| Halogen substituents on the aromatic moiety of the tetracaine scaffold improve potency of cyclic nucleotide-gated channel block. | |
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MedLine Citation:
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PMID: 21944857 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A series of new tetracaine derivatives with substituents on the aromatic ring was prepared and evaluated for block of retinal rod cyclic nucleotide-gated (CNG) channels. Aromatic substitutions had little effect starting with the basic tetracaine scaffold, but electron-withdrawing substituents significantly improved the blocking potency of an octyl-tail derivative of tetracaine. In particular, halogen substitutions at either the 2- or 3-position on the ring resulted in compounds that were up to eight-fold more potent than the parent octyl-tail derivative and up to 50-fold more potent than tetracaine. |
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Authors:
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Sarah R Kirk; Adriana L Andrade; Kenneth Melich; Evan P Jackson; Elysia Cuellar; Jeffrey W Karpen |
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Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't Date: 2011-08-27 |
Journal Detail:
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Title: Bioorganic & medicinal chemistry letters Volume: 21 ISSN: 1464-3405 ISO Abbreviation: Bioorg. Med. Chem. Lett. Publication Date: 2011 Nov |
Date Detail:
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Created Date: 2011-10-10 Completed Date: 2012-01-31 Revised Date: 2013-02-19 |
Medline Journal Info:
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Nlm Unique ID: 9107377 Medline TA: Bioorg Med Chem Lett Country: England |
Other Details:
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Languages: eng Pagination: 6417-9 Citation Subset: IM |
Copyright Information:
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Copyright © 2011 Elsevier Ltd. All rights reserved. |
Affiliation:
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Department of Chemistry, Willamette University, 900 State Street, Salem, OR 97301, USA. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Cyclic Nucleotide-Gated Cation Channels
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antagonists & inhibitors* Halogens / chemistry* Tetracaine / chemistry* |
| Grant Support | |
ID/Acronym/Agency:
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EY009275/EY/NEI NIH HHS; MH071625/MH/NIMH NIH HHS; R01 EY009275-19/EY/NEI NIH HHS; R01 MH071625-02/MH/NIMH NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Cyclic Nucleotide-Gated Cation Channels; 0/Halogens; 94-24-6/Tetracaine |
| Comments/Corrections | |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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