Ontology highlight
ABSTRACT:
SUBMITTER: Gangjee A
PROVIDER: S-EPMC3892769 | biostudies-literature | 2008 Sep
REPOSITORIES: biostudies-literature
Gangjee Aleem A Qiu Yibin Y Li Wei W Kisliuk Roy L RL
Journal of medicinal chemistry 20080901 18
N-{4-[(2-Amino-6-methyl-4-oxo-3,4-dihydrothieno[2,3- d]pyrimidin-5-yl)sulfanyl]benzoyl}-L-glutamic acid (4) and nine nonclassical analogues 5-13 were synthesized as potential dual thymidylate synthase (TS) and dihydrofolate reductase (DHFR) inhibitors. The key intermediate in the synthesis was 2-amino-6-methylthieno[2,3-d]pyrimidin-4(3 H)-one (16), which was converted to the 5-bromo-substituted compound 17 followed by an Ullmann reaction to afford 5-13. The classical analogue 4 was synthesized b ...[more]