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Synthesis of biologically active O-substituted derivatives of 1-[(3, 5-dichloro-2-hydroxyphenyl)sulfonyl]piperidine.
MedLine Citation:
PMID:  23625420     Owner:  NLM     Status:  In-Data-Review    
Abstract/OtherAbstract:
In the present work, a series of 2-O-substituted derivatives of 1-[(3,5-dichloro-2-hydroxy phenyl) sulfonyl]piperidine (5a-j) were synthesized. These derivatives were geared up by the coupling of 3,5-dichloro-2-hydroxy benzenesulfonyl chloride (1) with piperidine (2) under dynamic pH control in aqueous media to form parent compound 1-[(3,5-dichloro-2-hydroxyphenyl)sulfonyl]piperidine (3), followed by the substitution at oxygen atom with different electrophiles (4a-j) in the presence of sodium hydride (NaH) and dimethyl formamide (DMF) to give a series of O-substituted derivatives of sulfonamides bearing piperidine nucleus 5a-j. The synthesized O-substituted sulfonamides were spectrally characterized. The bioactivity of all the synthesized compounds were evaluated against lipoxygenase (LOX), acetylcholinesterae (AChE) and butyrylcholinesterase (BChE) enzymes and found to be having talented activity against butyrylcholinesterase enzyme.
Authors:
Hira Khalid; Azizur Rehman; Muhammad Athar Abbasi; Khalid Mohammad Khan; Muhammad Ashraf; Irshad Ahmad; Syeda Abida Ejaz
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Pakistan journal of pharmaceutical sciences     Volume:  26     ISSN:  1011-601X     ISO Abbreviation:  Pak J Pharm Sci     Publication Date:  2013 May 
Date Detail:
Created Date:  2013-04-29     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9426356     Medline TA:  Pak J Pharm Sci     Country:  Pakistan    
Other Details:
Languages:  eng     Pagination:  479-85     Citation Subset:  IM    
Affiliation:
Department of Chemistry, Government College University, Lahore, Pakistan.
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