- 著者
- 宮下 修 松村 興一 島津 浩 橋本 直人
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.29, no.11, pp.3181-3190, 1981-11-25 (Released:2008-03-31)
- 参考文献数
- 36
- 被引用文献数
- 12 28
A series of 5-fluoro-6-substituted-5, 6-dihydrouracil-5-carboxylic esters (13), -5-carboxamides (15, 16), and -5-carbonitriles (18, 19) was prepared by direct fluorination of the corresponding uracil-5-carboxylic esters (6), -5-carboxamide (14), and -5-carbonitrile (17) with fluorine or trifluoromethyl hypofluorite (CF3OF) in the presence of water, methanol and/or acetic acid. Hydrolysis of the above-mentioned products under mild conditions gave 5-fluorouracil (1a) in high yield. Some applications of the present method for the synthesis of 1-(2-tetrahydrofuryl)-5-fluorouracil (1b) were also described.
- 著者
- 宮下 修 松村 興一 笠原 俊彦 島津 浩 橋本 直人
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.30, no.3, pp.887-898, 1982-03-25 (Released:2008-03-31)
- 参考文献数
- 6
- 被引用文献数
- 3 8
Various derivatives of 5-fluoro-5, 6-dihydrouracil with an alkoxycarbonyl, substituted carbamoyl, or cyano group at C-5, and one of a variety of substituents, i.e., alkoxy, substituted mercapto, substituted amino, acyl amino, and alkylidene- and arylideneaminooxy at C-6, have been synthesized as a class of potential pro-drugs of autitumor agents, 5-fluorouracil (5-FU) and 1-(2-tetrahydrofuryl)-5-fluorouracil (Ftorafur). Antitumor activity of these compounds against leukemia P388 or L1210 in mice and antifungal activity against Botrytis cinerea are described.