Inhibitory activities of bipyrazoles: a patent review

Abbas, Ashraf A.; Abdellattif, Magda H.; Dawood, Kamal M.

doi:10.1080/13543776.2021.1953474

Cited by 10 publications

(5 citation statements)

References 76 publications

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“…The pyrazole motif is a significant component of heterocycles and is commonly present as a key element in numerous commercially available drugs. 5 Examples of the pyrazole-based commercial drugs include Tartrazine and Pyrazofurin (anticancer), 6 Deracoxib, Lonazolac, Celecoxib, Tepoxalin, and Ramifenazone (nonsteroidal anti-inflammatory drugs, NSAIDs), 7 as well as Difenamizole and Metamizole (analgesic) (see Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

Synthetic ease and exceptional in vivo performance of pyrazole-based cyclometallated iridium complexes

Redrado,

Romanos,

Benedi

et al. 2024

Inorg. Chem. Front.

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Section: Introductionmentioning

confidence: 99%

Synthetic ease and exceptional in vivo performance of pyrazole-based cyclometallated iridium complexes

Redrado,

Romanos,

Benedi

et al. 2024

Inorg. Chem. Front.

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“…We continue researching on potent physiologically active pyridine-and pyrazole-based heterocycles in the light of the stated significance of pyridine and carboxamide scaffolds [14][15][16][17][18][19][20][21][22][23][24][25][26][27][28]. Theoretical modeling was enhanced by the use of the density functional theory DFT/B3LYP/6-31G(d) and HF/6-31G(d).…”

Section: Introductionmentioning

confidence: 99%

Regioselective synthesis and computational calculation studies of some new pyrazolyl‐pyridine and bipyridine derivatives

Farag

Kheder

Fahim

et al. 2023

Journal of Heterocyclic Chem

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Starting from 3‐oxo‐N‐(3‐pyridyl)butanamide, as key intermediate, the title compounds were synthesized in good yields. Reaction of the pyridine‐carboxamide 1 with hydrazonoyl chlorides 3a,b and with triethyl orthoformate afforded the corresponding pyrazole‐carboxamides 6a,b, and the bis‐pyridine 7, respectively. Coupling of the pyridine‐carboxamide 1 with 3‐phenylpyrazole‐5‐diazonium chloride gave the hydrazone 10 which upon heating in pyridine afforded the pyrazolo[5,1‐c]‐1,2,4‐triazine derivative 11. Reaction of the pyridine‐carboxamide 1 with arylmethylenepropanedinitrile derivatives afforded 1,3′‐bipyridines 13a–c. Structure elucidation of the newly synthesized compounds was carried out using IR, NMR spectroscopy, and mass spectrometry. The extensive theoretical and experimental mechanical studies of the pyrazole derivative 6a were in accordance with its elemental analysis, FT‐IR, NMR, and MS spectral data. Moreover, computer analyses indicated that the pyridine derivatives 13a,b predominated over the pyran derivatives 14a,b as the adducts. In addition, the optimization of compounds utilized the HF/6‐31G(d) and DFT/B3LYP/6‐31G(d) basis sets. Furthermore, the physical descriptors of these compounds demonstrated their stability, and NMR correlation investigations were also carried out.

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“…The further development of bipyrazole chemistry opens up new, interesting perspectives and they are playing an increasingly important role in pharmaceutical research. [9][10][11][12] Particularly, 1,3'-bipyrazoles display a broad variety of therapeutic activities, which cover the range from anticancer, [13] antibacterial, [14] antiviral, [8,15] and antimalarial [8] agents to corticotropin releasing factor receptor-1 antagonists. [16] Additionally, they have been developed as pesticides, [17] lithium ionophores [18] or responsive luminophores.…”

Section: Introductionmentioning

confidence: 99%

“…The chloroquinolinyl‐1 H ‐pyrazole shown displays antimalarial activity, [8] and pyraclonil is a widely used herbicide. The further development of bipyrazole chemistry opens up new, interesting perspectives and they are playing an increasingly important role in pharmaceutical research [9–12] . Particularly, 1,3’‐bipyrazoles display a broad variety of therapeutic activities, which cover the range from anticancer, [13] antibacterial, [14] antiviral, [8,15] and antimalarial [8] agents to corticotropin releasing factor receptor‐1 antagonists [16] .…”

Section: Introductionmentioning

confidence: 99%

Pyrazolyldiazonium Salts in the Synthesis of 4‐Amino‐1,3’‐bipyrazoles

Barabash,

Ostapiuk,

Ostapiuk

et al. 2023

Eur J Org Chem

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An efficient protocol for the synthesis of fluorescent 4‐amino‐1,3′‐bipyrazoles, which are substituted at the positions N‐1′, C‐4′, C‐3 and C‐5, is described. By a two‐step synthetic strategy, an initial azo coupling of ethyl cyanoacetate and various 1‐alkylpyrazolyldiazonium chlorides gave substituted ethyl 2‐cyano‐2‐(2‐(pyrazol‐3‐yl)hydrazine‐ylidene)acetates, which were subsequently subjected to Thorpe‐Ziegler type cyclisation reactions to yield the title compounds.

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Inhibitory activities of bipyrazoles: a patent review

Cited by 10 publications

References 76 publications

Synthetic ease and exceptional in vivo performance of pyrazole-based cyclometallated iridium complexes

Synthetic ease and exceptional in vivo performance of pyrazole-based cyclometallated iridium complexes

Regioselective synthesis and computational calculation studies of some new pyrazolyl‐pyridine and bipyridine derivatives

Pyrazolyldiazonium Salts in the Synthesis of 4‐Amino‐1,3’‐bipyrazoles

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