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G8134

Gallamine triethiodide

Name: Gallamine triethiodide
Brand: SIGMA

≥98% (TLC), allosteric muscarinic receptor antagonist, powder

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About This Item

Empirical Formula (Hill Notation):

C₃₀H₆₀I₃N₃O₃

CAS Number:

65-29-2

Molecular Weight:

891.53

NACRES:

NA.77

PubChem Substance ID:

24277837

UNSPSC Code:

12352116

EC Number:

200-605-1

MDL number:

MFCD00011832

Assay:

≥98% (TLC)

Form:

powder

Quality level:

200

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Properties

Product Name

Gallamine triethiodide, ≥98% (TLC), powder, muscarinic receptor antagonist

Quality Level

200

assay

≥98% (TLC)

form

powder

mp

235 °C (dec.) (lit.)

solubility

H₂O: 100 mg/mL, ethanol: soluble

storage temp.

2-8°C

SMILES string

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

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

InChI key

REEUVFCVXKWOFE-UHFFFAOYSA-K

Gene Information

human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133), CHRNA1(1134), CHRNB1(1140), CHRND(1144), CHRNE(1145), CHRNG(1146)

Description

Application

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

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.

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.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Disclaimer

Hygroscopic

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Articles

DISCOVER Bioactive Small Molecules for Neuroscience

Binding of orthosteric ligands to the allosteric site of the M(2) muscarinic cholinergic receptor.

Dar'ya S Redka et al.

Molecular pharmacology, 74(3), 834-843 (2008-06-17)

The M(2) muscarinic receptor has two topographically distinct sites: the orthosteric site and an allosteric site recognized by compounds such as gallamine. It also can exhibit cooperative effects in the binding of orthosteric ligands, presumably to the orthosteric sites within

Differential effects of "peripheral" site ligands on Torpedo and chicken acetylcholinesterase.

J Eichler et al.

Molecular pharmacology, 45(2), 335-340 (1994-02-01)

Comparison of the effect of three 'peripheral' site ligands, propidium, d-tubocurarine, and gallamine, on acetylcholinesterase (acetylcholine hydrolase; EC 3.1.1.7) of Torpedo and chicken shows that all three are substantially more effective inhibitors of the Torpedo enzyme than of the chicken

Transcriptional response to muscarinic acetylcholine receptor stimulation: regulation of Egr-1 biosynthesis by ERK, Elk-1, MKP-1, and calcineurin in carbachol-stimulated human neuroblastoma cells

Rossler O, et al.

Archives of Biochemistry and Biophysics, 470(1), 93-102 (2008)

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Global Trade Item Number

SKU	GTIN
G8134-25G	04061833643709
G8134-5G	04061833643716