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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
23
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pubmed:dateCreated |
1999-1-21
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pubmed:abstractText |
Benzocycloalkane derivatives 1-4 were synthesized as new conformationally restricted melatoninergic ligands. They were prepared by the reaction of the ketones 5 with diethylcyanophosphonate and the reduction of the corresponding cyano compounds or by the Wittig reaction and Curtius degradation to obtain the amines 8. The 1-Cyanobenzocyclobutane derivative was obtained by the benzyne cyclisation reaction. The amines 8 were acylated with acetyl, propionyl or butyryl groups. The affinity of the compounds for chicken brain melatonin receptors was evaluated using 2-[125I]-iodomelatonin as the radioligand. The indanyl (2b,c), tetralin (3a-c) and benzocycloheptane (4c) derivatives were potent compounds with nanomolar affinity and an important enantioselectivity of the receptor was observed with the (+) enantiomers 2b and 3b.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Alkanes,
http://linkedlifedata.com/resource/pubmed/chemical/Ligands,
http://linkedlifedata.com/resource/pubmed/chemical/Receptors, Cell Surface,
http://linkedlifedata.com/resource/pubmed/chemical/Receptors, Cytoplasmic and Nuclear,
http://linkedlifedata.com/resource/pubmed/chemical/Receptors, Melatonin
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pubmed:status |
MEDLINE
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pubmed:month |
Dec
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pubmed:issn |
0960-894X
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
1
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pubmed:volume |
8
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3325-30
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:9873728-Alkanes,
pubmed-meshheading:9873728-Animals,
pubmed-meshheading:9873728-Chickens,
pubmed-meshheading:9873728-Ligands,
pubmed-meshheading:9873728-Molecular Conformation,
pubmed-meshheading:9873728-Receptors, Cell Surface,
pubmed-meshheading:9873728-Receptors, Cytoplasmic and Nuclear,
pubmed-meshheading:9873728-Receptors, Melatonin,
pubmed-meshheading:9873728-Structure-Activity Relationship
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pubmed:year |
1998
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pubmed:articleTitle |
Synthesis of benzocycloalkane derivatives as new conformationally restricted ligands for melatonin receptors.
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pubmed:affiliation |
CNRS-BIOCIS (URA 1843), Université de Paris-Sud, Faculté de Pharmacie, Châtenay-Malabry, France.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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