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  • Synthesis, characterization and biological screening of 5-substituted-1,3,4-oxadiazole-2yl-N-(2-methoxy-5-chlorophenyl)-2-sulfanyl acetamide.

Synthesis, characterization and biological screening of 5-substituted-1,3,4-oxadiazole-2yl-N-(2-methoxy-5-chlorophenyl)-2-sulfanyl acetamide.

Pakistan journal of pharmaceutical sciences (2013-03-05)
Azizur Rehman, Ambreen Fatima, Nadia Abbas, Muhammad Athar Abbasi, Khalid Mohammed Khan, Muhammad Ashraf, Irshad Ahmad, Syeda Abida Ejaz
ABSTRACT

In the current study, a series of 5-substituted-1,3,4-oxadiazole-2yl-N-(2-methoxy-5-chlorophenyl)-2-sulfanyl acetamide was synthesized by converting variously substituted/unsubstituted aromatic organic acids successively into the corresponding esters, hydrazides and then 5-substituted-1,3,4-oxadiazole-2-thiols. Finally the target compounds were obtained by stirring 5-substituted-1,3,4-oxadiazole-2-thiols with N-(2-methoxy-5-chlorophenyl)-2-bromoacetamide in the presence of N,N-dimethyl formamide (DMF) and sodium hydride (NaH). The structures of the synthesized compounds were confirmed based on (1)H-NMR, IR and mass spectral data. The synthesized compounds were screened against acetylcholinesterase (AChE), butyrylcholinesterase (BChE) and lipoxygenase enzymes (LOX) and were found to be relatively more active against acetyl cholinesterase.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Acetylcholinesterase human, recombinant, expressed in HEK 293 cells, lyophilized powder, ≥1,000 units/mg protein (Lowry)
Sigma-Aldrich
Lipoxidase from Glycine max (soybean), Type I-B, lyophilized powder, ≥50,000 units/mg solid
Sigma-Aldrich
Acetylcholinesterase from Electrophorus electricus (electric eel), Type VI-S, lyophilized powder, 200-1,000 units/mg protein
Sigma-Aldrich
Acetylcholinesterase from human erythrocytes, buffered aqueous solution, ≥500 units/mg protein (BCA)
Sigma-Aldrich
Lipoxidase from Glycine max (soybean), Type V, ammonium sulfate suspension, 500,000-1,000,000 units/mg protein
Sigma-Aldrich
Acetylcholinesterase from Electrophorus electricus (electric eel), Type V-S, lyophilized powder, ≥1,000 units/mg protein