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Journal articles on the topic '3-methyl-1H-pyrazol-5(4H)-one'

Author: Grafiati

Published: 7 June 2025

Last updated: 2 August 2025

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1

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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2

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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3

Vijay, K., C. Nandi, and Shriniwas D. Samant. "Synthesis of a dihydroquinoline based merocyanine as a ‘naked eye’ and ‘fluorogenic’ sensor for hydrazine hydrate in aqueous medium and hydrazine gas." RSC Adv. 4, no. 58 (2014): 30712–17. http://dx.doi.org/10.1039/c4ra02426e.

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1,2,2,4-Tetramethyldihydroquinoline (TMDQ) is formylated at the 6-position and the resulting quinoline aldehyde is condensed with 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one to obtain a merocyanine 6-pyrazolinyl TMDQ.

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4

Dalal, Kiran S., Yogesh A. Tayade, Yogesh B. Wagh, Darshak R. Trivedi, Dipak S. Dalal, and Bhushan L. Chaudhari. "Bovine serum albumin catalyzed one-pot, three-component synthesis of dihydropyrano[2,3-c]pyrazole derivatives in aqueous ethanol." RSC Advances 6, no. 18 (2016): 14868–79. http://dx.doi.org/10.1039/c5ra13014j.

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A BSA catalyzed synthesis of dihydropyrano[2,3-c]pyrazole derivatives via a one pot, three component reaction of an aldehyde/ketone/isatin, malononitrile and 3-methyl-1H-pyrazol-5-(4H)-one in H<sub>2</sub>O–EtOH (7 : 3) at ambient temperature is reported.

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5

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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6

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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7

Abou-Zied, Ashraf H., and Salema A. A. El-Mansory. "Synthesis of Pyrazolopyrazol Derivative via Reactions of Donor Compounds with 4-(2-Hydroxybenzylidene)-3-methyl-1H-pyrazol-5(4H)-one." Al-Mukhtar Journal of Sciences 29, no. 1 (2014): 30–39. http://dx.doi.org/10.54172/mjsc.v29i1.267.

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4-(2-hydroxybenzylidene)-3-methyl-1H-pyrazol-5(4H)-one 3 reacted with hydrazine, phenylhydrazine, semicarbazide, thiosemicarbazide, acylthiosemicarbazide and acetylthiosemicarbazide as donor compounds in ethanol in presence of acetic acid or sulphuric acid by reflux to form pyrazolopyrazole derivative s 4 to 9, Respectively. These products which have been characterized by FT-IR, 1H-NMR, 13C-NMR, mass spectra and elemental analysis have been produced in good yields.

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8

Saida, Keraghel, Benghanem Fatiha, Dehbi Ouarda, Ourari Ali, Ouari Kamel, and Lydia Brelot. "4-[(3-Hydroxyanilino)(phenyl)methylidene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1909—o1910. http://dx.doi.org/10.1107/s1600536812023082.

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In the title compound, C23H19N3O2, the dihedral angles formed by the pyrazolone ring with the three benzene rings are 30.91 (6), 60.96 (4) and 57.01 (4)°. The ligand is in the enamine–keto form and its structure is stabilized by an intramolecular N—H...O hydrogen bond. In the crystal, O—H...N hydrogen bonds link molecules into chains parallel to [01-1].

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9

Mohan, Billava, Balladka Sarojini, Badiadka Narayana, and Enumadishetty Sindhu Priya. "(Z)-4-[2-(3,4-Difluorophenyl)hydrazono]-3-methyl-1H-pyrazol-5(4H)-one." Molbank 2018, no. 2 (2018): M989. http://dx.doi.org/10.3390/m989.

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10

Veeranna, Dharmasothu, Lakavath Ramdas, Guguloth Ravi, Anil Kumar Bojja, and Ramchander Jadhav. "Synthesis, Characterization of Diethylamino Benzylidene-5-Methyl-2-Phenyl-Pyrazol-3- One Substituted 1,2,3-Triazoles and Evaluation of their Anti-Microbial Activity." Der Pharma Chemica 15, no. 1 (2023): 8. https://doi.org/10.5281/zenodo.13318679.

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A new series of (Z)-4-(4-(diethylamino)-2-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)benzylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one (5a-l)ha been synthesized by the reaction of (Z)-4-(4-(diethylamino)-2-(prop-2-yn-1-yloxy)benzylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with different aromatic azides. Chemical structures of all the new compounds were established by IR, 1H-NMR, 13C NMR, MS and elemental data. The Compounds 5a-l were evaluated for their antibacterial activity against Gram-positive bacteria viz Bacillus subtilis(MTCC 441), Bacillus sphaericus (MTCC 11),Staphylococcus aureus

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11

Dharmasothu, Veeranna, Ramdas Lakavath, Ravi Guguloth, Kumar Bojja Anil, and Jadhav Ramchander. "Synthesis, Characterization of Diethylamino Benzylidene-5-Methyl-2-Phenyl-Pyrazol-3- One Substituted 1,2,3-Triazoles and Evaluation of their Anti-Microbial Activity." DER PHARMA CHEMICA 15, no. 1 (2023): 8. https://doi.org/10.4172/0975-413X.15.1.13-20.

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A new series of (Z)-4-(4-(diethylamino)-2-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)benzylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one (5a-l)ha been synthesized by the reaction of (Z)-4-(4-(diethylamino)-2-(prop-2-yn-1-yloxy)benzylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with different aromatic azides. Chemical structures of all the new compounds were established by IR, 1H-NMR, 13C NMR, MS and elemental data. The Compounds 5a-l were evaluated for their antibacterial activity against Gram-positive bacteria viz Bacillus subtilis(MTCC 441), Bacillus sphaericus (MTCC 11),Staphylococcus aureus

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12

Veeranna, Dharmasothu, Ramdas Lakavath, Ravi Guguloth, and Anil Kumar Bojja. "Synthesis, Characterization of Diethylamino Benzylidene-5-Methyl-2-Phenyl-Pyrazol-3- One Substituted 1,2,3-Triazoles and Evaluation of their Anti-Microbial Activity." Der Pharma Chemica 15, no. 1 (2023): 8. https://doi.org/10.5281/zenodo.10934582.

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A new series of (Z)-4-(4-(diethylamino)-2-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)benzylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one (5a-l)ha been synthesized by the reaction of (Z)-4-(4-(diethylamino)-2-(prop-2-yn-1-yloxy)benzylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with different aromatic azides. Chemical structures of all the new compounds were established by IR, 1H-NMR, 13C NMR, MS and elemental data. The Compounds 5a-l were evaluated for their antibacterial activity against Gram-positive bacteria viz Bacillus subtilis(MTCC 441), Bacillus sphaericus (MTCC 11),Staphylococcus aureus

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13

Al-Sabti, Matheel D., Ahmed A. H. Al-Amiery, Yasmien K. Al-Majedy, and Amel Ali. "Antimicrobial Studies of novel metal complexes of 3,5-dimethyl-1H-pyrazol-1-yl phenyl methanone and 1-benzoyl-3-methyl-1H-pyrazol-5(4H)-one." Journal of Biotechnology Research Center 3, no. 2 (2009): 1–12. http://dx.doi.org/10.24126/jobrc.2009.3.2.58.

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Chromium )III), cobalt (II), nickel (II), copper (II) and cadmium (II) complexes of 3,5-dimethyl-1H-pyrazol-1-yl phenyl methanone and 1-benzoyl-3-methyl-1H-pyrazol-5(4H)-one have been synthesized and characterized by elemental analysis, FT-IR, UV/visible spectra, and room temperature magnetic susceptibility. Cadmium complex is expected to have tetrahedral structure while the other complexes are expected to have octahedral structure. The free ligands and their metal complexes have been tested in vitro against a number of microorganisms (Staphylococcus aurous, E.coli, Proteus vulgaris, Pseudomon

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14

Xu, Hai-Zhen, Yan-Xia Yang, and You-Quan Zhu. "(4Z)-4-[(Cyclopropylamino)(phenyl)methylene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 5 (2010): o1123. http://dx.doi.org/10.1107/s1600536810013723.

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15

Xu, Hai-Zhen, Yan-Xia Yang, Jing Yan, and You-Quan Zhu. "4-[(Z)-Allylamino(phenyl)methylene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 6 (2010): o1309. http://dx.doi.org/10.1107/s160053681001384x.

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16

Ma, Rui, Rongming Ma, Yubang Hou, Xuejian Yong, and Feng Bao. "4-[(Z)-(2,5-Dimethylphenylamino)phenylmethylene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (2007): o4416. http://dx.doi.org/10.1107/s1600536807051033.

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There are two molecules in the asymmetric unit of the title compound, C25H23N3O, both of which are stabilized by an intramolecular N—H...O hydrogen bond. The dihedral angles between the pyrazole plane and the attached phenyl ring in the two molecules are 19.9 (2) and 17.7 (2)°.

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17

Ma, Rong-Ming, Shao-Fa Sun, and Seik Weng Ng. "4-[(Z)-(2,4-Dimethylphenylamino)phenylmethylene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 62, no. 10 (2006): o4679—o4680. http://dx.doi.org/10.1107/s1600536806038438.

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18

Nakum, Kiran, and Rajendrasinh N. Jadeja. "Synthesis, characterization, and electrochemical study of a mononuclear Cu(II) complex with a 4-acyl pyrazolone ligand." Zeitschrift für Naturforschung B 73, no. 10 (2018): 713–18. http://dx.doi.org/10.1515/znb-2018-0117.

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Abstract1-(2-Chlorophenyl)-3-methyl-4-propionyl-1H-pyrazol-5(4H)-one was synthesized and characterized by Fourier transform infrared (FT-IR) spectroscopy, 1H nuclear magnetic resonance, and single-crystal X-ray analysis. Its Cu(II) complex was prepared and characterized by FT-IR, thermo gravimetric analysis-differential thermal analysis, ultraviolet-visible spectroscopy, cyclic voltammetry, and single-crystal X-ray structure determination. On the basis of analytical and spectroscopic techniques, a distorted square planar geometry of the complex has been found.

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19

Cai, Hong-Xin, Wei-Na Wu, Xiao-Xia Li, and Yuan Wang. "3-Methyl-4-{[(3-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-ylidene)(phenyl)methyl]aminomethyl}benzyl)amino](phenyl)methylidene}-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 8 (2011): o2015. http://dx.doi.org/10.1107/s1600536811027000.

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20

S., Sheik Mansoor, and Ghashang M. "An appropriate one-pot synthesis of dihydropyrano[2,3-c]pyrazoles and 2-amino-3-cyano-7-hydroxy-4-substituted-4H-chromene derivatives using thiourea dioxide as an efficient and reusable organocatalyst." Journal Of Indian Chemical Society Vol. 92, Sep 2015 (2015): 1449–59. https://doi.org/10.5281/zenodo.5701932.

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Research Department of Chemistry, Bioactive Organic Molecule Synthetic Unit, C. Abdul Hakeem College, Melvisharam-632 509, Tamilnadu, India E-mail : smansoors2000@yahoo.co.in Faculty of Sciences, Najafabad Branch, Islamic Azad University, Najafabad, Esfahan, Iran Manuscript received online 13 November 2014, revised 02 February 2015, accepted 04 February 2015 Thiourea dioxide (<strong>TUD</strong>) was used as a recyclable organocatalyst for the synthesis of 6-amino-4-aryl-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazoles and 2-amino-3-cyano-7-hydroxy-4-substituted-<em>4H</em>-chromen

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21

S., Sheik Mansoor, and Ghashang M. "An appropriate one-pot synthesis of dihydropyrano[2,3-c]pyrazoles and 2-amino-3-cyano-7-hydroxy-4-substituted-4H-chromene derivatives using thiourea dioxide as an efficient and reusable organocatalyst." Journal of Indian Chemical Society Vol. 92, Sep 2015 (2015): 1449–59. https://doi.org/10.5281/zenodo.5702025.

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Research Department of Chemistry, Bioactive Organic Molecule Synthetic Unit, C. Abdul Hakeem College, Melvisharam-632 509, Tamilnadu, India <em>E-mail</em> : smansoors2000@yahoo.co.in Faculty of Sciences, Najafabad Branch, Islamic Azad University, Najafabad, Esfahan, Iran <em>Manuscript received online 13 November 2014, revised 02 February 2015, accepted 04 February 2015</em> Thiourea dioxide (TUD) was used as a recyclable organocatalyst for the synthesis of 6-amino-4-aryl-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazoles and 2-amino-3-cyano-7-hydroxy-4-substituted-<em>4H</em>-chrome

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22

Chi, Xiaodong, Jing Xiao, Yuhong Yin, and Min Xia. "(4Z)-4-[(4-Chloroanilino)(phenyl)methylene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 1 (2009): o249. http://dx.doi.org/10.1107/s1600536809054816.

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23

Bahreni, Zaker, Hossein Rahmani, and Seik Weng Ng. "4-[(2-Benzoyl-4-chlorophenyl)diazenyl]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 3 (2009): o510. http://dx.doi.org/10.1107/s1600536809004243.

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24

Xu, Hai-Zhen, Jian-Ping Xu, Yan-Wei Yuan, Jin Zhang, and You-Quan Zhu. "4-{(Z)-(sec-Butylamino)(phenyl)methylene}-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 9 (2009): o2116. http://dx.doi.org/10.1107/s160053680902950x.

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25

Ma, Rong-Ming. "3-Methyl-1-phenyl-4-[(Z)-phenyl(p-tolylamino)methylene]-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 61, no. 10 (2005): o3264—o3265. http://dx.doi.org/10.1107/s1600536805026656.

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26

Zhu, Hualing, Xin Zhang, Yujing Song, Haizhen Xu, and Mei Dong. "4-{[1-(Methoxycarbonyl)ethylamino](phenyl)methylidene}-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 61, no. 8 (2005): o2387—o2388. http://dx.doi.org/10.1107/s1600536805020349.

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27

Xu, Hai-Zhen, Xue-Kai Si, You-Quan Zhu, and Hai-Bin Song. "(4Z)-4-[(4-Fluorobenzylamino)(phenyl)methylene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 62, no. 8 (2006): o3266—o3268. http://dx.doi.org/10.1107/s1600536806025748.

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28

Xu, Hai-Zhen, Jian-Ping Xu, Jin Zhang, Yan-Wei Yuan, and You-Quan Zhu. "(4Z)-4-[(4-Methoxybenzylamino)(phenyl)methylene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 11 (2009): o2740. http://dx.doi.org/10.1107/s1600536809040458.

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29

Wang, Hai-Wen. "4-[(Z)-(n-Butylamino)(phenyl)methylidene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o969. http://dx.doi.org/10.1107/s1600536812009166.

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The title compound, C21H23N3O, exists in an enamine–keto form with the amino group involved in an intramolecular N—H...O hydrogen bond. The dihedral angle between the phenyl rings is 73.59 (6)°. The five-membered ring is nearly planar, the largest deviation being 0.0004 (7) Å, and makes dihedral angles of 4.81 (6) and 69.81 (5)° wth the phenyl rings. In the crystal, pairs of weak C—H...O interactions link the molecules into centrosymmetric dimers.

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30

Sharma, Naresh, Komal M. Vyas, R. N. Jadeja, Rajni Kant, and Vivek K. Gupta. "(Z)-3-Methyl-4-[1-(4-methylanilino)propylidene]-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 69, no. 8 (2013): o1271. http://dx.doi.org/10.1107/s1600536813019144.

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31

Ma, Rui, Ying Chen, Zhong-Ying Song, Yi-Qiong Bai, and Feng Bao. "4-[(Z)-(4-Ethoxyphenylamino)(phenyl)methylene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 63, no. 7 (2007): o3158. http://dx.doi.org/10.1107/s1600536807026992.

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32

Lai, Shu-Ling, and Ching-Yao Chang. "(4Z)-4-[(2,6-Diisopropylanilino)(phenyl)methylidene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 2 (2011): o324. http://dx.doi.org/10.1107/s1600536811000602.

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33

Zhi, Li-Hua, and Yuan Wang. "3-Methyl-1-phenyl-4-[(Z)-phenyl(4-acetamidoanilino)methylidene]-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 7 (2012): o2132. http://dx.doi.org/10.1107/s1600536812026840.

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34

Lu, Rong, Hua Xia, Xingqiang Lü, and Shunsheng Zhao. "(Z)-4-[(2-Aminoanilino)(phenyl)methylidene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 10 (2011): o2701. http://dx.doi.org/10.1107/s1600536811037470.

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35

Xu, Li-Ying, Ning Li, Jia-Min Li, Heng-Qiang Zhang, and Zhen-Hai Sun. "(4Z)-4-[(2-Chloroanilino)(phenyl)methylidene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1843. http://dx.doi.org/10.1107/s1600536812020004.

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The title compound, C23H18ClN3O, exists in an enamine–keto form with the amino group involved in an intramolecular N—H...O hydrogen bond. The five-membered ring is nearly planar, the largest deviation being 0.0004 (7) Å, and makes dihedral angles of 16.62 (6), 41.89 (5) and 71.27 (4)° with the phenyl rings. In the crystal, weak C—H...O hydrogen bonds link the molecules into supramolecular chains along the b axis.

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36

Sun, Yi-Feng, Xin-Li Wang, Shi-Ying Ma, and Zi-Ying Wang. "3-Methyl-1-phenyl-4-{phenyl[4-(trifluoromethyl)anilino]methylene}-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 63, no. 9 (2007): o3725. http://dx.doi.org/10.1107/s1600536807037993.

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37

Orrego Hernandez, Jessica, Jaime Portilla, Justo Cobo, and Christopher Glidewell. "Two different products from the reaction of 1-aryl-5-chloro-3-methyl-1H-pyrazole-4-carbaldehyde with cyclohexylamine when the aryl substituent is phenyl or pyridin-2-yl: hydrogen-bonded sheetsversusdimers." Acta Crystallographica Section C Structural Chemistry 71, no. 5 (2015): 363–68. http://dx.doi.org/10.1107/s2053229615006403.

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Cyclohexylamine reacts with 5-chloro-3-methyl-1-(pyridin-2-yl)-1H-pyrazole-4-carbaldehyde to give 5-cyclohexylamino-3-methyl-1-(pyridin-2-yl)-1H-pyrazole-4-carbaldehyde, C16H20N4O, (I), formed by nucleophilic substitution, but with 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde the product is (Z)-4-[(cyclohexylamino)methylidene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, C17H21N3O, (II), formed by condensation followed by hydrolysis. Compound (II) crystallizes withZ′ = 2, and in one of the two independent molecular types the cyclohexylamine unit is disordered over two sets of atomic sites

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38

Sriramoju, Shamili, Srinivas Avula, Sindhura Konda, and Kavitha Siddoju. "The development, preparation and characterisation of novel pyran derivatives and their biological assessment." Research Journal of Chemistry and Environment 28, no. 3 (2024): 61–69. http://dx.doi.org/10.25303/283rjce061069.

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We have synthesized some novel derivatives of 4-(1-(2, 4-dinitrophenyl)-3-phenyl-1H-pyrazol-4-yl)-7,7-dimet hyl-2-(methylamino)-3nitro-6,7,8,8a-tetrahydro-4H-chromen-5(4aH)-one by the multicomponent reaction of pyrazole aldehydes derivatives, N-methyl-1-(methylthio)-2-nitroethenamine (NMSM) and 5,5-dimethylcyclohexane-1,3-dione. The synthesised compounds are confirmed by 1H NMR, IR and Mass Spectroscopy and they were then tested for antioxidant activities. In terms of antioxidant activity, compounds C-7 and C-1 were found to have the greatest and lowest levels respectively. Against Enterobacte

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39

Zhang, Zhao, Xingqiang Lü, Shunsheng Zhao, and Xiangrong Liu. "(Z)-4-[(3-Aminonaphthalen-2-ylamino)(phenyl)methylidene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 9 (2012): o2777. http://dx.doi.org/10.1107/s1600536812034770.

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40

Madje, Balaji R., Santosh S. Shindalkar, Madhav N. Ware, and Murlidhar S. Shingare. "An efficient condensation of 4-oxo-4H-benzopyran-3-carbaldehydes with 3-methyl-1-phenyl-1H-pyrazol-5 (4H)-one." Arkivoc 2005, no. 14 (2005): 82–86. http://dx.doi.org/10.3998/ark.5550190.0006.e10.

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41

Antre, R. V., A. Cendilkumar, R. R. Nagarajan, D. Goli, and R. J. Oswal. "Synthesis, Antitumor and Antimicrobial Activities of Some Novel 1-(Substituted)-3-Methyl-1H-Pyrazol-5(4H)-One." Journal of Scientific Research 4, no. 1 (2011): 183. http://dx.doi.org/10.3329/jsr.v4i1.7027.

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Several 1-(substituted)-3-methyl-1H-pyrazol-5(4H)-one as RA1-RA9 were synthesized and compounds were screened for antitumor activity against Ehrlich ascites carcinoma (EAC) cells and antimicrobial activity. Elemental analysis, mass spectral data, 1H-NMR, and IR confirmed the structure of the newly synthesized compounds. Some of the tested compounds showed good antitumor and antimicrobial activity. Compounds RA1, RA4, and RA9 exhibit highest antitumor activity against EAC cells in comparison with 5-flurouracil as standard drug.Keywords: Ehrlich ascites carcinoma; Pyrazolone; Antitumor; N-substi

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42

Zhang, Heng-Qiang, Jin-Zhou Li, Yong Zhang, Dan Zhang, and Zhan-Hua Su. "4-[(Z)-(n-Butylamino)(2-furyl)methylene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 63, no. 8 (2007): o3536. http://dx.doi.org/10.1107/s1600536807034216.

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43

Li, Jing, Jin-Zhou Li, Jing-Qi Li, Heng-Qiang Zhang, and Jia-Min Li. "4-[(Z)-(2-Furyl)(2-naphthylamino)methylene)]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 8 (2009): o1824. http://dx.doi.org/10.1107/s1600536809025586.

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44

Xu, Hai-Zhen, You-Quan Zhu, and Hai-Bin Song. "(4Z)-3-Methyl-1-phenyl-4-{(phenyl)[4-(trifluoromethoxy)anilino]methylene}-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 62, no. 9 (2006): o3678—o3680. http://dx.doi.org/10.1107/s1600536806029655.

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45

Idemudia, Omoruyi G., Alexander P. Sadimenko, Anthony J. Afolayan, and Eric C. Hosten. "3-Methyl-1-phenyl-4-[(phenyl)(2-phenylhydrazin-1-yl)methylidene]-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 5 (2012): o1280—o1281. http://dx.doi.org/10.1107/s1600536812013463.

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46

Jayarajan, R., P. Sharmila, G. Jagadeesan, G. Vasuki, and S. Aravindhan. "(Z)-4-{1-[(2-Hydroxyethyl)amino]ethylidene}-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 2 (2011): o444. http://dx.doi.org/10.1107/s1600536810054127.

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47

Sharma, Naresh, Komal M. Vyas, R. N. Jadeja, Rajni Kant, and Vivek K. Gupta. "(Z)-3-Methyl-1-phenyl-4-[(p-tolyl)(p-tolylamino)methylidene]-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 10 (2012): o3036. http://dx.doi.org/10.1107/s1600536812040330.

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48

Belmar, Julio, Claudio Jiménez, Leandro Ortiz, María Teresa Garland, and Ricardo Baggio. "An oximino tautomer of 1-n-decyl-4-hydroxyimino-3-methyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section C Crystal Structure Communications 62, no. 2 (2006): o76—o78. http://dx.doi.org/10.1107/s0108270105042204.

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49

Li, Li-Nan, Wei-Guo Zhang, Shan-Shan Huang, Chuan-Xun Li, and Shou-Yu Wang. "(Z)-4-[(Ethylamino)(furan-2-yl)methylidene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 5 (2012): o1277. http://dx.doi.org/10.1107/s1600536812013712.

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50

El-Hiti, Gamal A., Bakr F. Abdel-Wahab, Mohammed B. Alshammari, Amany S. Hegazy, and Benson M. Kariuki. "Crystal structure of (E)-3-methyl-4-((3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)-1-phenyl-1H-pyrazol-5(4H)-one, C29H23N7O." Zeitschrift für Kristallographie - New Crystal Structures 232, no. 2 (2017): 291–93. http://dx.doi.org/10.1515/ncrs-2016-0243.

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AbstractC29H23N7O, triclinic, P1̅ (no. 2), a = 8.2785(12) Å, b = 12.1750(18) Å, c = 13.8122(16) Å, α = 114.401(13)°, β = 103.083(11)°, γ = 93.384(12)°, V = 1216.5(3)Å3, Z = 2, Rgt(F) = 0.0713, wRref(F2) = 0.1880, T = 293(2) K.

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