{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2023,10,27]],"date-time":"2023-10-27T01:03:16Z","timestamp":1698368596794},"reference-count":12,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2004,9,21]],"date-time":"2004-09-21T00:00:00Z","timestamp":1095724800000},"content-version":"vor","delay-in-days":5377,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chirality"],"published-print":{"date-parts":[[1990,1]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The title compound (\u00b1)\u20101 (CN\u2010100) was efficiently resolved into a pair of enantiomers by fractional crystallization of the diastereomeric salts of (\u2212)\u2010and (+)\u20101\u2010phenylethylamine. The purity of the enantiomers was determined using the chiral cellulose column (CHIRALCEL OJ<jats:sup>\u00ae<\/jats:sup>) which allowed direct separation of the enantiomers. A separation factor (\u03b1) of 1.73 was obtained. X\u2010Ray crystallographic analysis of the (+)\u2010isomer [salt of (\u2212)\u20101\u2010(4\u2010bromophenyl)ethylamine] showed that this enantiomer has S\u2010configuration. Biological studies have shown that only the (+)\u2010isomer has antiinflammatory activity. Racemization of (\u2212)\u2010isomer was carried out by heating its propionic acid solution in the presence of mineral acid, such as HBr.<\/jats:p>","DOI":"10.1002\/chir.530020415","type":"journal-article","created":{"date-parts":[[2005,1,7]],"date-time":"2005-01-07T10:04:16Z","timestamp":1105092256000},"page":"280-283","source":"Crossref","is-referenced-by-count":7,"title":["Optical resolution and absolute configuration of a nonsteroidal antiinflammatory drug, 2\u2010(10,11\u2010Dihydro\u201010\u2010oxodibenzo\u2010[<i>b<\/i>,<i>f<\/i>]thiepin\u20102\u2010yl)propionic acid"],"prefix":"10.1002","volume":"2","author":[{"given":"Masao","family":"Yamamoto","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hiroyuki","family":"Nohira","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mitsuo","family":"Masaki","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2004,9,21]]},"reference":[{"key":"e_1_2_1_2_2","unstructured":"Nippon Chemiphar Co. 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Nippon Kagaku Kaishi 903\u2013914 1989; and references cited therein.","DOI":"10.1246\/nikkashi.1989.903"},{"key":"e_1_2_1_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00460a036"}],"container-title":["Chirality"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchir.530020415","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chir.530020415","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,10,22]],"date-time":"2023-10-22T17:09:10Z","timestamp":1697994550000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/chir.530020415"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[1990,1]]},"references-count":12,"journal-issue":{"issue":"4","published-print":{"date-parts":[[1990,1]]}},"alternative-id":["10.1002\/chir.530020415"],"URL":"https:\/\/doi.org\/10.1002\/chir.530020415","archive":["Portico"],"relation":{},"ISSN":["0899-0042","1520-636X"],"issn-type":[{"value":"0899-0042","type":"print"},{"value":"1520-636X","type":"electronic"}],"subject":[],"published":{"date-parts":[[1990,1]]}}}