 citation statement)

References 37 publications

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“…Pyrazoles is segregated biologically active compounds and extensively used in the pharmaceutical field with anticancer, [26] antioxidant, [27] antimicrobial, [28] antituberculosis, [29] antiinflammatory, [30] antiobesity [31] properties. Besides, pyrazole has also been applied in electronic fields, cosmetics, agriculture and material science [32] . There are many commercially available drugs derived from chalcone derivatives such as sofalcone [33] .…”

Section: Introductionmentioning

confidence: 99%

Microwave‐Assisted Synthesis, Antimicrobial Activities and Molecular Docking of Methoxycarboxylated Chalcone Derived Pyrazoline and Pyrazole Derivatives

Farooq

Ngaini

2022

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The synthesis of effective antimicrobial therapeutics has become a challenge due to the occurrence of genetic mutations in microbes that reduced the efficiency of drugs. A new series of heterocyclic chalcone derivatives (1 a‐g, 2 a‐g, 3 a‐g, 4 a‐g) were designed with 52.64‐93.69 % yield under microwave and scrutinized for their antimicrobial activities on Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli) via turbidimetric and disc diffusion method. Carboxylated pyrazoline derivatives (3 a‐g) gave strong interaction potency with the zone inhibition of 12–16 mm compared to the reference drug of ampicillin (11 mm). Among all synthesized compounds, phenyl carboxyl pyrazoline (3 d) gave the highest antimicrobial activity with inhibition zone 16 mm compared to other carboxylated chalcone derivatives (1 a‐g) (6‐11 mm) and phenyl carboxylated pyrazole derivatives (4 a‐g) (8‐13 mm) against S. aureus bacteria. The molecular docking analysis of compounds (1 d), (3 d), and (4 e) exhibited the binding affinity −7.4 kcal/mol, −7.7 kcal/mol, −7.6 kcal/mol respectively, which significantly conclude the pyrazoline derivatives have better antimicrobial activity than chalcone and pyrazole derivatives. This research on effective and safe drug designing is beneficial for the medicinal field and pharmaceutical industry.

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Section: Introductionmentioning

confidence: 99%

Microwave‐Assisted Synthesis, Antimicrobial Activities and Molecular Docking of Methoxycarboxylated Chalcone Derived Pyrazoline and Pyrazole Derivatives

Farooq

Ngaini

2022

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Iodine‐Mediated One‐Pot Synthesis of 1,4,5‐Substituted Pyrazoles from MBH Acetates via Allyl Hydrazone Intermediate

et al. 2023

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Herein, we report the regioselective one-pot synthesis of 1,4,5trisubstituted pyrazoles by reacting Morita-Baylis-Hillman (MBH) acetates derived from aryl aldehydes with alkyl or aryl hydrazines in the presence of iodine under aerobic conditions. The reaction proceeds through sequential S N 2' nucleophilic substitution of substituted hydrazine onto the MBH acetate, I 2catalyzed oxidation of the allylic hydrazine to allylic hydrazone, heating-induced intramolecular aza-Michael reaction and cyclization, and oxidative aromatization. The key intermediate, the s-trans allyl hydrazones were isolated in good yields by performing the reactions at room temperature. However, the allyl hydrazones prepared from the MBH acetates of aliphatic aldehydes did not furnish the pyrazole owing to the absence of an activated methylene group in the substrate. The synthetic applications of the pyrazoles in Ugi reactions, decarboxylative halogenation, Pd-catalyzed benzoylation of the N-aryl ring, and metal-free tetrazole synthesis has been demonstrated.

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Metal‐free Synthesis of Trisubstituted Pyrazoles by the Reaction Between Hydrazones and Activated Olefins

Bhaskaran¹,

Sreelekha²,

Babu³

2022

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The reactivity of various activated olefins towards the [3 + 2] annulation with hydrazones (aza-enamines) has been studied. Nitroolefins, methyl vinyl ketone, acrylates and acrylamide were found to react with aldehyde hydrazones of different electronic nature to generate 1,3,5-/1,3,4-trisubstituted pyrazoles selectively. A detailed optimization study was conducted to derive the best condition for the annulation reaction of different olefin partner and the intermediate dihydropyrazole is also identified. Recently, metal-free routes for pyrazoles were reported by Ueda et al [18] and Ma et al. in an effective manner. Very recently Zhu et al (2021) reported the synthesis of 5-trifluorometh-[a]

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Design and Synthesis of Novel Organic Luminescent Materials Based on Pyrazole Derivative

Cited by 10 publications

References 37 publications

Microwave‐Assisted Synthesis, Antimicrobial Activities and Molecular Docking of Methoxycarboxylated Chalcone Derived Pyrazoline and Pyrazole Derivatives

Microwave‐Assisted Synthesis, Antimicrobial Activities and Molecular Docking of Methoxycarboxylated Chalcone Derived Pyrazoline and Pyrazole Derivatives

Iodine‐Mediated One‐Pot Synthesis of 1,4,5‐Substituted Pyrazoles from MBH Acetates via Allyl Hydrazone Intermediate

Metal‐free Synthesis of Trisubstituted Pyrazoles by the Reaction Between Hydrazones and Activated Olefins

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