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Merck
CN

D1260

Sigma-Aldrich

Decamethonium bromide

crystalline

Synonym(s):

Decamethylene bis(trimethylammonium bromide), Decane-1,10-bis(trimethylammonium bromide)

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About This Item

Linear Formula:
(CH3)3N(Br)(CH2)10N(Br)(CH3)3
CAS Number:
541-22-0
Molecular Weight:
418.29
Beilstein:
3728288
EC Number:
208-772-2
MDL number:
MFCD00011779
UNSPSC Code:
12352200
PubChem Substance ID:
24277833
NACRES:
NA.77

Key Documents

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form

crystalline

Quality Level

200

color

off-white

mp

263-267 °C (lit.)

originator

GlaxoSmithKline

SMILES string

[Br-].[Br-].C[N+](C)(C)CCCCCCCCCC[N+](C)(C)C

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

InChI key

HLXQFVXURMXRPU-UHFFFAOYSA-L

Gene Information

human ... CHRNA1(1134), CHRNA10(57053), CHRNA2(1135), CHRNA3(1136), CHRNA4(1137), CHRNA5(1138), CHRNA6(8973), CHRNA7(1139), CHRNA9(55584), CHRNB1(1140), CHRNB2(1141), CHRNB3(1142), CHRNB4(1143), CHRND(1144), CHRNE(1145), CHRNG(1146)

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Application

Decamethonium bromide has been used to induce paralysis in duck embryo.

Biochem/physiol Actions

Decamethonium serves as a muscle relaxant and is also a neuromuscular blocking agent. It has a molecular weight of 258.4.
Nicotinic acetylcholine receptor partial agonist and neuromuscular blocking agent; depolarizes striated muscles and blocks their activity.

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5891
BCBW5276
BCBW3389
BCBM2489V
BCBM2489

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D Bertrand et al.
Proceedings of the National Academy of Sciences of the United States of America, 87(5), 1993-1997 (1990-03-01)
Neuronal nicotinic acetylcholine receptor of the alpha 4/non-alpha (alpha 4/n alpha) type was reconstituted in Xenopus oocytes after nuclear injection of cDNA expression vectors. Functional neuronal receptor was only formed when the two subunits alpha 4 and n alpha were
Mesenchymal and mechanical mechanisms of secondary cartilage induction
Solem R C, et al.
Developmental Biology, 356(1), 28-39 (2011)
V A Pashynskaya et al.
Rapid communications in mass spectrometry : RCM, 16(18), 1706-1713 (2002-09-11)
Mechanisms of interaction between the antimicrobial drugs decamethoxinum and aethonium, which are based on bisquaternary ammonium compounds, and a phospholipid component of biological membranes, dipalmitoylphosphatidylcholine, were studied by means of liquid secondary ion mass spectrometry (LSIMS) and differential scanning calorimetry
I Wenningmann et al.
Molecular pharmacology, 60(3), 584-594 (2001-08-15)
We performed macroscopic and single-channel current measurements on wild-type (WT) and two mutant muscle-type nicotinic acetylcholine (ACh) receptor channels transiently expressed in HEK-293 cells. The mutants contained polar-to-nonpolar substitutions at the 10' (alpha(2)S10'A beta T10'A gamma delta) and 6' positions
Dana B Finley et al.
Journal of pharmacological and toxicological methods, 59(2), 108-119 (2009-04-16)
Exposure to irreversible cholinesterase (ChE)-inhibiting compounds, such as organophosphates may produce neuromuscular dysfunction. However, less is known about changes in neuromuscular transmission after treatment with reversible ChE-inhibitors. These studies adapted single fiber electromyography (SFEMG) techniques to quantify neuromuscular jitter in
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