DECAMETHONIUM BROMIDE CAS 541-22-0

Introduction：Basic information about DECAMETHONIUM BROMIDE CAS 541-22-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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

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.
• InChI: 1S/C16H38N2.2BrH/c1-17(2,3)15-13-11-9-7-8-10-12-14-16-18(4,5)6;;/h7-16H2,1-6H3;2*1H/q+2;;/p-2
• InChIKey: HLXQFVXURMXRPU-UHFFFAOYSA-L
• SMILES: [Br-].[Br-].C[N+](C)(C)CCCCCCCCCC[N+](C)(C)C
• CAS DataBase Reference: 541-22-0(CAS DataBase Reference)
• EPA Substance Registry System: Decamethonium dibromide (541-22-0)

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
• F: 3-10
• TSCA: TSCA listed
• HS Code: 2923.90.0100
• HazardClass: 6.1(b)
• PackingGroup: III
• Storage Class: 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
• Hazard Classifications: Acute Tox. 3 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3
• Toxicity: LD50 oral in mouse: 190mg/kg

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 ammoniumcompounds with varying numbers of methylene groups separating the nitrogen atoms demonstrated that maximal neuromuscular blockadeoccurred with 10 to 12 unsubstituted methylene groups. Activity diminished as the number of carbons was either decreased or increased. Thecompound with six methylene groups, hexamethonium, is a nicotinic antagonist at autonomic ganglia (ganglionic blocking agent). All thecompounds 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.

References

[1] W. D. M. PATON  Eleanor J Z. The action of d-tubocurarine and of decamethonium on respiratory and other muscles in the cat[J]. Journal of Physiology-London, 1951, 112 3-4: 311-331. DOI: 10.1113/jphysiol.1951.sp004531
[2] ROGER L PAPKE J A S Lynn Wecker. Activation and inhibition of mouse muscle and neuronal nicotinic acetylcholine receptors expressed in Xenopus oocytes.[J]. Journal of Pharmacology and Experimental Therapeutics, 2010, 333 2: 501-518. DOI: 10.1124/jpet.109.164566
[3] J BREK EATON. Characterization of human alpha 4 beta 2-nicotinic acetylcholine receptors stably and heterologously expressed in native nicotinic receptor-null SH-EP1 human epithelial cells.[J]. Molecular Pharmacology, 2003, 64 6: 1283-1294. DOI: 10.1124/mol.64.6.1283
[4] B ROBAIRE  G K. Effects of edrophonium, eserine, decamethonium, d-tubocurarine, and gallamine on the kinetics of membrane-bound and solubilized eel acetylcholinesterase.[J]. Molecular Pharmacology, 1975, 11 6: 722-734.