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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of labelled compounds & radiopharmaceuticals 1991-07, Vol.29 (7), p.791-796
Hauptverfasser: O'Connor, Stephen P., Ellsworth, Robert L., Gatto, Gregory, Sharp, Merck, Dohme
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 796
container_issue 7
container_start_page 791
container_title Journal of labelled compounds & radiopharmaceuticals
container_volume 29
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
format Article
fullrecord <record><control><sourceid>wiley_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1002_jlcr_2580290709</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>JLCR2580290709</sourcerecordid><originalsourceid>FETCH-LOGICAL-c2839-89536571bde801dc0987dfb68bc9dc34e3a73c2d25d8d302c05a40ee741d8c373</originalsourceid><addsrcrecordid>eNqFj8FKAzEURYMoWKtrt_MBpn3JSyYJrmTQVhkq1IoLkTBNMjh12kpSsf17WyqKK1fvwrvnwiHknEGPAfD-rHWxx6UGbkCBOSAdBsZQhkIckg5gzqnQgMfkJKUZwPYnRIf0HzaL1WtITcqWdbZN2fwjuTZkMbTVulqssmcmipeS5qguJINTclRXbQpn37dLHm-uJ8WQlveD2-KqpI5rNFQbiblUbOqDBuYdGK18Pc311BnvUASsFDruufTaI3AHshIQghLMa4cKu6S_33VxmVIMtX2PzbyKG8vA7nztztf--m6Jyz3x2bRh81_d3pXF-A9N93STVmH9Q1fxzeYKlbRPo4Fl4wInw8HIKvwC6uJm9Q</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Synthesis of the muscle relaxant [14C]L-637,510</title><source>Wiley Online Library All Journals</source><creator>O'Connor, Stephen P. ; Ellsworth, Robert L. ; Gatto, Gregory ; Sharp, Merck ; Dohme</creator><creatorcontrib>O'Connor, Stephen P. ; Ellsworth, Robert L. ; Gatto, Gregory ; Sharp, Merck ; Dohme</creatorcontrib><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><identifier>ISSN: 0362-4803</identifier><identifier>EISSN: 1099-1344</identifier><identifier>DOI: 10.1002/jlcr.2580290709</identifier><language>eng</language><publisher>Chichester: John Wiley &amp; 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 &amp; radiopharmaceuticals, 1991-07, Vol.29 (7), p.791-796</ispartof><rights>Copyright © 1991 John Wiley &amp; 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 &amp; 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 &amp; 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 &amp; 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 &amp; 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 &amp; Sons, Ltd</pub><doi>10.1002/jlcr.2580290709</doi><tpages>6</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0362-4803
ispartof Journal of labelled compounds & radiopharmaceuticals, 1991-07, Vol.29 (7), p.791-796
issn 0362-4803
1099-1344
language eng
recordid cdi_crossref_primary_10_1002_jlcr_2580290709
source Wiley Online Library All Journals
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
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-12T03%3A29%3A21IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-wiley_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20of%20the%20muscle%20relaxant%20%5B14C%5DL-637,510&rft.jtitle=Journal%20of%20labelled%20compounds%20&%20radiopharmaceuticals&rft.au=O'Connor,%20Stephen%20P.&rft.date=1991-07&rft.volume=29&rft.issue=7&rft.spage=791&rft.epage=796&rft.pages=791-796&rft.issn=0362-4803&rft.eissn=1099-1344&rft_id=info:doi/10.1002/jlcr.2580290709&rft_dat=%3Cwiley_cross%3EJLCR2580290709%3C/wiley_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true