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H2138 Sigma-Aldrich

Hexamethonium chloride

solid (hygroscopic)

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

  • CAS Number 60-25-3

  • Linear Formula (CH3)3N(Cl)(CH2)6N(Cl)(CH3)3

  • Molecular Weight 273.29

  •  Beilstein/REAXYS Number 3714806

  •  EC Number 200-465-1

  •  MDL number MFCD00031563

  •  PubChem Substance ID 24277842

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Properties

Related Categories Antagonists, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
InChI Key   PYIHTIJNCRKDBV-UHFFFAOYSA-L
form   solid (hygroscopic)
color   white
solubility   H2O: soluble
  ethanol: soluble
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)

Description

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.

Packaging

5, 25 g in poly bottle

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.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
BQ8650000

Documents

Certificate of Analysis

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Certificate of Origin

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Making Headway

Milli-Q® Water Purification Solutions
Protocols & Articles
Peer-Reviewed Papers
15

References

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