8875. Succinylcholine Chloride
Nomenclature
CAS number: 71-27-2
2,2′-[(1,4-Dioxo-1,4-butanediyl)bis(oxy)]bis[N,N,N-trimethylethanaminium] dichloride; bis[2-dimethylaminoethyl]succinate bis[methochloride]; 2-dimethylaminoethyl succinate dimethochloride; diacetylcholine dichloride; suxamethonium chloride; choline succinate dichloride; succinic acid bis[β-dimethylaminoethyl] ester dimethochloride; choline chloride succinate (2:1); listenon; Anectine (GSK); Lysthenon (Nycomed); Midarine (GSK); Quelicin (Abbott); Scoline (Duncan Flockhart); Sucostrin (Apothecon). C14H30Cl2N2O4; mol wt 361.31.
C 46.54%, H 8.37%, Cl 19.62%, N 7.75%, O 17.71%.
Description and references
Prepn: R. Fusco et al., Gazz. Chim. Ital. 79, 129 (1949); Tammelin, Acta Chem. Scand. 7, 185 (1953); O. Schmid, AT 171411 (1952 to OSSW), C.A. 47, 4902f (1953); C. H. Wang et al., Org. Prep. Proced. Int. 11, 93 (1979). Crystal structure: B. Jensen, Acta Chem. Scand. B 30, 1002 (1976). Toxicity data: P. Anttila, P. Ertama, Med. Biol. 56, 152 (1978). Comprehensive description: P. R. B. Foss, S. A. Benezra, Anal. Profiles Drug Subs. 10, 691-704 (1981).
Properties
Exists as a dihydrate at room temp, crystals, mp 156-163°. Anhydr form mp ≈190°. Slightly bitter taste. Freely sol in water (about 1 g/1 ml water). Soly in 95% ethanol: 0.42 g/100 ml. Sparingly sol in benzene, chloroform. Practically insol in ether. The pH of a 2-5% aq soln may vary from 4.5 to 3.0. Solns without stabilizers (e.g., 0.1% methyl p-hydroxybenzoate) must be kept refrigerated, they are incompatible with alkaline agents, such as thiopental sodium. LD50 i.v. in mice: 0.45 mg/kg (Anttila, Ertama).Therapeutic Category
Neuromuscular blocking agent.
Therapeutic Category (Veterinary)
Muscle relaxant (skeletal).Keywords
Neuromuscular Blocking Agent; Depolarizing Agents