| Structure-affinity relationships of baclofen and 3-heteroaromatic analogues. | |
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MedLine Citation:
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PMID: 8634834 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Substituting a furan, a thiophene, a benzo[b]furan, a benzo[b]thiophene, or a quinoline ring for the p-chlorophenyl moiety of baclofen has led to GABAB ligands with different affinities depending on the nature of the heteroaromatic ring, and on the nature and position of its substituent. As steric effects cannot account for all the affinity variations, we have studied the lipophilic and electronic properties of baclofen and selected 3-heteroaromatic analogues, gaining insight into the structural features necessary for GABAB affinity. Centrifugal partition chromatography (CPC) has been used to measure octan-1-ol water distribution coefficients, while ab initio molecular orbital (MO) calculations were performed to study electronic properties. |
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Authors:
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B Pirard; P A Carrupt; B Testa; R S Tsai; P Berthelot; C Vaccher; M Debaert; F Durant |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Bioorganic & medicinal chemistry Volume: 3 ISSN: 0968-0896 ISO Abbreviation: Bioorg. Med. Chem. Publication Date: 1995 Nov |
Date Detail:
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Created Date: 1996-07-11 Completed Date: 1996-07-11 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 9413298 Medline TA: Bioorg Med Chem Country: ENGLAND |
Other Details:
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Languages: eng Pagination: 1537-45 Citation Subset: IM |
Affiliation:
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Laboratoire de Chimie Moléculaire Structurale, Facultés Universitaires Notre-Dame de la Paix, Namur, Belgium. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Baclofen
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analogs & derivatives*,
chemistry*,
pharmacology GABA Agonists / chemistry* Molecular Conformation Receptors, GABA-B / metabolism Solubility Structure-Activity Relationship |
| Chemical | |
Reg. No./Substance:
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0/GABA Agonists; 0/Receptors, GABA-B; 1134-47-0/Baclofen |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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