DECAMETHONIUM BROMIDE

Synonym(s):Decamethylene bis(trimethylammonium bromide);Decane-1,10-bis(trimethylammonium bromide)

CAS NO.：541-22-0
Empirical Formula: C16H38Br2N2
Molecular Weight: 418.29
MDL number: MFCD00011779
EINECS: 208-772-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-05 08:26:49

What is DECAMETHONIUM BROMIDE?

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

The Uses of DECAMETHONIUM BROMIDE

antipsychotic

What are the applications of Application

Decamethonium bromide is a nicotinic acetylcholine receptor partial agonist

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.

Properties of DECAMETHONIUM BROMIDE

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)

Safety information for DECAMETHONIUM BROMIDE

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06
GHS Hazard Statements	H301:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.