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Journal articles on the topic 'Pyrazolone derivatives'

Author: Grafiati

Published: 18 May 2024

Last updated: 25 July 2025

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1

Abd-Ella, Aly A., Saoud A. Metwally, Mokhtar A. Abd ul-Malik, et al. "A review on recent advances for the synthesis of bioactive pyrazolinone and pyrazolidinedione derivatives." Current Chemistry Letters 11, no. 2 (2022): 157–72. http://dx.doi.org/10.5267/j.ccl.2022.2.004.

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Oxo derivatives of pyrazolines and pyrazolidines are important heterocyclic compounds due to their unique biological activities and have been widely applied in pharmaceutical and agromedical fields. In this review, we provide an account of some recent advances in the field of pyrazolone chemistry, specifically on the reported synthesis methods of pyrazolinone (3-oxo-1,2-dihydropyrazole) and 3,5-pyrzolidinediones (3,5-dioxotetrahydropyrazoles) derivatives.

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2

Edrees, Mastoura M. "Synthesis of 4-hydrazinopyrazolo[3,4-d]pyrimidines and their Reactions with Carbonyl Compounds." Journal of Chemical Research 37, no. 1 (2013): 6–10. http://dx.doi.org/10.3184/174751912x13543818811749.

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Synthesis of a new 4-hydrazinopyrazolo[3,4- d]pyrimidine was achieved via heating (4,6-dithioxo-1 H-pyrazolo[3,4- d] pyrimidin-3-yl)acetonitrile with hydrazine hydrate. Reactions of the latter product with thiophene-2-carbaldehyde and ethyl hydrazonoacetoacetate analogues afforded the corresponding hydrazone and pyrazole derivatives, respectively. Similarly, condensation of 2-[6-(benzylsulfanyl)-4-hydrazino-1 H-pyrazolo[3,4- d]pyrimidin-3-yl]acetonitrile with thiophene-2-carbaldehyde and ethyl hydrazonoacetoacetate analogues gave the respective hydrazone and pyrazolone derivatives. Alkylation

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3

Gil-Ordóñez, Marta, Camille Aubry, Cristopher Niño, Alicia Maestro, and José M. Andrés. "Squaramide-Catalyzed Asymmetric Mannich Reaction between 1,3-Dicarbonyl Compounds and Pyrazolinone Ketimines: A Pathway to Enantioenriched 4-Pyrazolyl- and 4-Isoxazolyl-4-aminopyrazolone Derivatives." Molecules 27, no. 20 (2022): 6983. http://dx.doi.org/10.3390/molecules27206983.

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A series of N-Boc ketimines derived from pyrazolin-5-ones have been used as electrophiles in enantioselective Mannich reactions with different 1,3-dicarbonyl compounds. This method provides a direct pathway to access the 4-amino-5-pyrazolone derivatives bearing a quaternary substituted stereocenter and containing two privileged structure motifs, the β-diketone and pyrazolinone substructures. The adducts were obtained in excellent yields (up to 90%) and enantioselectivities (up to 94:6 er) by employing a very low loading of 2 mol% of a quinine-derived bifunctional squaramide as an organocatalys

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4

Pattan, S. R., P. A. Chavan, R. A. Muluk, et al. "SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME HETEROCYCLES CONTAINING OXADIAZOLE AND PYRAZOLE RING FOR ANTI-BACTERIAL, ANTI-FUNGAL AND ANTI-TUBERCULAR ACTIVITIES." INDIAN DRUGS 49, no. 03 (2012): 18–24. http://dx.doi.org/10.53879/id.49.03.p0018.

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1, 3, 4-oxadiazoles were synthesized by treating pyrazine-2-carbohydrazide with CS2 and alc. KOH and their derivatives were prepared by using R-Cl compounds. pyrazolones were synthesized by treatingpyrazine-2-carbohydrazide with ethyl acetoacetate. The derivatives of pyrazolone were prepared by refluxing pyrazolone with formaldehyde and different substituted secondary amines. All the synthesized compounds were characterized by IR, 1H-NMR and elemental analysis and evaluated for antibacterial, antifungal and antitubercular activities.

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5

Gediz Erturk, Aliye, and Hilal Omerustaoglu. "Synthesis and Cytotoxic Evaluation of Some Substituted 5-Pyrazolones and Their Urea Derivatives." Molecules 25, no. 4 (2020): 900. http://dx.doi.org/10.3390/molecules25040900.

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In this paper, a series of new substituted-5-pyrazolones were first synthesized, then formulated by the Vilsmeier–Haack reaction to obtain substituted-4-carbaldehyde-5-pyrazolones. In the final step, when urea was reacted with formulated pyrazolones, we found that, instead of the C=N bond in azomethine form, the compounds tautomerized to form a series of novel pyrazole-4-ylidenemethylurea structures. The structures of these compounds were elucidated by FTIR, 1H, 13C NMR, LC-MS/MS, and elemental analysis methods. The cytotoxic and antioxidant effects of substituted 5-pyrazolones and their pyraz

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6

Yang, Kai, Xiaoze Bao, Ye Yao, Jingping Qu, and Baomin Wang. "Iodine-mediated cross-dehydrogenative coupling of pyrazolones and alkenes." Organic & Biomolecular Chemistry 16, no. 34 (2018): 6275–83. http://dx.doi.org/10.1039/c8ob01645c.

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7

Manojkumar, Parameswaran, Thengungal Ravi, and Gopalakrishnan Subbuchettiar. "Synthesis of coumarin heterocyclic derivatives with antioxidant activity and in vitro cytotoxic activity against tumour cells." Acta Pharmaceutica 59, no. 2 (2009): 159–70. http://dx.doi.org/10.2478/v10007-009-0018-7.

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Synthesis of coumarin heterocyclic derivatives with antioxidant activity andin vitrocytotoxic activity against tumour cellsThe aim of the present work was to synthesise coumarinyl heterocycles and to elucidate the potential role of these compounds as antioxidants and cytotoxic agents against Dalton's lymphoma ascites tumour cells (DLA) and Ehrlich ascites carcinoma cells (EAC). The synthesis of coumarin derivatives containing pyrazole, pyrazolone, thiazolidin-4-one, 5-carboxymethyl-4-thiazolidinone and 3-acetyl-1,3,4-oxadiazole ring is reported. 4-Methylcoumarinyl-7-oxyacetic acid hydrazide (1

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8

Zhang, Wande, Shah Nawaz, Yue Huang, et al. "C-4 benzofuranylation of pyrazolones by a metal-free catalyzed indirect heteroarylation strategy." Organic & Biomolecular Chemistry 19, no. 46 (2021): 10215–22. http://dx.doi.org/10.1039/d1ob01920a.

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A metal-free catalyzed indirect heteroarylation of pyrazolones with 2-(3-hydroxy-3,3-diarylprop-1-yn-1-yl)phenols has been developed, delivering a wide range of novel 4-benzofuran-substituted pyrazolone derivatives.

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9

Brogden, Rex N. "Pyrazolone Derivatives." Drugs 32, Supplement 4 (1986): 60–70. http://dx.doi.org/10.2165/00003495-198600324-00006.

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10

Bao, Xiaoze, Xingyue Wang, Jin-Miao Tian, Xinyi Ye, Baomin Wang, and Hong Wang. "Recent advances in the applications of pyrazolone derivatives in enantioselective synthesis." Organic & Biomolecular Chemistry 20, no. 12 (2022): 2370–86. http://dx.doi.org/10.1039/d1ob02426d.

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11

Namera, Dipti L., Khushal M. Kapadiya, Mitesh M. Chhatrola, and Umed C. Bhoya. "Microwave Assisted Synthesis of some Novel Sulphonamide Bearing Pyrazolone Core Structure." International Letters of Chemistry, Physics and Astronomy 30 (March 2014): 116–26. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.30.116.

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We have described some novel Sulphonamide bearing pyrazoline derivatives synthesized by conventional method as well as microwave assisted method of synthesis. The reaction of 4-(3-methyl-5-oxo-4,5-dihydro-1-H-pyrazol-1-yl)benzenesulphonamide with substituted benzaldehyde in the presence of Methanol as solvent and piperidine as catalyst, generated a series of substituted pyrazolone derivatives 4a-m. The structures of all synthesized compounds are well characterized by Mass spectroscopy, FT-IR, 1H NMR and elemental analysis. After obtaining experimental data regarding the yield and the time take

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12

Namera, Dipti L., Khushal M. Kapadiya, Mitesh M. Chhatrola, and Umed C. Bhoya. "Microwave Assisted Synthesis of some Novel Sulphonamide Bearing Pyrazolone Core Structure." International Letters of Chemistry, Physics and Astronomy 30 (March 12, 2014): 116–26. http://dx.doi.org/10.56431/p-d7mgbf.

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We have described some novel Sulphonamide bearing pyrazoline derivatives synthesized by conventional method as well as microwave assisted method of synthesis. The reaction of 4-(3-methyl-5-oxo-4,5-dihydro-1-H-pyrazol-1-yl)benzenesulphonamide with substituted benzaldehyde in the presence of Methanol as solvent and piperidine as catalyst, generated a series of substituted pyrazolone derivatives 4a-m. The structures of all synthesized compounds are well characterized by Mass spectroscopy, FT-IR, 1H NMR and elemental analysis. After obtaining experimental data regarding the yield and the time take

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13

Justin, Jacob Thomas. "A Complete Analysis of The Synthesis and Pharmacological Effects of Pyrazolone Derivatives." International Journal of Pharmacy and Biological Sciences (IJPBS) 13, no. 2 (2023): 149–61. https://doi.org/10.5281/zenodo.10207120.

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AbstractPyrazolone is a five membered lactam ring, containing two nitrogen and one ketonic group in its structure. Pyrazalone's possesses anti-microbial, anti-fungal, antioxidant, anti-inflammatory, cytotoxicity, analgesic, anti-pyretic and anti-depressant activities. They also serve as precursors for dyes, pigments, pesticides, and chelating agents. Generally, the condensation of hydrazines with β-ketoester compounds is the classical method for the synthesis of pyrazolones, followed by reaction with various benzaldehyde derivatives. It is an exciting area of pharmaceutical chemistry to resear

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14

Abdel Hafez, Ali A. "Synthesis of Some Heterocyclic Sulfones Related to Quinolinol." Collection of Czechoslovak Chemical Communications 58, no. 9 (1993): 2222–26. http://dx.doi.org/10.1135/cccc19932222.

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It is well known that pyrazolone derivatives possess antifungal and antibacterial activities. Pyrazole and isoxazole derivatives are widely used in medicinal chemistry. In continuation of our work on the synthesis of heterocycles containing the quinoline moiety we synthesized different heterocyclic sulfones related to quinolinol.

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15

Gadhave, Anil, Shashikant Kuchekar, and Bhausaheb Karale. "Ultrasonication-Induced Synthesis and Antimicrobial Evaluation of Some Multifluorinated Pyrazolone Derivatives." Journal of Chemistry 2013 (2013): 1–9. http://dx.doi.org/10.1155/2013/741953.

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A series of novel fluorine containing pyrazole-pyrazolone (4a–j) and chromone-pyrazolone (5a–i) was synthesized from multifluorinated pyrazolone by the Knoevenagel condensation reaction. All compounds were synthesized by conventional heating as well as ultrasound irradiation technique. It was found that ultrasonication method was more efficient than conventional heating method. The newly synthesized compounds were subjected forin vitroantimicrobial screening against four bacterial pathogens, namely,Staphylococcus aureus, Streptococcus pyogenes, Escherichia coli,andPseudomonas aeruginosaand thr

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16

Morteza, Shiri, Heydari Masumeh, and Zadsirijan Vahideh. "Efficient synthesis of novel functionalized pyrazolo-pyranoquinoline and tetrahydrodibenzo-[1,8]naphthyridinone derivatives." Tetrahedron 73, no. 15 (2017): 2116–22. https://doi.org/10.1016/j.tet.2017.02.064.

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The facile and efficient synthesis of 1,4-dihydropyrazolo-pyrano-[2,3-b]quinoline derivatives from the reaction of 2-chloroquinoline-3-carbaldehydes and pyrazolones is described. Moreover, a one-pot method for the development of functionalized tetrahydrodibenzo[b,g][1,8]naphthyridinone derivatives is reported by using a threecomponent reaction of 2-chloroquinoline 3-carbaldehydes, pyrazolone, and enaminones catalyzed by L-proline in EtOH.

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17

Shaikh, Sabiya K.* Md. Rayees Ahemad. "Review: Anticancer Activity Of Pyrazole." International Journal in Pharmaceutical Sciences 2, no. 3 (2024): 334–40. https://doi.org/10.5281/zenodo.10809286.

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The study of pharmaceutical chemistry is devoted to the search for and development of novel therapeutic medicines. While inorganic substances like antacids, mineral supplements, and radiopharmaceuticals continue to play a significant role in therapy, organic molecules with more focused pharmacological actions are gaining ground. The five and six-membered heterocyclic nitrogen-containing systems, which have demonstrated their effectiveness in fields like anti-bacterial, fungicidal, anti-inflammatory, anticonvulsant, diuretics, and anti-histaminic treatments, are among the most significant in on

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18

Zaiter, Jamila, Hanane Achibat, Ouafa Amiri, et al. "An easy synthetic access to new pyrazole spiro derivatives from 3-amino-1-phenyl-2-pyrazolin-5-one." New Journal of Chemistry 39, no. 9 (2015): 6738–41. http://dx.doi.org/10.1039/c5nj01306b.

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19

El-Ossaily, Yasser A., Nuha M. M. Alanazi, Ibrahim O. Althobaiti, et al. "Multicomponent approach to the synthesis and spectral characterization of some 3,5-pyrazolididione derivatives and evaluation as anti-inflammatory agents." Current Chemistry Letters 13, no. 1 (2024): 127–40. http://dx.doi.org/10.5267/j.ccl.2023.8.003.

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Pyrazolones are a class of heterocyclic compounds that contain a pyrazole ring fused to a ketone group. Recent scientific research has focused extensively on the potential anti-inflammatory properties of pyrazolone compounds due to their diverse pharmacological effects in alleviating inflammation and reducing fever. This motivated us to focus on the preparation of these derivatives in a simple and eco-friendly manner. A convenient new green methodology was modified for the preparation of 1-phenyl-3,5-pyrazolidinedione by the sonicated MCR of diethyl malonate, phenylhydrazine, and a catalytic a

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20

Yuan, Huijun, Yao Li, Hanhui Zhao, Zhihong Yang, Xin Li, and Wenjun Li. "Asymmetric synthesis of atropisomeric pyrazole via an enantioselective reaction of azonaphthalene with pyrazolone." Chemical Communications 55, no. 84 (2019): 12715–18. http://dx.doi.org/10.1039/c9cc06360a.

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The first catalytic asymmetric reaction of azonaphthalene with pyrazolone has been established. A wide range of axially chiral pyrazole derivatives have been achieved in good yields (68–99%) with excellent enantioselectivities (83–98% ee) by utilizing chiral phosphoric acid as a catalyst.

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21

A. Almehizia, Abdulrahman, Ahmad M. Naglah, Amer A. Zen, Tamer K. Khatab, and Ashraf S. Hassan. "TCS/ZnCl2 as a controlled reagent for the Michael addition and heterocyclic cyclization based on the phenyl pyrazolone scaffold with docking validation as a Covid-19 protease inhibitor." Bulletin of the Chemical Society of Ethiopia 38, no. 4 (2024): 1119–27. http://dx.doi.org/10.4314/bcse.v38i4.24.

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TCS/ZnCl2 is presented as a new catalyst for achieving the Michael addition adduct 5a-g by the reaction of phenyl pyrazolone 4 as the Michael donor and arylidene derivatives 3a-g as the Michael acceptor. The one-pot multi-component reaction of the same fragments' scaffolds as aldehydes 1a-g, malononitrile (2), and phenyl pyrazolone 4 with the same catalyst gives pyrano[2,3-c]pyrazole derivatives 6a-g as final products. The prepared compounds undergo docking validation as COVID-19 protease inhibitors and are compared with hydroxychloroquine as a reference drug. KEY WORDS: Pyranopyrazole, multi-

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22

Li, Jun-Hua, and Da-Ming Du. "Enantioselective synthesis of chiral heterocycles containing both chroman and pyrazolone derivatives catalysed by a chiral squaramide." Organic & Biomolecular Chemistry 13, no. 20 (2015): 5636–45. http://dx.doi.org/10.1039/c4ob02653e.

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An efficient chiral squaramide-catalysed enantioselective Michael addition of pyrazolin-5-ones to 3-nitro-2H-chromenes afforded chiral heterocycles containing both chroman and pyrazolone derivatives in high to excellent yields (up to 98%) with high enantioselectivities (up to 96%) under very low catalyst loading (0.2 mol%).

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23

Nandkumar, Chitnis Akshata, Jadhav Kiran Mahadev, Khandare Aishwarya Vishweshvar, P. L. Salve, and V. J. Pise. "A Review of the Synthetic Account of 3-Methyl Pyrazolone as Anti-Inflammatory Agent." Asian Journal of Pharmaceutical Research and Development 12, no. 3 (2024): 230–38. http://dx.doi.org/10.22270/ajprd.v11i3.1427.

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Pyrazolone is a five-membered lactam ring containing two nitrogens and one ketonic group in its structure. Numerous pyrazolone derivatives were exhibited with diverse biological, pharmacological, and chemical applications. The chemistry of pyrazolone has gained increasing attention due to its diverse pharmacological properties such as anticancer, analgesic, anti-inflammatory, antimicrobial, antioxidant, antifungal, antiviral, antidiabetic, and several other biological activities. Thus, because of their importance, synthetic strategies for existing as well as novel pyrazolone derivatives have b

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24

Hassan, Alaa A., Yusria R. Ibrahim, and Ahmed M. Shawky. "Reactions of Substituted Carbohydrazides with Electron-poor Olefins." Zeitschrift für Naturforschung B 63, no. 8 (2008): 998–1004. http://dx.doi.org/10.1515/znb-2008-0813.

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Substituted carbohydrazides 1a - e reacted with ethenetetracarbonitrile (2) in dimethylformamide with formation of diacylhydrazines 4a - e and 5-amino-1-substiuted pyrazole-3,3,4-tricarbonitriles 5a - e. On the other hand, 1a-c reacted with diethyl (E)-2,3-dicyanobutenedioate (3) to give oxadiazinone and pyrazolone derivatives 12a - e and 13a - e, respectively.

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25

Hamama, Wafaa S., Mohamed A. Ismail, Hana’a A. Al-Saman, and Hanafi H. Zoorob. "Convenient Selective Synthesis of Substituted Pyrido[2,3-d]pyrimidones and Annulated Derivatives." Zeitschrift für Naturforschung B 62, no. 1 (2007): 104–10. http://dx.doi.org/10.1515/znb-2007-0115.

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The reaction of 6-aminouracil (1) with the appropriate α,β -unsaturated ketones, gave the corresponding pyrido[2,3-d]pyrimidin-2,4-diones 3, 6, 8 and 10, respectively. Treatment of 1 with salicylaldehyde, 6-carboethoxy-3,5-diphenyl-2-cyclohexenone (13) or 2,6- bis(phenylmethylidene)cyclohexanone (15) afforded the corresponding pyrimido[4,5-d]quinoline- 2,4-diones 12, 14 and 16, respectively. Furthermore, a pyrido[2,3-d]pyrimidine incorporating 3,2’- bis(quinoline) derivative 18 was synthesized. Annulation of pyrido[2,3-d]pyrimidine with pyrazole or imidazole moieties was achieved via reaction

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26

Leleu-Chavain, Natascha, Romain Regnault, Hania Ahouari, et al. "Antioxidant Properties and Aldehyde Reactivity of PD-L1 Targeted Aryl-Pyrazolone Anticancer Agents." Molecules 27, no. 10 (2022): 3316. http://dx.doi.org/10.3390/molecules27103316.

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Small molecules targeting the PD-1/PD-L1 checkpoint are actively searched to complement the anticancer arsenal. Different molecular scaffolds have been reported, including phenyl-pyrazolone derivatives which potently inhibit binding of PD-L1 to PD-1. These molecules are structurally close to antioxidant drug edaravone (EDA) used to treat amyotrophic lateral sclerosis. For this reason, we investigated the capacity of five PD-L1-binding phenyl-pyrazolone compounds (1–5) to scavenge the formation of oxygen free radicals using electron spin resonance spectroscopy with DPPH/DMPO probes. In addition

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27

Sreeramula, Samyami, and Shiv Brat Singh. "Recent Advances in the Therapeutic Applications of Pyrazolone and Oxazolone Derivatives." Journal of Advances in Science and Technology 20, no. 2 (2023): 426–33. https://doi.org/10.29070/9k5z5k50.

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There are several important medicinal uses for the heterocyclic compounds known as pyrazolones and oxazolones. They have a wide range of biological effects, such as reducing inflammation, alleviating pain, fighting bacteria, preventing cancer, and protecting neurones. The synthesis, pharmacological characteristics, and therapeutic potential of pyrazolone and oxazolone derivatives are highlighted in this overview of current research. Included in the discussion are their action mechanisms, structure-activity connections, and potential for future medication development.

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28

Cho, Joungmo, Venkata Subbaiah Sadu, Yohan Han, Yunsoo Bae, Hwajeong Lee, and Kee-In Lee. "Structural Requirements of 1-(2-Pyridinyl)-5-pyrazolones for Disproportionation of Boronic Acids." Molecules 26, no. 22 (2021): 6814. http://dx.doi.org/10.3390/molecules26226814.

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We observed an unusual formation of four-coordinate boron(III) complexes from the reaction of 1-(2-pyridinyl)-5-pyrazolone derivatives with arylboronic acids in the basic media. The exact mechanism is not clear; however, the use of unprotected boronic acid and the presence of a bidentate ligand appeared to be the key structural requirements for the transformation. The results suggest that base-promoted disproportionation of arylboronic acid with the assistance of the [N,O]-bidentate ligation of 1-(2-pyridinyl)-5-pyrazolone should take place and facilitate the formation of pyrazole diarylborina

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29

Mahajan, Suruchi, Pankaj Chauhan, Uğur Kaya, Kristina Deckers, Kari Rissanen та Dieter Enders. "Enantioselective synthesis of pyrazolone α-aminonitrile derivatives via an organocatalytic Strecker reaction". Chemical Communications 53, № 49 (2017): 6633–36. http://dx.doi.org/10.1039/c7cc02874a.

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A highly enantioselective organocatalytic Strecker reaction of pyrazolone-derived ketimines with TMSCN has been developed providing an efficient entry to pyrazolone α-aminonitrile derivatives with a tetra-substituted stereocenter.

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30

J Desale, Vijay. "Synthesis and ADMET-Evaluation of Oxadiazole and Pyrazolone Derivatives." International Journal of Science and Research (IJSR) 14, no. 4 (2025): 2408–13. https://doi.org/10.21275/sr25427164440.

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31

Shyshkina, Olena O., Volodymyr V. Medviediev, Oleg V. Shishkin, Andrii I. Kysil, and Yulian M. Volovenko. "Unexpected synthesis of pyrazolone derivatives." Tetrahedron 71, no. 8 (2015): 1283–86. http://dx.doi.org/10.1016/j.tet.2014.12.082.

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32

Madiha Kanwal, Madiha Kanwal, Sadia Sarwar Sadia Sarwar, Humaira Nadeem Humaira Nadeem, and Benish Saeed and G. A. Miana Benish Saeed and G A Miana. "Safety Evaluation of Nicotinic Acid Based Pyrazolone Derivatives in Human Cells." Journal of the chemical society of pakistan 46, no. 6 (2024): 568. https://doi.org/10.52568/001610/jcsp/46.06.2024.

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Pyrazolone is considered to be an active nucleus present in a large number of drugs. Based on their biological profile, we have tested previously synthesized series of pyrazolone derivatives (Ia-Id), (IIa-IId), (IIIa-IIId), and screened those for in-vitro antioxidant potential using DPPH assay method. These compounds showed moderate to good antioxidant activity. Furthermore, potential analogs were evaluated for in-vitro cytotoxicity via MTT reduction assay in MCF-7 cell line. The compounds exhibited non-toxic effect and did not show 50% inhibition on particular concentration. Based on these ob

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33

Parveen, Mehtab, Shaista Azaz, Ali Mohammed Malla, Faheem Ahmad, Musheer Ahmad, and Mayank Gupta. "An SiO2/ZnBr2 mediated expeditious approach to 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one derivatives in water under microwave irradiation." RSC Advances 6, no. 1 (2016): 148–62. http://dx.doi.org/10.1039/c5ra21146h.

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34

Naglah, Ahmed M., Abdulrahman A. Almehizia, Maniyar A.K., Vidyagayatri Marrakkur, and Lohit Naik. "Photophysical and biological studies on structurally modified chlorophenyl-substituted pyrazolone derivatives." Polish Journal of Chemical Technology 26, no. 4 (2024): 114–22. https://doi.org/10.2478/pjct-2024-0047.

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Abstract In this study, chlorophenyl-substituted pyrazolone derivatives (5a–5c) were synthesized via the Baylis-Hillman acetate reaction. Comprehensive physicochemical characterization was conducted using 1H-NMR, FT-IR, and mass spectroscopy. Density Functional Theory (DFT) calculations at the B3LYP/6-31(G) level was employed to optimize molecular geometries and investigate electronic properties, revealing predominantly planar structures, with notable deviations in the pyrazole group. The HOMO and LUMO analyses showed π-delocalization across the entire molecule, with charge-transfer transition

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35

Achuthanandhan, Jyothi, and Baskar Lakshmanan. "Docking studies of tetra substituted pyrazolone derivatives as potential antiviral agents." JOURNAL OF PHARMACEUTICAL CHEMISTRY 5, no. 2 (2018): 5–8. http://dx.doi.org/10.14805/jphchem.2018.art103.

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In an attempt to find potential antiviral agents, a series of pyrazolones (PA1-PA6& PC1-PC6) were designed and evaluated for their DENVNS5 (RNA-dependent RNA polymerase) inhibitory activity. Molecular docking studies of all the designed compounds into the binding site of DENVNS5 (PDB Code: 4C11) were performed to gain a comprehensive understanding into rational binding modes. These compounds were also screened for in silico drug-likeliness properties on the basis of the absorption, distribution, metabolism and excretion (ADME) prediction. Among all the synthesized compounds, analogue PA6sh

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36

Zonouz, Adeleh Moshtaghi, Masoumeh Beiranvand, Rahim Mohammad-Rezaei, and Soheila Naderi. "Green and Efficient Synthesis of Fluorescent Bis(pyrazolyl)methanes in Choline Chloride/Urea Deep Eutectic Solvent." Letters in Organic Chemistry 17, no. 7 (2020): 548–54. http://dx.doi.org/10.2174/1570178617666191111121813.

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A series of pyrazole-based heteroaromatic compounds were synthesized by the reaction of 3-methyl-5-pyrazolone and aromatic aldehydes in Choline chloride/urea DES as a green solvent. This simple and green procedure has advantages such as easy operation, short reaction times, efficient yields, low cost and minimum use of hazardous solvents and catalysts. The structure of compounds was determined by IR, 1H and 13C NMR spectra, and the crystal structure of 4a was confirmed using X-ray crystallographic analysis. The optical properties of Pyrazole derivatives 4a-g have also been studied with UV/vis

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37

Ahmed, Badie, and Jasim Abdullah. "Ultrasound Assisted Synthesis Of Pyrazolone Derivatives." JOURNAL OF EDUCATION AND SCIENCE 26, no. 5 (2013): 57–63. http://dx.doi.org/10.33899/edusj.2013.163055.

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Pavlov, P. T., A. F. Goleneva, A. E. Lesnov, and T. S. Prokhorova. "Biological activity of some pyrazolone derivatives." Pharmaceutical Chemistry Journal 32, no. 7 (1998): 370–72. http://dx.doi.org/10.1007/bf02645994.

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Ishihara, Yoshimi, Takeyuki Ito, Hiroshi Saito, and Jiro Takano. "Reaction of acridine with pyrazolone derivatives." Journal of Heterocyclic Chemistry 42, no. 5 (2005): 963–67. http://dx.doi.org/10.1002/jhet.5570420533.

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40

J Desale, Vijay, and Ramesh S Yamgar. "Synthesis, Characterization, and Anti-Mycobacterial Evaluation of Oxadiazole and Pyrazolone Derivatives." International Journal of Science and Research (IJSR) 14, no. 2 (2025): 1241–44. https://doi.org/10.21275/sr25219221505.

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41

Guo, Jixi, Yucai Zhang, Dianzeng Jia, Mingxi Guo, and Yinhua Li. "Design and synthesis of reversible solid-state photochromic pyrazolones by introducing a pyridine ring." Photochemical & Photobiological Sciences 15, no. 10 (2016): 1222–26. http://dx.doi.org/10.1039/c6pp00119j.

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42

Wang, Jun, Guan-Cheng Xu, Yan-Ping Zhang, et al. "Copper(ii) complexes with 4-acyl pyrazolone derivatives and diimine coligands: synthesis, structural characterization, DNA binding and antitumor activity." New Journal of Chemistry 43, no. 6 (2019): 2529–39. http://dx.doi.org/10.1039/c8nj02695e.

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43

Kashinath, Dhurke, Kota Sathish, and Sakkani Nagaraju. "Synthesis of Spiro Pyrazolone-Oxindole and Bicyclic Pyrazolone Derivatives via Solvent-Dependent Regioselective Aza-1,4/1,6-Michael and Intramolecular Cycloaddition under Catalyst-Free Conditions." SynOpen 05, no. 02 (2021): 123–33. http://dx.doi.org/10.1055/a-1480-9837.

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AbstractA solvent-dependent, highly regioselective [3+2]-cycloaddition reaction of isoxazole-styrenes and azomethine imines under catalyst-free conditions is reported, furnishing a library of pyrazolone–spirooxindole hybrids. Good regioselectivity for the isomeric structures was achieved by the reaction of isoxazole-styrene and azomethine imine in different solvents and temperatures. The developed method was extended for the synthesis of tri-substituted dinitrogen-fused pyrazolones by using a 1,6-Michael addition reaction. Furthermore, the isoxazole moiety was converted into a carboxylic acid

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44

Ao, Chaoqun, Jingjing Huang, Xinfang Xu, Shikun Jia, Zhenghui Kang, and Wenhao Hu. "A Rh-catalyzed three-component reaction for the diastereoselective synthesis of pyrazolone derivatives with contiguous quaternary stereocenters." Organic & Biomolecular Chemistry 18, no. 18 (2020): 3466–70. http://dx.doi.org/10.1039/d0ob00482k.

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Efficient approach for the facile construction of polyfunctionalized pyrazolone derivatives bearing two contiguous quaternary stereocenters in good yields with high regioselectivities and excellent diastereoselectivities.

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45

Deyab, M. A., A. S. Fouda, M. M. Osman, and S. Abdel-Fattah. "Mitigation of acid corrosion on carbon steel by novel pyrazolone derivatives." RSC Advances 7, no. 71 (2017): 45232–40. http://dx.doi.org/10.1039/c7ra08761f.

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46

Marzouk, Magda Ismail, Galal Hosni Sayed, Mohamed Said Abd ElHalim, and Salma Yehia Mansour. "Synthesis and characterization of novel pyrazolone derivatives." European Journal of Chemistry 5, no. 1 (2014): 24–32. http://dx.doi.org/10.5155/eurjchem.5.1.24-32.870.

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Mariappan, G., BP Saha, NR Bhuyan, PR Bharti, and Deepak Kumar. "Evaluation of antioxidant potential of pyrazolone derivatives." Journal of Advanced Pharmaceutical Technology & Research 1, no. 2 (2010): 260. http://dx.doi.org/10.4103/2231-4040.72275.

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Oswal, R. J. "Novel 4-Substituted Azetidinone Derivatives of Pyrazolone." International Journal of Drug Design and Discovery 3, no. 2 (2025): 772–75. https://doi.org/10.37285/ijddd.3.2.5.

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In the present research work, the main motto was to develop novel chemical entities of pyrazolone. Various N-(substituted benzylidenyl)-[2-(4,5-dihydro-3-methyl-5-oxo-1-(2,4-dinitrophenyl)-1H-pyrazol-4-yl)acetohydrazide] (4a-4e) and 2-(4,5-dihydro-3-methyl-5-oxo-1-(2,4-dinitrophenyl)-1H-pyrazol-4-yl)-acetamide-(3-chloro-4-substituted phenylazetidin-2-one) (RSa-RSe) screened for their antifungal activity against Penicillium Notatum, Aspergillus niger, Candida albicans.

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De Crescentini, L., F. R. Perrulli, G. Favi, et al. "Reactions of 1,2-diaza-1,3-butadienes with propargyl alcohol as an approach to novel bi-heterocyclic systems." Organic & Biomolecular Chemistry 14, no. 37 (2016): 8674–78. http://dx.doi.org/10.1039/c6ob01595f.

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Starting from easily available 1,2-diaza-1,3-dienes and propargyl alcohol, spyro-bicyclic systems, through 2,3-Wittig rearrangement, and pyrazolone–triazole derivatives, through a typical “click reaction”, are obtained.

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50

Radini, Ibrahim. "Design, Synthesis, and Antimicrobial Evaluation of Novel Pyrazoles and Pyrazolyl 1,3,4-Thiadiazine Derivatives." Molecules 23, no. 9 (2018): 2092. http://dx.doi.org/10.3390/molecules23092092.

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A novel series of pyrazolyl 1,3,4-thiadiazines 5a–c, 8a–c, 12, 15a–c, 17a–c, and 20 was prepared from the reaction of pyrazole-1-carbothiohydrazide 1a,b with 2-oxo-N′-arylpropanehydrazonoyl chloride, 2-chloro-2-(2-arylhydrazono)acetate, and 3-bromoacetylcoumarin. Moreover, the regioselective reaction of 5-pyrazolone-1-carbothiohydrazide 1a with 4-substituted diazonium salts and 4-(dimethylamino)benzaldehyde gave the corresponding hydrazones 21a–c and 22. The newly prepared compounds were characterized by spectroscopy and elemental analysis. Many new synthesized compounds showed considerable an

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