Source:http://linkedlifedata.com/resource/pubmed/id/15837328
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
9
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pubmed:dateCreated |
2005-4-19
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pubmed:abstractText |
The racemic 7-substituted 3,4a-dimethyl-4a,5a,8a,8b-tetrahydro-6H-pyrrolo[3',4':4,5]furo[3,2-b]pyridine-6,8(7H)-diones represent novel tricyclic compounds with strong in vivo efficacy against the parasitic nematode Haemonchus contortus Rudolphi in sheep. Here we report on the synthesis of tricyclic endo-2,3-dihydro[3,2-b]pyridine-type cycloadducts and describe the separation of the racemic 3,4a-dimethyl-7-ethyl-4a,5a,8a,8b-tetrahydro-6H-pyrrolo[3',4':4,5]furo[3,2]pyridine-6,8(7H)-dione into the enantiomers by HPLC. The absolute configuration of the most anthelmintically active (4aS,5aS,8aS,8bR)-enantiomer was determined by single crystal X-ray analysis using its stable (4aS,5aS,8aS,8bR)-enantiomer-CuCl2 (2:1)-complex.
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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 |
May
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pubmed:issn |
0960-894X
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
2
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pubmed:volume |
15
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
2375-9
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pubmed:meshHeading |
pubmed-meshheading:15837328-Animals,
pubmed-meshheading:15837328-Anthelmintics,
pubmed-meshheading:15837328-Haemonchus,
pubmed-meshheading:15837328-Indicators and Reagents,
pubmed-meshheading:15837328-Models, Molecular,
pubmed-meshheading:15837328-Molecular Conformation,
pubmed-meshheading:15837328-Molecular Structure,
pubmed-meshheading:15837328-Pyridones,
pubmed-meshheading:15837328-Pyrroles
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pubmed:year |
2005
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pubmed:articleTitle |
Synthesis and anthelmintic activity of 7-substituted 3,4a-dimethyl-4a,5a,8a,8b-tetrahydro-6H-pyrrolo[3',4':4,5]furo[3,2-b]pyridine-6,8(7H)-diones.
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pubmed:affiliation |
Bayer CropScience AG, Research Monheim, Global Chemistry Insecticides, Building 6240, Alfred-Nobel-Str. 50, D-40789 Monheim am Rhein, Germany. peter.jeschke@bayercropscience.com
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pubmed:publicationType |
Journal Article
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