5-(2-Dibutylaminoethylamino)-3-phenyl-1,2,4-oxadiazole Hydrochlorideおよびその類縁化合物の水溶液中での安定性

概要

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Kinetic study was carried out on the stability of butalamine, 5-(2-dibutylamino-ethylamino)-3-phenyl-1,2,4-oxadiazole hydrochloride (I), in aqueous buffered solution. Butalamine undergoes hydrolysis to form 3-phenyl-Δ^2-1,2,4-oxadiazolin-5-one (D-1) and N, N-dibutylethylenediamine (D-2). The reaction proceeds in pseudo-first order kinetics. In order to examine the relationship between the structure and stability of amines, first-order reaction rate, k value was determined on the compounds where the ethylene between N and N'was replaced by trimethylene (II), tetramethylene (III), and pentamethylene (IV), and the dibutyl groups of tertiary amine by dimethyl (V), diethyl (VI), dipropyl (VII), and dipentyl groups (VIII). Stability of the compounds increased in proportion to the chain length of alkylene or alkyl group, but the tendency for stabilization was reversed when the number of methylenes increased to more than five. Substituents in the diamine were more effective for the stabilization than in tertiary amine.
社団法人日本薬学会の論文
1977-05-25