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
P G Dinning et al.
American journal of physiology. Gastrointestinal and liver physiology, 303(1), G83-G92 (2012-05-05)
The rabbit colon consists of four distinct regions. The motility of each region is controlled by myogenic and neurogenic mechanisms. Associating these mechanisms with specific motor patterns throughout all regions of the colon has not previously been achieved. Three sections
Alexandre Kanashiro et al.
Basic & clinical pharmacology & toxicology, 119(5), 453-457 (2016-04-22)
The cholinergic anti-inflammatory pathway (CAP) is a complex neuroimmune mechanism triggered by the central nervous system to regulate peripheral inflammatory responses. Understanding the role of CAP in the pathogenesis of rheumatoid arthritis (RA) could help develop new therapeutic strategies for
Global Trade Item Number
| SKU | GTIN |
|---|---|
| H0879-5G | 04061833663523 |
| H0879-25G | 04061833663516 |
| H0879-100G | 04061833663509 |