{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1390282681130516992.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1248/yakushi1947.106.10_872"}},{"identifier":{"@type":"NDL_BIB_ID","@value":"3111804"}},{"identifier":{"@type":"URI","@value":"http://id.ndl.go.jp/bib/3111804"}},{"identifier":{"@type":"URI","@value":"https://ndlsearch.ndl.go.jp/books/R000000004-I3111804"}},{"identifier":{"@type":"URI","@value":"https://www.jstage.jst.go.jp/article/yakushi1947/106/10/106_10_872/_pdf"}},{"identifier":{"@type":"NAID","@value":"130007275901"}},{"identifier":{"@type":"NAID","@value":"40003661370"}},{"identifier":{"@type":"URI","@value":"https://search.jamas.or.jp/link/ui/1987148191"}}],"dc:title":[{"@language":"ja","@value":"4-Nitro-及び5-Nitro-<I>N</I>-(2-nitroxyethyl) nicotinamideの合成"},{"@language":"en","@value":"Synthesis of 4-Nitro- and 5-Nitro-<I>N</I>-(2-nitroxyethyl) nicotinamide"},{"@value":"4-Nitro-及び5-Nitro-N-(2-nitroxyethyl)nicotinamideの合成"},{"@language":"ja-Kana","@value":"4 Nitro オヨビ 5 Nitro N 2 nitroxyethyl ni"}],"description":[{"type":"abstract","notation":[{"@language":"en","@value":"The following results were obtained during synthetic studies of 4-and 5-nitro derivatives (<B>7</B> and <B>8</B>) of <I>N</I>-(2-nitroxyethyl) nicotinamide, a new antianginal drug (<B>I</B>).<BR>1) Nicotinic acid 1-oxide (<B>1a</B>) and its derivatives (<B>1b, c, d</B>) resisted γ-nitration, whereas the methyl ester (<B>1b</B>) underwent β-nitration on treatment with <I>N</I>-nitropyridinium tetrafluoroborate at room temperature in dichloromethane. 2) 4-Nitronicotinic acid 1-oxide (<B>2a</B>) was successfully converted to the methyl ester (<B>2b</B>) and the amide (<B>2c</B>) in good yields by treatment with diazomethane and through the active ester with 1-hydroxybenzotriazole, respectively. 3) Deoxygenation of 2b and 2c was smoothly effbcted with phosphoryl bromide, but that of <B>2a</B> gave no 4-nitronicotinic acid. 4) On the basis of these findings, <B>7</B> and <B>8</B> were synthesized starting from <B>2a</B> through the amide <B>2f</B>, and from 5-nitronicotinic acid, respectively."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1410282681130516992","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000392643569"},{"@type":"NRID","@value":"9000006410253"}],"foaf:name":[{"@language":"ja","@value":"永野 洋幸"},{"@language":"en","@value":"NAGANO HIROYUKI"}],"jpcoar:affiliationName":[{"@language":"en","@value":"New Drug Research Laboratories"},{"@language":"ja","@value":"中外製薬株式会社"},{"@language":"en","@value":"Chugai Pharmaceutical Co., Ltd."},{"@language":"ja","@value":"新薬研究所"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282681130516993","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000392643570"},{"@type":"NRID","@value":"9000006410254"}],"foaf:name":[{"@language":"ja","@value":"浜名 政和"},{"@language":"en","@value":"HAMANA MASATOMO"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00316903"},{"@type":"EISSN","@value":"13475231"},{"@type":"CODEN","@value":"YKKZAJ"},{"@type":"NDL_BIB_ID","@value":"000000023278"},{"@type":"ISSN","@value":"00316903"},{"@type":"LISSN","@value":"00316903"},{"@type":"NCID","@value":"AN00284903"}],"prism:publicationName":[{"@language":"en","@value":"YAKUGAKU ZASSHI"},{"@language":"en","@value":"YAKUGAKU ZASSHI"},{"@language":"ja","@value":"薬学雑誌"}],"dc:publisher":[{"@language":"en","@value":"The Pharmaceutical Society of Japan"},{"@language":"ja","@value":"公益社団法人 日本薬学会"}],"prism:publicationDate":"1986","prism:volume":"106","prism:number":"10","prism:startingPage":"872","prism:endingPage":"877"},"reviewed":"false","url":[{"@id":"http://id.ndl.go.jp/bib/3111804"},{"@id":"https://ndlsearch.ndl.go.jp/books/R000000004-I3111804"},{"@id":"https://www.jstage.jst.go.jp/article/yakushi1947/106/10/106_10_872/_pdf"},{"@id":"https://search.jamas.or.jp/link/ui/1987148191"}],"availableAt":"1986","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=nicotinic%20acid%201-oxidederivative","dc:title":"nicotinic acid 1-oxidederivative"},{"@id":"https://cir.nii.ac.jp/all?q=nitration","dc:title":"nitration"},{"@id":"https://cir.nii.ac.jp/all?q=deoxygenation","dc:title":"deoxygenation"},{"@id":"https://cir.nii.ac.jp/all?q=%3CI%3EN%3C/I%3E-(2-nitroxyethyl)%20nicotinamide","dc:title":"<I>N</I>-(2-nitroxyethyl) nicotinamide"},{"@id":"https://cir.nii.ac.jp/all?q=4-nitro-%3CI%3EN%3C/I%3E-(2-nitroxyethyl)%20nicotinamide","dc:title":"4-nitro-<I>N</I>-(2-nitroxyethyl) nicotinamide"},{"@id":"https://cir.nii.ac.jp/all?q=5-nitro-%3CI%3EN%3C/I%3E-(2-nitroxyethyl)%20nicotinamide","dc:title":"5-nitro-<I>N</I>-(2-nitroxyethyl) nicotinamide"}],"dataSourceIdentifier":[{"@type":"JALC","@value":"oai:japanlinkcenter.org:2002286837"},{"@type":"NDL_SEARCH","@value":"oai:ndlsearch.ndl.go.jp:R000000004-I3111804"},{"@type":"CROSSREF","@value":"10.1248/yakushi1947.106.10_872"},{"@type":"CIA","@value":"130007275901"},{"@type":"CIA","@value":"40003661370"}]}