YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Amyostatie Poisons. IX
Syntheses of Sulfonamide and Sulfonic Acid Derivatives of 3-Aminohydrooarostyril
Tokuji Hashimoto
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1956 Volume 76 Issue 1 Pages 103-104

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Abstract
The product (II) obtained by the reaction of 3-acetamrnohydrocarbostyril (I) and chlorosulfonic acid at 50° was converted to the 6-sulfonamide (III) of (I) by ammonia and to 6-sulfonic acid (V) by boiling it with a large amount of water. Both (III) and (V) were deacetylated with dilute acids to the 3-amino compounds (IV) and (VI). The substituent position was confirmed by the oxidation of (III) with potassium permanganate, boiling with 5% sodium hydroxide, followed by diazotization and decomposition with water to 5-sulfonamidosalicylic acid. Animal tests with the hydrochloride of (IV) and sodium salt of (VI) revealed that neither of them possessed pharmacodynamic action of amyostatic poisons in mice.
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