Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

H2138

Sigma-Aldrich

Hexamethonium chloride

solid (hygroscopic)

Synonym(s):

Hexamethonium dichloride, N,N,N,N′,N′,N′-Hexamethyl-1,6-hexanediaminium dichloride, N,N,N,N′,N′,N′-Hexamethylhexamethylenediammonium dichloride

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
(CH3)3N(Cl)(CH2)6N(Cl)(CH3)3
CAS Number:
60-25-3
Molecular Weight:
273.29
Beilstein:
3714806
EC Number:
200-465-1
MDL number:
MFCD00031563
UNSPSC Code:
12352200
PubChem Substance ID:
24277842
NACRES:
NA.77

form

solid (hygroscopic)

color

white

solubility

H2O: soluble
ethanol: soluble

SMILES string

[Cl-].[Cl-].C[N+](C)(C)CCCCCC[N+](C)(C)C

InChI

1S/C12H30N2.2ClH/c1-13(2,3)11-9-7-8-10-12-14(4,5)6;;/h7-12H2,1-6H3;2*1H/q+2;;/p-2

InChI key

PYIHTIJNCRKDBV-UHFFFAOYSA-L

Gene Information

human ... CHRNA1(1134) , CHRNA10(57053) , CHRNA2(1135) , CHRNA3(1136) , CHRNA4(1137) , CHRNA5(1138) , CHRNA6(8973) , CHRNA7(1139) , CHRNA9(55584) , CHRNB1(1140) , CHRNB2(1141) , CHRNB3(1142) , CHRNB4(1143)

Looking for similar products? Visit Product Comparison Guide

General description

Nicotinic acetylcholine receptor (nAChR) forms a ligand-gated ion channel made up of four different subunits. Each subunit contains an extracellular amino-terminal domain (hydrophilic) and carboxylic terminal domain and four transmembrane domains. nAChR is an allosteric and transmembrane protein localized to the neuromuscular junction.

Application

Hexamethonium chloride has been used to block the responses of nicotinic receptors towards it agonists. It has also been used to study the mechanosensitivity of viscerofugal neurons.

Biochem/physiol Actions

Hexamethonium chloride preferentially blocks nicotinic receptors at autonomic ganglia, crosses blood-brain barrier only at high doses. Nicotinic acetylcholine receptor (nAChR) is responsible for cognitive functions. Blocking this receptor results in cognitive impairment. nAChR antagonist is used to study the effect of loss of receptor function. Hexamethonium has a peripheral action over blocking the nAChR.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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

Viscerofugal neurons recorded from guinea-pig colonic nerves after organ culture
Hibberd TJ, et al.
Neurogastroenterology and Motility, 24(11), 1041-e548-1041-e548 (2012)
Pharmacology and Therapeutics for Dentistry, 138-138 (2010)
Julia Yuen Hang Liu et al.
American journal of physiology. Gastrointestinal and liver physiology, 319(1), G97-G107 (2020-06-02)
The effect of acetylcholine (ACh) on pacemaking and spontaneous contractions in the gastrointestinal tract is not well characterized. The current study aims to profile the effect of several muscarinic and nicotinic receptor agonists and antagonists on pacemaker potentials in the
Animal Models of Cognitive Impairment, 381-394 (2006)
Lateral Diffusion, Function and Expression of the Slow Channel Congenital Myasthenia Syndrome alphaC418W Nicotinic Receptor Mutation with Changes in Lipid Raft Components
Oyola-Cintron J, et al.
The Journal of Biological Chemistry, jbc-M115 (2015)
View All Related Papers

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