Synthesis and anthelmintic activity of some novel 2-substituted-4,5-diphenyl imidazoles.
A series of 2-substituted-4,5-diphenyl imidazoles 1a-j were synthesized by refluxing benzil with different substituted aldehydes in the presence of ammonium acetate and glacial acetic acid. Structures of the synthesized compounds were confirmed on the basis of IR, 1H NMR and mass spectral data. Compounds 1a-j were screened for anthelmintic activity. Test results revealed that compounds showed paralysis time of 0.24 to 1.54 min and death time of 0.39 to 4.40 min while the standard drugs albendazole and piperazine citrate showed paralysis time of 0.54 and 0.58 min and death time of 2.16 and 2.47 min, respectively, at the same concentration of 1% (m/V). Five compounds, 2-[2-hydroxyphenyl]-4,5-diphenyl imidazole (1b), 2-[3-methoxyphenyl]-4,5-diphenyl imidazole (1c), 2-[2-phenylethenyl]-4,5-diphenyl imidazole (1e), 2-[4-fluorophenyl]-4,5-diphenyl imidazole (1g) and 2-[3-nitrophenyl]-4,5-diphenyl imidazole (1h) showed significant anthelmintic activity compared to the standard drugs.
Department of Pharmacy, IIMT College of Medical Sciences, 'O'Pocket, Ganga Nagar, Mawana Road, Meerut-250001, Uttar, Pradesh, India. sanku6@gmail.com
Satyajit
S
Dutta
D000085:Acetates / Q000737:chemistry; D019342:Acetic Acid / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry; D000818:Animals; D000871:Anthelmintics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009835:Oligochaeta / Q000187:drug effects; D010658:Phenylglyoxal / Q000031:analogs & derivatives / Q000737:chemistry; D013329:Structure-Activity Relationship
D000085:Acetates; D000447:Aldehydes; D000871:Anthelmintics; D007093:Imidazoles; D010658:Phenylglyoxal; D019342:Acetic Acid; C018824:ammonium acetate; C006697:benzil