(2-{2,3-bis[2-(triethylazaniumyl)ethoxy]phenoxy}ethyl)triethylazanium triiodide

• ChemBase ID: 73036
• Molecular Formular: C30H60I3N3O3
• Molecular Mass: 891.52911
• Monoisotopic Mass: 891.1768868
• SMILES: c1(cccc(c1OCC[N+](CC)(CC)CC)OCC[N+](CC)(CC)CC)OCC[N+](CC)(CC)CC.[I-].[I-].[I-]
• Canonical SMILES: CC[N+](CCOc1c(OCC[N+](CC)(CC)CC)cccc1OCC[N+](CC)(CC)CC)(CC)CC.[I-].[I-].[I-]
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{2,3-bis[2-(triethylazaniumyl)ethoxy]phenoxy}ethyl)triethylazanium triiodide
• IUPAC Traditional name: (2-{2,3-bis[2-(triethylaminio)ethoxy]phenoxy}ethyl)triethylazanium triiodide; (2-{2,3-bis[2-(triethylammonio)ethoxy]phenoxy}ethyl)triethylazanium triiodide
• Synonyms: Flaxedil; Gallamine triethiodide; Gallamine triethiodide; 加拉碘铵

Database IDs

• CAS Number: 65-29-2
• EC Number: 200-605-1
• MDL Number: MFCD00011832
• PubChem SID: 162037956; 24277837
• PubChem CID: 6172

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -7.7195725
• LogD (pH = 7.4): -7.7195725
• Log P: -7.7195725
• Molar Refractivity: 189.9831 cm^3
• Polarizability: 60.96555 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: ethanol: soluble; H2O: soluble100 mg/mL
• Apperance: powder
• Melting Point: 235 °C (dec.)(lit.); 235°C (dec.)

Safety Information

• Storage Condition: -20°C; Room Temperature (15-30°C), Desiccate
• RTECS: BS1100000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: 22-36/37/38; R:22
• Safety Statements: 26-36-45; S:36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Product Information

• Purity: >95%; ≥98% (TLC); 98%
• Salt Data: Iodine salt
• Empirical Formula (Hill Notation): C30H60I3N3O3

DETAILS

MP Biomedicals - 02158794

Purity: > 95%
An M₂ muscarinic antagonist with pronounced cardioselectivity. Acts via allosteric modulation of receptor binding.

MP Biomedicals - 05212788

MP Biomedicals Rare Chemical collection

Selleck Chemicals - S2471

Research Area: Neurological Disease
Biological Activity:
Gallamine triethiodide(Flaxedil) is a cholinergic receptor blocker with an IC50 of 68.0 ± 8.4 µM. It is a non-depolarising muscle relaxant. It acts by combining with the cholinergic receptor sites in muscle and competitively blocking the transmitter action of acetylcholine. It has a parasympatholytic effect on the cardiac vagus nerve which causes tachycardia and occasionally hypertension. [1][2]

Sigma Aldrich - G8134

Caution
Hygroscopic
Biochem/physiol Actions
Muscle relaxant; allosteric muscarinic receptor antagonist with an order of potency of M2 > M1 = M4 > M3 = M5. Ligand for the peripheral anionic binding site of acetylcholinesterase.

REFERENCES

• Hammer, R., et al., Life Sci. , 38 : 1653, (1986).
• Nedoma, J., et al., J. Pharmacol. Exp. Ther. , 236 : 219, (1986).
• Michel, A.D., et al., Eur. J. Pharmacol. , 182 : 335, (1990).
• Kenakin, T., et al., J. Pharmacol. Exp. Ther. , 250 : 944, (1989).
• Dunn PM et al. Br J Pharmacol. 1996 Jan;117(1)