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H0879

Sigma-Aldrich

Hexamethonium bromide

Sinónimos:

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

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About This Item

Fórmula lineal:
(CH3)3N(Br)(CH2)6N(Br)(CH3)3
Número de CAS:
55-97-0
Peso molecular:
362.19
Beilstein:
3715749
Número CE:
200-249-7
Número MDL:
MFCD00011787
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24278459
NACRES:
NA.77

Nivel de calidad

200

mp

282-285 °C (dec.)

cadena SMILES

[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

Clave InChI

FAPSXSAPXXJTOU-UHFFFAOYSA-L

Información sobre el gen

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)

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Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000316139
0000316153
BCCL8235
BCCL8233
0000316156

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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
James T Heaton et al.
Neuroscience, 265, 9-20 (2014-02-01)
Vibrissal whisking is often employed to track facial nerve regeneration in rats; however, we have observed similar degrees of whisking recovery after facial nerve transection with or without repair. We hypothesized that the source of non-facial nerve-mediated whisker movement after
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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
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
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