3516. Edrophonium Chloride

Nomenclature

CAS number: 116-38-1
N-Ethyl-3-hydroxy-N,N-dimethylbenzenaminium chloride (1:1); ethyl(m-hydroxyphenyl)dimethylammonium chloride; (3-hydroxyphenyl)dimethylethylammonium chloride; 3-hydroxy-N,N-dimethyl-N-ethylanilinium chloride; Antirex (Kyorin); Enlon (Baxter); Tensilon (Valeant).
C10H16ClNO; mol wt 201.69.
C 59.55%, H 8.00%, Cl 17.58%, N 6.94%, O 7.93%.

Description and references

Cholinesterase inhibitor. Prepn: J. A. Aeschlimann, A. Stempel, US 2647924 (1953 to Hoffmann-La Roche). LC determn in biological fluids: M. G. M. DeRuyter et al., J. Chromatogr. 183, 193 (1980). Clinical evaluation for reversal of neuromuscular blockade during anesthesia: D. M. Fisher et al., Anesthesiology 61, 428 (1984); T. Suzuki et al., Can. J. Anaesth. 50, 879 (2003). Clinical study in supraventricular tachycardia: J. D. Cantwell et al., Arch. Intern. Med. 130, 221 (1972). Review of diagnostic use in myasthenia gravis: R. M. Pascuzzi, Semin. Neurol. 23, 83-88 (2003).

Chemical structure

Properties

Crystals from isopropanol, dec 162-163°. pH of 1% aq soln 4-5. Very sol in water; freely sol in alcohol. Insol in chloroform, ether.

Derivative

Edrophonium Bromide.

Nomenclature

CAS number: 302-83-0
Edrophone bromide; Ro-2-3198.
C10H16BrNO; mol wt 246.14.
C 48.80%, H 6.55%, Br 32.46%, N 5.69%, O 6.50%.

Properties

Crystals from ethanol + ether, dec 151-152°. Bitter taste. Sol in water (more than 10%). Moderately sol in alcohol. Practically insol in ether. Solns are stable.

Therapeutic Category

Cholinergic; reversal agent for neuromuscular blockade; antidote to curare; diagnostic aid (myasthenia gravis).

Therapeutic Category (Veterinary)

Cholinergic; reversal agent for neuromuscular blockade; diagnostic aid (myasthenia gravis).

Keywords

Antidote (Curare); Cholinesterase Inhibitor; Cholinergic; Diagnostic Aid; Neuromuscular Block Reversant