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1

Gallardo, Hugo, Edivandro Girotto, Adailton J. Bortoluzzi, and Geovana G. Terra. "2-Phenyl-5-(trifluoromethyl)pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 8 (2009): o2040—o2041. http://dx.doi.org/10.1107/s1600536809029419.

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2

Baddeley, Thomas C., Solange M. S. V. Wardell, Edward R. T. Tiekink, and James L. Wardell. "1,3-Diphenyl-4,5-dihydro-1H-pyrazol-5-one." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o1016—o1017. http://dx.doi.org/10.1107/s1600536812009567.

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In the title pyrazolone derivative, C15H12N2O, the five-membered ring is approximately planar (r.m.s. deviation = 0.018 Å), and the N- and C-bound benzene rings are inclined to this plane [dihedral angles = 21.45 (10) and 6.96 (10)°, respectively] and form a dihedral angle of 20.42 (10)° with each other. Supramolecular layers are formed in the crystal structureviaC—H...O and C—H...N interactions, and these are assembled into double layers by C—H...π and π–π interactions between the pyrazole and C-bound benzene rings [ring centroid–centroid distance = 3.6476 (12) Å]. The double layers stack alo
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3

Feng, Xuejin, Michael A. Xi, Yanjun Wu, Xiaogang Wang, and Ning Xi. "Practical synthesis of bicyclic pyrazol-5-one derivatives." Tetrahedron Letters 58, no. 1 (2017): 46–49. http://dx.doi.org/10.1016/j.tetlet.2016.11.095.

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4

Baryala, Yamna, Abdelfettah Zerzouf, El Mokhtar Essassi, Hans Reuter, and Henning Eickmeier. "4-[(3-Hydroxy-5-phenyl-1H-pyrazol-4-yl)methyl]-5-phenyl-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 63, no. 5 (2007): o2554—o2556. http://dx.doi.org/10.1107/s1600536807018387.

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5

Rastogi, Sameer, Tarun Virmani, Charan Deshwal, and Joyti Gupta. "Novel Synthesis of Functionally Substituted Pyrazole and Biological Evaluation." Volume 1, Issue 1 : October 2015 – December 2015 1, no. 1 (2015): 18–22. http://dx.doi.org/10.32463/rphs.2015.v01i01.04.

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In the present work, a series of some new substituted 3, 5 dimethyl pyrazole (4a-c), 3-methyl pyrazol-5-one derivatives (5a-c), 3-Methyl- 1-(substituted phenyl) pyrazol-5-ones (7a-b) and 2, 3-dimethyl-1- (substituted phenyl) pyrazol-5-one (8a-b) has been synthesized. All the synthesized compounds were characterized by physical, chemical, analytical and spectral data. The newly synthesized compounds were screened for anti-inflammatory activity. The biological in vivo evaluation of these compounds in experimental models (carrageenan-induced oedema) proved the presence of anti-inflammatory activi
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6

Urbonavičius, Arminas, Sonata Krikštolaitytė, Aurimas Bieliauskas, et al. "Synthesis and Characterization of New Pyrano[2,3-c]pyrazole Derivatives as 3-Hydroxyflavone Analogues." Molecules 28, no. 18 (2023): 6599. http://dx.doi.org/10.3390/molecules28186599.

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In this paper, an efficient synthetic route from pyrazole-chalcones to novel 6-aryl-5-hydroxy-2-phenylpyrano[2,3-c]pyrazol-4(2H)-ones as 3-hydroxyflavone analogues is described. The methylation of 5-hydroxy-2,6-phenylpyrano[2,3-c]pyrazol-4(2H)-one with methyl iodide in the presence of a base yielded a compound containing a 5-methoxy group, while the analogous reaction of 5-hydroxy-2-phenyl-6-(pyridin-4-yl)pyrano[2,3-c]pyrazol-4(2H)-one led to the zwitterionic 6-(N-methylpyridinium)pyrano[2,3-c]pyrazol derivative. The treatment of 5-hydroxy-2,6-phenylpyrano[2,3-c]pyrazol-4(2H)-one with triflic
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7

Antre, R. V., R. J. Oswal, D. B. Thorat, and R. B. Shete. "Edaravone Part 2: Antibacterial Activity of Novel Substituted Azetidinone Derivatives of Edaravone." International Journal of Drug Design and Discovery 3, no. 2 (2025): 749–52. https://doi.org/10.37285/ijddd.3.2.1.

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This paper describes development of new chemical entities of Edaravone for their antibacterial activity. The chemical name of Edaravone is 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one. Various N-(substituted benzylidenyl)-[2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)acetohydrazide] (4a-4e) and 2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)-acetamide- (3-chloro-4-substituted phenylazetidin-2-one) (DTa-DTe) screened for their antibacterial activity against Escherichia coli and Bacillus subtilis.
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8

Kiran Kumar, Haruvegowda, Hemmige S. Yathirajan, Asma, et al. "Functionalized 3-(5-aryloxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-(4-substituted-phenyl)prop-2-en-1-ones: synthetic pathway, and the structures of six examples." Acta Crystallographica Section E Crystallographic Communications 76, no. 5 (2020): 683–91. http://dx.doi.org/10.1107/s2056989020005113.

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Five examples each of 3-(5-aryloxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-[4-(prop-2-yn-1-yloxy)phenyl]prop-2-en-1-ones and the corresponding 1-(4-azidophenyl)-3-(5-aryloxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)prop-2-en-1-ones have been synthesized in a highly efficient manner, starting from a common source precursor, and structures have been determined for three examples of each type. In each of 3-[5-(2-chlorophenoxy)-3-methyl-1-phenyl-1H-pyrazol-4-yl]-1-[4-(prop-2-yn-1-yloxy)phenyl]prop-2-en-1-one, C28H21ClN2O3, (Ib), the isomeric 3-[5-(2-chlorophenoxy)-3-methyl-1-phenyl-1H-pyrazol-4-yl]-1-[4-(pr
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9

Shahani, Tara, Hoong-Kun Fun, R. Venkat Ragavan, V. Vijayakumar, and S. Sarveswari. "5-Ethyl-4-methyl-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 6 (2010): o1357—o1358. http://dx.doi.org/10.1107/s160053681001696x.

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10

Loh, Wan-Sin, Hoong-Kun Fun, R. Venkat Ragavan, V. Vijayakumar, and S. Sarveswari. "4-Methyl-5-phenyl-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 1 (2010): o151—o152. http://dx.doi.org/10.1107/s160053681005213x.

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11

Loh, Wan-Sin, Hoong-Kun Fun, R. Venkat Ragavan, V. Vijayakumar, and M. Venkatesh. "5-Ethyl-4-phenyl-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 2 (2011): o403—o404. http://dx.doi.org/10.1107/s1600536811001589.

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12

Loh, Wan-Sin, Hoong-Kun Fun, R. Venkat Ragavan, V. Vijayakumar, and M. Venkatesh. "5-Isobutyl-4-phenylsulfonyl-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 12 (2010): o3050—o3051. http://dx.doi.org/10.1107/s1600536810044181.

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13

Idemudia, Omoruyi G., Anthony I. Okoh, Alexander P. Sadimenko, Eric C. Hosten, and Omobola O. Okoh. "Substituted 4-Acyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazones with Antioxidant Properties: X-Ray Crystal and Spectroscopic Studies." Journal of Chemistry 2017 (2017): 1–10. http://dx.doi.org/10.1155/2017/7943051.

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Phenylhydrazine was reacted with synthesized acylpyrazolone derivatives 4-ethyl-5-methyl-2-phenyl-pyrazol-3-one and 4-propyl-5-methyl-2-phenyl-pyrazol-3-one, to obtain two new azomethine phenylhydrazones, a study in continuation of our probe into the effects of acyl group substitutions on the physicochemical and free radical scavenging properties of acylpyrazolone Schiff bases. The keto imine tautomers of 4-ethyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazone (Empp-Ph) and 4-propyl-5-methyl-2-phenyl-pyrazol-3-one-phenylhydrazone (Prmpp-Ph) according to single X-ray crystallography data which
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14

Antre, Rishikesh Vilas, Cendilkumar A, and Rajagopal Nagarajan. "Suzuki coupling on 4-(3-bromobenzylidene)-3-methyl- 1-phenyl-1H-pyrazol-5(4H)-one." International Journal of Drug Design and Discovery 2, no. 4 (2011): 674–75. https://doi.org/10.37285/ijddd.2.4.10.

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Reaction of 4-(3-bromobenzylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with phenylboronic acid by using Pd(PPh3)4 as a catalyst in presence of K2CO3 and DMF gives the formation of 4-(3-phenylbenzylidene) -3-methyl-1-phenyl-1H-pyrazol-5(4H)-one. Detailed spectroscopic data (IR, 1H NMR, 13C NMR, MS, CHN) are presented.
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15

Guirado, Antonio, María Vera, Bruno Martiz, et al. "Synthesis and Crystal Structures of 4,5-Dihydroimidazo[1,5-b]pyrazol-6-ones." SynOpen 04, no. 04 (2020): 71–83. http://dx.doi.org/10.1055/s-0040-1707304.

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AbstractThe synthesis of previously unattainable 2,5-disubstituted 4,5-dihydroimidazo[1,5-b]pyrazol-6-ones has been developed. Electrochemical reductions of readily available 2,2,2-trichloroethylideneacetophenones were followed by reaction with hydrazine, leading to 3-aryl-5-dichloromethyl-2-pyrazolines. These were treated with isocyanates to obtain the corresponding aminocarbonyl derivatives, which were found to be able to form an otherwise almost inaccessible imidazo[1,5-b]pyrazole ring system via a one-step reaction involving internal condensation followed by hydrogen chloride elimination a
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16

Noninski, Vesselin C., and Emanuel B. Sobowale. "Anodic voltammetry of pyrazolone derivatives with the help of the self-cleaning rotating electrode." Collection of Czechoslovak Chemical Communications 52, no. 1 (1987): 66–71. http://dx.doi.org/10.1135/cccc19870066.

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Nine pyrazolone derivatives have been studied by anodic voltammetry using gold self-cleaning rotating electrode (SRE). Voltamograms of good reproducibility are presented. On the basis of voltammetric data a mechanism is proposed for the electrochemical oxidation of sodium 1-phenyl-2,3-dimethyl-4-(N-methylamino)pyrazol-5-one-N-methansulphonate and 1-phenyl-2,3-dimethyl-4-(dimethylamino)pyrazol-5-one in protic medium.
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17

Kraudelt, Heide, Uwe Schilde, Heike Hefele, Eberhard Ludwig, and Erhard Ludwig. "Titan- und Vanadiumkomplexe mit 4-[1-(N′-Benzoylhydrazino)-l-phenylmethyliden]- 3-methyl-1-phenyl-pyrazol-5-on. Röntgenkristallstruktur von 4-[1-(N′-Benzoylhydrazino)-1-phenyl-methyliden]-3-methyl-1-phenyl- pyrazol-5-on / Titanium- and Vanadium Complexes of 4-[1-(N′-Benzoylhydrazino)-1-phenylmethylidene]-3-methyl-1-phenyl-pyrazol-5-one. Structure of 4-[1-(N′-Benzoylhydrazino)-1-phenyl-methylidene]-3-methyl-1-phenyl-pyrazol-5-one." Zeitschrift für Naturforschung B 51, no. 9 (1996): 1240–44. http://dx.doi.org/10.1515/znb-1996-0905.

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By reaction of 1-phenyl-3-methyl-4-benzoyl-pyrazol-5-one with benzoylhydrazine the tridentate diacidic ligand 4-[1-(N′-benzoylhydrazino)-1-phenyl-m ethylidene]-3-m ethyl-lphenyl-1-pyrazol-5-one (H2L) is formed which gives complexes ML2 with tetravalent titanium and vanadium ions. The ligand and its complexes were characterized by mass spectroscopy. The vanadium(IV) complex can be oxidised and reduced electrochemicallv. The chemical bonding in the titanium(IV) complex and in the ligand was studied by IR and 13C NMR spectroscopy.The molecular structure of 4-[1-(N′-benzoylhydrazino)-1-phenyl-meth
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18

Ding, Yong-Jie, and Chun-Xiang Zhao. "1-(4-Chlorophenyl)-3-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 3 (2010): o709. http://dx.doi.org/10.1107/s1600536809055263.

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19

Duan, Xue-Min, Mei-Lian Fan, Peng-Wu Zheng, Jiang-Sheng Li, and Peng-Mian Huang. "2-(4-Chlorophenyl)-5-methyl-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 62, no. 5 (2006): o2019—o2020. http://dx.doi.org/10.1107/s1600536806013699.

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In the title compound, C10H9ClN2O, the benzene ring is twisted with respect to the pyrazole plane, with a dihedral angle of 15.81 (11)°. The centroid-to-centroid separation of 3.721 (4) Å indicates π–π stacking between parallel benzene rings.
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20

Shahani, Tara, Hoong-Kun Fun, R. Venkat Ragavan, V. Vijayakumar, and S. Sarveswari. "5-Cyclohexyl-4-methyl-1H-pyrazol-3(2H)-one monohydrate." Acta Crystallographica Section E Structure Reports Online 66, no. 11 (2010): o2760—o2761. http://dx.doi.org/10.1107/s1600536810039164.

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21

Ebner, Angelika, and Wolfgang Holzer. "5-Dimethylamino-1-phenylchromeno[2,3-c]pyrazol-4(1H)-one." Molbank 2010, no. 4 (2010): M706. http://dx.doi.org/10.3390/m706.

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22

Pham, Em Canh, Tuong Vi Le Thi, Long Tieu Phan, Huong-Giang T. Nguyen, Khanh N. B. Le, and Tuyen Ngoc Truong. "Design, synthesis, antimicrobial evaluations and in silico studies of novel pyrazol-5(4H)-one and 1H-pyrazol-5-ol derivatives." Arabian Journal of Chemistry 15, no. 3 (2022): 103682. http://dx.doi.org/10.1016/j.arabjc.2021.103682.

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23

Rabnawaz, Muhammad, Muhammad Raza Shah, and Seik Weng Ng. "2-(4-Chlorophenyl)-4-[1-(4-chlorophenyl)-3-methyl-1H-pyrazol-5-yl]-5-methyl-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 10 (2010): o2569. http://dx.doi.org/10.1107/s1600536810035713.

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24

Al-Smaisim, Rafah Fadhil. "Synthesis, Characterization and Biological Activity of Some New 4-Substituted-phenyl-3-chloro-1-{5-[(3, 5-dimethyl-1H-pyrazol-1- yl) methyl]-1, 3, 4-thiadiazol-2-yl} azetidin-2-one." Al Mustansiriyah Journal of Pharmaceutical Sciences 12, no. 2 (2012): 123–32. http://dx.doi.org/10.32947/ajps.v12i2.258.

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A new series of 3,5-dimethyl-1H-pyrazole derivatives (1-15) incorporated into fused to different nitrogen and sulphur containing heterocyclic were prepared from 3,5-dimethyl-1H-pyrazole when treated with ethylchloroacetate in the present of potassium carbonate to offer Ethyl (3, 5-dimethyl-1H-pyrazol-1-yl) acetate (1).Compound (1) converted to 2-[(3,5-dimethyl -1H-pyrazol -1-yl) acetyl] hydrazinecarbothioamide (2) by reaction with thiosemicarbazide in methanol.Cyclocondensation (2) was reacted with mineral acid H2SO4 to produce 5-[(3, 5- dimethyl-1H-pyrazol-1-yl) methyl]-1, 3, 4-thiadiazol-2-a
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25

Patel, Darshana D., and Vikram N. Panchal. "Studies on Metal Complexes of Pyrazole Bearing Ligand with Their Antimicrobial Screening." Oriental Journal Of Chemistry 40, no. 5 (2024): 1394–98. http://dx.doi.org/10.13005/ojc/400522.

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In present research article, we reported the synthesise of novel hetertocyclic ligand namely,5-((3-((1H-benzimidazol-1-yl)methyl)-5-phenyl-1H-pyrazol-1-yl) methyl)-8-hydroxy quinoline (BIPPHQ) from 5-chloro methyl-8-hydroxy quinoline and 1-((5-phenyl-1H-pyrazol-3-yl) methyl)-1H-benzimidazole (BIPP). The BIPP was synthsised by the reaction between hydrazine hydrate with 1-(1H-benzimidazol-1-yl)-4-phenylbut-3-en-2-one (BIPB), which was synthesisd from 1-(1H-benzimidazol-1-yl)propan-2-one (BIP) and benzaldehyde. The transition metal complxes of 5-((3-((1H-benzimidazol-1-yl)methyl)-5-phenyl-1H-pyr
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26

Anil, Saini, S. Bhatti Ravinder, and S. Sandhu Jagir. "LiBr catalyzed, microwave enhanced synthesis of 5-arylidene rhodanine under solvent free conditions." Journal of Indian Chemical Society Vol. 84, Dec 2007 (2007): 1239–41. https://doi.org/10.5281/zenodo.5825137.

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Department of Chemistry, Punjabi University, Patiala-147 002, Punjab, India <em>E-mail </em>: j_sandhu2002@yahoo.com Department of Pharmaceutical Sciences and Drug Research, Punjabi University, Patiala-147 002, Punjab, India <em>Manuscript received 25 June 2007, accepted 13 September 2007</em> A variety of aldehydes&nbsp;&nbsp;are condensed with rhodaninc under solvent free conditions&nbsp;using LiBr affording 5-arylidene rhodanines in excellent yields. Also this reaction protocol in extendable to other related systems like pyrazol-5-one and 2,4-thiazolidinedione.
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27

Elgemeie, Galal H., Shahinaz H. Sayed, and Peter G. Jones. "(E)-3-Amino-4-(2-phenylhydrazinylidene)-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 69, no. 2 (2013): o187. http://dx.doi.org/10.1107/s1600536812050854.

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The molecule of the title compound, C9H9N5O, is essentially planar (r.m.s. deviation of all atoms = 0.02 Å) except for the NH2H atoms. An intramolecular hydrazinylidene–carbonyl N—H...O=C hydrogen bond is present. In the crystal, molecules are connectedviaN—H...N/O hydrogen bonds, forming thick layers parallel to (100).
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28

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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29

Gilbert, Adam M., Matthew G. Bursavich, Sabrina Lombardi, et al. "5-((1H-Pyrazol-4-yl)methylene)-2-thioxothiazolidin-4-one inhibitors of ADAMTS-5." Bioorganic & Medicinal Chemistry Letters 17, no. 5 (2007): 1189–92. http://dx.doi.org/10.1016/j.bmcl.2006.12.020.

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30

Mistry, Bhavnaben D., Kishor R. Desai, and Nigam J. Desai. "SYNTHESIS, IN VITRO ANTIMICROBIAL ACTIVITY OF SCHIFF’S BASE, AZETIDINONES AND THIAZOLIDINONES." International Journal of Current Pharmaceutical Research 9, no. 1 (2016): 126. http://dx.doi.org/10.22159/ijcpr.2017v9i1.16634.

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Objective: The objective of the present study is to synthesize 3-Chloro-4-[3-(2,4-dichloro-5-fluoro phenyl)-1H-pyrazol-4-yl]-1-(substituted) azetidin-2-one [4a-n] and 2-[3-(2,4-Dichloro-5-fluoro phenyl)-1H-pyraol-4-yl]-3-(substituted phenyl)-1,3-thiazolidin-4-one [5a-n]. The structure of all synthesized compounds were characterized by IR, 1H NMR, 13C NMR and mass spectral studies. Methods: The titled compounds 3-Chloro-4-[3-(2,4-dichloro-5-fluoro phenyl)-1H-pyrazol-4-yl]-1-(substituted) azetidin-2-one [4a-n] and 2-[3-(2,4-Dichloro-5-fluoro phenyl)-1H-pyraol-4-yl]-3-(substituted phenyl)-1,3-thi
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31

Surati, P. R. "Photochromic and Electrochromic Study of Schiff Bases Containing Pyrazolone and Anthracene unit." Журнал структурной химии 64, no. 6 (2023): 111515. http://dx.doi.org/10.26902/jsc_id111515.

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New Schiff bases 4-((anthracen-2-ylimino) methyl)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (1C), 4-(1-(anthracen-2-ylimino)ethyl)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (2C) and 4-((anthracen-2-ylimino)(phenyl)methyl)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (3C) were synthesised and characterized by elemental analyses, LC-MS, FTIR and 1H-NMR spectra. The photochromic property of the synthesised compound investigated under 365 nm UV-light irradiation, which can be observed with solution and solid state absorption spectra. The kinetics study show that the photochromic reacti
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32

Elinson, M. N., E. O. Dorofeeva, A. N. Vereshchagin, R. F. Nasybullin, and M. P. Egorov. "Electrocatalytic stereoselective transformation of aldehydes and two molecules of pyrazolin-5-one into (R*,R*)-bis(spiro-2,4-dihydro-3H-pyrazol-3-one)cyclopropanes." Catalysis Science & Technology 5, no. 4 (2015): 2384–87. http://dx.doi.org/10.1039/c4cy01681e.

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33

Bonacorso, Helio G., Gean M. Dal Forno, Carson Wiethan, et al. "Sequential one-pot three-step synthesis of polysubstituted 4-(5-(trifluoromethyl)-1H-pyrazol-4-yl)-1H-1,2,3-triazole systems." RSC Advances 7, no. 69 (2017): 43957–64. http://dx.doi.org/10.1039/c7ra07960e.

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34

Vaghasiya, Yogesh, Rathish Nair, Mayur Soni, Shipra Baluja, and Sumitra Shanda. "Synthesis, structural determination and antibacterial activity of compounds derived from vanillin and 4-aminoantipyrine." Journal of the Serbian Chemical Society 69, no. 12 (2004): 991–98. http://dx.doi.org/10.2298/jsc0412991v.

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Schiff bases derived from 4-aminoantipyrine and vanillin were evaluated for their potential as antibacterial agents against some Gram positive and Gram negative bacterial strains. The antibacterial activity was studied against P. pseudoalcaligenes ATCC 17440, P. vulgaris NCTC 8313, C. freundii ATCC 10787 E. aerogenes ATCC 13048, S. subfava NCIM 2178 and B. megaterium ATCC 9885. The determination of the antibacterial activity was done using the Agar Ditsh method. The Schiff bases produced were: (1) 4-(4-hydroxy 3-methoxybenzylideneamino) -1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one [VV1]; (
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35

Ryzhkova, Yuliya E., Fedor V. Ryzhkov, Oleg I. Maslov, and Michail N. Elinson. "2,4-Diamino-5-(5-hydroxy-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitrile." Molbank 2023, no. 1 (2023): M1541. http://dx.doi.org/10.3390/m1541.

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5H-Chromeno[2,3-b]pyridines are important compounds with industrial, biological, and medicinal properties. In this short note, the multicomponent reaction of salicylaldehyde, malononitrile dimer, and 2-phenyl-5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one in dimethyl sulfoxide at ambient temperature was investigated to give 2,4-diamino-5-(5-hydroxy-1-phenyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitrile with good yield. The structure of the previously unknown chromeno[2,3-b]pyridine derivative was confirmed by elemental analysis, mass, nuclear magnetic resonan
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36

Fun, Hoong-Kun, Samuel Robinson Jebas, K. S. Girish, and B. Kalluraya. "4-[(4-Chlorophenyl)(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)methyl]-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 64, no. 12 (2008): o2301—o2302. http://dx.doi.org/10.1107/s1600536808036088.

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37

Fun, Hoong-Kun, Reza Kia, K. S. Girish, and B. Kalluraya. "4-[(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)phenylmethyl]-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one ethanol hemisolvate." Acta Crystallographica Section E Structure Reports Online 65, no. 1 (2008): o66—o67. http://dx.doi.org/10.1107/s1600536808039081.

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38

Abaszadeh, Mehdi, Hassan Sheibani, and Kazem Saidi. "The Condensation of (Chlorocarbonyl)phenyl Ketene with Bisnucleophiles. Synthesis of 4-Hydroxy-5-phenylpyro-[2,3-c]pyrazol-6-ones and Formation of Pyrazolo[1,2-a]pyrazole-triones by Hydrogen Exchange in Unstable Mesoionic Compounds." Australian Journal of Chemistry 63, no. 1 (2010): 92. http://dx.doi.org/10.1071/ch09344.

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The addition of (chlorocarbonyl)phenyl ketene 2 to 5-alkylpyrazol-3(4H)-ones 1 led to the formation of 3-hydroxypyrazolo[1,2-a]pyrazole-dione/pyrazolo[1,2-a]pyrazole-trione derivatives 3. This is ascribed to hydrogen exchange in initially formed unstable, mesoionic pyrazolo[1,2-a]pyrazol-4-ium-5-olates. In contrast, condensation of the same ketene with 3-alkyl-1-phenyl-2-pyrazolin-5-ones 4 afforded 4-hydroxy-3-alkyl-1,5-diphenylpyrano[2,3-c]pyrazol-6-one derivatives 5. The latter reaction provides a new and rapid route to 4-hydroxy-2-pyrones fused to pyrazole rings, in good to excellent yields
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39

Becerra, Diana, Hugo Rojas, and Juan-Carlos Castillo. "3-(tert-Butyl)-N-(4-methoxybenzyl)-1-methyl-1H-pyrazol-5-amine." Molbank 2021, no. 1 (2021): M1196. http://dx.doi.org/10.3390/m1196.

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We reported an efficient one-pot two-step synthesis of 3-(tert-butyl)-N-(4-methoxybenzyl)-1-methyl-1H-pyrazol-5-amine 3 in good yield by a solvent-free condensation/reduction reaction sequence starting from 3-(tert-butyl)-1-methyl-1H-pyrazol-5-amine 1 and p-methoxybenzaldehyde 2. The one-pot reductive amination proceeded by the formation in situ of the N-(5-pyrazolyl)imine 4 as key synthetic intermediate of other valuable pyrazole derivatives. This methodology is distinguished by its operational easiness, short reaction time, isolation and purification of the aldimine intermediate is not requi
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40

Ivanova, Bojidarka, Atanas Tchapkanov, Michail Arnaudov, and Ivan Petkov. "IR-spectral study of photoinduced tautomerization in 1,3-diphenyl-pyrazol-5-one." Open Chemistry 1, no. 4 (2003): 356–65. http://dx.doi.org/10.2478/bf02475222.

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AbstractThe UV-photoinduced prototropic isomerization of 1,3-diphenyl pyrazol-5-one (DPhP) embedded in polyvinyl chloride (PVC) film is studied by means of difference in IR spectral analysis. The initially existing CH-form in non-irradiated compound is transformed to NH-form, and a hydrochloride salt is stabilized because of the photodegradation of the PVC. An additional comparative IR spectral study of DPhP in different solutions as well as of its hydrochloride salts in solid state is also carried out.
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41

Raval, Jignesh Priyakant, Arpita Bharatbhai Shah, Nilesh Hasmukhbhai Patel, et al. "Synthesis and anti-tubercular activity of novel pyrazol-5(H)-one derivatives." European Journal of Chemistry 2, no. 2 (2011): 238–42. http://dx.doi.org/10.5155/eurjchem.2.2.238-242.206.

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42

Jiang, Ji-Jun, Xing-Qiang Lü, Feng Bao, Bei-Sheng Kang, and Seik Weng Ng. "4-[(Z)-(Benzylamino)phenylmethylene]-5-methyl-2-phenyl-2H-pyrazol-3-one." Acta Crystallographica Section E Structure Reports Online 60, no. 7 (2004): o1149—o1150. http://dx.doi.org/10.1107/s1600536804013479.

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43

Mohamed, Shaaban K., Mahmoud A. A. El-Remaily, Ahmed M. Soliman, Hossam Abdel-Ghany, and Seik Weng Ng. "4-(4-Chlorobenzyl)-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 5 (2011): o1153. http://dx.doi.org/10.1107/s1600536811013791.

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44

Zhao, Ren-Gao, Jie Lu, and Ji-Kun Li. "3-Amino-1-phenyl-4-(propan-2-ylidene)pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 64, no. 1 (2007): o84. http://dx.doi.org/10.1107/s1600536807063234.

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45

Shahani, Tara, Hoong-Kun Fun, R. Venkat Ragavan, V. Vijayakumar, and M. Venkatesh. "5-Ethyl-2-(4-fluorophenyl)-4-phenoxy-1H-pyrazol-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 2 (2011): o475. http://dx.doi.org/10.1107/s1600536811000754.

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46

Elgemeie, Galal H., Shahinaz H. Sayed, and Peter G. Jones. "(E)-3-Amino-4-(2-phenylhydrazinylidene)-1H-pyrazol-5(4H)-one. Corrigendum." Acta Crystallographica Section E Structure Reports Online 70, no. 1 (2013): e1-e1. http://dx.doi.org/10.1107/s160053681303403x.

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47

Shahani, Tara, Hoong-Kun Fun, R. Venkat Ragavan, V. Vijayakumar, and M. Venkatesh. "1-(4-Fluorophenyl)-3-methyl-4-phenylsulfanyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 11 (2010): o2815—o2816. http://dx.doi.org/10.1107/s1600536810040596.

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48

Fun, Hoong-Kun, Ching Kheng Quah, Nithinchandra, and Balakrishna Kalluraya. "4-[2-(4-Chlorophenyl)hydrazinylidene]-3-methyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 10 (2011): o2670. http://dx.doi.org/10.1107/s1600536811037020.

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49

Dilek, Nefise, Bilal Güneş, Ertan Şahin, Semra Ide, and Serdar Ünlü. "6-[3-Phenyl-5-(trifluoromethyl)pyrazol-1-yl]pyridazin-3(2H)-one." Acta Crystallographica Section E Structure Reports Online 62, no. 2 (2006): o446—o448. http://dx.doi.org/10.1107/s160053680504256x.

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50

Asiri, Abdullah M., Muhammad Nadeem Arshad, Abdullah Y. Obaid, and Ghulam Mustafa. "5-Acetyl-3-(5-phenyl-1H-pyrazol-3-yl)-1,3,4-thiadiazol-2(3H)-one monohydrate." Acta Crystallographica Section E Structure Reports Online 69, no. 5 (2013): o798. http://dx.doi.org/10.1107/s1600536813010817.

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