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Kinetic Studies on the Methylation of Thiopurines
Author(s) -
Bergmann F.,
Kleiner M.
Publication year - 1963
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.196300061
Subject(s) - chemistry , methyl iodide , mercaptopurine , methylation , alkylation , sulfur , iodide , dimethylformamide , medicinal chemistry , organic chemistry , biochemistry , dna , catalysis , solvent , medicine
Abstract Both 6‐mercaptopurine and 6‐thioxanthine, when treated with methyl iodide in dimethylformamide, undergo a two‐step reaction, i.e. first methylation at the sulphur atom, followed by alkylation at N‐3. Reaction; at the sulphur atom of 3‐methyl‐6‐purinethione proceeds 1350 times faster than in 6‐mercaptopurine.