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Substance Name: Gallamine triethiodide [USP:INN]
RN: 65-29-2
UNII: Q3254X40X2
InChIKey: REEUVFCVXKWOFE-UHFFFAOYSA-K

Note

  • A synthetic nondepolarizing blocking drug. The actions of gallamine triethiodide are similar to those of TUBOCURARINE, but this agent blocks the cardiac vagus and may cause sinus tachycardia and, occasionally, hypertension and increased cardiac output. It should be used cautiously in patients at risk from increased heart rate but may be preferred for patients with bradycardia. (From AMA Drug Evaluations Annual, 1992, p198)

Molecular Formula

  • C30-H60-N3-O3.3I

Molecular Weight

  • 891.522
 

Classification Codes

  • Cholinergic Agents
  • Cholinergic Antagonists
  • Drug / Therapeutic Agent
  • Neuromuscular Agents
  • Neuromuscular Blocking Agent
  • Neuromuscular Blocking Agents
  • Neuromuscular Nondepolarizing Agents
  • Neurotransmitter Agents
  • Nicotinic Antagonists
  • Peripheral Nervous System Agents
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Names and Synonyms

Name of Substance

  • Gallamine triethiodide
  • Gallamine triethiodide [USP:INN]

MeSH Heading

  • Gallamine triethiodide

Synonyms

  • (v-Phenenyltris(oxyethylene))tris(triethylammonium iodide)
  • (v-Phenenyltris(oxyethylene))tris(triethylammonium) triiodide
  • (v-Phenenyltris(oxyethylene))tris(triethylammoniumiodide)
  • 1,2,3-Tri(beta-diethylaminoethoxy)benzene triethiodide
  • 1,2,3-Tris(2-diethylaminoethoxy)benzene triethiodide
  • 1,2,3-Tris(2-diethylaminoethoxy)benzene tris(ethyliodide)
  • 1,2,3-Tris(2-triethylammonium ethoxy)benzene triiodide
  • 1,2,3-Tris(diethylaminoethoxy)benzene triethiodide
  • 2,2',2''-(1,2,3-Benzenetriyltris(oxy))tris(N,N,N-triethylethanaminium) triiodide
  • 3.697 R.P.
  • 3697 R.P.
  • Ammonium, (v-phenenyltris(oxyethylene))tris(triethyl-, triiodide
  • Benzcurine iodide
  • Benzkurin
  • EINECS 200-605-1
  • Ethanaminium, 2,2',2''-(1,2,3-benzenetriyltris(oxy))tris(N,N,N-triethyl-, triiodide
  • Ethanaminium, 2,2',2'-(1,2,3-benzenetriyltris(oxy))tris(N,N,N-triethyl)-, triiodide
  • F 2559
  • Flaxedil
  • Fourneau 2559
  • Gallaflex
  • Gallamin triethiodide
  • Gallamina triodoetilato
  • Gallamina triodoetilato [DCIT]
  • Gallamine iodide
  • Gallamine triethiodide
  • Gallamine triiodoethylate
  • Gallamine-3EtI
  • Gallamini triethiodidum
  • Gallamini triethiodidum [INN-Latin]
  • Gallaminii iodidum
  • Gallaminum triaethjodidum
  • Gallaminum triaethoiodatum
  • Gallamone triethiodide
  • Gallamoni jodidum
  • HL 8583
  • HSDB 3229
  • Miowas G
  • NSC 102690
  • Parexyl
  • Pirolakson
  • Pyrogallol 1,2,3-(diethylaminoethyl ether) tris(ethyliodide)
  • Pyrogallol 1,2,3-(diethylaminoethyl ether) trisethyl iodide
  • Pyrolaxon
  • Relaxan
  • Remyolan
  • Retensin
  • RP 3697
  • Sincurarine
  • Syncurarine
  • Tri(beta-diethylaminoethoxy)-1,2,3-benzene tri-iodoethylate
  • Tri(iodoethylate) de tri (beta diethylaminoethoxy)-1,2,3 benzene
  • Tri(iodoethylate) de tri (beta diethylaminoethoxy)-1,2,3 benzene [French]
  • Tricuran
  • Triethiodure de gallamine
  • Triethiodure de gallamine [INN-French]
  • Triethioduro de galamina
  • Triethioduro de galamina [INN-Spanish]
  • Triiodoethylate de gallamine
  • Triiodoethylate de gallamine [French]
  • Triiodoethylate of tri(diethylaminoethyloxy)-1,2,3-benzene
  • Triiodure de tri(beta-triethylammoniumethoxy)-1,2,3 benzene
  • Triiodure de tri(beta-triethylammoniumethoxy)-1,2,3 benzene [French]
  • UNII-Q3254X40X2

Systematic Names

  • Ammonium, (v-phenenyltris(oxyethylene)tris(triethyl-, triiodide
  • Ethanaminium, 2,2',2''-(1,2,3-benzenetriyltris(oxy))tris(N,N,N-triethyl)-, triiodide
  • Gallamine triethiodide

Registry Numbers

CAS Registry Number

  • 65-29-2

FDA UNII

  • Q3254X40X2

Related Registry Number

  • 153-76-4 (parent)

System Generated Number

  • 0000065292

Molecular Formulas

Molecular Formula

  • C30-H60-N3-O3.3I

Molecular Formula Fragments

  • C30-H60-N3-O3
  • COMPONENT
  • I

Structure Descriptors

InChI

1S/C30H60N3O3.3HI/c1-10-31(11-2,12-3)22-25-34-28-20-19-21-29(35-26-23-32(13-4,14-5)15-6)30(28)36-27-24-33(16-7,17-8)18-9;;;/h19-21H,10-18,22-27H2,1-9H3;3*1H/q+3;;;/p-3

InChIKey

REEUVFCVXKWOFE-UHFFFAOYSA-K

Smiles

CC[N+](CC)(CC)CCOc1cccc(c1OCC[N+](CC)(CC)CC)OCC[N+](CC)(CC)CC.[I-].[I-].[I-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 intravenous 600ug/kg (0.6mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 122, Pg. 152, 1959.
dog LD50 intravenous 800ug/kg (0.8mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 80, Pg. 172, 1949.
mouse LD50 intraperitoneal 10mg/kg (10mg/kg) BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 184, Pg. 75, 1970.
mouse LD50 intravenous 1800ug/kg (1.8mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01979,
mouse LD50 oral 425mg/kg (425mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 80, Pg. 172, 1949.
mouse LD50 parenteral 1700ug/kg (1.7mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Annales Pharmaceutiques Francaises. Vol. 7, Pg. 368, 1949.
mouse LD50 subcutaneous 16400ug/kg (16.4mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 117, 1975.
rabbit LD50 intravenous 440ug/kg (0.44mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: REGIDITY

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
International Journal of Neuropharmacology. Vol. 5, Pg. 305, 1966.
rabbit LD50 oral 100mg/kg (100mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 80, Pg. 172, 1949.
rabbit LDLo intramuscular 2mg/kg (2mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 80, Pg. 172, 1949.
rabbit LDLo subcutaneous 2mg/kg (2mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 80, Pg. 172, 1949.
rat LD50 intraduodenal 380mg/kg (380mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 intraperitoneal 23200ug/kg (23.2mg/kg)   Drugs in Japan Vol. 6, Pg. 178, 1982.
rat LD50 intravenous 5100ug/kg (5.1mg/kg)   Drugs in Japan Vol. 6, Pg. 178, 1982.
rat LD50 oral > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. 6, Pg. 178, 1982.
rat LD50 subcutaneous 28500ug/kg (28.5mg/kg)   Drugs in Japan Vol. 6, Pg. 178, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 147.5 deg C   EXP
log P (octanol-water) -6.400 (none)   EST
Atmospheric OH Rate Constant 3.92E-10 cm3/molecule-sec 25 EST

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