Abstract
(UN) substituted o-phenylenediamines 1a-g reacted with 3-isothiocyanatobutanal to give pyrimidobenzimidazole derivatives, 2a-g, respectively. Products 4, 6 and 8, 10 were obtained by condensation of 3-isothiocyanatobutanal with 2,3-diaminopyridine, 1,4-diaminobutane and 3-isothiocyanatopropanal with 4,5-dimethyl-1,2-phenylenediamine, o-nitroaniline, respectively. S-Methylation of 2f and 11b gave products 12a and 12b, respectively. Anti-inflammatory and analgesic activity evaluations of 2a-g and 12b were carried out at 50 mg kg(-1) p.o. Compound 2c exhibited good anti-inflammatory (46%) and mild analgesic activity (50%). Antiamoebic activity evaluations (using microdilution method) of 2a-g against Entamoeba-histolytica (strain HM1: IMSS) were carried out and compounds 2a, 2b, 2d and 2g exhibited good antiamoebic activity in vitro.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amebicides / chemical synthesis
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Amebicides / chemistry
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Amebicides / pharmacology*
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Analgesics / chemical synthesis
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Analgesics / chemistry
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Analgesics / pharmacology*
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Animals
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Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
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Anti-Inflammatory Agents, Non-Steroidal / chemistry
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
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Benzimidazoles / chemical synthesis
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Benzimidazoles / chemistry
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Benzimidazoles / pharmacology*
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Carrageenan
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Edema / chemically induced
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Edema / pathology
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Entamoeba histolytica / drug effects
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Inhibitory Concentration 50
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Magnetic Resonance Spectroscopy
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Mice
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Pain Measurement / drug effects
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Pyridines / chemical synthesis
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Pyridines / chemistry
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Pyridines / pharmacology*
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Rats
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Structure-Activity Relationship
Substances
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Amebicides
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Analgesics
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Anti-Inflammatory Agents, Non-Steroidal
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Benzimidazoles
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Pyridines
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Carrageenan