SYNTHESIS OF N-1-SUBSTITUTED 3-(2-MERCAPT OETHYL)QUINAZOLINE 2,4(1H,3H)-DIONES VIA BIS[2-(2-AMINO-BENZOYLAMINO)ETHYL]SULFANES AND TEST FOR IMMUNOSTIMULATING ACTIVITY
M. Gutschow et al., SYNTHESIS OF N-1-SUBSTITUTED 3-(2-MERCAPT OETHYL)QUINAZOLINE 2,4(1H,3H)-DIONES VIA BIS[2-(2-AMINO-BENZOYLAMINO)ETHYL]SULFANES AND TEST FOR IMMUNOSTIMULATING ACTIVITY, Archiv der pharmazie, 328(3), 1995, pp. 277-281
A 3-step synthesis, starting from substituted isatoic anhydride was us
ed to prepare substituted 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-di
ones 4. Reaction of 1 with cystamine afforded bis[2-(2-amino-benzoylam
ino)ethyl]disulfanes 2. Reaction of 2 with ethyl chloroformate and sub
sequent reduction of the heterocyclic disulfanes 3 gave mercaptoethylq
uinazoline-2,4-diones 4a-f. N-1 methyl and benzyl substituted derivati
ves 4b and 4c, respectively, show immune-stimulating activity in vario
us tests.