Synthesis and Antibacterial Characteristics of N-Alkyl-4-Allylthiopyridinium Bromides.

Abstract

New quaternary ammonium compounds, N-alkyl-4-allylthiopyridinium bromides (ATP-n) having an allylthio group on the pyridine ring, were synthesized from 4-allylthiopyridine and n-alkyl bromides (alkyl group: decyl, dodecyl, tetradecyl, hexadecyl and octadecyl) under 80 MPa of static pressure. ATP-n exhibited a strong bactericidal activity, compared with N-alkyl-4-butenylpyridinium bromides (BNP-n) and N-alkylpyridinium bromides. The bacteriostatic spectrum of ATP-12 was wide and strong. The effect of the allylthio group on the bacteriostatic activity was as high as that of the butenyl group, while the effect on the bacterioclastic activity was higher.