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A9013

Sigma-Aldrich

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

Synonym(s):

BW 284c51

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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

Certificates of Analysis (COA)

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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
Kevin B Temeyer et al.
Veterinary parasitology, 172(1-2), 114-121 (2010-05-11)
Rhipicephalus (Boophilus) microplus cDNAs, BmAChE1, BmAChE2, and BmAChE3, were previously identified as presumptively encoding acetylcholinesterases (AChEs), but biochemical identity was confirmed only for recombinant BmAChE3. In the present study, four recombinant BmAChE1 constructs and single recombinant constructs of BmAChE2 and
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
V P Chen et al.
International journal of obesity (2005), 41(9), 1413-1419 (2017-05-23)
Ghrelin is the only orexigenic hormone known to stimulate food intake and promote obesity and insulin resistance. We recently showed that plasma ghrelin is controlled by butyrylcholinesterase (BChE), which has a strong impact on feeding and weight gain. BChE knockout
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)
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