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rdf:type |
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lifeskim:mentions |
umls-concept:C0005098,
umls-concept:C0031330,
umls-concept:C0114838,
umls-concept:C0205251,
umls-concept:C0205314,
umls-concept:C0220781,
umls-concept:C0242980,
umls-concept:C0679622,
umls-concept:C1167622,
umls-concept:C1510827,
umls-concept:C1880355,
umls-concept:C1883254
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pubmed:issue |
9
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pubmed:dateCreated |
2005-4-28
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pubmed:abstractText |
A series of 6alpha- and 6beta-substituted benztropines were synthesized. A marked enantioselectivity was observed for the 6beta-methoxylated benztropines, the (1R)-isomers being more potent than the corresponding (1S) compounds. The racemic 6alpha-methoxy-3-(4',4' '-difluorodiphenylmethoxy)tropane (5 g) was the most potent compound. It has been found that modifications at the 6-position of benztropine might reduce the DAT binding affinity, maintaining otherwise a significant dopamine uptake inhibitory activity. A reinvestigation of the absolute configuration of 6beta-methoxytropinone proved the 6R configuration for the (+)-enantiomer.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
May
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pubmed:issn |
0022-2623
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pubmed:author |
pubmed-author:BaruchelloRiccardoR,
pubmed-author:BertolasiValerioV,
pubmed-author:BianchiClementinaC,
pubmed-author:BoreaPier AndreaPA,
pubmed-author:CavalliniSabrinaS,
pubmed-author:GessiStefaniaS,
pubmed-author:GrimaudoStefaniaS,
pubmed-author:InvidiataFrancesco PaoloFP,
pubmed-author:MarinoSilviaS,
pubmed-author:MerighiStefaniaS,
pubmed-author:PizziraniDanielaD,
pubmed-author:RobertiMarinellaM,
pubmed-author:RondaninRiccardoR,
pubmed-author:RossiMarcelloM,
pubmed-author:SimoniDanieleD,
pubmed-author:SiniscalchiAnnaA,
pubmed-author:TolomeoManlioM,
pubmed-author:VaraniKatiaK
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|
pubmed:issnType |
Print
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pubmed:day |
5
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pubmed:volume |
48
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3337-43
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:15857139-Animals,
pubmed-meshheading:15857139-Benztropine,
pubmed-meshheading:15857139-Binding, Competitive,
pubmed-meshheading:15857139-Corpus Striatum,
pubmed-meshheading:15857139-Dopamine,
pubmed-meshheading:15857139-Dopamine Plasma Membrane Transport Proteins,
pubmed-meshheading:15857139-Dopamine Uptake Inhibitors,
pubmed-meshheading:15857139-Membrane Glycoproteins,
pubmed-meshheading:15857139-Membrane Transport Proteins,
pubmed-meshheading:15857139-Molecular Conformation,
pubmed-meshheading:15857139-Nerve Endings,
pubmed-meshheading:15857139-Nerve Tissue Proteins,
pubmed-meshheading:15857139-Putamen,
pubmed-meshheading:15857139-Radioligand Assay,
pubmed-meshheading:15857139-Rats,
pubmed-meshheading:15857139-Stereoisomerism,
pubmed-meshheading:15857139-Structure-Activity Relationship,
pubmed-meshheading:15857139-Tropanes
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pubmed:year |
2005
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pubmed:articleTitle |
Synthesis and pharmacology of 6-substituted benztropines: discovery of novel dopamine uptake inhibitors possessing low binding affinity to the dopamine transporter.
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pubmed:affiliation |
Dipartimento di Scienze Farmaceutiche, Università di Ferrara, Via Fossato di Mortara 17-19, 44100 Ferrara, Italy. smd@dns.unife.it
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pubmed:publicationType |
Journal Article,
In Vitro
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