ChemicalBook > CAS DataBase List > HEXAMETHONIUM BROMIDE

HEXAMETHONIUM BROMIDE

Product Name
HEXAMETHONIUM BROMIDE
CAS No.
55-97-0
Chemical Name
HEXAMETHONIUM BROMIDE
Synonyms
hexameton;vegolysen;vegolysin;esametina;gangliostat;Methobromine;simpatoblock;hexoniumdibromide;hexamethioniumbromide;HEXAMETHONIUM BROMIDE
CBNumber
CB6429850
Molecular Formula
C12H30Br2N2
Formula Weight
362.19
MOL File
55-97-0.mol
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HEXAMETHONIUM BROMIDE Property

Melting point:
~285 °C (dec.)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Water (Slightly)
form 
Crystalline Powder and Agglomerates
color 
White
PH
pH (20g/l, 25℃) : 4.5～6.5
Merck 
14,4688
BRN 
3715749
InChIKey
FAPSXSAPXXJTOU-UHFFFAOYSA-L
CAS DataBase Reference
55-97-0(CAS DataBase Reference)
EPA Substance Registry System
1,6-Hexanediaminium, N1,N1,N1,N6,N6,N6-hexamethyl-, bromide (1:2) (55-97-0)
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Safety

Safety Statements 
22-24/25
WGK Germany 
2
RTECS 
BQ8575000
TSCA 
Yes
HS Code 
29239000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H370Causes damage to organs

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H0879
Product name
Hexamethonium bromide
Packaging
5g
Price
$27
Updated
2024/03/01
Sigma-Aldrich
Product number
H0879
Product name
Hexamethonium bromide
Packaging
25g
Price
$92.7
Updated
2024/03/01
Sigma-Aldrich
Product number
5.05313
Product name
Hexamethonium Bromide - CAS 55-97-0 - Calbiochem
Packaging
5G
Price
$80.7
Updated
2023/01/07
TCI Chemical
Product number
H0481
Product name
Hexamethonium Bromide
Purity
>98.0%(N)(T)
Packaging
25g
Price
$61
Updated
2024/03/01
TCI Chemical
Product number
H0481
Product name
Hexamethonium Bromide
Purity
>98.0%(N)(T)
Packaging
500g
Price
$583
Updated
2024/03/01
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HEXAMETHONIUM BROMIDE Chemical Properties,Usage,Production

Description

Hexamethonium is a peripherally-acting nondepolarizing neuromuscular blocking agent that acts as an antagonist of nicotinic acetylcholine receptors (nAChRs). It decreases acetylcholine release induced by carbamoylcholine in isolated cat superior cervical ganglion when used at concentrations of 27.4 and 54.8 μg/ml. It also decreases mean arterial pressure in unanesthetized rats when administered at a dose of 40 mg/kg. Intraventricular administration of hexamethonium (18 ng, i.c.v.) induces signs of nicotine abstinence, including shaking, writhing, and chewing in nicotine-dependent rats. Formulations containing hexamethonium were previously used in the treatment of hypertension.

Chemical Properties

White crystalline powder and agglomerates

Originator

Bistrium,Squibb,US,1951

Uses

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

Manufacturing Process

Hexamethylene diamine (116 g), sodium carbonate (466 g), and water (800 ml) were heated to 60°C, and dimethyl sulfate (830 g) added with stirring over 1% hours keeping the temperature below 90°C. The reaction mixture was then stirred at 90°C for 2 hours, then cooled to 20°C, acetone (1,200 ml) added and the whole cooled to 0°C.
The solid formed was removed by filtration and washed with acetone (150 ml). Filtrate and washings were diluted with water to 4 liters and heated to 60°C under reflux. To this was added a solution prepared from embonic acid (388 g), sodium hydroxide (80 g) and water (5 liters), the whole refluxed for 10 minutes and thereafter allowed to cool overnight.
The resultant embonate (530 g) was filtered off, washed twice with a solution of acetone (75 ml) in water (425 ml), and dried at 100°C to give an amorphous yellow powder, MP 290°C to 291°C (with decomp.). 588 g of the embonate was dissolved in boiling water (4 liters).
Hydrobromic acid 50% w/w (325 g) diluted with water (2 liters) was added slowly at the boil and the precipitated embonic acid removed by filtering hot and washing twice with hot water (1 liter). The filtrate and washings were evaporated to dryness in a steam pan and the residue recrystallized from ethyl alcohol (1,200 ml), to yield the dibromide (320 g).

Therapeutic Function

Antihypertensive

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.

HEXAMETHONIUM BROMIDE Preparation Products And Raw materials

Raw materials

Ethanol 1,6-Hexanediol Trimethylamine Hydrogen bromide Ethyl acetate 1,6-Dibromohexane Trimethylamine hydrochloride Calcium hydroxide

Preparation Products

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View Lastest Price from HEXAMETHONIUM BROMIDE manufacturers

Hebei Duling International Trade Co. LTD
Product
HEXAMETHONIUM BROMIDE 55-97-0
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 tons
Release date
2023-01-15
Dideu Industries Group Limited
Product
HEXAMETHONIUM BROMIDE 55-97-0
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons min
Release date
2021-08-10
Chemwill Asia Co.,Ltd.
Product
Hexamethonium bromide 55-97-0
Price
US $6.00/kg
Min. Order
1kg
Purity
High quality Professional Factory
Supply Ability
Ms Ella chemwill_asia@126.com www.chemwill.com
Release date
2019-04-04

55-97-0, HEXAMETHONIUM BROMIDERelated Search:

Sodium bromide Potassium bromide Manganese(II) bromide tetrahydrate TIN (II) BROMIDE Cerium(III) bromide hydrate Magnesium bromide hexahydrate TITANIUM(IV) BROMIDE NEODYMIUM(III) BROMIDE HYDRATE Cesium bromide Lithium bromide MAGNESIUM BROMIDE DIETHYL ETHERATE YTTRIUM BROMIDE IRON (II) BROMIDE SILVER BROMIDE GADOLINIUM BROMIDE DECAMETHONIUM BROMIDE Cuprous bromide Antimony tribromide

  • gangliostat
  • hexamethioniumbromide
  • hexamethylenebis(trimethyl-ammoniudibromide
  • hexameton
  • hexoniumdibromide
  • simpatoblock
  • Methobromine
  • Hexamethonium bromide,Hexane-1,6-bis(trimethylammonium bromide), N,N,N,N′,N′,N′-Hexamethylhexamethylenediammonium dibromide
  • Hexamethonium bromide purum, >=95.0% (AT)
  • Hexamethylenebis(trimethylammonium Bromide) Hexane-1,6-bis(trimethylammonium Bromide)
  • 1,6-Hexanediaminium, N1,N1,N1,N6,N6,N6-hexamethyl-, bromide (1:2)
  • Hexane-1,6-bis(trimethylammonium bromide), N,N,N,Nμ,Nμ,Nμ-Hexamethylhexamethylenediammonium dibromide
  • Hexamethonium bromide ,98%
  • HEXAMETHONIUM BROMIDE HYDRATE, 98+%
  • vegolysen
  • vegolysin
  • 6-hexanediaminium,n,n,n,n’,n’,n’-hexamethyl-dibromide
  • alpha,omega-bis(trimethylammonium)hexanedibromide
  • esametina
  • N,N,N,N',N',N'-HEXAMETHYLHEXAMETHYLENEDIAMMONIUM DIBROMIDE
  • HEXANE-1,6-BIS(TRIMETHYLAMMONIUM BROMIDE)
  • HEXAMETHYLENEBIS(TRIMETHYLAMMONIUM BROMIDE)
  • HEXAMETHONIUM BROMIDE
  • HEXAMETHONIUM DIBROMIDE
  • HEXAMETHONIUM BROMIDE USP/EP/BP
  • trimethyl-[6-(trimethylazaniumyl)hexyl]azanium
  • N1,N1,N1,N6,N6,N6-hexamethylhexane-1,6-diaminium bromide
  • 55-97-0
  • C12H32Br2N2O
  • C12H30Br2N2
  • C12H30N22Br
  • C12H30Br2N2xH2O
  • CH33NBrCH26NBrCH33
  • BioChemical
  • Ammonium Salts
  • Cell Biology
  • Cell Signaling and Neuroscience
  • Ammonium Bromides (Quaternary)
  • Quaternary Ammonium Compounds
  • Phase Transfer Catalysts
  • Synthetic Reagents
  • Ion Channels
  • Ligand-Gated Ion Channels
  • Nicotinic Acetylcholine Receptor Modulators
  • Ammonium Bromides (Quaternary)
  • Quaternary Ammonium Compounds