Quinazoline antifolates inhibiting thymidylate synthase: variation of the N10 substituent

…, AL Jackman, MA Eakin, MJ Smithers…

Index: Jones, Terence R.; Calvert, A. Hilary; Jackman, Ann L.; Eakin, M. Allan; Smithers, Michael J.; et al. Journal of Medicinal Chemistry, 1985 , vol. 28, # 10 p. 1468 - 1476

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Citation Number: 44

Abstract

The synthesis of 12 new 5, &didewafolates with isopropyl, cyclopropylmethyl, 2-fluoroethyl, carbamoylmethyl, phenacyl, 3-fluorobenzyl, 5-uracilylmethyl, carboxymethyl, 2-carboxyethyl, 3-cyanopropyl, 3-hydroxypropyl, and cyanomethyl substituents at N'O is described. In general, the synthetic route involved monoalkylation of diethyl N-(4-aminobenzoyl)-L- glutamate, coupling of the resulting secondary amine with 2-amino-6-(bromomethyl)-4- ...