Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

H0879

Sigma-Aldrich

Hexamethonium bromide

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

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)

Looking for similar products? Visit Product Comparison Guide

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.

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

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

Piyali Dasgupta et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(16), 6332-6337 (2006-04-08)
Non-small cell lung cancer (NSCLC) demonstrates a strong etiologic association with smoking. Although nicotine is not carcinogenic, it can induce cell proliferation and angiogenesis and suppress apoptosis induced by certain agents. Here we show that nicotine inhibits apoptosis induced by
Hiroshi Hanamoto et al.
International journal of oral science, 4(1), 24-29 (2012-03-06)
Stimulation of the trigeminal nerve can elicit various cardiovascular and autonomic responses; however, the effects of anesthesia with pentobarbital sodium on these responses are unclear. Pentobarbital sodium was infused intravenously at a nominal rate and the lingual nerve was electrically
Simon Akerman et al.
Brain : a journal of neurology, 135(Pt 12), 3664-3675 (2012-10-16)
Trigeminal autonomic cephalalgias are highly disabling primary headache disorders, characterized by severe unilateral head pain and associated ipsilateral cranial autonomic features. There is limited understanding of their pathophysiology and how and where treatments act to reduce symptoms; this is significantly
Kamila Shakarchi et al.
The Journal of experimental biology, 216(Pt 5), 869-880 (2012-11-17)
The chemosensory roles of gill neuroepithelial cells (NECs) in mediating the hyperventilatory response to hypoxia are not clearly defined in fish. While serotonin (5-HT) is the predominant neurotransmitter in O(2)-sensitive gill NECs, acetylcholine (ACh) plays a more prominent role in
Wen-Hsien Lu et al.
Critical care medicine, 41(5), 1276-1285 (2013-02-08)
Among enterovirus 71 infections, brainstem encephalitis progressing abruptly to cardiac dysfunction and pulmonary edema causes rapid death within several hours. However, no currently known early indicators and treatments can monitor or prevent the unexpectedly fulminant course. We investigate the possible
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