Synthesis and biological evaluation of 6,7-disubstituted 4-aminopyrido[2,3- d]pyrimidines as adenosine kinase inhibitors
[Display omitted] The synthesis and structure–activity relationship of a series of 6,7-disubstituted 4-aminopyrido[2,3- d]pyrimidines as novel non-nucleoside adenosine kinase inhibitors is described. A variety of substituents, primarily aryl, at the C6 and C7 positions of the pyridopyrimidine core w...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2005-06, Vol.15 (11), p.2803-2807 |
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| container_issue | 11 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Perner, Richard J. Lee, Chih-Hung Jiang, Meiqun Gu, Yu-Gui DiDomenico, Stanley Bayburt, Erol K. Alexander, Karen M. Kohlhaas, Kathy L. Jarvis, Michael F. Kowaluk, Elizabeth L. Bhagwat, Shripad S. |
| description | [Display omitted]
The synthesis and structure–activity relationship of a series of 6,7-disubstituted 4-aminopyrido[2,3-
d]pyrimidines as novel non-nucleoside adenosine kinase inhibitors is described. A variety of substituents, primarily aryl, at the C6 and C7 positions of the pyridopyrimidine core were found to yield analogues that are potent inhibitors of adenosine kinase. In contrast to the 5,7-disubstituted and 5,6,7-trisubstituted pyridopyrimidine series, these analogues exhibited only modest potency to inhibit AK in intact cells. |
| doi_str_mv | 10.1016/j.bmcl.2005.03.098 |
| format | Article |
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The synthesis and structure–activity relationship of a series of 6,7-disubstituted 4-aminopyrido[2,3-
d]pyrimidines as novel non-nucleoside adenosine kinase inhibitors is described. A variety of substituents, primarily aryl, at the C6 and C7 positions of the pyridopyrimidine core were found to yield analogues that are potent inhibitors of adenosine kinase. In contrast to the 5,7-disubstituted and 5,6,7-trisubstituted pyridopyrimidine series, these analogues exhibited only modest potency to inhibit AK in intact cells.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2005.03.098</identifier><identifier>PMID: 15911258</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Adenosine kinase ; Adenosine Kinase - antagonists & inhibitors ; Biological and medical sciences ; Drug Evaluation, Preclinical ; Enzyme Inhibitors - chemical synthesis ; Enzyme Inhibitors - chemistry ; Enzyme Inhibitors - pharmacology ; Medical sciences ; Miscellaneous ; Neuropharmacology ; Pharmacology. Drug treatments ; Pyridopyrimidine ; Pyrimidines - chemical synthesis ; Pyrimidines - chemistry ; Pyrimidines - pharmacology</subject><ispartof>Bioorganic & medicinal chemistry letters, 2005-06, Vol.15 (11), p.2803-2807</ispartof><rights>2005 Elsevier Ltd</rights><rights>2005 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c384t-5f5968bffd3b68596c354b7b1f1a7b4fc6c1fafdc6b6dd07ae1e8eb96abbc24c3</citedby><cites>FETCH-LOGICAL-c384t-5f5968bffd3b68596c354b7b1f1a7b4fc6c1fafdc6b6dd07ae1e8eb96abbc24c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X05004208$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=16810669$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15911258$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Perner, Richard J.</creatorcontrib><creatorcontrib>Lee, Chih-Hung</creatorcontrib><creatorcontrib>Jiang, Meiqun</creatorcontrib><creatorcontrib>Gu, Yu-Gui</creatorcontrib><creatorcontrib>DiDomenico, Stanley</creatorcontrib><creatorcontrib>Bayburt, Erol K.</creatorcontrib><creatorcontrib>Alexander, Karen M.</creatorcontrib><creatorcontrib>Kohlhaas, Kathy L.</creatorcontrib><creatorcontrib>Jarvis, Michael F.</creatorcontrib><creatorcontrib>Kowaluk, Elizabeth L.</creatorcontrib><creatorcontrib>Bhagwat, Shripad S.</creatorcontrib><title>Synthesis and biological evaluation of 6,7-disubstituted 4-aminopyrido[2,3- d]pyrimidines as adenosine kinase inhibitors</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>[Display omitted]
The synthesis and structure–activity relationship of a series of 6,7-disubstituted 4-aminopyrido[2,3-
d]pyrimidines as novel non-nucleoside adenosine kinase inhibitors is described. A variety of substituents, primarily aryl, at the C6 and C7 positions of the pyridopyrimidine core were found to yield analogues that are potent inhibitors of adenosine kinase. In contrast to the 5,7-disubstituted and 5,6,7-trisubstituted pyridopyrimidine series, these analogues exhibited only modest potency to inhibit AK in intact cells.</description><subject>Adenosine kinase</subject><subject>Adenosine Kinase - antagonists & inhibitors</subject><subject>Biological and medical sciences</subject><subject>Drug Evaluation, Preclinical</subject><subject>Enzyme Inhibitors - chemical synthesis</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>Medical sciences</subject><subject>Miscellaneous</subject><subject>Neuropharmacology</subject><subject>Pharmacology. 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The synthesis and structure–activity relationship of a series of 6,7-disubstituted 4-aminopyrido[2,3-
d]pyrimidines as novel non-nucleoside adenosine kinase inhibitors is described. A variety of substituents, primarily aryl, at the C6 and C7 positions of the pyridopyrimidine core were found to yield analogues that are potent inhibitors of adenosine kinase. In contrast to the 5,7-disubstituted and 5,6,7-trisubstituted pyridopyrimidine series, these analogues exhibited only modest potency to inhibit AK in intact cells.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>15911258</pmid><doi>10.1016/j.bmcl.2005.03.098</doi><tpages>5</tpages></addata></record> |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Adenosine kinase Adenosine Kinase - antagonists & inhibitors Biological and medical sciences Drug Evaluation, Preclinical Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - chemistry Enzyme Inhibitors - pharmacology Medical sciences Miscellaneous Neuropharmacology Pharmacology. Drug treatments Pyridopyrimidine Pyrimidines - chemical synthesis Pyrimidines - chemistry Pyrimidines - pharmacology |
| title | Synthesis and biological evaluation of 6,7-disubstituted 4-aminopyrido[2,3- d]pyrimidines as adenosine kinase inhibitors |
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