synthesis of new visnagen and khellin furochromone pyrimidine derivatives and their anti-inflammatory and analgesic activity合成新的visnagen和凯林furochromone嘧啶衍生物及其抗炎和镇痛活性.pdfVIP

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synthesis of new visnagen and khellin furochromone pyrimidine derivatives and their anti-inflammatory and analgesic activity合成新的visnagen和凯林furochromone嘧啶衍生物及其抗炎和镇痛活性.pdf

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synthesis of new visnagen and khellin furochromone pyrimidine derivatives and their anti-inflammatory and analgesic activity合成新的visnagen和凯林furochromone嘧啶衍生物及其抗炎和镇痛活性

Molecules 2011, 16, 1956-1972; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of New Visnagen and Khellin Furochromone Pyrimidine Derivatives and Their Anti-Inflammatory and Analgesic Activity Ameen Ali Abu-Hashem 1,†,* and Mohamed M. Youssef 2,‡ 1 Departments of Photochemistry, National Research Center, 12622 Dokki, Giza, Egypt 2 Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt † Current Address: Department of Chemistry, Faculty of Science, Jazan University, 2097 Jazan, Saudi Arabia. ‡ Current Address: Department of Chemistry, Faculty of Science, Taif University, Taif, Saudi Arabia. * Author to whom correspondence should be addressed; E-Mail: aminaliabuhashem@; Tel.: +966-56-351-0497, +2-012-521-1700; Fax: +966-73-245-212. Received: 17 January 2011; in revised form: 11 February 2011 / Accepted: 17 February 2011 / Published: 25 February 2011 Abstract: 6-[(4-Methoxy/4,9-dimethoxy)-7-methylfurochromen-5-ylideneamino]-2-thioxo- 2,3-dihydropyrimidin-4-ones 1a,b were prepared by reaction of 6-amino-2-thiouracil with visnagen or khellin, respectively. Reaction of 1a,b with methyl iodide afforded furochromenylideneaminomethylsulfanylpyrimidin-4-ones 2a,b. Compounds 2a,b were reacted with secondary aliphatic amines to give the corresponding furochromen- ylideneamino-2-substituted pyrimidin-4-ones 3a–d. Reaction of 3a–d with phosphorus oxychloride yielded 6-chlorofurochromenylidenepyrimidinamin