GB993302A - Nitrogen-containing heterocyclic disulfides - Google Patents

Abstract

The invention comprises compounds of the general formula <FORM:0993302/C2/1> where R is (C1-C6) alkyl, aryl, di-(C1-C6)-alkyl amino or hetero-cyclic secondary amino (e.g. piperidino, morpholino and thiomorpholino) and R1 is hydrogen or amino. They may be obtained by the reaction of 6-mercaptopurine or 2-amino-6 mercaptopurine with a sulphenyl chloride of the formula R-S-Cl where R is as defined above, the reaction being carried out in a liquid medium and at a temperature, in which the purine derivative is sufficiently soluble for the reaction to proceed, e.g. 80-90 DEG C. The following compounds are mentioned:-methyl - 6 - purinyl disulphide, ethyl - 6 - purinyl disulphide, phenyl - 6 - purinyl disulphide, (p - tolyl) - 6 - purinyl disulphide, (N - diethylamino) - 6 - purinyl disulphide, (4 - morpholino) - 6 - purinyl disulphide, (1 - piperidino) - 6 - purinyl disulphide, methyl - 6 - (2 - aminopurinyl) disulphide, phenyl - 6 - (2 - aminopurinyl) disulphide, (N - diethylamino) - 6 - (2 - aminopurinyl) disulphide, (4 - morpholino) - 6 - (2-aminopurinyl) disulphide, and (1-piperidino)-6-(2-amino-purinyl) disulphide. An example is given for the preparation of (4-morpholino)-6-purinyl disulphide. (4-Morpholino) sulphenyl dichloride used as starting material may be obtained by passing anhydrous chlorine through a suspension of di-(4-morpholino) disulphide in dry carbon tetrachloride until an excess of chlorine is present, the temperature being maintained at from 0 DEG to 5 DEG C. The compounds are useful as antineoplastic agents and for this purpose may be mixed with pharmaceutically acceptable diluents or carriers, e.g. conventional fillers, excipients or lubricants. They may be administered in the form of tablets or capsules.