BIS[(2,4-DIOXO-1,2,3,4-TETRAHYDROCHINAZOL IN-3-YL)ALKYL]-DISULFANES AND 3-(MERCAPTOALKYL)QUINAZOLINE2,4(1H,3H)-DIONES - SYNTHESIS BY RING TRANSFORMATIONS AND ANTIVIRAL ACTIVITY .42. MULTICYCLIC AZINES WITH HETEROATOMS IN POSITION-1 AND POSITION-3

Reaction of N-(sulfonyloxy)phthalimide derivatives 1, 2, with cystamin e and homocystamine, respectively, affords bis[(2,4-dioxo-1,2,3,4-tetr a-hydroquinazolin-3- yl)alkyl]disulfanes 3, which could be reduced to 3-(mercaptoalkyl)quinazoline-2,4(1H,3H)-diones 5. (3-(2-Mercaptoethyl) quinazoline-2,4(1H,3H)-dione (5a) was also obtained in a one-pot react ion from 1 or 2 and cysteamine. 2-Ethoxy-4H-3,1 -benzoxazin-4-ones 4a- c were converted with cysteamine to 3-(mercaptoethyl)quinazoline-2,4-d iones 5a-c by a new ringtransformation reaction. 3- (2-Mercaptoethyl)q uinazoline-2,4(1H,3H)dione (5a) and the corresponding disulfane 3a wer e evaluated for antiviral activity in vitro. Compounds 3a and 5a showe d significant antiviral activity against some DNA- and RNA-viruses (va ccinia-, herpes simplex virus type 1, influenza A virus) at concentrat ions that were nontoxic to the host cell cultures.