Skip to Content
Merck
All Photos(4)

Key Documents

View All Documentation

Safety Information

A9013

Sigma-Aldrich

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

Synonym(s):

BW 284c51

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

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

Assay

≥97% (HPLC)

Quality Level

200

form

powder

solubility

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

storage temp.

room temp

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

Gene Information

human ... ACHE(43)

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

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

A9013-BULK:
A9013-100MG:
A9013-100MG-PW:
A9013-25MG-PW:
A9013-25MG:
A9013-250MG-PW:
A9013-250MG:
A9013-VAR:

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
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
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
Andrea R Durrant et al.
Frontiers in molecular neuroscience, 5, 73-73 (2012-06-23)
The cholinesterases, acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) (pseudocholinesterase), are abundant in the nervous system and in other tissues. The role of AChE in terminating transmitter action in the peripheral and central nervous system is well understood. However, both knowledge of
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service