| Cyclization-activated prodrugs. Basic esters of 5-bromo-2'-deoxyuridine. | |
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MedLine Citation:
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PMID: 2391697 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Some 3'- and 5'-[[(alkylamino)ethyl]glycyl] esters of 5-bromo-2'-deoxyuridine were prepared and evaluated in vitro as progenitors of the parent alcohol. The esters proved to be relatively stable at low pH but released 5-bromo-2'-deoxyuridine cleanly at rates which were pH and structure dependent. These basic esters are examples of cyclization-activated prodrugs in which generation of active drug is not linked to enzymatic cleavage but rather results from an intramolecular cyclization-elimination reaction. |
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Authors:
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W S Saari; J E Schwering; P A Lyle; S J Smith; E L Engelhardt |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of medicinal chemistry Volume: 33 ISSN: 0022-2623 ISO Abbreviation: J. Med. Chem. Publication Date: 1990 Sep |
Date Detail:
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Created Date: 1990-10-04 Completed Date: 1990-10-04 Revised Date: 2008-11-21 |
Medline Journal Info:
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Nlm Unique ID: 9716531 Medline TA: J Med Chem Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 2590-5 Citation Subset: IM |
Affiliation:
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Merck Sharp & Dohme Research Laboratories, West Point, Pennsylvania 19486. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Bromodeoxyuridine
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analogs & derivatives* Chemical Phenomena Chemistry Cyclization Esters Prodrugs / chemical synthesis*, pharmacokinetics Structure-Activity Relationship |
| Chemical | |
Reg. No./Substance:
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0/Esters; 0/Prodrugs; 59-14-3/Bromodeoxyuridine |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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