7977. Pyridostigmine Bromide

Nomenclature

CAS number: 101-26-8
3-[[(Dimethylamino)carbonyl]oxy]-1-methylpyridinium bromide; 3-hydroxy-1-methylpyridinium bromide dimethylcarbamate; 1-methyl-3-hydroxypyridinium bromide dimethylcarbamate; 3-(dimethylcarbamyloxy)-1-methylpyridinium bromide; Ro-1-5130; Kalymin (AWD Pharma); Mestinon (Valeant); Regonol (Novartis).
C9H13BrN2O2; mol wt 261.12.
C 41.40%, H 5.02%, Br 30.60%, N 10.73%, O 12.25%.

Description and references

Reversible inhibitor of acetylcholinesterase. Prepn: Urban, US 2572579 (1951 to Hoffmann-La Roche). Mechanism of protective effect in soman poisoning: X. Deyi et al., Fundam. Appl. Toxicol. 1, 217 (1981). Evaluation of side effects profile under desert conditions: J. E. Cook et al., Mil. Med. 157, 250 (1992). Comparative clinical trial for reversal of neuromuscular block: L. Gyermek et al., Br. J. Anaesth. 74, 410 (1995). Review of determn methods in biological samples: B. Zhao et al., J. Pharm. Pharm. Sci. 9, 71-81 (2006).

Chemical structure

Properties

Shiny, hygroscopic crystals from abs ethanol, mp 152-154°. Characteristic, agreeable odor. Freely sol in water, alcohol, chloroform; slightly sol in hexane. Practically insol in ether, acetone, benzene. Aq solns may be sterilized by autoclaving with steam.

Therapeutic Category

Cholinergic; in treatment of myasthenia gravis. Reversal agent for neuromuscular blocking drugs. Pre-exposure antidote to chemical warfare agents.

Therapeutic Category (Veterinary)

In treatment of myasthenia gravis.

Keywords

Cholinergic; Antimyasthenic; Neuromuscular Block Reversant; Cholinesterase Inhibitor