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- Title
Substituted benzyl N-phenylcarbamates - their solvolysis and inhibition activity to acetylcholinesterase and butyrylcholinesterase.
- Authors
Sedlák, Miloš; Hanusek, Jiří; Drabina, Pavel; Štěpánková, Šárka; Čegan, Alexander
- Abstract
Kinetic evidence has indicated that methanolysis of synthesized 4-acetoxybenzyl carbamates proceeds via a one-step (concerted) mechanism. Concerted 1,6-elimination produces the very reactive 1,4-quinonemethide, which was trapped in the form of 4-methoxymethylphenol. The inhibition activity of benzyl N-phenylcarbamates to acetylcholinesterase (ACHE) and butyrylcholinesterase (BCHE) was also tested. The found IC50 values varied within the limits of 199-535 μmol·l-1 for ACHE and 21-177 μmol·l-1 for BCHE. The found values of partition coefficient (Pow) in the range of 1.5-11.5 represent a prerequisite of good transport of benzyl Nphenylcarbamates through haemato-encephalic barrier.
- Subjects
ANALYTICAL mechanics; METHANOL; CARBAMATES; PHENOL; ACETYLCHOLINESTERASE; BUTYRYLCHOLINESTERASE; PARTITION coefficient (Chemistry); HEMATOLOGY; ENCEPHALIC photoreceptors
- Publication
ARKIVOC: Online Journal of Organic Chemistry, 2009, p1
- ISSN
1551-7004
- Publication type
Article