3,9-Dialkylhypoxanthines

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概要

• 論文の詳細を見る

• Reaction of 1-methyl-5-(methylamino) imidazole-4-carboxamide (6a) with a boiling mixture of ethyl orthoformate and acetic anhydride produced 3,9-dimethylhypoxanthine (7a) in 60% yield and 1-methyl-5-(N-methylformamido) imidazole-4-carboxamide (5a) in 39% yield. Compound 5a was transformed into 7a by treatment with NaH in 78% yield. Compound 7a was alternatively prepared by cyclocondensation of 6a with diethoxymethane followed by oxidation with I_2. The pyrimidine moiety of 7a has been shown to be reactive : 7a affords the 1,2-dihydro derivative 9 under reductive conditions and undergoes ring opening to 5a in aqueous NaOH. 3-Ethyl-9-methyl-(7b), 3-benzyl-9-methyl-(7c), 9-ethyl-3-methyl-(7d), and 3,9-dibenzylhypoxanthine (7e) were also prepared from the corresponding carboxamides 6b-e.

• 公益社団法人日本薬学会の論文
• 1985-05-25

著者

• 小川 和男

  Tokushima Research Center, Pharmacokinetics Research Lab., Taiho Pharmaceutical Co., Ltd.,

• 小川 和男

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 板谷 泰助

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 板谷 泰助

  金沢大学薬学部

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