Antimicrobial and antineoplastic activities of new 4-diazopyrazole derivatives

Daidone, Giuseppe; Maggio, Benedetta; Plescia, Salvatore; Raffa, Demetrio; Montaldo, Chiara; Milia, C.; Perra, G.; Marongiu, M. E.

doi:10.1016/s0223-5234(98)80004-4

Cited by 91 publications

(37 citation statements)

References 8 publications

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“…On the other hand much attention has been focused towards pyrazoles as antimicrobial [19 -21], antiviral [22] and anticancer [23] agents of the discovery of the natural pyrazole C-glycoside, pyrazofurin; 4-hydroxy-3-b-D-ribofuranosyl-1H-pyrazole-5-carboxamide. This antibiotic was reported to possess a broad spectrum of antimicrobial and antiviral activities in addition to being active against several tumor cell lines [23].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antinociceptive-antimicrobial activities of some new amide derivatives of 3,5-di/-and 1,3,5-trimethylpyrazoles

Koçyığıt‐Kaymakcioğlu

Toklu

İkiz

et al. 2008

Journal of Enzyme Inhibition and Medicinal Chemistry

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Some N-(3,5-di-/1,3,5-trimethylpyrazole-4-yl)-4-substitutedbenzamide derivatives were prepared as possible antiociceptiveantimicrobial agents. New amide derivatives (3-12) were synthesized by reacting 4-amino-3,5-di and 1,3,5-trimethylpyrazoles with 4-substitutedbenzoyl chlorides. Hotplate and tail-immersion tests were used for the determination of the antinociceptive activity. Morphine, was used as a standard test drug. All compounds were administered at a dose of 100 mg/kg ip and some of them had significant antinociceptive activity in both tests. Compound 10 (N-(1,3,5-trimethylpyrazole-4-yl)-4-bromobenzamide), was the most active one in both tests among the compounds. The antinociceptive activity of the compounds 10, 11 (N-(1,3,5-trimethylpyrazole-4-yl)-4-chlorobenzamide), and 12 (N-(1,3,5-trimethylpyrazole-4-yl)-4-fluorobenzamide), started at 30 minutes and continued up to 150 minutes in the hotplate test. Also compounds were tested for their in vitro antimicrobial activity, but exhibited weak antibacterial activity.

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Section: Introductionmentioning

confidence: 99%

Synthesis and antinociceptive-antimicrobial activities of some new amide derivatives of 3,5-di/-and 1,3,5-trimethylpyrazoles

Koçyığıt‐Kaymakcioğlu

Toklu

İkiz

et al. 2008

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…The trifluoromethylsubstituted compounds have been reported to possess biological activities as herbicides [16], fungicides [17], analgesic agents [18], antipyretic agents [19], and inhibitors for platelet aggregation [20]. Recently, much attention has been focused on pyrazoles as antvirial and anticancer agents after the discovery of the pyrazole C-glycoside pyrazofurin [21,22]. This report describes the synthesis and anticancer evaluation of several trifluoromethyl-substituted pyrazole N-nucleosides.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antitumor Activity of 5-Trifluoromethyl-2,4- dihydropyrazol-3-one Nucleosides

2004

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“…The reaction of such compounds with nitrogen and carbon nucleophiles produces many biologically active heteocyclic compounds. For example, substituted pyrazoles are reported to be an important class of compounds in the agricultural and medicinal chemistry fields because of their broad spectrum biological activities [3][4][5][6] and they also have anti-cancer effects [7]. Imidazole derivatives act as potent and selective neuropeptide Y Y5 receptor antagonists, having antifungal and antibacterial activity and are used as potential tuberculostatic agents [8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Some Novel Heterocyclic and Schiff Base Derivatives as Antimicrobial Agents

2015

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Treatment of 2,3-diaryloxirane-2,3-dicarbonitriles 1a-c with different nitrogen nucleophiles, e.g., hydrazine, methyl hydrazine, phenyl hydrazine, hydroxylamine, thiosemicarbazide, and/or 2-amino-5-phenyl-1,3,4-thiadiazole, afforded pyrazole, isoxazole, pyrrolotriazine, imidazolothiadiazole derivatives 2-5, respectively. Reacting pyrazoles 2a-c with aromatic aldehydes and/or methyl glycinate produced Schiff's bases 7a-d and pyrazolo[3,4-b]-pyrazinone derivative 8, respectively. Treating 7 with ammonium acetate and/or hydrazine hydrate, furnished the imidazolopyrazole and pyrazolotriazine derivatives 9 and 10, respectively. Reaction of 8 with chloroacetic acid and/or diethyl malonate gave tricyclic compound 11 and triketone 12, respectively. On the other hand, compound 1 was reacted with active methylene precursors, e.g., acetylacetone and/or cyclopentanone producing adducts 14a,b which upon fusion with ammonium acetate furnished the 3-pyridone derivatives 15a,b, respectively. Some of newly synthesized compounds were screened for activity against bacterial and fungal strains and most of the newly synthesized compounds showed high antimicrobial activities. The structures of the new compounds were elucidated using IR, 1 H-NMR, 13 C-NMR and mass spectroscopy.

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Antimicrobial and antineoplastic activities of new 4-diazopyrazole derivatives

Cited by 91 publications

References 8 publications

Synthesis and antinociceptive-antimicrobial activities of some new amide derivatives of 3,5-di/-and 1,3,5-trimethylpyrazoles

Synthesis and antinociceptive-antimicrobial activities of some new amide derivatives of 3,5-di/-and 1,3,5-trimethylpyrazoles

Synthesis and Antitumor Activity of 5-Trifluoromethyl-2,4- dihydropyrazol-3-one Nucleosides

Synthesis of Some Novel Heterocyclic and Schiff Base Derivatives as Antimicrobial Agents

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