A new class of nitrosoureas. VI. Synthesis and antitumor activity of 3-substituted-1-(2-chloroethyl)-3-(methyl-.ALPHA.-D-glucopyranosid-2-yl)-1-nitrosoureas.

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A series of five 3-substituted-1-(2-chloroethyl)-3-(methyl-α-D-glucopyranosid-2-yl)-1-nitrosoureas (5a-e) was prepared and tested for antitumor activities. The compounds were obtained by the reaction of N-substituted methyl-α-D-glucosaminides (3a-e) with isocyanate followed by nitrosation with dinitrogen tetroxide. All the nitrosoureas obtained were remarkably active against leukemia L1210 and Ehrlich ascites carcinoma and showed greater therapeutic ratios than the positive controls ; 1-(2-chloroethyl)-3-(β-D-glucopyranosyl)-1-nitrosourea (GANU) and 1-(2-chloroethyl)-3-(D-glucopyranos-2-yl)-1-nitrosourea (DCNU).

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