Preparation of 2-amino-4(3H)-oxopyrimido[5,4-b] [1,4]thiazines (5-thiapterins) and their evaluation as cofactors for phenylalanine hydroxylase.
R N Henrie, R A Lazarus, S J Benkovic
文献索引：J. Med. Chem. 26(4) , 559-63, (1983)
全文：HTML全文
摘要
Reaction of diethyl chloromalonate with beta-mercapto amines, 9, gave 1,4-thiazin-3-ones, 10, which were alkylated exclusively at the lactam oxygen with triethyloxonium tetrafluoroborate and subsequently condensed with guanidine to give the first reported 5-thiapterins, 8. Oxidation of 8 with m-chloroperoxybenzoic acid gave the S-oxides, 12. Both 8 and 12 were found to be good inhibitors of rat liver phenylalanine hydroxylase competitive with 6-methyltetrahydropterin, with 8 exhibiting lower Ki's than the corresponding 12. The 8-thiapterin 4 was a much poorer inhibitor.
相关化合物
相关文献：
2011-09-02
[J. Org. Chem. 76(17) , 7222-8, (2011)]
Preparation of cycloaddition chemistry of thio-and selenocarbonyls derived from reaction of elemental sulfur and selenium with stabilized a-halo anions. Abelman MM.
[Tetrahedron Lett. 32(50) , 7389-92, (1990)]