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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

form

crystalline

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Roger L Papke et al.
The Journal of pharmacology and experimental therapeutics, 333(2), 501-518 (2010-01-27)
Transgenic mouse models with nicotinic acetylcholine receptor (nAChR) knockouts and knockins have provided important insights into the molecular substrates of addiction and disease. However, most studies of heterologously expressed neuronal nAChR have used clones obtained from other species, usually human
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
Chigusa Sawamura et al.
Magnetic resonance in medicine, 56(6), 1235-1241 (2006-11-08)
To examine the effect of immobilization on the development of articular cartilage, we assessed glycosaminoglycan (GAG) content in the chick articular surface by delayed gadolinium-enhanced MRI of cartilage (dGEMRIC). Chick embryos were paralyzed by decamethonium bromide (DMB) from day 10
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