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H0879

Hexamethonium bromide

nAChR antagonist

Synonym(s):

Hexane-1,6-bis(trimethylammonium bromide), N,N,N,N′,N′,N′-Hexamethylhexamethylenediammonium dibromide

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About This Item

Linear Formula:
(CH3)3N(Br)(CH2)6N(Br)(CH3)3
CAS Number:
55-97-0
Molecular Weight:
362.19
NACRES:
NA.77
PubChem Substance ID:
24278459
UNSPSC Code:
12352200
EC Number:
200-249-7
MDL number:
MFCD00011787
Beilstein/REAXYS Number:
3715749
Quality level:
200
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Product Name

Hexamethonium bromide,

Quality Level

200

mp

282-285 °C (dec.)

SMILES string

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

InChI

1S/C12H30N2.2BrH/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

FAPSXSAPXXJTOU-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)

Application

Hexamethonium bromide has been used:
  • as an autonomic ganglia-blocking agent to study its effects on whisker movement in rats
  • as a nicotinic receptor antagonist to study its effects on antigen-induced arthritis (AIA) progression in mice
  • as a non-selective ganglionic nicotinic acetylcholine receptor (nAChR) antagonist to study its effects on cytisine-induced autonomic cardiovascular responses in mice

Biochem/physiol Actions

Hexamethonium bromide is a nicotinic acetylcholine receptor (nAChR) antagonist. It preferentially blocks nicotinic receptors at autonomic ganglia. It can cross the blood-brain barrier only at high doses.

Features and Benefits

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

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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