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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
Molecular Weight:
362.19
MDL Number:
MFCD00011787
MOL File:
55-97-0.mol
MSDS File:
SDS
Last updated:2023-06-08 17:06:38

HEXAMETHONIUM BROMIDE Properties

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)
FDA UNII 8J77X3S603
EPA Substance Registry System 1,6-Hexanediaminium, N1,N1,N1,N6,N6,N6-hexamethyl-, bromide (1:2) (55-97-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H370
Precautionary statements  P501-P260-P270-P264-P308+P311-P405
Safety Statements  22-24/25
WGK Germany  2
RTECS  BQ8575000
TSCA  Yes
HS Code  29239000
NFPA 704
0
1 1

HEXAMETHONIUM BROMIDE price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H0879 Hexamethonium bromide 55-97-0 5g $27 2024-03-01 Buy
Sigma-Aldrich H0879 Hexamethonium bromide 55-97-0 25g $92.7 2024-03-01 Buy
Sigma-Aldrich 5.05313 Hexamethonium Bromide - CAS 55-97-0 - Calbiochem 55-97-0 5G $80.7 2023-01-07 Buy
TCI Chemical H0481 Hexamethonium Bromide >98.0%(N)(T) 55-97-0 25g $61 2024-03-01 Buy
TCI Chemical H0481 Hexamethonium Bromide >98.0%(N)(T) 55-97-0 500g $583 2024-03-01 Buy
Product number Packaging Price Buy
H0879 5g $27 Buy
H0879 25g $92.7 Buy
5.05313 5G $80.7 Buy
H0481 25g $61 Buy
H0481 500g $583 Buy

HEXAMETHONIUM BROMIDE Chemical Properties,Uses,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.

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View Lastest Price from HEXAMETHONIUM BROMIDE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
HEXAMETHONIUM BROMIDE pictures 2023-01-16 HEXAMETHONIUM BROMIDE
55-97-0
US $20.00 / kg 1kg 99% 5000 tons Hebei Duling International Trade Co. LTD
HEXAMETHONIUM BROMIDE USP/EP/BP pictures 2021-08-11 HEXAMETHONIUM BROMIDE USP/EP/BP
55-97-0
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
Hexamethonium bromide pictures 2020-06-02 Hexamethonium bromide
55-97-0
US $6.00 / kg 1kg High quality Professional Factory Ms Ella chemwill_asia@126.com www.chemwill.com Chemwill Asia Co.,Ltd.
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