A9013

Sigma-Aldrich

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

Synonym(s):
BW 284c51
Linear Formula:
C27H38N2OBr2
CAS Number:
Molecular Weight:
566.41
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

assay

≥97% (HPLC)

form

powder

solubility

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

storage temp.

room temp

SMILES string

Br.CN(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)

Packaging

25, 100, 250 mg in glass bottle

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.
This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

T+

Risk Statement

26/27/28

Safety Statement

28-36/37/39-45

RIDADR

UN 2811 6.1 / PGI

WGK Germany

WGK 3

Certificate of Analysis
Certificate of Origin
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)...
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...
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...

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