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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
2
|
pubmed:dateCreated |
1992-4-15
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pubmed:abstractText |
Reaction of ethyl or methyl 2-dimethylaminomethylene-3-oxoalkanoates 2 with phenylhydrazine gave the corresponding esters of 5-substituted 1-phenyl-1H-pyrazole-4-carboxylic acids 3 in high yields. Esters 3 were hydrolyzed to the relative carboxylic acids 4, which were converted by heating to 5-substituted 1-phenyl-1H-pyrazoles 5 in excellent yields. Reaction of methyl 5,5-dimethyl-3-dimethylaminomethylene-2,4-dioxohexanoate with phenylhydrazine afforded methyl 1-phenyl-4-pivaloyl-1H-pyrazole-5-carboxylate 8 b, which was converted as above to the corresponding carboxylic acid 10 b and this to 1-phenyl-4-pivaloyl-1H-pyrazole 11 b. Starting from 5-methoxymethyl-1-phenyl-1H-pyrazole, 1-phenyl-1H-pyrazole-5-acetic acid 18 and its alpha-methyl derivative 19 were also synthesized. Compounds 18, 19, 10 b and 11 b showed a strong antiinflammatory activity in rats; the same compounds in general as well as 8 b, showed appreciable analgesic and antipyretic activities in mice and rats, respectively.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Feb
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pubmed:issn |
0014-827X
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
45
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pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
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pubmed:pagination |
167-86
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:2133993-Animals,
pubmed-meshheading:2133993-Anti-Inflammatory Agents, Non-Steroidal,
pubmed-meshheading:2133993-Carrageenan,
pubmed-meshheading:2133993-Edema,
pubmed-meshheading:2133993-Fever,
pubmed-meshheading:2133993-Foot,
pubmed-meshheading:2133993-Mice,
pubmed-meshheading:2133993-Pain Measurement,
pubmed-meshheading:2133993-Pyrazoles,
pubmed-meshheading:2133993-Rats,
pubmed-meshheading:2133993-Reaction Time,
pubmed-meshheading:2133993-Yeast, Dried
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pubmed:year |
1990
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pubmed:articleTitle |
1-phenyl-1H-pyrazole derivatives with antiinflammatory, analgesic and antipiretic activities.
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pubmed:affiliation |
Istituto di Scienze Farmaceutiche dell'Università, Genova, Italy.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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