Rosiglitazone maleate (BRL 49653-C); the preparation of [14C] and [3H] isotopomers
The glitazone insulin sensitisers are an important class of pharmaceuticals for the treatment of Type 2 diabetes. Syntheses of [methyl‐14C] and [3H]rosiglitazone maleate (BRL 49653‐C), marketed by SmithKline Beecham Pharmaceuticals as Avandia® are described. [Methyl‐14C]BRL 49653‐C was prepared in 5...
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| Veröffentlicht in: | Journal of labelled compounds & radiopharmaceuticals 2001-04, Vol.44 (5), p.329-335 |
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| container_end_page | 335 |
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| container_issue | 5 |
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| container_title | Journal of labelled compounds & radiopharmaceuticals |
| container_volume | 44 |
| creator | Kirefu, Tabassum Landvatter, Scott W Latter, Alison J Lawrie, Kenneth WM Morecombe, Donald J Willcocks, Kenneth |
| description | The glitazone insulin sensitisers are an important class of pharmaceuticals for the treatment of Type 2 diabetes. Syntheses of [methyl‐14C] and [3H]rosiglitazone maleate (BRL 49653‐C), marketed by SmithKline Beecham Pharmaceuticals as Avandia® are described. [Methyl‐14C]BRL 49653‐C was prepared in 5 steps in 12.6% overall radiochemical yield from K[14C]CN. Catalytic reduction with tritium gas of a dibromo derivative gave [3H]rosiglitazone with a specific activity of 58Ci/mmol. Copyright © 2001 John Wiley & Sons, Ltd. |
| doi_str_mv | 10.1002/jlcr.458 |
| format | Article |
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Syntheses of [methyl‐14C] and [3H]rosiglitazone maleate (BRL 49653‐C), marketed by SmithKline Beecham Pharmaceuticals as Avandia® are described. [Methyl‐14C]BRL 49653‐C was prepared in 5 steps in 12.6% overall radiochemical yield from K[14C]CN. Catalytic reduction with tritium gas of a dibromo derivative gave [3H]rosiglitazone with a specific activity of 58Ci/mmol. Copyright © 2001 John Wiley & Sons, Ltd.</description><identifier>ISSN: 0362-4803</identifier><identifier>EISSN: 1099-1344</identifier><identifier>DOI: 10.1002/jlcr.458</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>Avandia ; Biological and medical sciences ; BRL 49653 ; carbon-14 ; Chemistry ; Exact sciences and technology ; General and cellular metabolism. Vitamins ; glitazone ; Heterocyclic compounds ; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms ; Medical sciences ; Organic chemistry ; Pharmacology. Drug treatments ; Preparations and properties ; rosiglitazone ; tritium ; type 2 diabetes</subject><ispartof>Journal of labelled compounds & radiopharmaceuticals, 2001-04, Vol.44 (5), p.329-335</ispartof><rights>Copyright © 2001 John Wiley & Sons, Ltd.</rights><rights>2001 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3298-64e18fda39a31ab3997671b5effccc7b46075de72fdd6cf20b34a680596cc8003</citedby><cites>FETCH-LOGICAL-c3298-64e18fda39a31ab3997671b5effccc7b46075de72fdd6cf20b34a680596cc8003</cites></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.458$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjlcr.458$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=934914$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Kirefu, Tabassum</creatorcontrib><creatorcontrib>Landvatter, Scott W</creatorcontrib><creatorcontrib>Latter, Alison J</creatorcontrib><creatorcontrib>Lawrie, Kenneth WM</creatorcontrib><creatorcontrib>Morecombe, Donald J</creatorcontrib><creatorcontrib>Willcocks, Kenneth</creatorcontrib><title>Rosiglitazone maleate (BRL 49653-C); the preparation of [14C] and [3H] isotopomers</title><title>Journal of labelled compounds & radiopharmaceuticals</title><addtitle>J Label Compd Radiopharm</addtitle><description>The glitazone insulin sensitisers are an important class of pharmaceuticals for the treatment of Type 2 diabetes. Syntheses of [methyl‐14C] and [3H]rosiglitazone maleate (BRL 49653‐C), marketed by SmithKline Beecham Pharmaceuticals as Avandia® are described. [Methyl‐14C]BRL 49653‐C was prepared in 5 steps in 12.6% overall radiochemical yield from K[14C]CN. Catalytic reduction with tritium gas of a dibromo derivative gave [3H]rosiglitazone with a specific activity of 58Ci/mmol. Copyright © 2001 John Wiley & Sons, Ltd.</description><subject>Avandia</subject><subject>Biological and medical sciences</subject><subject>BRL 49653</subject><subject>carbon-14</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>General and cellular metabolism. Vitamins</subject><subject>glitazone</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</subject><subject>Medical sciences</subject><subject>Organic chemistry</subject><subject>Pharmacology. Drug treatments</subject><subject>Preparations and properties</subject><subject>rosiglitazone</subject><subject>tritium</subject><subject>type 2 diabetes</subject><issn>0362-4803</issn><issn>1099-1344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><recordid>eNp10EFLwzAYxvEgCs4p-BECXuahM2nSpMGTFt2UMqVMdhgjpGmind1akoLOT2-lYzdP7-H98Rz-AFxiNMYIhTfrSrsxjeIjMMBIiAATSo_BABEWBjRG5BSceb9GqPtROgBZVvvyvSpb9VNvDdyoyqjWwNF9lkIqWESC5PoWth8GNs40yqm2rLewtnCJabKCalvAJZmuYOnrtm7qjXH-HJxYVXlzsb9D8Pb4ME-mQfoyeUru0kCTUMQBowbHtlBEKIJVToTgjOM8MtZqrXlOGeJRYXhoi4JpG6KcUMViFAmmdYwQGYJRv6td7b0zVjau3Ci3kxjJvxbyr4XsWnT0qqeN8lpV1qmtLv3BC0IFpp0KevVVVmb375p8TpOsX9370rfm--CV-5SMEx7JxWwi52GGFq8zIjn5BeC_eh8</recordid><startdate>200104</startdate><enddate>200104</enddate><creator>Kirefu, Tabassum</creator><creator>Landvatter, Scott W</creator><creator>Latter, Alison J</creator><creator>Lawrie, Kenneth WM</creator><creator>Morecombe, Donald J</creator><creator>Willcocks, Kenneth</creator><general>John Wiley & Sons, Ltd</general><general>Wiley</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200104</creationdate><title>Rosiglitazone maleate (BRL 49653-C); the preparation of [14C] and [3H] isotopomers</title><author>Kirefu, Tabassum ; Landvatter, Scott W ; Latter, Alison J ; Lawrie, Kenneth WM ; Morecombe, Donald J ; Willcocks, Kenneth</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3298-64e18fda39a31ab3997671b5effccc7b46075de72fdd6cf20b34a680596cc8003</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Avandia</topic><topic>Biological and medical sciences</topic><topic>BRL 49653</topic><topic>carbon-14</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>General and cellular metabolism. Vitamins</topic><topic>glitazone</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</topic><topic>Medical sciences</topic><topic>Organic chemistry</topic><topic>Pharmacology. Drug treatments</topic><topic>Preparations and properties</topic><topic>rosiglitazone</topic><topic>tritium</topic><topic>type 2 diabetes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kirefu, Tabassum</creatorcontrib><creatorcontrib>Landvatter, Scott W</creatorcontrib><creatorcontrib>Latter, Alison J</creatorcontrib><creatorcontrib>Lawrie, Kenneth WM</creatorcontrib><creatorcontrib>Morecombe, Donald J</creatorcontrib><creatorcontrib>Willcocks, Kenneth</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kirefu, Tabassum</au><au>Landvatter, Scott W</au><au>Latter, Alison J</au><au>Lawrie, Kenneth WM</au><au>Morecombe, Donald J</au><au>Willcocks, Kenneth</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rosiglitazone maleate (BRL 49653-C); the preparation of [14C] and [3H] isotopomers</atitle><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle><addtitle>J Label Compd Radiopharm</addtitle><date>2001-04</date><risdate>2001</risdate><volume>44</volume><issue>5</issue><spage>329</spage><epage>335</epage><pages>329-335</pages><issn>0362-4803</issn><eissn>1099-1344</eissn><abstract>The glitazone insulin sensitisers are an important class of pharmaceuticals for the treatment of Type 2 diabetes. Syntheses of [methyl‐14C] and [3H]rosiglitazone maleate (BRL 49653‐C), marketed by SmithKline Beecham Pharmaceuticals as Avandia® are described. [Methyl‐14C]BRL 49653‐C was prepared in 5 steps in 12.6% overall radiochemical yield from K[14C]CN. Catalytic reduction with tritium gas of a dibromo derivative gave [3H]rosiglitazone with a specific activity of 58Ci/mmol. Copyright © 2001 John Wiley & Sons, Ltd.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/jlcr.458</doi><tpages>7</tpages></addata></record> |
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| ispartof | Journal of labelled compounds & radiopharmaceuticals, 2001-04, Vol.44 (5), p.329-335 |
| issn | 0362-4803 1099-1344 |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Avandia Biological and medical sciences BRL 49653 carbon-14 Chemistry Exact sciences and technology General and cellular metabolism. Vitamins glitazone Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Medical sciences Organic chemistry Pharmacology. Drug treatments Preparations and properties rosiglitazone tritium type 2 diabetes |
| title | Rosiglitazone maleate (BRL 49653-C); the preparation of [14C] and [3H] isotopomers |
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