Synthesis and antibacterial activity of imidazothiadiazoles and heterocyclic-amine Mannich-base hydrochloride / 药学学报
Acta Pharmaceutica Sinica
;
(12): 926-929, 2008.
Artigo
em Chinês
| WPRIM
| ID: wpr-232667
ABSTRACT
To optimize the synthetic method and antibacterial activity of fused heterocyclic thiadiazole compounds, cyclocondensation of 2-(4-methoxyphenyl)-5-amino-1,3,4-thiadiazole (2) with alpha-chloro-4-chloro acetophenone (3) resulted in a key intermediate (4), 6 -(4-chlorophenyl)-2-(4-methoxyphenyl)-imidazo-[2,1-b][1,3,4]thiadiazole, which was carried out an nucleophilic substitution with substituted piperazine to give the corresponding free bases of piperazine (5a-5c), then followed by Mannich reaction with heterocyclicamines and formaldehyde to yield the corresponding Mannich bases, (1a-11) as respective hydrochloride salts. The structures were confirmed by IR, 1H NMR, MS and elemental analysis and the antibacterial activities in vitro of fifteen newly synthesized compounds were also tested against Gram positive bacteria and Gram negative bacteria with the standard 2-fold agar dilution method. The antibacterial results showed that the introduction of a polar group resulted in the enhancement of antibacterial activity in vitro. Thus, the structures of these fused compounds could further be investigated.
Texto completo:
DisponíveL
Índice:
WPRIM (Pacífico Ocidental)
Assunto principal:
Farmacologia
/
Pseudomonas aeruginosa
/
Staphylococcus aureus
/
Tiadiazóis
/
Bacillus subtilis
/
Estrutura Molecular
/
Testes de Sensibilidade Microbiana
/
Química
/
Escherichia coli
/
Imidazóis
Idioma:
Chinês
Revista:
Acta Pharmaceutica Sinica
Ano de publicação:
2008
Tipo de documento:
Artigo
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