A Study on the Syntheses of 2-Aminobenzothiazoles and Their Antimicrobial Activities

2-Aminobenzothiazole 유도체의 합성 및 항균작용에 관한 연구

  • Published : 1976.03.01

Abstract

Sixteen compounds of 2-aminobenzothiazole derivatives were synthesized from alkyl ($C_{1-5}$) p-aminosalicylate by thiocyanation reaction. The NMR spectra of synthesized compounds showed that they were actually mixture of 5-hydroxy-6-alk-oxycarbonyl-2-aminobenzothiazole [alkoxy=methoxy(Ia), ethoxy (IIa), n-propoxy (IIIa), iso-propoxy (IVa), n-butoxy (Va), iso-butoxy (VIa), n-amoxy (VIIa), iso-amoxy(VIIIa)] and 7-(1b), ethoxy(IIb), n-propoxy(IIIb), iso-propoxy(IVb), n-butoxy(Vb), iso-butpxy (VIb), n-amoxy (VIIb), iso-amoxy (VIIIb)]. The mixtures of two isomeric benzothiazole were separated by two isomers varied with the kind of alkyl chain in alkyl p-aminosalicylate. These compounds were subjected to the test for antimicrobial activities using Staphylococcus aureus and Escherichia coli by tube dilutioin method. The seven compounds, Ia, IIa, IIIa, VIa, IIIb, IVb and Vb showed inhibition of the growth of S. aureus at the concentration of 10${\mu}$g/ml. As to the growth of E. coli, IVb, VIb, VIIb, and VIIIb were observed inhibition at the concentration of 1${\mu}$g/ml. Ia, IIa, IIIa, VIIa, Va, VIIIa, and IIb exhibited potential antimicrobial activities against showed inhibition of the growth of E.coli at the concentration of 100${\mu}$/ml.

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