Synthesis and bioactivity of N- 4- ( benzimidazole-2-thio) phenyl -N'-alkyl guanidine derivatives / 药学学报
Acta Pharmaceutica Sinica
;
(12): 152-156, 2007.
Artículo
en Chino
| WPRIM
| ID: wpr-281951
ABSTRACT
In order to get some novel compounds with potent iNOS inhibitory activity, 12 target compounds of N-[ 4-( benzimidazole-2-thio) phenyl ] -N'-alkyl guanidine derivatives ( I1- I12 ) were synthesized from 1-benzoyl-3-[ 4-( benzimidazole-2-thio) phenyl] thioureas (4) by hydrolysis with 2. 0 mol x L(-1) sodium hydroxide solution containing tetrahydrofuran to form the corresponding N-[ 4-(benzimidazole-2-thio) phenyl] thioureas (5) which was S-ethylated with ethyl iodide, followed by amination with primary amines or secondary amines. The intermediate 4 was synthesized from 2-mercaptobenzimidazole (1) by reaction with 1-chloro-4-nitrobenzene to form 2-( 4-nitrophenylthio) benzimidazole (2) which was reduced by iron powder and hydrochloric acid, followed by reaction with benzoyl isothiocyanate. The structures of compounds I1 - I12 were confirmed by IR, MS,1H NMR and elemental analysis. The results of preliminary pharmacological test showed that the activities of three compounds (I 1, I8 and I10) were stronger than aminoguanidine, especially for compound I1.
Texto completo:
Disponible
Índice:
WPRIM (Pacífico Occidental)
Asunto principal:
Farmacología
/
Bencimidazoles
/
Estructura Molecular
/
Células Cultivadas
/
Química
/
Macrófagos Peritoneales
/
Biología Celular
/
Relación Dosis-Respuesta a Droga
/
Inhibidores Enzimáticos
/
Óxido Nítrico Sintasa de Tipo II
Límite:
Animales
Idioma:
Chino
Revista:
Acta Pharmaceutica Sinica
Año:
2007
Tipo del documento:
Artículo
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