{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,17]],"date-time":"2025-10-17T00:28:10Z","timestamp":1760660890393,"version":"build-2065373602"},"reference-count":17,"publisher":"Wiley","issue":"14","license":[{"start":{"date-parts":[[2024,11,8]],"date-time":"2024-11-08T00:00:00Z","timestamp":1731024000000},"content-version":"am","delay-in-days":366,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#am"},{"start":{"date-parts":[[2023,11,8]],"date-time":"2023-11-08T00:00:00Z","timestamp":1699401600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/100007917","name":"Agricultural Research Service","doi-asserted-by":"publisher","award":["3060\u201032420\u2010003\u201000D"],"award-info":[{"award-number":["3060\u201032420\u2010003\u201000D"]}],"id":[{"id":"10.13039\/100007917","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Labelled Comp Radiopharmac"],"published-print":{"date-parts":[[2023,12]]},"abstract":"<jats:p>The veterinary drug nitrofurazone (5\u2010nitro\u20102\u2010furaldehyde semicarbazone) exhibits excellent antimicrobial properties but its application in food\u2010producing animals is prohibited. The illegal use of nitrofurazone is regularly monitored by food regulatory agencies. Currently, semicarbazide (SEM) is used as a marker of nitrofurazone exposure. However, the use of SEM as a marker of nitrofurazone is under scrutiny after evidence of a high incidence of false positive tests. To overcome the current dilemma, it is necessary to identify a nitrofurazone\u2010specific marker analyte which requires conducting nitrofurazone metabolism studies in food\u2010producing animals. The use of carbon\u201014 labeled nitrofurazone would facilitate metabolism studies and structural elucidation of nitrofurazone metabolites of possible utility as a marker compound. In the present work, a synthetic method is described to procure radiolabeled nitrofurazone that incorporates <jats:sup>14<\/jats:sup>C\u2010 carbon at the semicarbazide moiety. The method incorporates <jats:sup>14<\/jats:sup>C\u2010carbon via employing readily available and more economically affordable [<jats:sup>14<\/jats:sup>C]\u2010urea compared with [<jats:sup>14<\/jats:sup>C]\u2010semicarbazide. To the best of our knowledge, there is no report on the synthesis of 5\u2010nitro\u20102\u2010furaldehyde [<jats:sup>14<\/jats:sup>C]\u2010semicarbazone from <jats:sup>14<\/jats:sup>C\u2010urea. The developed method involves monoamination of [<jats:sup>14<\/jats:sup>C]\u2010urea followed by a condensation reaction with 5\u2010nitro\u20102\u2010furaldehyde to produce 5\u2010nitro\u20102\u2010furaldehyde [<jats:sup>14<\/jats:sup>C]\u2010semicarbazone in 85% yield with greater than 98% radiochemical purity.<\/jats:p>","DOI":"10.1002\/jlcr.4068","type":"journal-article","created":{"date-parts":[[2023,11,9]],"date-time":"2023-11-09T00:23:57Z","timestamp":1699489437000},"page":"467-472","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Facile synthesis of <sup>14<\/sup>C\u2010nitrofurazone from <sup>14<\/sup>C\u2010urea"],"prefix":"10.1002","volume":"66","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5344-8851","authenticated-orcid":false,"given":"Anuradha","family":"Singh","sequence":"first","affiliation":[{"name":"USDA\u2010ARS Edward T. Schafer Agricultural Research Center  Fargo North Dakota USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8883-4744","authenticated-orcid":false,"given":"David J.","family":"Smith","sequence":"additional","affiliation":[{"name":"USDA\u2010ARS Edward T. Schafer Agricultural Research Center  Fargo North Dakota USA"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2023,11,8]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.17221\/1979\u2010VETMED"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1128\/AAC.02046\u201012"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.inorgchem.0c03377"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.2903\/j.efsa.2021.6881"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.4315\/JFP\u201020\u2010090"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1080\/02652030400002329"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/jf103282g"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.foodcont.2016.02.022"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.foodcont.2014.08.037"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1080\/19440049.2015.1086028"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/jlcr.2580230113"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/0009\u20102797(80)90001\u20100"},{"key":"e_1_2_7_14_1","unstructured":"TsukasaM HiroyasuH KazusakiK.Novel process for producing semicarbazide.1996:EP 0516853 B1."},{"key":"e_1_2_7_15_1","unstructured":"FairweatherHGC.Preparation of hydrazodicarbonamide and azodicarbonamide.1967:GB6918\/67A."},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.2298\/CICEQ120221061B"},{"key":"e_1_2_7_17_1","unstructured":"RothgeryEF.Process for preparing semicarbazide hydrochloride.1984:US4482738A."},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.taap.2020.115104"}],"container-title":["Journal of Labelled Compounds and Radiopharmaceuticals"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/am-pdf\/10.1002\/jlcr.4068","content-type":"application\/pdf","content-version":"am","intended-application":"syndication"},{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/jlcr.4068","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,16]],"date-time":"2025-10-16T15:27:27Z","timestamp":1760628447000},"score":1,"resource":{"primary":{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/10.1002\/jlcr.4068"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,11,8]]},"references-count":17,"journal-issue":{"issue":"14","published-print":{"date-parts":[[2023,12]]}},"alternative-id":["10.1002\/jlcr.4068"],"URL":"https:\/\/doi.org\/10.1002\/jlcr.4068","archive":["Portico"],"relation":{},"ISSN":["0362-4803","1099-1344"],"issn-type":[{"type":"print","value":"0362-4803"},{"type":"electronic","value":"1099-1344"}],"subject":[],"published":{"date-parts":[[2023,11,8]]},"assertion":[{"value":"2023-08-18","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-10-06","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-11-08","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}