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Merck
CN

A9013

1,5-Bis(4-allyldimethylammoniumphenyl)pentan-3-one dibromide

≥97% (HPLC), acetylcholinesterase inhibitor, powder

Synonym(s):

BW 284c51

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About This Item

Linear Formula:
C27H38N2OBr2
CAS Number:
402-40-4
Molecular Weight:
566.41
UNSPSC Code:
12352200
PubChem Substance ID:
24278243
NACRES:
NA.77
MDL number:
MFCD00063485

Key Documents

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Product Name

1,5-Bis(4-allyldimethylammoniumphenyl)pentan-3-one dibromide,

SMILES string

Br.C[N](C)(CC=C)c1ccc(CCC(=O)CCc2ccc(cc2)[N](C)(C)CC=C)cc1

InChI

1S/C27H38N2O.BrH/c1-7-21-28(3,4)25-15-9-23(10-16-25)13-19-27(30)20-14-24-11-17-26(18-12-24)29(5,6)22-8-2;/h7-12,15-18H,1-2,13-14,19-22H2,3-6H3;1H

InChI key

XBXRQUYORADPMX-UHFFFAOYSA-N

assay

≥97% (HPLC)

form

powder

solubility

water: 19.60-20.40 mg/mL, clear, colorless

storage temp.

room temp

Quality Level

200

Gene Information

human ... ACHE(43)

Related Categories

Biochem/physiol Actions

Selective acetylcholinesterase inhibitor.

Features and Benefits

This compound is featured on the Acetylcholine Synthesis and Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000496130
0000496130
0000496132
0000496132
0000492962

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J L Dupree et al.
Journal of neuroscience research, 39(5), 567-575 (1994-12-01)
Over the past two decades acetylcholinesterase (AChE) has been shown to be present in numerous non-cholinergic and non-cholinoceptive tissues. Interestingly, transient expression of AChE in developing nervous tissue corresponds temporally with neuronal migration and neuritic outgrowth. This observation has led
Kevin B Temeyer et al.
Journal of medical entomology, 43(4), 707-712 (2006-08-09)
The complete cDNA sequence encoding a Boophilus microplus (Canestrini) (Acari: Ixodidae) acetylcholinesterase (AChE3) was expressed in the baculovirus system. The recombinant AChE3 protein (rBmAChE3) was secreted as a soluble form into the cell culture medium and was identified as a
Ana Virel et al.
Analytical chemistry, 81(1), 268-272 (2008-12-04)
Hydrolysis of acetylthiocholine mediated by acetylcholine esterase yields the thiol-bearing compound thiocholine. At trace concentrations, thiocholine modulates the growth of Au-Ag nanoparticles on seeding gold nanoparticles in the presence of ascorbic acid. Inhibition of the enzyme by 1,5-bis(4-allyldimethylammoniumphenyl)pentan-3-one dibromide (BW284c51)
Noa Farchi et al.
Neuro-degenerative diseases, 4(2-3), 171-184 (2007-06-29)
Peripheral anionic site (PAS) blockade of acetylcholinesterase (AChE) notably affects neuronal activity and cyto-architecture, however, the mechanism(s) involved are incompletely understood. We wished to specify the PAS extracellular effects on specific AChE mRNA splice variants, delineate the consequent cellular remodeling
Silvia Olivera-Bravo et al.
British journal of pharmacology, 144(1), 88-97 (2005-01-13)
This work was aimed to determine if 1,5-bis(4-allyldimethylammoniumphenyl)pentan-3-one dibromide (BW284c51), the most selective acetylcholinesterase inhibitor (AchEI), affects the nicotinic acetylcholine (Ach) receptor (AchR) function. Purified Torpedo nicotinic AchRs were injected into Xenopus laevis oocytes and BW284c51 effects on Ach- and
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