Gallamine triethiodide CAS 65-29-2
Introduction：Basic information about Gallamine triethiodide CAS 65-29-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Gallamine triethiodide Basic information
| Product Name: | Gallamine triethiodide |
| Synonyms: | (v-phenenyltris(oxyethylene))tris(triethylammonium)iodide;(v-phenenyltris(oxyethylene))tris(triethylammoniumiodide);(v-phenenyltris(oxyethylene))tris(triethylammoniumtriiodide);3.697r.p.;benzcurineiodide;Ethanaminium,2,2',2''-[1,2,3-benzenetriyltris(oxy)]tris[N,N,N-triethyl-, iodide (1:3);f2559;flacedil |
| CAS: | 65-29-2 |
| MF: | C30H60I3N3O3 |
| MW: | 891.53 |
| EINECS: | 200-605-1 |
| Product Categories: | Methotrexate;Organics;Cholinergics;Antagonists;Neurotransmitters |
| Mol File: | 65-29-2.mol |
Gallamine triethiodide Chemical 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) |
| Water Solubility | H2O: 100mg/mL ethanol: soluble |
| Merck | 13,4364 |
| InChIKey | REEUVFCVXKWOFE-UHFFFAOYSA-K |
| SMILES | C1(OCC[N+](CC)(CC)CC)=C(C=CC=C1OCC[N+](CC)(CC)CC)OCC[N+](CC)(CC)CC.[I-].[I-].[I-] |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26-36-45 |
| WGK Germany | 3 |
| RTECS | BS1100000 |
| HS Code | 29239000 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
| Hazardous Substances Data | 65-29-2(Hazardous Substances Data) |
| Toxicity | LD50 oral in rabbit: 100mg/kg |
| 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:
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| Manufacturing Process | 12.6 grams of pyrogallol are dissolved in 100 cc of hot toluene. 14 grams ofsodamide (85%)are added to the solution at about 100°C in 5 portions over aperiod of 15 minutes, with agitation. There are then added with agitation,over a period of 30 minutes, 100 cc of a toluene solution containing 474grams of diethylaminochlorethane per liter of toluene. The mixture is then heated for 1 hour, the toluene being refluxed, whereafterit 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 isdried over potassium carbonate and distilled in vacuo. There is thus obtained28 grams of 1.2.3-tri-(β-diethylaminoethoxy)benzene, boiling at 206°C under1 mm pressure. 20 grams of 1.2.3-tri-(β-diethylaminoethoxy)-benzene is heated for 5 hoursunder reflux on the water bath with 30 grams of ethyl iodide. The hot mixtureis dissolved in 50 cc of water, filtered after addition of 2 grams of decolorizingblack, evaporated to dryness on the water bath and recrystallized from 120 ccof alcohol. The product can be further recrystallized in mixtures of acetoneand water. The triethiodide of 1.2.3-tri-(β-diethylaminoethoxy)-benzene is thus obtainedas white crystals which, after drying, have a rather indefinite melting point atabout 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, issynthesized from pyrogallol, the hydroxyl groups of which are esterified by 2-diethylaminoethylchloridein the presence of sodium amide. The resulting 1,2,3-tris-(2-triethylaminoethoxy)benzene is further alkylated at all three nitrogen atoms byethyliodide, giving gallamine. |
Gallamine triethiodide Preparation Products And Raw materials
| Raw materials | Iodoethane-->Pyrogallol-->Sodium amide-->2,2',2''-[benzene-1,2,3-triyltri(oxy)]tris[N,N-diethylethylamine] |
