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Substance Name: Succinylcholine chloride [USAN:USP]
RN: 71-27-2
UNII: I9L0DDD30I
InChIKey: YOEWQQVKRJEPAE-UHFFFAOYSA-L

Note

  • A quaternary skeletal muscle relaxant usually used in the form of its bromide, chloride, or iodide. It is a depolarizing relaxant, acting in about 30 seconds and with a duration of effect averaging three to five minutes. Succinylcholine is used in surgical, anesthetic, and other procedures in which a brief period of muscle relaxation is called for.

Molecular Formula

  • C14-H30-N2-O4.2Cl

Molecular Weight

  • 361.307
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Neuromuscular Agents
  • Neuromuscular Blocking Agent
  • Neuromuscular Blocking Agents
  • Neuromuscular Depolarizing Agents
  • Peripheral Nervous System Agents
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Names and Synonyms

Name of Substance

  • Succinylcholine chloride [USAN:USP]
  • Suxamethonium chloride [INN]

Synonyms

  • (2-Hydroxyethyl)trimethylammonium chloride succinate
  • 2-Dimethylaminoethyl succinate dimethochloride
  • 3,8-Dioxa-4,7-dioxodercan-1,10-bis(trimethylammonium)dichlorid
  • AI3-51679
  • Anectine
  • Anectine chloride
  • Bis(2-dimethylaminoethyl)succinate bis(methochloride)
  • Bis(succinyldichlorocholine)
  • Chlorsuccinylcholin
  • Chlorsuccinylcholin [German]
  • Chlorure de succinilcoline
  • Chlorure de succinilcoline [French]
  • Choline chloride succinate (2:1)
  • Choline succinate dichloride
  • Choline, chloride succinate
  • Choline, hydroxide, succinate (2:1), dihydrochloride
  • Choline, succinyl-, dichloride
  • Cloruro de suxametonio
  • Cloruro de suxametonio [INN-Spanish]
  • Cloruro di succinilcolina
  • Cloruro di succinilcolina [Italian]
  • Diacetylcholine dichloride
  • EINECS 200-747-4
  • Ethanaminium, 2,2'-((1,4-dioxo-1,4-butanediyl)bis(oxy))bis(N,N,N-trimethyl-), dichloride
  • Lysthenon
  • Lysthenone
  • Midarine
  • Myoplegine
  • NSC 49132
  • Pantolax
  • Quelicin
  • Quelicin chloride
  • Quelicin Preservative Free
  • Scoline
  • Scoline chloride
  • Succamethonium chloratum
  • Succicuran
  • Succin
  • Succinic acid, bis(beta-dimethylaminoethyl) ester, dimethochloride
  • Succinic acid, diester with choline chloride
  • Succinilcolina cloruro
  • Succinilcolina cloruro [DCIT]
  • Succinoylcholine chloride
  • Succinyl bischoline chloride
  • Succinyl-asta
  • Succinyl-bis(N-(2-oxyethyl)trimethylammonium)-dichlorid
  • Succinylbischoline dichloride
  • Succinylcholine chloride
  • Succinylcholine dichloride
  • Succinyldicholine chloride
  • Succinylforte
  • Sucostrin
  • Sucostrin chloride
  • Sukcinylcholinchlorid
  • Sukcinylcholinchlorid [Czech]
  • Sukolin
  • Suxamethionium chloride
  • Suxamethonii chloridum
  • Suxamethonii chloridum [INN-Latin]
  • Suxamethonium chloride
  • Suxamethonium dichloride
  • Suxcert
  • Suxinyl
  • UNII-I9L0DDD30I

Systematic Names

  • Choline, chloride, succinate (2:1)
  • Ethanaminium, 2,2'-((1,4-dioxo-1,4-butanediyl)bis(oxy))bis(N,N,N-trimethyl-), dichloride
  • Ethanaminium, 2,2'-((1,4-dioxo-1,4-butanediyl)bis(oxy))bis(N,N,N-trimethyl-, dichloride
  • Suxamethonium chloride

Registry Numbers

CAS Registry Number

  • 71-27-2

FDA UNII

  • I9L0DDD30I

Other Registry Number

  • 10168-63-5

Related Registry Number

  • 306-40-1 (Parent)

System Generated Number

  • 0000071272

Molecular Formulas

Molecular Formula

  • C14-H30-N2-O4.2Cl

Molecular Formula Fragments

  • C14-H30-N2-O4
  • Cl
  • COMPONENT

Structure Descriptors

InChI

1S/C14H30N2O4.2ClH/c1-15(2,3)9-11-19-13(17)7-8-14(18)20-12-10-16(4,5)6;;/h7-12H2,1-6H3;2*1H/q+2;;/p-2

InChIKey

YOEWQQVKRJEPAE-UHFFFAOYSA-L

Smiles

[N+](CCOC(=O)CCC(=O)OCC[N+](C)(C)C)(C)(C)C.[ClH-].[ClH-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 intravenous 300ug/kg (0.3mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 122, Pg. 152, 1959.
man TDLo intravenous 1429ug/kg (1.429mg/kg)   Annals of Internal Medicine. Vol. 106, Pg. 164, 1987.
man TDLo intravenous 7mg/kg (7mg/kg)   Archives of Otolaryngology. Vol. 96, Pg. 464, 1972.
man TDLo intravenous 7mg/kg (7mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) Archives of Otolaryngology. Vol. 96, Pg. 464, 1972.
mouse LD50 intraperitoneal 1250ug/kg (1.25mg/kg)   Drugs in Japan Vol. 6, Pg. 135, 1982.
mouse LD50 intravenous 430ug/kg (0.43mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)		 Journal of Pharmacology and Experimental Therapeutics. Vol. 109, Pg. 83, 1953.
rabbit LD50 intravenous 240ug/kg (0.24mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: REGIDITY

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE		 International Journal of Neuropharmacology. Vol. 5, Pg. 305, 1966.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 190 deg C   EXP
log P (octanol-water) -7.940 (none)   EST
Water Solubility 5.00E+05 mg/L   EXP
Atmospheric OH Rate Constant 3.33E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.