Reactions of amine drugs with sugars I Reaction of amphetamine with aldoses, glycosylamines, and bisulfite

Amphetamine bisulfite was reacted with D-glucose, D-mannose, N-phenylisopropyl-D-mannosylamine, and N-phenyl-D-mannosylamine. The effect of an aryl or alkyl amine as the amino substituent at C-1 of the aldose on the formation of amino sul-fonates was investigated. Alkyl substitution was found to yie...

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Bibliographic Details
Published in:Journal of pharmaceutical sciences 1967-09, Vol.56 (9), p.1098-1101
Main Authors: Griffin, J.C., Banker, G.S.
Format: Article
Language:English
Subjects:
Amino Sugars
Chemical Phenomena
Chemistry
Dextroamphetamine
Glucosamine
Mannose
Sulfites
Sulfonic Acids
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Summary:Amphetamine bisulfite was reacted with D-glucose, D-mannose, N-phenylisopropyl-D-mannosylamine, and N-phenyl-D-mannosylamine. The effect of an aryl or alkyl amine as the amino substituent at C-1 of the aldose on the formation of amino sul-fonates was investigated. Alkyl substitution was found to yield bisulfite addition products, while aryl substitution yielded amino sulfonates. Mannose amphetamine sulfonate and glucose amphetamine sulfonate were synthesized.
ISSN:0022-3549
1520-6017
DOI:10.1002/jps.2600560909