Synthesis of Antidotes and Prophylactics for Organophosphorus Acetylcholinesterase Inhibitors
Abstract
A series of imidazolylalkyl N,N-dimethylcarbamates was prepared for evaluation of prophylactic and antidotal activity against organophosphorus acetylcholinesterase inhibitors. The series includes the N,N-dimethylcarbamates of 2- and 4-hydroxyalkyl imidazoles, where alkyl is methyl, ethyl or propyl. The final compounds were the 1,3-dimethyl quaternary iodide or tosylate salts. The preparative methods involved reaction of a lithiated imidazole with formaldehyde, oxirane or oxetane to introduce the hydroxyalkyl substituent. For 4-substituted compounds, 2-phenylthioimidazoles were lithiated and subsequently desulfurized with Raney nickel. Both the 3-(N,N-Dimethylcarbamoyloxy) and 4-(N, N-dimethylcarbamoyloxy) derivatives of 1,1-dimethyl-1,2,5,6-tetrahydropyridinium salts were also prepared. No biological data are available at this time. Organophosphorus acetylcholinesterase inhibitors, Prophylactic and antidotal activity, Imidazolylalkyl carbamates.
Document Details
- Document Type
- Technical Report
- Publication Date
- Jul 01, 1993
- Accession Number
- ADB175882
Entities
People
- Phuoc Van Nguyen
- Richard J. Sundberg
Organizations
- University of Virginia