Synthesis of the muscle relaxant [14C]L-637,510
The synthesis of (E)‐3‐(9‐chloro‐5,6‐dihydro‐1 1 H‐pyrrolo(2,1‐b)(3)‐benzazepin‐11‐ylidene)‐N, N‐dimethyl‐1‐[3‐14C]‐propanamine (Z)‐2‐butenedioate(1:1) (11, [14C]L‐637,510), a potential muscle relaxant product for which 14C‐labeling was required for metabolism studies, is described. Introduction of...
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Veröffentlicht in: | Journal of labelled compounds & radiopharmaceuticals 1991-07, Vol.29 (7), p.791-796 |
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container_title | Journal of labelled compounds & radiopharmaceuticals |
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creator | O'Connor, Stephen P. Ellsworth, Robert L. Gatto, Gregory Sharp, Merck Dohme |
description | The synthesis of (E)‐3‐(9‐chloro‐5,6‐dihydro‐1 1 H‐pyrrolo(2,1‐b)(3)‐benzazepin‐11‐ylidene)‐N, N‐dimethyl‐1‐[3‐14C]‐propanamine (Z)‐2‐butenedioate(1:1) (11, [14C]L‐637,510), a potential muscle relaxant product for which 14C‐labeling was required for metabolism studies, is described. Introduction of the label in the 3‐position of the propanamine side chain was accomplished in eight steps from sodium [14C]cyanide with an overall radiochemical yield of 4.8%. |
doi_str_mv | 10.1002/jlcr.2580290709 |
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Introduction of the label in the 3‐position of the propanamine side chain was accomplished in eight steps from sodium [14C]cyanide with an overall radiochemical yield of 4.8%.</description><identifier>ISSN: 0362-4803</identifier><identifier>EISSN: 1099-1344</identifier><identifier>DOI: 10.1002/jlcr.2580290709</identifier><language>eng</language><publisher>Chichester: John Wiley & Sons, Ltd</publisher><subject>(E)‐3‐(9‐Chloro‐5,6‐dihydro‐11 H‐pyrrolo(2,1‐b) ‐benzazepin‐1 1‐ylidene)‐N, N‐dimethyl‐1‐[3‐14C]propanamine (Z)‐2‐butenedioate (1:1) ; 1-b) -benzazepin-1 1-ylidene)-N ; 1-b)-benzazepin-1 1-one ; 6-dihydro-11 H-pyrrolo ; 9-chloro-5 ; 9‐chloro‐5,6‐dihydro‐11 H‐pyrrolo(2,1‐b)‐benzazepin‐1 1‐one ; E)-3-(9-Chloro-5 ; N-dimethyl-1-[3-14C]propanamine (Z)-2-butenedioate (1:1)</subject><ispartof>Journal of labelled compounds & radiopharmaceuticals, 1991-07, Vol.29 (7), p.791-796</ispartof><rights>Copyright © 1991 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2839-89536571bde801dc0987dfb68bc9dc34e3a73c2d25d8d302c05a40ee741d8c373</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.2580290709$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjlcr.2580290709$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27923,27924,45573,45574</link.rule.ids></links><search><creatorcontrib>O'Connor, Stephen P.</creatorcontrib><creatorcontrib>Ellsworth, Robert L.</creatorcontrib><creatorcontrib>Gatto, Gregory</creatorcontrib><creatorcontrib>Sharp, Merck</creatorcontrib><creatorcontrib>Dohme</creatorcontrib><title>Synthesis of the muscle relaxant [14C]L-637,510</title><title>Journal of labelled compounds & radiopharmaceuticals</title><addtitle>J Label Compd Radiopharm</addtitle><description>The synthesis of (E)‐3‐(9‐chloro‐5,6‐dihydro‐1 1 H‐pyrrolo(2,1‐b)(3)‐benzazepin‐11‐ylidene)‐N, N‐dimethyl‐1‐[3‐14C]‐propanamine (Z)‐2‐butenedioate(1:1) (11, [14C]L‐637,510), a potential muscle relaxant product for which 14C‐labeling was required for metabolism studies, is described. Introduction of the label in the 3‐position of the propanamine side chain was accomplished in eight steps from sodium [14C]cyanide with an overall radiochemical yield of 4.8%.</description><subject>(E)‐3‐(9‐Chloro‐5,6‐dihydro‐11 H‐pyrrolo(2,1‐b) ‐benzazepin‐1 1‐ylidene)‐N, N‐dimethyl‐1‐[3‐14C]propanamine (Z)‐2‐butenedioate (1:1)</subject><subject>1-b) -benzazepin-1 1-ylidene)-N</subject><subject>1-b)-benzazepin-1 1-one</subject><subject>6-dihydro-11 H-pyrrolo</subject><subject>9-chloro-5</subject><subject>9‐chloro‐5,6‐dihydro‐11 H‐pyrrolo(2,1‐b)‐benzazepin‐1 1‐one</subject><subject>E)-3-(9-Chloro-5</subject><subject>N-dimethyl-1-[3-14C]propanamine (Z)-2-butenedioate (1:1)</subject><issn>0362-4803</issn><issn>1099-1344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1991</creationdate><recordtype>article</recordtype><recordid>eNqFj8FKAzEURYMoWKtrt_MBpn3JSyYJrmTQVhkq1IoLkTBNMjh12kpSsf17WyqKK1fvwrvnwiHknEGPAfD-rHWxx6UGbkCBOSAdBsZQhkIckg5gzqnQgMfkJKUZwPYnRIf0HzaL1WtITcqWdbZN2fwjuTZkMbTVulqssmcmipeS5qguJINTclRXbQpn37dLHm-uJ8WQlveD2-KqpI5rNFQbiblUbOqDBuYdGK18Pc311BnvUASsFDruufTaI3AHshIQghLMa4cKu6S_33VxmVIMtX2PzbyKG8vA7nztztf--m6Jyz3x2bRh81_d3pXF-A9N93STVmH9Q1fxzeYKlbRPo4Fl4wInw8HIKvwC6uJm9Q</recordid><startdate>199107</startdate><enddate>199107</enddate><creator>O'Connor, Stephen P.</creator><creator>Ellsworth, Robert L.</creator><creator>Gatto, Gregory</creator><creator>Sharp, Merck</creator><creator>Dohme</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>199107</creationdate><title>Synthesis of the muscle relaxant [14C]L-637,510</title><author>O'Connor, Stephen P. ; Ellsworth, Robert L. ; Gatto, Gregory ; Sharp, Merck ; Dohme</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2839-89536571bde801dc0987dfb68bc9dc34e3a73c2d25d8d302c05a40ee741d8c373</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1991</creationdate><topic>(E)‐3‐(9‐Chloro‐5,6‐dihydro‐11 H‐pyrrolo(2,1‐b) ‐benzazepin‐1 1‐ylidene)‐N, N‐dimethyl‐1‐[3‐14C]propanamine (Z)‐2‐butenedioate (1:1)</topic><topic>1-b) -benzazepin-1 1-ylidene)-N</topic><topic>1-b)-benzazepin-1 1-one</topic><topic>6-dihydro-11 H-pyrrolo</topic><topic>9-chloro-5</topic><topic>9‐chloro‐5,6‐dihydro‐11 H‐pyrrolo(2,1‐b)‐benzazepin‐1 1‐one</topic><topic>E)-3-(9-Chloro-5</topic><topic>N-dimethyl-1-[3-14C]propanamine (Z)-2-butenedioate (1:1)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>O'Connor, Stephen P.</creatorcontrib><creatorcontrib>Ellsworth, Robert L.</creatorcontrib><creatorcontrib>Gatto, Gregory</creatorcontrib><creatorcontrib>Sharp, Merck</creatorcontrib><creatorcontrib>Dohme</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>O'Connor, Stephen P.</au><au>Ellsworth, Robert L.</au><au>Gatto, Gregory</au><au>Sharp, Merck</au><au>Dohme</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of the muscle relaxant [14C]L-637,510</atitle><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle><addtitle>J Label Compd Radiopharm</addtitle><date>1991-07</date><risdate>1991</risdate><volume>29</volume><issue>7</issue><spage>791</spage><epage>796</epage><pages>791-796</pages><issn>0362-4803</issn><eissn>1099-1344</eissn><abstract>The synthesis of (E)‐3‐(9‐chloro‐5,6‐dihydro‐1 1 H‐pyrrolo(2,1‐b)(3)‐benzazepin‐11‐ylidene)‐N, N‐dimethyl‐1‐[3‐14C]‐propanamine (Z)‐2‐butenedioate(1:1) (11, [14C]L‐637,510), a potential muscle relaxant product for which 14C‐labeling was required for metabolism studies, is described. Introduction of the label in the 3‐position of the propanamine side chain was accomplished in eight steps from sodium [14C]cyanide with an overall radiochemical yield of 4.8%.</abstract><cop>Chichester</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/jlcr.2580290709</doi><tpages>6</tpages></addata></record> |
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subjects | (E)‐3‐(9‐Chloro‐5,6‐dihydro‐11 H‐pyrrolo(2,1‐b) ‐benzazepin‐1 1‐ylidene)‐N, N‐dimethyl‐1‐[3‐14C]propanamine (Z)‐2‐butenedioate (1:1) 1-b) -benzazepin-1 1-ylidene)-N 1-b)-benzazepin-1 1-one 6-dihydro-11 H-pyrrolo 9-chloro-5 9‐chloro‐5,6‐dihydro‐11 H‐pyrrolo(2,1‐b)‐benzazepin‐1 1‐one E)-3-(9-Chloro-5 N-dimethyl-1-[3-14C]propanamine (Z)-2-butenedioate (1:1) |
title | Synthesis of the muscle relaxant [14C]L-637,510 |
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