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Merck

H0879

Hexamethonium bromide

nAChR antagonist

Synonyme(s) :

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

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A propos de cet article

Formule linéaire :
(CH3)3N(Br)(CH2)6N(Br)(CH3)3
Numéro CAS:
Poids moléculaire :
362.19
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
200-249-7
MDL number:
Beilstein/REAXYS Number:
3715749
Quality level:
Service technique
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Nom du produit

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

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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Classe de stockage

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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Consulter la Bibliothèque de documents



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
Yi-Fan Li et al.
Autonomic neuroscience : basic & clinical, 154(1-2), 14-19 (2009-11-06)
Nicotinic cholinergic receptors mediate autonomic transmission at ganglia. However, whether different subtypes of nicotinic cholinergic receptors expressed in autonomic ganglia elicit distinct roles in mediating sympathetic and parasympathetic regulations remain to be defined. In this study, we observed that different
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