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Gallamine triethiodide

CAS No.
65-29-2
Chemical Name:
Gallamine triethiodide
Synonyms
f2559;rp3697;relaxan;gallamin;flaxedil;flacedil;remyolan;retensin;tricuran;3.697r.p.
CBNumber:
CB9336142
Molecular Formula:
C30H60I3N3O3
Molecular Weight:
891.53
MDL Number:
MFCD00011832
MOL File:
65-29-2.mol
MSDS File:
SDS
Modify Date:2022-12-21 16:56:50

Gallamine triethiodide Properties

Melting point 235 °C (dec.) (lit.)
Density 1.4288 (estimate)
storage temp. 2-8°C
solubility H2O: 100 mg/mL
form powder
color Crystals from Me2CO (aq)
Merck 13,4364
FDA UNII Q3254X40X2
ATC code M03AC02

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36-45
WGK Germany  3
RTECS  BS1100000
HS Code  29239000
Toxicity LD50 oral in rabbit: 100mg/kg

Gallamine triethiodide price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich G8134 Gallamine triethiodide ≥98% (TLC), powder, muscarinic receptor antagonist 65-29-2 5g $167 2023-01-07 Buy
Sigma-Aldrich 1288000 Gallamine triethiodide United States Pharmacopeia (USP) Reference Standard 65-29-2 200mg $390 2022-05-15 Buy
Cayman Chemical 26086 Gallamine (iodide) ≥98% 65-29-2 500mg $43 2023-01-06 Buy
Cayman Chemical 26086 Gallamine (iodide) ≥98% 65-29-2 1g $68 2023-01-06 Buy
Sigma-Aldrich G8134 Gallamine triethiodide ≥98% (TLC), powder, muscarinic receptor antagonist 65-29-2 25g $641 2023-01-07 Buy
Product number Packaging Price Buy
G8134 5g $167 Buy
1288000 200mg $390 Buy
26086 500mg $43 Buy
26086 1g $68 Buy
G8134 25g $641 Buy

Gallamine triethiodide Chemical Properties,Uses,Production

Chemical Properties

White Solid

Originator

Flaxedil,Davis and Geck,US,1951

Uses

Muscle relaxant;M2 antagonist allosteric

Uses

Gallamine Triethiodide is used as a neuromuscular blocking agent, paralyzing locally during anesthetization.

Uses

Gallamine triethiodide has been used:

  • as a relaxant for measuring spinal trigeminal nucleus recordings from single neurons.
  • as an antagonist in neuroblastoma cells as M2 receptor
  • to reduce eye movement during retinal surgery in rat

Manufacturing Process

12.6 grams of pyrogallol are dissolved in 100 cc of hot toluene. 14 grams of sodamide (85%)are added to the solution at about 100°C in 5 portions over a period of 15 minutes, with agitation. There are then added with agitation, over a period of 30 minutes, 100 cc of a toluene solution containing 474 grams of diethylaminochlorethane per liter of toluene.
The mixture is then heated for 1 hour, the toluene being refluxed, whereafter it is left to cool, 50 cc of water are added and, after decanting, the solution is again washed with two quantities of 50 cc of water. The toluene solution is dried over potassium carbonate and distilled in vacuo. There is thus obtained 28 grams of 1.2.3-tri-(β-diethylaminoethoxy)benzene, boiling at 206°C under 1 mm pressure.
20 grams of 1.2.3-tri-(β-diethylaminoethoxy)-benzene is heated for 5 hours under reflux on the water bath with 30 grams of ethyl iodide. The hot mixture is dissolved in 50 cc of water, filtered after addition of 2 grams of decolorizing black, evaporated to dryness on the water bath and recrystallized from 120 cc of alcohol. The product can be further recrystallized in mixtures of acetone and water.
The triethiodide of 1.2.3-tri-(β-diethylaminoethoxy)-benzene is thus obtained as white crystals which, after drying, have a rather indefinite melting point at about 152° to 153°C, (Maquenne block).

Therapeutic Function

Muscle relaxant

General Description

Gallamine triethiodide,[v-phenenyl-tris(oxyethylene)]tris[triethylammonium] triiodide(Flaxedil), is a skeletal muscle relaxant that works byblocking neuromuscular transmission in a manner similar tothat of d-tubocurarine (i.e., a nondepolarizing blockingagent). It does have some differences, however. It has astrong vagolytic effect and a persistent decrease in neuromuscularfunction after successive doses that cannot be overcome by cholinesterase inhibitors. Gallamine triethiodidealso has muscarinic antagonistic properties and bindswith greater affinity to the M2 receptors than to the M1 receptor.This latter characteristic may cause its strongvagolytic action.

Biochem/physiol Actions

Gallamine triethiodide has anti-muscarinic effect. It is a competitive antagonist for the muscarinic receptor. Gallamine is regarded as neuromuscular blocking agent.

Clinical Use

Gallamine Triethiodide is contraindicated in patients with myastheniagravis, and one should remember that its action is cumulative,as with curare. The antidote for gallamine triethiodideis neostigmine.

Safety Profile

Poison by ingestion, subcutaneous, intravenous, parenteral, intraduodenal, intraperitoneal, and intramuscular routes. Whenheated to decomposition it emits very toxic fumes of NH3, NOx, and Ií.

Synthesis

Gallamine, 1,2,3-tris-(2-triethylaminoethoxy)benzene triiodide, is synthesized from pyrogallol, the hydroxyl groups of which are esterified by 2-diethylaminoethylchloride in the presence of sodium amide. The resulting 1,2,3-tris-(2-triethylaminoethoxy) benzene is further alkylated at all three nitrogen atoms by ethyliodide, giving gallamine.

153-76-4
75-03-6
65-29-2
Synthesis of Gallamine triethiodide from 2,2',2''-[benzene-1,2,3-triyltri(oxy)]tris[N,N-diethylethylamine] and Iodoethane

Gallamine triethiodide Preparation Products And Raw materials

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View Lastest Price from Gallamine triethiodide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Gallamine triethiodide pictures 2023-01-21 Gallamine triethiodide
65-29-2
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
Gallamine triethiodide USP/EP/BP pictures 2021-07-08 Gallamine triethiodide USP/EP/BP
65-29-2
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Gallamine triethiodide pictures 2019-07-06 Gallamine triethiodide
65-29-2
US $1.00 / KG 1KG 95%-99% 1000kg Career Henan Chemical Co
(v-phenenyltris(oxyethylene))tris(triethylammonium)iodide (v-phenenyltris(oxyethylene))tris(triethylammoniumiodide) (v-phenenyltris(oxyethylene))tris(triethylammoniumtriiodide) 3.697r.p. benzcurineiodide f2559 flacedil flaxedil fourneau2559 gallamin gallamine gallamine-3eti gallamineiodide gallaminetriiodoethylate gallamintriethiodide pyrogallol1,2,3-(diethylaminoethylether)trisethyliodide relaxan remyolan retensin rp3697 sincurarine syncurarine tri(beta-diethylaminoethoxy)-1,2,3-benzenetri-iodoethylate tri(iodoethylate)detri(betadiethylaminoethoxy)-1,2,3benzene tricuran triiodoethylatedegallamine (v-phenenyltris(oxyethylene))tris(triethyl-ammoniutriiodide (v-phenenyltris(oxyethylene)tris(triethyl-ammoniutriiodide 1,2,3-tri(beta-diethylaminoethoxy)benzenetriethiodide 1,2,3-tris(2-diethylaminoethoxy)benzenetriethiodide 1,2,3-tris(2-diethylaminoethoxy)benzenetris(ethyliodide) 1,2,3-tris(2-triethylammoniumethoxy)benzenetriiodide 2,2’,2’’-(1,2,3-benzenetriyltris(oxy))tris(n,n,n-triethyl-ethanaminiutriio triiodoethylatedegallamine(french) triiodoethylateoftri(diethylaminoethyloxy)-1,2,3-benzene GALLAMINE TRIETHIODIDE 2,2',2''-[1,2,3-benzenetriyltris(oxy)]tris[N,N,N-triethyl-ethanaminium, iodide (1:3) 2,2’,2’’-[1,2,3-benzenetriyltris(oxy))tris(n,n,n-triethylethanaminium]triiodid Ethanaminium, 2,2,2-1,2,3-benzenetriyltris(oxy)trisN,N,N-triethyl-, triiodide 2-[2,6-Bis(2-triethylazaniumylethoxy)phenoxy]ethyl-triethylazanium triiodide GALLAMINE TRIETHIODIDE USP Pirolakson Gallamine triethiodi Gallamine Triethiodide (200 mg) GallaMine triethiodide(Flaxedil) Gallamine triethiodide USP/EP/BP Gallamine triethiiodide (2-{2,3-bis[2-(triethylazaniumyl)ethoxy]phenoxy}et hyl)triethylazanium triiodide Gallamine Triethiodide (1288000) 2,2',2''-(Benzene-1,2,3-triyltris(oxy))tris(N,N,N-triethylethanaminium) iodide Ethanaminium,2,2',2''-[1,2,3-benzenetriyltris(oxy)]tris[N,N,N-triethyl-, iodide (1:3) Benzkurin 2,2',2''-[Benzene-1,2,3-triyltris(oxy)]tris(N,N,N-triethylethanaminium) Triiodide 65-29-2 C30H60I3N3O3 C30H60N3O33I Methotrexate Organics