H0879

Hexamethonium bromide

• Synonym(s): Hexane-1,6-bis(trimethylammonium bromide), N,N,N,N′,N′,N′-Hexamethylhexamethylenediammonium dibromide
• Linear Formula: (CH₃)₃N(Br)(CH₂)₆N(Br)(CH₃)₃
• CAS Number: 55-97-0
• Molecular Weight: 362.19
• Beilstein: 3715749
• EC Number: 200-249-7
• MDL number: MFCD00011787
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278459
• NACRES: NA.77

Properties

• 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)

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves