Synthesis of quinazoline analogs of folic acid modified at position 10

Abstract
The quninazoline couterpart of folic acid (5,8-deazafolic acid) as well as its 10-methyl analog was an effective inhibitor of thymidylate synthetase from several sources. The synthesis of modifications in which the N atom at position 10 is replaced by S, O or methylene affording 10-thia-5,8-deazafolic acid, 10-oxa-5,8-deazafolic acid and 5,8,10-deazafolic acid, respectively, was described. In preliminary testing, each of the target compounds displayed marginal activity against L1210 leukemia in mice.

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