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DECAMETHONIUM BROMIDE

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DECAMETHONIUM BROMIDE Basic information

Product Name:
DECAMETHONIUM BROMIDE
Synonyms:
  • 1,10-Decanediaminium,N,N,N,N’,N’,N’-hexamethyl-,dibromide
  • 10-decanediaminium,n,n,n,n’,n’,n’-hexamethyl-dibromide
  • decacuran
  • decamethoniumdibromide
  • decamethylene-1,10-bistrimethylammoniumdibromide
  • decamethylenebis(trimethyl-ammoniudibromide
  • 1,10-Decanediaminium, N1,N1,N1,N10,N10,N10-hexamethyl-, bromide (1:2)
  • dekamethoniumbromid
CAS:
541-22-0
MF:
C16H38Br2N2
MW:
418.29
EINECS:
208-772-2
Product Categories:
  • IMPROMEN
  • Ammonium Bromides (Quaternary)
  • Quaternary Ammonium Compounds
Mol File:
541-22-0.mol
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DECAMETHONIUM BROMIDE Chemical Properties

Melting point:
263-267 °C(lit.)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMF: 2 mg/ml; DMSO: 16 mg/ml; Ethanol: 33 mg/ml; PBS (pH 7.2): 5 mg/ml
form 
crystalline
color 
off-white
Water Solubility 
almost transparency
λmax
λ: 240 nm Amax: 0.04
λ: 250 nm Amax: 0.03
λ: 260 nm Amax: 0.02
λ: 500 nm Amax: 0.02
Merck 
14,2847
BRN 
3728288
Stability:
Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference
541-22-0(CAS DataBase Reference)
EPA Substance Registry System
Decamethonium dibromide (541-22-0)
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Safety Information

Hazard Codes 
T
Risk Statements 
25-36/37/38
Safety Statements 
26-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
BP5950000
3-10
HS Code 
2923.90.0100
HazardClass 
6.1(b)
PackingGroup 
III
Toxicity
LD50 oral in mouse: 190mg/kg

MSDS

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DECAMETHONIUM BROMIDE Usage And Synthesis

Description

Decamethonium is a depolarizing neuromuscular blocking agent. It is a partial agonist of muscle-type nicotinic acetylcholine receptors (nAChRs). Decamethonium activates α1β1-containing adult mouse muscle-type nAChRs expressed in X. laevis oocytes with an EC50 value of 40 μM using voltage clamp electrophysiology. It is also a nondepolarizing antagonist of neuronal-type nAChRs, inhibiting mouse α7-, α3β2-, α3β4-, and α4β2-containing receptors with IC50 values of 7.4, 405, 28, and 59 μM, respectively. Decamethonoium is a competitive antagonist of α4β2-containing nAChRs expressed in SH-EP1 cells (IC50 = 52 μM for the human receptor). It also inhibits electric eel acetylcholinesterase (AChE) and blocks electrically-evoked tibialis muscle twitches in anesthetized cats with ED95 values of 35 and 70 μg/kg for cats under chloralose and ether anesthesia, respectively. Formulations containing decamethonium have been used to induce paralysis during anesthesia.

Chemical Properties

crystalline solid

Uses

antipsychotic

brand name

Syncurine (GlaxoSmithKline).

Biological Functions

Decamethonium was one of the first neuromuscular blocking agents to be synthesized. An SAR study on a series of bis-quaternary ammonium compounds with varying numbers of methylene groups separating the nitrogen atoms demonstrated that maximal neuromuscular blockade occurred with 10 to 12 unsubstituted methylene groups. Activity diminished as the number of carbons was either decreased or increased. The compound with six methylene groups, hexamethonium, is a nicotinic antagonist at autonomic ganglia (ganglionic blocking agent). All the compounds in this series that possessed neuromuscular blocking activity also caused depolarization of the postjunctional membrane.

General Description

Crystals derived from methanol and acetone.

Air & Water Reactions

Water soluble.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition DECAMETHONIUM BROMIDE emits very toxic fumes.

Fire Hazard

Flash point data for DECAMETHONIUM BROMIDE are not available. DECAMETHONIUM BROMIDE is probably combustible.

DECAMETHONIUM BROMIDESupplier

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