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Journal articles on the topic '5-dihydro-1H-pyrazoles'

Author: Grafiati

Published: 4 June 2021

Last updated: 11 February 2022

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1

Chovatia, P. T., J. D. Akabari, P. K. Kachhadia, P. D. Zalavadia, and H. S. Joshi. "Synthesis and selective antitubercular and antimicrobial inhibitory activity of 1-acetyl-3,5-diphenyl-4,5-dihydro-(1h)-pyrazole derivatives." Journal of the Serbian Chemical Society 71, no. 7 (2006): 713–20. http://dx.doi.org/10.2298/jsc0607713c.

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The new compounds 1-aryl-3-{1-phenyl-3-[p (methylthio)phenyl]pyrazol-4-yl}-2-propen-1-ones 2a?l were prepared by the condensation of 1-phenyl-3-[p (methylthio)phenyl]-4-formylpyrazole 1 with different aryl ketones. Compounds 2a?l in reaction with hydrazine hydrate yielded 3-aryl-5-{1-phenyl-3-[p-(methylthio)phenyl]pyrazol-4 yl}-4,5-dihydro-(1H)-pyrazoles 3a?l and in the presence of hydrazine hydrate in glacial acetic acid gave 1-acetyl-3-aryl 5-{1-phenyl-3-[p-(methylthio)phenyl]pyrazol-4-yl}-4,5 dihydro-(1H)-pyrazoles 4a?l. These compounds were tested in vitro for their antitubercular and antimicrobial activities. The in vitro antimycobacterial activity of the newly synthesized compounds was investigated against Mycobacterium tuberculosis H37RV (ATCC 27294) in BACTEC 12B medium using the ALAMAR radiometric system. The antimicrobial in vitro activity was tested against Bacillus coccous, Bacillus subtilis Escherichia coli, Proteus vulgaris and antifungal activity against Aspergillus niger. The structures of the synthesized compounds were assigned on the basis of elemental analysis IR, 1H NMR and mass spectral data.

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2

Thirunarayanan, Ganesamoorthy, and K. Ravi. "Synthesis and Spectral Correlation Study of some 3-(3,4-dichlorophenyl)-5-(Substituted Phenyl)-4,5-dihydro-¹H-Pyrazole-1-yl-Ethanones." International Letters of Chemistry, Physics and Astronomy 19 (October 2013): 44–57. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.19.44.

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Some N-acetyl pyrazoles including 3-(3,4-dichlorophenyl)-5-(substituted phenyl)-4,5-dihydro-1H-pyrazole-1-yl-ethanones have been synthesised by solvent free cyclization cum acetylation of chalcones including substituted styryl 3,4-dichlorophenyl ketones using hydrazine hydrate and acetic anhydride in presence of catalytic amount of fly-ash: H2SO4 catalyst. The yield of these N-acetyl pyrazole derivatives are more than 75%. The synthesised N-acetyl pyrazoline derivatives were characterized by their physical constants and spectral data. The infrared spectral νC=N and C=O (cm-1) frequencies, NMR chemical shifts (δ, ppm) of Ha, Hb, Hc, CH3 protons, C=N, C=O and CH3 carbons of 1-(3-(3,4-dichlorophenyl)-5-(substitutedphenyl)-4,5-dihydro-1H-pyrazole-1-yl) ethanones have been assigned and correlated with Hammett substituent constants and Swain-Lupton’s parameters using single and multi-regression analysis. From the results of statistical analyses the effect of substituents on the above group frequencies and chemical shifts of the acetylated pyrazoles were discussed.

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3

Altıntop, Mehlika Dilek. "Synthesis, In vitro and In silico Evaluation of a Series of Pyrazolines as New Anticholinesterase Agents." Letters in Drug Design & Discovery 17, no. 5 (May 18, 2020): 574–84. http://dx.doi.org/10.2174/1570180816666190618111023.

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Background: Pyrazolines, electron-rich nitrogen carriers, are of great importance due to their potential applications for the treatment of many diseases including inflammation, infectious diseases and neurodegenerative disorders. Objectives: The purpose of this work was to synthesize new pyrazoline derivatives and evaluate their anticholinesterase effects. Methods: 1-Aryl-5-[4-(piperidin-1-yl)phenyl]-3-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazoles (1-7) were synthesized via the treatment of 1-(3,4-dimethoxyphenyl)-3-[4-(piperidin-1-yl)phenyl]prop-2- en-1-one with arylhydrazine hydrochloride derivatives in acetic acid, whereas 1-aryl-5-[4- (morpholin-4-yl)phenyl]-3-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazoles (8-14) were obtained by the treatment of 1-(3,4-dimethoxyphenyl)-3-[4-(morpholin-4-yl)phenyl]prop-2-en-1-one with arylhydrazine hydrochloride derivatives in acetic acid. Their inhibitory effects on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were determined using a modification of Ellman’s spectrophotometric method. In silico docking and Absorption, Distribution, Metabolism and Excretion (ADME) studies were performed using Schrödinger’s Maestro molecular modeling package. Results: In general, piperidine derivatives were found to be more effective than morpholine derivatives on cholinesterases (ChEs). 1-Phenyl-5-[4-(piperidin-1-yl)phenyl]-3-(3,4-dimethoxyphenyl)- 4,5-dihydro-1H-pyrazole (1) and 1-(4-cyanophenyl)-5-[4-(piperidin-1-yl)phenyl]-3-(3,4- dimethoxyphenyl)-4,5-dihydro-1H-pyrazole (7) were identified as the most effective AChE inhibitors in this series with 40.92% and 38.98%, respectively. Compounds 1 and 7 were docked into the active site of human AChE (PDB code: 4EY7). Both the compounds were found to be capable of forming π-π stacking interactions with Trp286. Based on in silico ADME studies, these compounds are expected to have reasonable oral bioavailability. Conclusion: In the view of this work, the structural modification of the identified agents is going on for the generation of new anticholinesterase agents with enhanced efficacy.

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4

Dorn, Helmut, and R�diger Ozegowski. "LINK Synthesis with 3-Hydroxy-1H-pyrazoles: 3-Carboxyisoalkyloxy-1H-pyrazoles - bicyclic acylpyrazolium salts and ?-Lactams - 3-Carboxyisoalkyloxy-4,5-dihydro-1H-pyrazol-5-ones." Journal f�r Praktische Chemie/Chemiker-Zeitung 340, no. 5 (1998): 437–49. http://dx.doi.org/10.1002/prac.19983400506.

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5

Pasin, J. S. M., A. P. O. Ferreira, A. L. L. Saraiva, V. Ratzlaff, R. Andrighetto, P. Machado, S. Marchesan, et al. "Antipyretic and antioxidant activities of 5-trifluoromethyl-4,5-dihydro-1H-pyrazoles in rats." Brazilian Journal of Medical and Biological Research 43, no. 12 (December 2010): 1193–202. http://dx.doi.org/10.1590/s0100-879x2010007500139.

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6

Odin, I. S., A. A. Golovanov, V. V. Bekin, and V. S. Pisareva. "Synthesis and Acylation of 3-Aryl-5-(2-phenylethynyl)-4,5-dihydro-1H-pyrazoles." Chemistry of Heterocyclic Compounds 49, no. 11 (January 25, 2014): 1687–90. http://dx.doi.org/10.1007/s10593-014-1421-7.

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7

Burde, P. C., and A. M. Rahatgaonkar. "Facile Synthesis and Biological Evaluation of Cyclopropyl-Pyrazole Hybrids in [bmim][PF6]-Water Biphasic System as Antifungal Agents." Asian Journal of Organic & Medicinal Chemistry 4, no. 3 (September 30, 2019): 152–58. http://dx.doi.org/10.14233/ajomc.2019.ajomc-p192.

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3-Cyclopropyl-5-(4-substituted)-1-phenyl-4,5-dihydro-1H-pyrazoles derived from corresponding chalcones were synthesized and evaluated for their biological activities. A convenient synthesis of a library of these compounds in 1-butyl-3-methylimidazolium hexafluorophosphate-water biphasic system at ambient temperature has been accomplished. The ionic liquid, [bmim][PF6] and water which are immiscible, has been easily recycled and reused after separation of the products without any noticeable diminution in its activity.

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8

Venkata Narsimha Reddy, Chintalapani, Eligeti Rajanarendar, and Ananthula Krishnamurthy. "Synthesis of 3-methyl-1,5-diphenyl-7-aryl-7,8-dihydro-6H-pyrazolo[4,5-b]azepines." Collection of Czechoslovak Chemical Communications 55, no. 4 (1990): 1055–58. http://dx.doi.org/10.1135/cccc19901055.

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3,5-Dimethyl-4-nitro-1-phenylpyrazole (I) on treatment with chalcones II under phase transfer conditions gives the Michael adducts, 3-methyl-4-nitro-1-phenyl-5-(2-aryl-4-phenyl-4-oxo-1-butyl)pyrazoles (III). The Michale adducts on cycloreduction with stannous chloride-hydrochloric acid furnish 3-methyl-1,5-diphenyl-7-aryl-7,8-dihydro-6H-pyrazolo[4,5-b]azepines (IV). IR, 1H NMR, 13C NMR and mass spectra support the structures of III and IV.

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9

Agre, Neha, Mihir Khambete, Arundhati Maitra, Antima Gupta, Tulika Munshi, Sanjib Bhakta, and Mariam Degani. "Exploration of 5‐(5‐nitrothiophen‐2‐yl)‐4,5‐dihydro‐1H‐pyrazoles as selective, multitargeted antimycobacterial agents." Chemical Biology & Drug Design 95, no. 1 (October 14, 2019): 192–99. http://dx.doi.org/10.1111/cbdd.13624.

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10

Sviridova, L. A., A. N. Tavtorkin, N. A. Shalynina, N. I. Vorozhtsov, P. S. Protopopova, Zh S. Urmambetova, and K. A. Kochetkov. "Synthesis of 4,5-dihydro-1H-pyrazoles with chiral substituents at position 3 or 5." Russian Chemical Bulletin 64, no. 5 (May 2015): 1078–82. http://dx.doi.org/10.1007/s11172-015-0981-8.

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11

Pang, Wan, Shifa Zhu, Huanfeng Jiang, and Shizheng Zhu. "A novel synthesis of 5-perfluorophenyl 4,5-dihydro-1H-pyrazoles in THF or water." Journal of Fluorine Chemistry 128, no. 11 (November 2007): 1379–84. http://dx.doi.org/10.1016/j.jfluchem.2007.06.010.

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12

DORN, H., and R. OZEGOWSKI. "ChemInform Abstract: LINK Synthesis with 3-Hydroxy-1H-pyrazoles: 3-Carboxyisoalkyloxy-1H-pyrazoles - Bicyclic Acylpyrazolium Salts and γ-Lactams - 3-Carboxyisoalkyloxy-4,5-dihydro-1H-pyrazol-5-ones." ChemInform 29, no. 46 (June 18, 2010): no. http://dx.doi.org/10.1002/chin.199846136.

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13

Bharathi, R. "In vitro and molecular docking studies of an antiinflammatory scaffold with human peroxiredoxin 5 and tyrosine kinase receptor." Bioinformation 16, no. 11 (November 30, 2020): 929–36. http://dx.doi.org/10.6026/97320630016929.

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A new series of 4-(3-(2-amino-3,5-dibromophenyl)-1-(4-substitutedbenzoyl)-4,5-dihydro-1H-pyrazol-5-yl)benzonitrile (4a-h) compounds were synthesized and evaluated for in-vitro anti-inflammatory activities. The spectral (IR, NMR) and elemental analyses data of the product indicated the formation of new pyrazoles 4a-h. Compound 4e exhibited potent anti-inflammatory property with 85.45 % inhibitions. This value was compared with standard diclofenac sodium. This data is explained using molecular docking analysis of receptor-ligand binding. These results demonstrated that pyrazole derivatives are potential inhibitors of Human Peroxiredoxin 5 and Tyrosine kinase receptor in the treatment of inflammation related illness.

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14

Ratković, Zoran, Jovana Muškinja, Adrijana Burmudžija, Branislav Ranković, Marijana Kosanić, Goran A. Bogdanović, Bojana Simović Marković, et al. "Dehydrozingerone based 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles: Synthesis, characterization and anticancer activity." Journal of Molecular Structure 1109 (April 2016): 82–88. http://dx.doi.org/10.1016/j.molstruc.2015.12.079.

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15

Odin, I. S., A. A. Golovanov, V. V. Bekin, and V. S. Pisareva. "ChemInform Abstract: Synthesis and Acylation of 3-Aryl-5-(2-phenylethynyl)-4,5-dihydro-1H-pyrazoles." ChemInform 45, no. 24 (June 2, 2014): no. http://dx.doi.org/10.1002/chin.201424133.

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16

Moreira, Dayse N., Clarissa P. Frizzo, Kelvis Longhi, Nilo Zanatta, Helio G. Bonacorso, and Marcos A. P. Martins. "An efficient synthesis of 1-cyanoacetyl-5-halomethyl-4,5-dihydro-1H-pyrazoles in ionic liquid." Monatshefte für Chemie - Chemical Monthly 139, no. 9 (July 24, 2008): 1049–54. http://dx.doi.org/10.1007/s00706-008-0874-8.

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17

Sauzem, Patricia D., Gabriela da S. Sant'Anna, Pablo Machado, Marta M. M. F. Duarte, Juliano Ferreira, Carlos F. Mello, Paulo Beck, et al. "Effect of 5-trifluoromethyl-4,5-dihydro-1H-pyrazoles on chronic inflammatory pain model in rats." European Journal of Pharmacology 616, no. 1-3 (August 2009): 91–100. http://dx.doi.org/10.1016/j.ejphar.2009.06.008.

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18

Schmidt, Arthur H., Timo Schreck, Ralf Rötz, and Sarah von Freytag-Loringhoven. "Oxokohlenstoffe und verwandte Verbindungen, 30 [1]. Über die Umsetzung von Quadratsäure mit Pyrazolinonen / Oxocarbons and Related Compounds, 30 [1]. On the Reaction of Squaric Acid with Pyrazolinones." Zeitschrift für Naturforschung B 61, no. 3 (March 1, 2006): 311–19. http://dx.doi.org/10.1515/znb-2006-0311.

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Abstract Heating of squaric acid (1) with the 1-aryl-3-methyl-5-oxo-2,5-dihydro-1H-pyrazoles 3a - j and the 1,3-disubstituted pyrazolinones 7a - d in the molar ratio of 1:2 in a mixture of n-BuOH/toluene afforded the bis(pyrazolyl)-squaraines 4a - j and 8a - d, respectively. Reaction of an excess of 1 with the pyrazolinone 3j yielded 4j and the 3-hydroxy-4-pyrazolyl-cyclobutene-1,2-dione 6 as a byproduct. In contrast to disubstituted pyrazolinones, the trisubstituted pyrazolinones 9a - e reacted with squaric acid (1) to give the hydroxy-oxopyrazolyl-cyclobutenediones 10a - e.

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19

Waldo, Jesse P., Saurabh Mehta, and Richard C. Larock. "Room Temperature ICl-Induced Dehydration/Iodination of 1-Acyl-5-hydroxy-4,5-dihydro-1H-pyrazoles. A Selective Route to Substituted 1-Acyl-4-iodo-1H-pyrazoles." Journal of Organic Chemistry 73, no. 17 (September 2008): 6666–70. http://dx.doi.org/10.1021/jo800789p.

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20

Mitkidou, Sophia, Stelios Papadopoulos, Julia Stephanidou-Stephanatou, Aristides Terzis, and Demetrios Mentzafos. "Unusual reactions between some 1-aroyl-4,5-dihydro-4,4-dimethyl-5-methylene-1H-pyrazoles and ketenes." Journal of Organic Chemistry 55, no. 15 (July 1990): 4732–35. http://dx.doi.org/10.1021/jo00302a046.

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21

Buriol, Lilian, Clarissa P. Frizzo, Dayse N. Moreira, Liziê D. T. Prola, Mara R. B. Marzari, Taiana S. München, Nilo Zantta, Helio G. Bonacorso, and Marcos A. P. Martins. "An E-factor minimized solvent-free protocol for the preparation of 4,5-dihydro-5-(trifluoromethyl)-1H-pyrazoles." Monatshefte für Chemie - Chemical Monthly 142, no. 5 (March 22, 2011): 515–20. http://dx.doi.org/10.1007/s00706-011-0464-z.

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22

Dong, Heng-Shan, Yan-Fei Wang, Guo-Liang Shen, Bin Quan, and Wang-Jun Dong. "ChemInform Abstract: Synthesis of Some New 1-Acyl-5-aryl-3- (5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-4,5-dihydro-1H-pyrazoles." ChemInform 43, no. 26 (May 31, 2012): no. http://dx.doi.org/10.1002/chin.201226135.

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23

Papadopoulos, Stelios, and Julia Stephanidou-Stephanatou. "Notizen 1,3-Dipolar Cycloadditions of Benzonitrile Oxides to 1-Aroyl-4,5-dihydro-3,4,4-trimethyl-5-methylene-1H-pyrazoles." Liebigs Annalen der Chemie 1985, no. 8 (August 12, 1985): 1697–703. http://dx.doi.org/10.1002/jlac.198519850815.

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24

MITKIDOU, S., S. PAPADOPOULOS, J. STEPHANIDOU-STEPHANATOU, A. TERZIS, and D. MENTZAFOS. "ChemInform Abstract: Unusual Reactions Between Some 1-Aroyl-4,5-dihydro-4,4-dimethyl-5- methylene-1H-pyrazoles and Ketenes." ChemInform 22, no. 1 (August 23, 2010): no. http://dx.doi.org/10.1002/chin.199101184.

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25

Khudina, O. G., Ya V. Burgart, V. I. Saloutin, and M. A. Kravchenko. "One-pot synthesis of 5-fluoroalkyl-5-hydroxy-4-hydroxy-imino-1-isonicotinoyl-4,5-dihydro-1H-pyrazoles and their tuberculostatic activity." Russian Journal of Organic Chemistry 47, no. 6 (June 2011): 904–9. http://dx.doi.org/10.1134/s1070428011060121.

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26

Martins, Marcos A. P., Paulo H. Beck, Dayse N. Moreira, Lilian Buriol, Clarissa P. Frizzo, Nilo Zanatta, and Helio G. Bonacorso. "ChemInform Abstract: Straightforward Microwave-Assisted Synthesis of 1-Carboxymethyl-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazoles under Solvent-Free Conditions." ChemInform 41, no. 34 (July 29, 2010): no. http://dx.doi.org/10.1002/chin.201034136.

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27

Almeida da Silva, Pedro E., Daniela F. Ramos, Helio G. Bonacorso, Agustina I. de la Iglesia, Marli R. Oliveira, Tatiane Coelho, Jussara Navarini, Hector R. Morbidoni, Nilo Zanatta, and Marcos A. P. Martins. "Synthesis and in vitro antimycobacterial activity of 3-substituted 5-hydroxy-5-trifluoro[chloro]methyl-4,5-dihydro-1H-1-(isonicotinoyl) pyrazoles." International Journal of Antimicrobial Agents 32, no. 2 (August 2008): 139–44. http://dx.doi.org/10.1016/j.ijantimicag.2008.03.019.

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28

Bertolasi, Valerio, Paola Gilli, Valeria Ferretti, Gastone Gilli, and Cristina Fernàndez-Castaño. "Self-assembly of NH-pyrazoles via intermolecular N—H...N hydrogen bonds." Acta Crystallographica Section B Structural Science 55, no. 6 (December 1, 1999): 985–93. http://dx.doi.org/10.1107/s0108768199004966.

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The crystal structures of two NH-pyrazole derivatives forming intermolecular N—H...N hydrogen bonds are reported: 5-methyl-4-(3-methylpyrazol-5-yl)pyrazol-3-ol, C8H10N4O (P1), and 3-methyl-5-dihydro-1H-naphtho[1,2-d]pyrazole hemihydrochloride, C12H12N2.-C12H13N_{2}^{+}.Cl− (P2). 26 other structures are surveyed in order to obtain a deeper insight into the ways NH-pyrazoles self-assemble by means of intermolecular N—H...N hydrogen bonds in molecular crystals. A limited number of compounds form chains or dimers via homonuclear N+—H...N positive-charge-assisted hydrogen bonds, typical of proton sponges, which can be remarkably short [e.g. N...N 2.714 (3), N—H 1.09 (3), H...N 1.63 (3) Å, N—H...N 169 (3)° in (P2)]. Most pyrazoles, however, pack via neutral N—H...N bonds which are formally assisted by resonance (resonance-assisted hydrogen bond, RAHB) through the ...N=C—C=C—NH... iminoenamine fragment, contained in the ring, giving rise to dimers, trimers, tetramers and infinite chains of pyrazole molecules. Surprisingly, the resonance does not appear to shorten the N—H...N bond with respect to the accepted mean value N...N 2.97 (10) Å for non-resonant N—H...N bonds. It is shown that this is due to the internal π-delocalization of the pyrazole ring, which can be hardly increased by the hydrogen-bond interaction, except in symmetrically 3,5-substituted pyrazoles which display N...N distances as short as 2.82 Å, identical C—C and C—N distances in the two halves of the pyrazole molecule, and typical phenomena of N—H...N dynamical proton disorder, detectable by 15N-CP/MAS solid-state NMR.

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29

Singh, Nisha, Naresh K. Sangwan, and Kuldip S. Dhindsa. "Synthesis and fungitoxic activity of 5-aryl-1-formyl-4,5-dihydro-3-(2-hydroxyphenyl)-1H-pyrazoles and their complexes." Pest Management Science 56, no. 3 (March 2000): 284–88. http://dx.doi.org/10.1002/(sici)1526-4998(200003)56:3<284::aid-ps128>3.0.co;2-m.

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30

Buriol, Lilian, Clarissa P. Frizzo, Dayse N. Moreira, Lizie D. T. Prola, Mara R. B. Marzari, Taiana S. Muenchen, Nilo Zantta, Helio G. Bonacorso, and Marcos A. P. Martins. "ChemInform Abstract: An E-Factor Minimized Solvent-Free Protocol for the Preparation of 4,5-Dihydro-5-(trifluoromethyl)-1H-pyrazoles." ChemInform 42, no. 38 (August 25, 2011): no. http://dx.doi.org/10.1002/chin.201138118.

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31

Martins, Marcos A. P., Dayse N. Moreira, Clarissa P. Frizzo, Patrick T. Campos, Kelvis Longhi, Mara R. B. Marzari, Nilo Zanatta, and Helio G. Bonacorso. "X-ray structure, semi-empirical MO calculations and π-electron delocalization of 1-cyanoacetyl-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazoles." Journal of Molecular Structure 969, no. 1-3 (April 2010): 111–19. http://dx.doi.org/10.1016/j.molstruc.2010.01.050.

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32

Sauzem, Patricia D., Pablo Machado, Maribel A. Rubin, Gabriela da S. Sant'Anna, Henrique B. Faber, Alessandra H. de Souza, Carlos F. Mello, et al. "Design and microwave-assisted synthesis of 5-trifluoromethyl-4,5-dihydro-1H-pyrazoles: Novel agents with analgesic and anti-inflammatory properties." European Journal of Medicinal Chemistry 43, no. 6 (June 2008): 1237–47. http://dx.doi.org/10.1016/j.ejmech.2007.07.018.

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33

Chundawat, Tejpal Singh, Nutan Sharma, and Sunita Bhagat. "Synthesis and in vitro antimicrobial evaluation of novel fluorine-containing 3-benzofuran-2-yl-5-phenyl-4,5-dihydro-1H-pyrazoles and 3-benzofuran-2-yl-5-phenyl-4,5-dihydro-isoxazoles." Medicinal Chemistry Research 23, no. 3 (September 1, 2013): 1350–59. http://dx.doi.org/10.1007/s00044-013-0735-9.

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34

Mitkidou, Sophia, and Julia Stephanidou-Stephanatou. "A study onm-chloroperbenzoic acid and lead tetraacetate oxidation of some 1-aroyl-4,5-dihydro-4,4-dimethyl-5-methylene-1H-pyrazoles." Journal of Heterocyclic Chemistry 28, no. 1 (January 1991): 49–53. http://dx.doi.org/10.1002/jhet.5570280109.

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35

Dong, Wang-Jun, Fu-Hong Cui, Zhong-Lian Gao, Rong-Shan Li, Guo-Liang Shen, and Heng-Shan Dong. "An efficient synthesis of 5-aryl-4,5-dihydro-3-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-1-(4-phenylthiazol-2-yl)pyrazoles." Journal of Heterocyclic Chemistry 48, no. 5 (June 8, 2011): 1154–60. http://dx.doi.org/10.1002/jhet.706.

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36

Dubovtsev, A. Yu, A. A. Moroz, M. V. Dmitriev, and A. N. Maslivets. "Reaction of methyl 3-aroyl-1-aryl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates with arylhydrazines. synthesis of isomeric 5-arylcarbamoyl-4-aroyl- and 5-aryl-4-aryloxamoyl-1H-pyrazoles." Russian Journal of Organic Chemistry 52, no. 4 (April 2016): 546–52. http://dx.doi.org/10.1134/s1070428016040126.

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37

Gökşen, Umut Salgın, Yelda Bingöl Alpaslan, Nesrin Gökhan Kelekçi, Şamil Işık, and Melike Ekizoğlu. "Synthesis, crystal structures and theoretical calculations of new 1-[2-(5-chloro-2-benzoxazolinone-3-yl)acetyl]-3,5-diphenyl-4,5-dihydro-(1H)-pyrazoles." Journal of Molecular Structure 1039 (May 2013): 71–83. http://dx.doi.org/10.1016/j.molstruc.2013.01.066.

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38

Bonacorso, Helio Gauze, Everton P. Pittaluga, Sydney H. Alves, Larissa F. Schaffer, Susiane Cavinatto, Liliane M. F. Porte, Gisele R. Paim, Marcos A. P. Martins, and Nilo Zanatta. "Regioselective synthesis and antimicrobial evaluation of new 1-aryloxyacetyl-, 1-thiophenoyacetyl- and 1-phenylaminoacetyl-substituted 3-alkyl(aryl/heteroaryl)-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazoles." Arkivoc 2012, no. 8 (June 17, 2012): 62–75. http://dx.doi.org/10.3998/ark.5550190.0013.806.

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Dong, Wang-Jun, Fu-Hong Cui, Zhong-Lian Gao, Rong-Shan Li, Guo-Liang Shen, and Heng-Shan Dong. "ChemInform Abstract: An Efficient Synthesis of 5-Aryl-4,5-dihydro-3-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-1- (4-phenylthiazol-2-yl)pyrazoles." ChemInform 43, no. 8 (January 27, 2012): no. http://dx.doi.org/10.1002/chin.201208157.

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MITKIDOU, S., and J. STEPHANIDOU-STEPHANATOU. "ChemInform Abstract: A Study on m-Chloroperbenzoic Acid and Lead Tetraacetate Oxidation of Some 1-Aroyl-4,5-dihydro-4,4-dimethyl-5-methylene-1H-pyrazoles." ChemInform 22, no. 28 (August 23, 2010): no. http://dx.doi.org/10.1002/chin.199128140.

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Bonacorso, Helio G., Ernesto S. Lang, Hilário Lewandowski, Marcos A. P. Martins, Clovis Peppe, and Nilo Zanatta. "Preparation and crystal structure determination of adducts of copper(II) chloride with 3-aryl-1-(imino-pyridin-2-yl-methyl)-5-hydroxy-5-trifluoromethyl-4,5-dihydro-1H-pyrazoles." Inorganic Chemistry Communications 6, no. 6 (June 2003): 646–49. http://dx.doi.org/10.1016/s1387-7003(03)00073-x.

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Erkin, A. V., O. S. Yuzikhin, and V. I. Krutikov. "5-Aryl-1-[pyrimidin-2(4)-yl]-3-phenyl-4,5-dihydro-1H-pyrazoles. Synthesis from substituted 2(4)-hydrazinopyrimidines and fragmentation under positive electrospray ionization." Russian Journal of Organic Chemistry 52, no. 8 (August 2016): 1173–78. http://dx.doi.org/10.1134/s1070428016080133.

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Ramírez, Juan, María Victoria Rodríguez, Jairo Quiroga, Rodrigo Abonia, Maximiliano Sortino, Susana A. Zacchino, and Braulio Insuasty. "Efficient Synthesis of Novel 3-Aryl-5-(4-chloro-2-morpholinothiazol-5-yl)-4,5-dihydro-1H-pyrazoles and Their Antifungal Activity Alone and in Combination with Commercial Antifungal Agents." Archiv der Pharmazie 347, no. 8 (June 4, 2014): 566–75. http://dx.doi.org/10.1002/ardp.201400084.

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Ben Soumane, Yahya, Abdesselam Baouid, El Mestafa El Hadrami, Rachid Idouhli, Lahcen El Ammari, Abdeslam Ben Tama, Mohamed Maatallah, Moha Berraho, and Mohamed Saadi. "Synthesis, Characterization, Theoretical and Electrochemical Studies of Pyrazoline Derivatives." Mediterranean Journal of Chemistry 10, no. 9 (November 12, 2020): 845. http://dx.doi.org/10.13171/mjc10902011121522ybs.

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Abstract:

<p class="Mabstract">The reaction of 1,3-dipolar cycloaddition of trans-anethole and three different diarylnitrilimines bearing different substituents X= {H, CH<sub>3</sub>, Cl} yield to the creation of three 1,3,4,5-tetrasubstituted pyrazoles. These reactions produce a single regioisomer. These compounds' structures were studied using diverse spectroscopic techniques such as <sup>1</sup>H, <sup>13</sup>C NMR, and HRMS. Afterwards, X-ray diffraction is performed at 5-(4-methoxyphenyl)-4-methyl-1,3-diphenyl-4,5-dihydro-1H-pyrazole. Also, Density Functional Theory (DFT) is performed to characterize these cycloadducts.</p><p class="Mabstract">Moreover, these synthesized compounds' molecular geometry and electronic structures have been studied using high-level ab initio calculations and DFT using the B3LYP functional. All geometries have been optimized at the B3LYP/6-311+G(d,p) basis set with different kinds of solvents. In the end, the protection against corrosion of copper surface is tested using these pyrazolines. As a result, the experimental analysis proved that the obtained cycloadducts belong to the pyrazoline family. Also, X-ray diffraction determined the stereochemistry of these compounds. DFT-based calculations revealed the existence of three stable conformations of each compound. The theoretical study and the experimental spectroscopic data showed perfect matching. The electrochemical investigation indicates that these pyrazoline compounds exhibit a good inhibition performance, preventing the degradation of copper in NaCl (3%) solution with a high inhibition efficiency of 80%.</p>

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Papadopoulos, Stelios, and Julia Stephanidou-Stephanatou. "1,3-Dipolar cycloaddition reactions of nitrilimines with 1-aroyl-4,5-dihydro-3,4,4-trimethyl-5-methylene-1H-pyrazoles. Synthesis of 6-aroyl-8,9,9-trimethyl-1,2,6,7-tetrazaspiro[4.4]nona-2,7-dienes." Journal of Heterocyclic Chemistry 24, no. 2 (March 1987): 309–12. http://dx.doi.org/10.1002/jhet.5570240203.

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Thirunarayanan, G., and K. G. Sekar. "Solvent-free one-pot cyclization and acetylation of chalcones: Synthesis of some 1-acetyl pyrazoles and spectral correlations of 1-(3-(3,4-dimethylphenyl)-5-(substituted phenyl)-4,5-dihydro-1H-pyrazole-1-yl) ethanones." Journal of Saudi Chemical Society 20, no. 6 (November 2016): 661–72. http://dx.doi.org/10.1016/j.jscs.2013.12.002.

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Abdel-Wahab, Bakr F., Hatem A. Abdel-Aziz, and Essam M. Ahmed. "Synthesis and antimicrobial evaluation of 1-(benzofuran-2-yl)-4-nitro-3-arylbutan-1-ones and 3-(benzofuran-2-yl)-4,5-dihydro-5-aryl-1-[4-(aryl)-1,3-thiazol-2-yl]-1H-pyrazoles." European Journal of Medicinal Chemistry 44, no. 6 (June 2009): 2632–35. http://dx.doi.org/10.1016/j.ejmech.2008.09.029.

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Prešeren, Andrej, Jurij Svete, and Branko Stanovnik. "Oxidative ring-opening ofrel-(2R,3R,5S)-5-aryl-2-benzoylamino-6,7-bis(methoxycarbonyl)-2,3-dihydro-1-oxo-3-phenyl-1H,5H-pyrazolo[1,2-a]-pyrazoles. Synthesis ofrel-(2R,3R)-3-phenyl-3-[5-aryl-3,4-bis(methoxycarbonyl)pyrazolyl-1]alanine esters." Journal of Heterocyclic Chemistry 36, no. 3 (May 1999): 799–801. http://dx.doi.org/10.1002/jhet.5570360337.

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Preseren, Andrej, Jurij Svete, and Branko Stanovnik. "ChemInform Abstract: Oxidative Ring-Opening of rel-(2R,3R,5S)-5-Aryl-2-benzoylamino-6,7-bis (methoxycarbonyl)-2,3-dihydro-1-oxo-3-phenyl-1H,5H-pyrazolo [1,2-a]-pyrazoles. Synthesis of rel-(2R,3R)-3-Phenyl-3- [5-aryl-3,4-bis(methoxycarbonyl)pyrazolyl-1]ala." ChemInform 30, no. 43 (June 13, 2010): no. http://dx.doi.org/10.1002/chin.199943190.

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Journal, Baghdad Science. "Synthesis and characterization of some heterocyclic including oxazoles,Thiazoles, Pyridazines, phthalizines and Pyrazoles with evaluating of biological activity." Baghdad Science Journal 10, no. 3 (September 1, 2013): 818–27. http://dx.doi.org/10.21123/bsj.10.3.818-827.

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Abstract:

A series of new compounds including p-bromo methyl pheno acetate [2]. N-( aminocarbonyl)–p-bromo pheno acetamide [3] , N-( aminothioyl) -p-bromo phenoacetyl amide [4], N-[4-(p-di phenyl)-1,3-oxazol-2-yl]-p-bromopheno acetamide [5],N-[4-p-di phenyl]-1,3-thiazol-2-yl-p-bromo phenoacet amide [6], p-bromopheno acetic acid hydrazide [7] , 1-N-(p-bromo pheno acetyl)-1,2-dihydro-pyridazin-3,6- dione [8], 1-N-(p-bromo pheno acetyl)-1,2-dihydro-phthalazin-3,8- dione[ 9], 1-(p-bromo pheno acetyl)-3-methylpyrazol-5-one [10] and 1-(p-bromo phenol acetyl)- 3,5-dimethyl pyrazole [11] have been synthesized. The prepared compounds were characterized by m.p.,FT-IR and 1H-NMR spectroscopy. Also ,the biological activity was evaluated .

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