Succinyl Choline Chloride

9044

IP/BP/EP/USP

Muscle relaxant (Skeletal)

EDMF *

[71-27-2]

2,2prime-[(1,4-Dioxo-1,4-butanediyl)bis(oxy)]bis[ N,N,N- trimethylethana minium] di chloride

bis[2-dimethylaminoethyl]succinate bis[methochlo ride]; 2-dimethylaminoethyl succinate dimethochloride; di acetylcholine dichloride; suxamethonium chloride; choline succinate dichloride; succinic acid bis[beta-dimethylamino eth yl] ester dimethochloride; choline chloride succinate (2:1); listenon

Anectine (Burroughs Wellcome) ; Lysthenon (Nycomed) ; Midarine (Wellcome) ; Quelicin (Abbott) ; Scoline (Duncan Flockhart) ; Sucostrin (Apothecon)

C 14 H 30 Cl 2 N 2 O 4

361.31

C 46.54%, H 8.37%, Cl 19.62%, N 7.75%, O 17.71%

Prepn: R. Fusco et al., Gazz. Chim. Ital. 79, 129 (1949); Tammelin, Acta Chem. Scand. 7, 185 (1953); O. Schmid, Austrian pat. 171,411 (1952 to OSSW), C.A. 47, 4902f (1953); C. H. Wang et al., Org. Prep. Proc. 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).

Exists as a dihydrate at room temp, crystals, mp 156-163degrees . Anhydr form mp approximately190degrees . Slightly bitter taste. Freely sol in water (about 1 g/1 ml water). Soly in 95% ethanol: 0.42 g/100 ml. Spar ingly 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- hydr oxybenzoate) must be kept refrigerated, they are incompatible with alka line agents, such as thiopental sodium. LD 50 i.v. in mice: 0.45 mg/kg (Anttila, Ertama) .

156-163degrees; mp approximately190