Skip to Content
Merck
CN
All Photos(2)

Documents

G8134

Sigma-Aldrich

Gallamine triethiodide

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

Sign Into View Organizational & Contract Pricing
All Photos(2)
Empirical Formula (Hill Notation):
C30H60I3N3O3
CAS Number:
65-29-2
Molecular Weight:
891.53
EC Number:
200-605-1
MDL number:
MFCD00011832
UNSPSC Code:
12352116
PubChem Substance ID:
24277837
NACRES:
NA.77

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)

Looking for similar products? Visit Product Comparison Guide

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.

Caution

Hygroscopic

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sandrine B Daval et al.
Molecular pharmacology, 84(1), 71-85 (2013-04-23)
Bitopic binding properties apply to a variety of muscarinic compounds that span and simultaneously bind to both the orthosteric and allosteric receptor sites. We provide evidence that fluorescent pirenzepine derivatives, with the M1 antagonist fused to the boron-dipyrromethene [Bodipy (558/568)]
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
Neuromuscular blocking drugs: discovery and development
Raghavendra T
Journal of the Royal Society of Medicine, 95(7), 363-367 (2002)
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)
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
View All Related Papers

Articles

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service