Preparation of 14C- and 18O-labeled 2-[2-methoxy-4-(methylsulfinyl)phenyl]-1H-imidazo[4,5-c]-pyridine hydrochloride (LY175326), a cardiotonic with inotropic and vasodilator activities
Two different forms of 14C‐labeled 2‐methoxy‐4‐(methylthio) benzoic acid were prepared and employed in the synthesis of 14C‐labeled 2‐[2‐methoxy‐4‐(methylsulfinylphenyl]‐lH‐imidazo‐[4,5‐c]pyridine hydrochloride (LY175326), a cardiotonic with inotropic and vasodilator activities that is currently in...
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Veröffentlicht in: | Journal of labelled compounds & radiopharmaceuticals 1985-10, Vol.22 (10), p.1045-1060 |
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creator | Kau, Don Krushinski, Joseph H. Robertson, David W. |
description | Two different forms of 14C‐labeled 2‐methoxy‐4‐(methylthio) benzoic acid were prepared and employed in the synthesis of 14C‐labeled 2‐[2‐methoxy‐4‐(methylsulfinylphenyl]‐lH‐imidazo‐[4,5‐c]pyridine hydrochloride (LY175326), a cardiotonic with inotropic and vasodilator activities that is currently in clinical trials. The synthetic procedures described in this report allowed the introduction of the 14C‐label in the antepenultimate step. Additionally, an 18O‐labeled form of LY175326 was synthesized to facilitate kinetic analysis of the formation of its sulfide and sulfone metabolites. |
doi_str_mv | 10.1002/jlcr.2580221007 |
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The synthetic procedures described in this report allowed the introduction of the 14C‐label in the antepenultimate step. Additionally, an 18O‐labeled form of LY175326 was synthesized to facilitate kinetic analysis of the formation of its sulfide and sulfone metabolites.</description><identifier>ISSN: 0362-4803</identifier><identifier>EISSN: 1099-1344</identifier><identifier>DOI: 10.1002/jlcr.2580221007</identifier><language>eng</language><publisher>Chichester: John Wiley & Sons, Ltd</publisher><subject>Carbon-14 ; cardiotonic ; LY175326 ; Oxygen-18 ; positive inotrope</subject><ispartof>Journal of labelled compounds & radiopharmaceuticals, 1985-10, Vol.22 (10), p.1045-1060</ispartof><rights>Copyright © 1985 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjlcr.2580221007$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjlcr.2580221007$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Kau, Don</creatorcontrib><creatorcontrib>Krushinski, Joseph H.</creatorcontrib><creatorcontrib>Robertson, David W.</creatorcontrib><title>Preparation of 14C- and 18O-labeled 2-[2-methoxy-4-(methylsulfinyl)phenyl]-1H-imidazo[4,5-c]-pyridine hydrochloride (LY175326), a cardiotonic with inotropic and vasodilator activities</title><title>Journal of labelled compounds & radiopharmaceuticals</title><addtitle>J Label Compd Radiopharm</addtitle><description>Two different forms of 14C‐labeled 2‐methoxy‐4‐(methylthio) benzoic acid were prepared and employed in the synthesis of 14C‐labeled 2‐[2‐methoxy‐4‐(methylsulfinylphenyl]‐lH‐imidazo‐[4,5‐c]pyridine hydrochloride (LY175326), a cardiotonic with inotropic and vasodilator activities that is currently in clinical trials. The synthetic procedures described in this report allowed the introduction of the 14C‐label in the antepenultimate step. Additionally, an 18O‐labeled form of LY175326 was synthesized to facilitate kinetic analysis of the formation of its sulfide and sulfone metabolites.</description><subject>Carbon-14</subject><subject>cardiotonic</subject><subject>LY175326</subject><subject>Oxygen-18</subject><subject>positive inotrope</subject><issn>0362-4803</issn><issn>1099-1344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1985</creationdate><recordtype>article</recordtype><recordid>eNpFkN1LHDEUxUNR6Prx7GseVzA2XzOZoU-62LVlrUUELbKEzCTDXJudDJlUnf5j_fc6i0Vf7rk_LudyOAgdMXrKKOWfHn0dT3lWUM4nVh_QjNGyJExIuYNmVOScyIKKj2hvGB4pnW5SztDfH9H1JpoEocOhwUwuCDadxay4Jt5UzjuLOXngZONSG15GIsl8u45--O0b6EZ_3LdukjVhlwQ2YM2f8CBPMlKvST9GsNA53I42hrr1YWKH56ufTGWC58cn2ODaRAshhQ5q_AypxdCFFEM_4TbIkxmCBW9SiNjUCZ4ggRsO0G5j_OAO_-s-uv1ycbu4JKvr5dfF2YpASRWpypw7KpqSOceNobUU2TRzyTNJVZlXTVNUQqiq4FXOGlVLqyrVUMWVsbziYh99fn37DN6Nuo-wMXHUjOpt53rbuX7vXH9bLW7ecXKTVzcMyb28uU38pXMlVKbvvi_1Ut1fqfMbqqX4B1jBiJI</recordid><startdate>198510</startdate><enddate>198510</enddate><creator>Kau, Don</creator><creator>Krushinski, Joseph H.</creator><creator>Robertson, David W.</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope></search><sort><creationdate>198510</creationdate><title>Preparation of 14C- and 18O-labeled 2-[2-methoxy-4-(methylsulfinyl)phenyl]-1H-imidazo[4,5-c]-pyridine hydrochloride (LY175326), a cardiotonic with inotropic and vasodilator activities</title><author>Kau, Don ; Krushinski, Joseph H. ; Robertson, David W.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i907-b962e03f91ee2aa0c435a0c642540796bff8b337b82b61f7c4d7b7f0727ad2b23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1985</creationdate><topic>Carbon-14</topic><topic>cardiotonic</topic><topic>LY175326</topic><topic>Oxygen-18</topic><topic>positive inotrope</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kau, Don</creatorcontrib><creatorcontrib>Krushinski, Joseph H.</creatorcontrib><creatorcontrib>Robertson, David W.</creatorcontrib><collection>Istex</collection><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kau, Don</au><au>Krushinski, Joseph H.</au><au>Robertson, David W.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of 14C- and 18O-labeled 2-[2-methoxy-4-(methylsulfinyl)phenyl]-1H-imidazo[4,5-c]-pyridine hydrochloride (LY175326), a cardiotonic with inotropic and vasodilator activities</atitle><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle><addtitle>J Label Compd Radiopharm</addtitle><date>1985-10</date><risdate>1985</risdate><volume>22</volume><issue>10</issue><spage>1045</spage><epage>1060</epage><pages>1045-1060</pages><issn>0362-4803</issn><eissn>1099-1344</eissn><abstract>Two different forms of 14C‐labeled 2‐methoxy‐4‐(methylthio) benzoic acid were prepared and employed in the synthesis of 14C‐labeled 2‐[2‐methoxy‐4‐(methylsulfinylphenyl]‐lH‐imidazo‐[4,5‐c]pyridine hydrochloride (LY175326), a cardiotonic with inotropic and vasodilator activities that is currently in clinical trials. The synthetic procedures described in this report allowed the introduction of the 14C‐label in the antepenultimate step. Additionally, an 18O‐labeled form of LY175326 was synthesized to facilitate kinetic analysis of the formation of its sulfide and sulfone metabolites.</abstract><cop>Chichester</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/jlcr.2580221007</doi><tpages>16</tpages></addata></record> |
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subjects | Carbon-14 cardiotonic LY175326 Oxygen-18 positive inotrope |
title | Preparation of 14C- and 18O-labeled 2-[2-methoxy-4-(methylsulfinyl)phenyl]-1H-imidazo[4,5-c]-pyridine hydrochloride (LY175326), a cardiotonic with inotropic and vasodilator activities |
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