PEG-mediated synthesis, antibacterial, antifungal and antioxidant studies of some new 1,3,5-trisubstituted 2-pyrazolines

Dhonnar, Sunil L.; Jagdale, Bapu S.; Adole, Vishnu A.; Sadgir, Nutan V.

doi:10.1007/s11030-022-10562-x

Cited by 7 publications

(4 citation statements)

References 99 publications

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“…After the completion of the reaction, the reaction mass was cooled and then poured into a beaker with crushed ice. [33] (Scheme 11)…”

Section: Synthesis Of Pyrazoline By Chalconesmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis of Pyrazoline Derivatives and Their Pharmacological Activities: A Review of the Last Decade

Anita,

Chouhan,

Ameta

et al. 2024

ChemistrySelect

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Pyrazolines are nitrogen–containing heterocyclic compounds that find widespread use as herbicides and are active pharmaceuticals in the agrochemical and pharmaceutical industries. Pyrazolines possess a five–membered ring with two nitrogen atoms and one endocyclic double bond. They are synthesized by conventional methods. However, Claisen–Schmidt condensation, a reaction of α, β‐unsaturated carbonyl (chalcones) compounds with hydrazine in the presence of acetic acid under refluxing conditions, is a popular conventional method. They have antibacterial, anti‐inflammatory, antifungal, antipyretic, anticancer, antidepressant, and analgesic properties. The present study summarizes the chemistry of various chalcone–based pyrazolines and their pharmacological activities with the available data till 2023.

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“…After the completion of the reaction, the reaction mass was cooled and then poured into a beaker with crushed ice. [33] (Scheme 11)…”

Section: Synthesis Of Pyrazoline By Chalconesmentioning

confidence: 99%

“…To this reaction, a mass of glacial acetic acid was added and then heated at 70–80 °C while being continuously stirred on a magnetic stirrer until the reaction was completed. After the completion of the reaction, the reaction mass was cooled and then poured into a beaker with crushed ice [33] . (Scheme 11)…”

Section: Synthesis Of Pyrazolinementioning

confidence: 99%

Synthesis of Pyrazoline Derivatives and Their Pharmacological Activities: A Review of the Last Decade

Anita,

Chouhan,

Ameta

et al. 2024

ChemistrySelect

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“…Pyrazoles are a class of bioactive compounds with diverse pharmacological effects such as anticancer [ 18 , 19 ], antiviral [ 20 , 21 ], antifungal [ 22 ], antibacterial [ 23 ], anti-inflammatory [ 24 ], antioxidant activities [ 25 ]. Moreover, hydrazine-coupled pyrazole derivatives are shown to have promising antimalarial and antileishmanial activities [ 26 – 28 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, antileishmanial, antimalarial evaluation and molecular docking study of some hydrazine-coupled pyrazole derivatives

Berhe,

Birhan,

Beshay

et al. 2024

BMC Chemistry

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Pyrazole-bearing compounds are known for their diverse pharmacological effects including potent antileishmanial and antimalarial activities. Herein, some hydrazine-coupled pyrazoles were successfully synthesized and their structures were verified by employing elemental microanalysis, FTIR, and 1H NMR techniques. The in vitro antileishmanial and in vivo antimalarial activities of the synthesized pyrazole derivatives (9–15) were evaluated against Leishmania aethiopica clinical isolate and Plasmodium berghei infected mice, respectively. The result revealed that compound 13 displayed superior antipromastigote activity (IC50 = 0.018) that was 174- and 2.6-fold more active than the standard drugs miltefosine (IC50 = 3.130) and amphotericin B deoxycholate (IC50 = 0.047). The molecular docking study conducted on Lm-PTR1, complexed with Trimethoprim was acquired from the Protein Data Bank (PDB ID:2bfm), justified the better antileishmanial activity of compound 13. Furthermore, the target compounds 14 and 15 elicited better inhibition effects against Plasmodium berghei with 70.2% and 90.4% suppression, respectively. In conclusion, the hydrazine-coupled pyrazole derivatives may be considered potential pharmacophores for the preparation of safe and effective antileishmanial and antimalarial agents.

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“…Theoretical calculations such as DFT has been used to identify various structural, molecular and spectral properties(E)-7-(arylidene)-indanones, 14 2-(3-bromophenyl)-4-(4-bromophenyl)-2,3-dihydro-1H-1,5-benzodiazepine, 15 2-(2-hydrazineyl) thiazole derivatives, 16 (3,5-diphenyl-4,5-dihydro-1Hpyrazol-1-yl)(phenyl) methanone, 17 2-(5-methyl-1benzofuran-3-yl) acetic acid, 18 2,4-dibromoaniline, 19 5-Methoxy-1H-benzo[d]imidazole-2(3H)-thione, 20 etc. Besides, DFT methodology has been efficiently used for studying electronic and structural properties of graphyne oxide for CO, CO 2 and NH 3 adsorption phenomena, 21 exploration of structural and mechanical properties of pristine and adsorbed puckered arsenene nanostructures , 22 investigation of kinetics and mechanism of oxidation of bromothymol blue, 23 etc.The DFT method with appropriate basis set is found to envisage spectroscopic properties like UV-Visiblein terephthalic acid, 24 7-hydroxy-3(4methoxyphenyl)chromone, 25 bis(thiourea)nickel chloride, 26 NMR study inN,N′-bis(salicylidene)-1,2phenylenediamine, 27 3-fluorophenylboronic acid, 28 5-bromo-2-ethoxyphenylboronic acid (monomer and dimer structures), 29 5-(3-pyridyl)-4H-1,2,4triazole-3-thiol, 30 veratrole, 31 Raman investigation [32][33][34][35] and IRassignments' study in5-…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Theoretical Calculations of 2-(p-Tolyl)-2,3-Dihydro-1H-Perimidine using Density Functional Theory

Adole¹,

Yelmame

2021

Mat. Sci. Res. India

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In the present study, 2-(p-tolyl)-2,3-dihydro-1H-perimidine (TDHP) is synthesized from 1,8-naphthalenediamine and 4-methylbenzaldehyde by embedding a one-carbon unit between the nitrogen followed by ring closure using green chemistry approach. 1H NMR and 13C NMR spectral techniques were used to validate the structure of the TDHP. The synthesized perimidine TDHP is studied using density functional theory (DFT) to provide valuable insights into structural, chemical, and thermochemical study.The structural and chemical properties of TDHP were computed using the DFT method on the B3LYP/6-311G(d,p) basis package. Bond lengths were predicted from the optimised molecular structure, and the physical and chemical properties of the molecules were inferred as a consequence. The HOMO and LUMO are computed, and quantum chemical parameters are determined using electronic energies. The calculated HOMO-LUMO energy gap is 4.25 eV indicating charge transfer phenomenon within the molecule. The electron density and chemical behaviour of the TDHP was predicted using Mulliken atomic charges and the molecular electrostatic surface potential plot.Amongst all carbon atoms, the C8 carbon as more positive and C27 as more negative carbon atoms. The high global electrophilicity index suggests electrophilic character of the TDHP.The harmonic vibrational frequencies were used to measure total energy, total molar entropy, and molar heat capacity.

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PEG-mediated synthesis, antibacterial, antifungal and antioxidant studies of some new 1,3,5-trisubstituted 2-pyrazolines

Cited by 7 publications

References 99 publications

Synthesis of Pyrazoline Derivatives and Their Pharmacological Activities: A Review of the Last Decade

Synthesis of Pyrazoline Derivatives and Their Pharmacological Activities: A Review of the Last Decade

Synthesis, antileishmanial, antimalarial evaluation and molecular docking study of some hydrazine-coupled pyrazole derivatives

Synthesis and Theoretical Calculations of 2-(p-Tolyl)-2,3-Dihydro-1H-Perimidine using Density Functional Theory

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