Switch to
Predicate | Object |
---|---|
rdf:type | |
lifeskim:mentions | |
pubmed:issue |
10
|
pubmed:dateCreated |
1984-11-5
|
pubmed:abstractText |
The weak antiallergic activity of 6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carbox yli c acid (1) in the rat reaginic passive cutaneous anaphylaxis test was enhanced by the introduction of an (arylamino)methylene moiety into position 9 of the pyridopyrimidine ring. Compound 34, (+)-6(S)-methyl-9-[(m-methylphenyl)-hydrazono]-4-oxo-4H-pyrido[1,2 -a] pyrimidine-3-carboxylic acid, displayed about 10 000 times the activity of the starting compound 1. A structure-activity relationship study of 9-[(arylamino)methylene]tetrahydropyridopyrimidine-3-carb ox ylic acids resulted in conclusions similar to those found for the 9-(arylhydrazono)tetrahydro-and 9-(arylamino)dihydropyridopyrimidine series. Replacement of the 3-carboxy group of 9-(phenylhydrazono)-tetrahydropyridopyrimidin-4-ones with an acrylic acid moiety caused slight increases in potency. In the 6-methyl-substituted series, a high stereospecificity was observed between the enantiomers with 6S and 6R absolute configurations, the former being responsible for the antiallergic activity. The effects of some 9-[(arylamino)-methylene]tetrahydropyridopyrimidine-3-car box ylic acids on the rat passive peritoneal anaphylaxis test were also investigated.
|
pubmed:language |
eng
|
pubmed:journal | |
pubmed:citationSubset |
IM
|
pubmed:chemical | |
pubmed:status |
MEDLINE
|
pubmed:month |
Oct
|
pubmed:issn |
0022-2623
|
pubmed:author | |
pubmed:issnType |
Print
|
pubmed:volume |
27
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
1253-9
|
pubmed:dateRevised |
2006-11-15
|
pubmed:meshHeading |
pubmed-meshheading:6148420-Anaphylaxis,
pubmed-meshheading:6148420-Animals,
pubmed-meshheading:6148420-Drug Evaluation, Preclinical,
pubmed-meshheading:6148420-Female,
pubmed-meshheading:6148420-Histamine H1 Antagonists,
pubmed-meshheading:6148420-Indicators and Reagents,
pubmed-meshheading:6148420-Magnetic Resonance Spectroscopy,
pubmed-meshheading:6148420-Male,
pubmed-meshheading:6148420-Optical Rotation,
pubmed-meshheading:6148420-Passive Cutaneous Anaphylaxis,
pubmed-meshheading:6148420-Pyrimidinones,
pubmed-meshheading:6148420-Rats,
pubmed-meshheading:6148420-Rats, Inbred Strains,
pubmed-meshheading:6148420-Structure-Activity Relationship
|
pubmed:year |
1984
|
pubmed:articleTitle |
Nitrogen bridgehead compounds. 44. New antiallergic 4H-pyrido[1,2-a]pyrimidin-4-ones. 4.
|
pubmed:publicationType |
Journal Article,
Comparative Study
|