| Variations of acidic functions at position 2 and substituents at positions 4, 5 and 6 of the indole moiety and their effect on NMDA-glycine site affinity. | |
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MedLine Citation:
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PMID: 14575932 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The synthetic procedures to obtain indole derivatives with different acidic functions at position 2 of the indole are reported. The synthesised and tested derivatives comprise 5-tetrazolyl, 1,3,4-oxadiazol-5-yl-2-one, and indole-2-carboxylic acid amides with 5-aminotetrazole, methanesulphonamide and trifluoromethanesulphonamide moieties. The binding affinity was evaluated using [3H]MDL 105,519 and pig cortical brain membranes. In general, compounds with acidic functions different from a carboxylic acid moiety are less potent than indole-2-carboxylic acid derivatives. Also, the 4,6-dichloro substitution pattern was compared to 5-tert-butyl derivatives and compounds not substituted in the benzene moiety of the indole, indicating that the affinity increases from 5-tert-butyl over unsubstituted to 4,6-dichloro substituted derivatives. |
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Authors:
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Michaela Jansen; Gerd Dannhardt |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: European journal of medicinal chemistry Volume: 38 ISSN: 0223-5234 ISO Abbreviation: Eur J Med Chem Publication Date: 2003 Oct |
Date Detail:
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Created Date: 2003-10-24 Completed Date: 2004-07-08 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0420510 Medline TA: Eur J Med Chem Country: France |
Other Details:
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Languages: eng Pagination: 855-65 Citation Subset: IM |
Affiliation:
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Department of Medicinal and Pharmaceutical Chemistry, Institute of Pharmacy, Johannes Gutenberg-University, Staudinger Weg 5, 55099 Mainz, Germany. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Animals Binding Sites Cell Membrane / chemistry Cerebral Cortex / chemistry Glycine Indoles / chemical synthesis*, chemistry, pharmacology* Inhibitory Concentration 50 Models, Molecular Radioligand Assay Receptors, N-Methyl-D-Aspartate / antagonists & inhibitors, chemistry* Structure-Activity Relationship Swine |
| Chemical | |
Reg. No./Substance:
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0/Indoles; 0/MDL 105519; 0/Receptors, N-Methyl-D-Aspartate; 56-40-6/Glycine |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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