ABSTRACT
Five quaternary ammonium compounds were synthesized having the formula: [C[9]H[19C[6]H[4]O-[CH[2]CH[2]O][9] -CO-CH[2]CH[2]R][+]Br [I[a-e]] where i[a]: r=triethylamine; l[b]:r = triethanolamine; l[c]:r = hexamine; l[d: r=n-methyl diethanolamine and I[c]:R = pyridine.Critical micelle concentration [CMC], effectiverness [pi[cmc]], efficiency [P[20]] and maximum surface excess [I[max]] of the novel compounds were calculated using equilibrium surface tension profiles at 25 °C. The biocidal acivity of these compounds were tested on SMC-SRB [stabilized mixed cutlrue of sulphate reducing bacteria isolated from garden soil and enriched using Postage medium B and E]. Minimal inhibitory concentration [mic] for the prepared quaternary ammonium compounds were detected for SMC-SRB using sulphide titrmetric determination method with different concentrations [10-300 ppm], using cetyl trimethyl ammonium bromide [CTAB] as a reference. It was found that triethanolamine and N-methyldiethanolamine derivatives showed the highest biocidal effect
Subject(s)
Quaternary Ammonium Compounds/chemical synthesis , Surface-Active Agents , Surface Tension , Anti-Bacterial AgentsABSTRACT
Ammonium salt derivatives of natural allylphenols were synthesized with the purpose of obtaining potential peripheral analgesics. These drugs, by virtue of their physicochemical properties, would not be able to cross the blood brain barrier. Their inability to enter into the central nervous system (CNS) should prevent several adverse effects observed with classical opiate analgesics (Ferreira et al., 1984). Eugenol (1) O-methyleugenol (5) and safrole (9) were submitted to nitration, reduction and permethylation, leading to the ammonium salts 4, 8 and 12. Another strategy applied to eugenol (1), consisting in its conversion to a glycidic ether (13), opening the epoxide ring with secondary amines and methylation, led to the ammonium salts 16 and 17. All these ammonium salts showed significant peripheral analgesic action, in modified version of the Randall-Sellito test (Ferreira et al. 1978), at non-lethal doses. The ammonium salt 8 showed an activity comparable to that of methylnalorphinium, the prototype of an ideal peripheral analgesic (Ferreira et al., 1984).