title: Synthesis, characterization and biological screening of N-substituted derivatives of 5-benzyl-1,3,4-oxadiazole-2yl-2"-sulfanyl acetamide.
abstract: A series of new N-substituted derivatives of 5-benzyl-1, 3, 4-oxadiazole-2yl-2"-sulfanyl acetamide (6a-n) were synthesized in three phases. The first phase involved the sequentially converting phenyl acetic acid into ester, hydrazide and finally cyclized in the presence of CS2 to afford 5-benzyl-1, 3, 4-oxadiazole-2-thiol. In the second phase N-substituted-2-bromoacetamides were prepared by reacting substituted amines with bromoacetyl bromide in basic media. In the third phase, 5-benzyl-1,3,4-oxadiazole-2-thiol was stirred with N-substituted-2-bromoacetamides in the presence of N,N-dimethyl formamide (DMF) and sodium hydride (NaH) to get the target compounds. Spectral techniques were used to confirm the structures of synthesized compounds. Synthesized compounds were screened against butyrylcho linesterase (BChE), acetylcholinesterase (AChE), and lipoxygenase enzymes (LOX) and were found to be relatively more active against acetylcholinesterase.
authors.affiliation: Department of Chemistry, Government College University, Lahore, Pakistan. atrabbasi@yahoo.com
authors.forename: Sabahat Zahra
authors.initials: SZ
authors.lastname: Siddiqui
authors.forename: Azizur
authors.initials: A
authors.lastname: Rehman
authors.forename: Muhammad Athar
authors.initials: MA
authors.lastname: Abbasi
authors.forename: Nadia
authors.initials: N
authors.lastname: Abbas
authors.forename: Khalid Mohammed
authors.initials: KM
authors.lastname: Khan
authors.forename: Muhammad
authors.initials: M
authors.lastname: Ashraf
authors.forename: Syeda Abida
authors.initials: SA
authors.lastname: Ejaz
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000110:Acetylcholinesterase / Q000378:metabolism; D002091:Butyrylcholinesterase / Q000378:metabolism; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D008084:Lipoxygenase / Q000378:metabolism; D016859:Lipoxygenase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000081:Acetamides; D002800:Cholinesterase Inhibitors; D016859:Lipoxygenase Inhibitors; D010069:Oxadiazoles; D008084:Lipoxygenase; D000110:Acetylcholinesterase; D002091:Butyrylcholinesterase