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Your search keyword '"MIGLIARA, O."' showing total 18 results
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18 results on '"MIGLIARA, O."'

1. A facile synthesis of 1-ethyl-3-methyl-11-phenyl-1,4-dihydro-5H-pyrazolo[3,4-c][1,5]benzodiazocin-5-ones. A new ring system

Author

Migliara, O., Diana, P., Vita Di Stefano, Plescia, F., Carbone, A., Migliara O., Diana P., Di Stefano V., Plescia F., and Carbone A.

Subjects
1,5-benzodiazocine, Pyrazolo-1,5-benzodiazocine, Pyrazole, Antitumor activity
Abstract

The new ring system pyrazolo[3,4-c][1,5]benzodiazocine was obtained through cyclization of the key intermediate of type 6a-d and 9, in refluxing toluene in presence of a catalytic amount of p-toluensulfonic acid, from moderate to high yields

Published
2007

7. Synthesis of pyrazolo[4,3-c][1,2,6]benzothiadiazocine, a new ring system as potential COX inhibitor

Author

Onofrio Migliara, Virginia Spanò, Patrizia Diana, Barbara Parrino, Cristina Ciancimino, Spanò, Migliara, O, Spanò, V, Parrino, B, Ciancimino, C, and Diana, P

Subjects
lcsh:QD241-441, chemistry.chemical_compound, COX Inhibitor, lcsh:Organic chemistry, Chemistry, Stereochemistry, [1,2,6]Benzothiadiazocine, 1,4-dihydropyrazolo[4,3-c][1,2,6benzothiadiazocin-11(10H)one 5,5-dioxides, pyrazole, COX inhibitors, Organic Chemistry, Pyrazole, Ring (chemistry), Settore CHIM/08 - Chimica Farmaceutica
Abstract

Derivatives of the new ring system 1,4-dihydropyrazolo[4,3-c][1,2,6] benzothiadiazocin-11(10H)one 5,5-dioxide were synthesized in five or six steps in 57-66% overall yields and tested as COX inhibitors.

Published
2012

8. Pyrazolobenzotriazinones Derivatives as COX Inhibitors: Synthesis Biological Activity and Molecular Modeling Studies

Author

Demetrio Raffa, Onofrio Migliara, Benedetta Maggio, Fabiana Plescia, Stella Cascioferro, Maria Grazia Cusimano, Giuseppe Tringali, Carla Cannizzaro, Fulvio Plescia, Raffa, D, Migliara, O, Maggio, B, Plescia, F, Cascioferro, SM, Cusimano, MG, Tringali, G, and Cannizzaro, C

Subjects
Models, Molecular, Molecular model, Anti-Inflammatory Agents, Pharmaceutical Science, 2-(1H-pyrazol-1-yl)pyridines, 4(3H)-Benzotriazinones, docking, COX-2 inhibitors, COX-2 inhibitors, chemistry.chemical_compound, Acetic acid, Structure-Activity Relationship, 4(3H)-Benzotriazinones, Drug Discovery, medicine, Structure–activity relationship, Organic chemistry, Humans, Sodium nitrite, Sulfonamides, Cyclooxygenase 2 Inhibitors, Triazines, Biological activity, Settore CHIM/08 - Chimica Farmaceutica, chemistry, Docking (molecular), Celecoxib, Settore BIO/14 - Farmacologia, Pyrazoles, Selectivity, medicine.drug
Abstract

Pyrazolylbenzotriazinones are endowed with structural analogy with the COX-2 selective inhibitor celecoxib. Considering that our research group has long been interested in the 3-pyrazolyl-substituted benzotriazinones as anti-inflammatory agents, six new pyrazolylbenzotriazinone derivatives 16a-c and 18a-c have been prepared by reacting the opportune ethyl 5-(2-aminobenzamido)-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate or 5-(2-aminobenzamido)-1-(pyridin-2-yl)-1H-pyrazole-4-carboxyic acid with sodium nitrite in glacial acetic acid. The biological studies revealed a good pharmacological profile for some pyrazolylbenzotriazinones and, in the case of the ethyl 5-(4-oxo-1,2,3-benzotriazin-3(4H)-yl)-1-pyridin-2-yl-1H-pyrazole-4-carboxylate 16a, a good COX-1/COX-2 selectivity. Molecular modeling studies confirmed the obtained biological results.

Published
2010

9. Synthesis and COX inhibition of 7-R1-8-R2-1-ethyl-3,4-dimethyl-, 4,10-dihydro-1H-pyrazolo[3,4-c][1,5]benzodiazocine-5,11-diones

Author

Maria Grazia Cusimano, Anna Carbone, Onofrio Migliara, Salvatore Plescia, Demetrio Raffa, Migliara, O, Raffa, D, Plescia, S, Cusimano, MG, and Carbone, A

Subjects
Hydrolysis, chemistry.chemical_compound, chemistry, Hydrochloride, Organic Chemistry, Pyrazole, COX inhibitors, Benzene, Settore CHIM/08 - Chimica Farmaceutica, Medicinal chemistry, Pyrazole, COX inhibitors
Abstract

The title compounds were easily synthesized by reacting the 4-aminopyrazole hydrochloride 2 and the substituted 2-nitrobenzoyl chlorides 3a-d. The obtained 2-nitrobenzamides 4a-d were methylated and then reduced to give the corresponding amines 6a-d. These were hydrolyzed then directly converted into 4,10-dihydro-1H-pyrazolo[3,4-c][1,5]benzodiazocine-5,11-diones 1a-d by the action of SOCl2 in benzene. These were tested for their COX inhibitory activity, showing an inhibitory profile against both COX-1 and COX-2, being slightly more selective against COX-2 with a percentage of inhibition, at the concentration of 10 μM, in the range 42.0 – 55.0.

Published
2009

11. Pyrazolobenzotriazinone derivatives as COX inhibitors: synthesis, biological activity, and molecular-modeling studies.

Author

Raffa D, Migliara O, Maggio B, Plescia F, Cascioferro S, Cusimano MG, Tringali G, Cannizzaro C, and Plescia F

Subjects
Anti-Inflammatory Agents chemical synthesis, Anti-Inflammatory Agents pharmacology, Celecoxib, Cyclooxygenase 2 Inhibitors chemical synthesis, Humans, Models, Molecular, Pyrazoles, Structure-Activity Relationship, Sulfonamides, Cyclooxygenase 2 Inhibitors chemistry, Triazines pharmacology
Abstract

Pyrazolylbenzotriazinones are endowed with a structural analogy with the COX-2 selective inhibitor celecoxib. Considering that our research group has long been interested in the 3-pyrazolyl-substituted benzotriazinones as anti-inflammatory agents, six new pyrazolylbenzotriazinone derivatives 16a-c and 18a-c have been prepared by reacting the opportune ethyl 5-(2-aminobenzamido)-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate or 5-(2-aminobenzamido)-1-(pyridin-2-yl)-1H-pyrazole-4-carboxyic acid with sodium nitrite in glacial acetic acid. The biological studies revealed a good pharmacological profile for some pyrazolylbenzotriazinones and, in the case of the ethyl 5-(4-oxo-1,2,3-benzotriazin-3(4H)-yl)-1-pyridin-2-yl-1H-pyrazole-4-carboxylate, a good COX-1/COX-2 selectivity. Molecular modeling studies confirmed the obtained biological results.

Published
2010
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12. Synthesis and antimicrobial evaluation of new phenoxyacetamide derivatives.

Author

Raffa D, Migliara O, Daidone G, Maggio B, and Schillaci D

Subjects
Acetamides pharmacology, Anti-Bacterial Agents, Gram-Negative Bacteria drug effects, Gram-Positive Bacteria drug effects, Indicators and Reagents, Magnetic Resonance Spectroscopy, Microbial Sensitivity Tests, Phenyl Ethers pharmacology, Acetamides chemical synthesis, Anti-Infective Agents chemical synthesis, Anti-Infective Agents pharmacology, Bacteria drug effects, Fungi drug effects, Phenyl Ethers chemical synthesis
Abstract

New N-(5-methylisoxazol-3-yl)-2 or 3 or 4-(phenoxyacetamido)benzamides 6a-t were synthesized and tested for their in vitro antimicrobial activity against gram positive (Staphylococcus aureus ATCC 25923) and gram negative (Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853) bacteria as well as fungi (Candida albicans ATCC 10231, Candida tropicalis ATCC 13803 and Cryptococcus neoformans ATCC 90112). Compounds 6 were devoid of antibacterial as well as antifungal activities at maximum tested concentrations of 50 micrograms/ml for bacteria and 100 micrograms/ml for yeast.

Published
2002

13. Synthesis and pharmacological evaluation of 1-methyl-5-[substituted-4 (3H)-oxo-1,2,3-benzotriazin-3-yl]-1H-pyrazole-4-acetic acid derivatives.

Author

Daidone G, Maggio B, Plescia S, Raffa D, Schillaci D, Migliara O, Caruso A, Cutuli VM, and Amico-Roxas M

Subjects
3-alpha-Hydroxysteroid Dehydrogenase (B-Specific), Analgesics pharmacology, Animals, Anti-Inflammatory Agents pharmacology, Enzyme Inhibitors pharmacology, Male, Mice, Pyrazoles pharmacology, Rats, 3-Hydroxysteroid Dehydrogenases antagonists & inhibitors, Analgesics chemical synthesis, Anti-Inflammatory Agents chemical synthesis, Enzyme Inhibitors chemical synthesis, Pyrazoles chemical synthesis
Abstract

Several new 1-methyl-5-[substituted-4-oxo-1,2,3-benzotriazin-3-yl] -1H-pyrazole-4-acetic acids and their ethyl ester derivatives were prepared. The compounds were tested for analgesic and antiinflammatory activities, acute toxicity, ulcerogenic effect, and as in vitro inhibitors of 3 alpha-hydroxysteroid dehydrogenase (3 alpha-HSD), since it is claimed that the inhibition of such an enzyme predicts in vivo antiinflammatory activity. Some compounds were more active than phenylbutazone in the phenylbenzoquinone and acetic acid peritonitis tests, and equiactive to the same drug in the carrageenin paw edema test. All the compounds inhibited the 3 alpha-HSD, but no correlation was observed with the paw edema inhibition values. The compounds proved to possess marginal or no ulcerogenic effect, as well as low systemic toxicity.

Published
1998
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14. Synthesis of novel pyrazole derivatives of pharmaceutical interest.

Author

Migliara O, Daidone G, Plescia S, and Schillaci D

Subjects
Anti-Bacterial Agents, Anti-Infective Agents pharmacology, Bacteria drug effects, Fungi drug effects, Magnetic Resonance Spectroscopy, Microbial Sensitivity Tests, Pyrazoles pharmacology, Anti-Infective Agents chemical synthesis, Pyrazoles chemical synthesis
Published
1998

15. Synthesis and 3 alpha-hydroxysteroid dehydrogenase inhibitory activity of some N(6)-(pyrazol-5-yl)-pyr-azolo[4,3-d]pyrimidin-7-ones.

Author

Migliara O, Plescia S, and Schillaci D

Subjects
Enzyme Inhibitors pharmacology, Magnetic Resonance Spectroscopy, Pyrazoles pharmacology, Pyrimidinones pharmacology, Spectrophotometry, Infrared, 3-Hydroxysteroid Dehydrogenases antagonists & inhibitors, Enzyme Inhibitors chemical synthesis, Pyrazoles chemical synthesis, Pyrimidinones chemical synthesis
Published
1996

16. Novel pyrazolo [4,3-e] [1,4] diazepin-5,8-diones.

Author

Migliara O, Schillaci D, and Maggio B

Subjects
Anti-Bacterial Agents pharmacology, Azepines pharmacology, Microbial Sensitivity Tests, Anti-Bacterial Agents chemical synthesis, Azepines chemical synthesis, Bacteria drug effects
Abstract

The synthesis of some pyrazolo [4,3-e] [1,4] diazepin-5,8-diones has been accomplished starting from the readily available 1-ethyl-3-methyl-4-nitro-5-pyrazolecarbonylchloride and the appropriate alpha-aminoesthers, 2a, b, c. The catalytic reduction of the obtained 3a, b, c gave the products 4a, b, c which were, in turn, cyclized into the title compounds 5a, b, c. The intermediates of type 3 and 4 and the pyrazolo-diazepin-diones 5 were tested in vitro for their antimicrobial activity.

Published
1992

17. Synthesis and pharmacological evaluation of some pyrazolo [3,4-e][1,4] diazepin-4,7-diones.

Author

Migliara O, Flugy A, Novara V, and Gagliano M

Subjects
Animals, Azepines pharmacology, Behavior, Animal drug effects, Central Nervous System Agents pharmacology, Conflict, Psychological, Discrimination, Psychological drug effects, Drinking Behavior drug effects, Male, Motor Activity drug effects, Pentobarbital pharmacology, Pentylenetetrazole pharmacology, Pyrazoles pharmacology, Rats, Rats, Inbred Strains, Time Perception drug effects, Azepines chemical synthesis, Central Nervous System Agents chemical synthesis, Pyrazoles chemical synthesis
Published
1992

18. New imidazolylpyrazoles of potential pharmaceutical interest.

Author

Lamartina L and Migliara O

Subjects
Anti-Bacterial Agents, Bacteria drug effects, Fungi drug effects, Imidazoles pharmacology, Microbial Sensitivity Tests, Pyrazoles pharmacology, Anti-Infective Agents chemical synthesis, Imidazoles chemical synthesis, Pyrazoles chemical synthesis
Abstract

New imidazolylpyrazoles were synthesized and tested for antimicrobial activities. The compounds did not show any significant activity.

Published
1990

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