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:
Molecular Weight:
362.19
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
200-249-7
MDL number:
Beilstein/REAXYS Number:
3715749
Quality level:
Product Name
Hexamethonium bromide,
Quality Level
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
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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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
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