Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

C001

Sigma-Aldrich

Acetylethylcholine mustard hydrochloride

>97% (GC), powder

Synonym(s):

Acetyl AF-64

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C8H16ClNO2 · HCl
CAS Number:
103994-00-9
Molecular Weight:
230.13
MDL number:
MFCD00055153
UNSPSC Code:
12352200
PubChem Substance ID:
329774756
NACRES:
NA.77

Quality Level

100

assay

>97% (GC)

form

powder

storage condition

desiccated

color

white

mp

78-81  °C

solubility

H2O: >5 mg/mL
ethanol: soluble
methanol: soluble

storage temp.

−20°C

SMILES string

Cl[H].CCN(CCCl)CCOC(C)=O

InChI

1S/C8H16ClNO2.ClH/c1-3-10(5-4-9)6-7-12-8(2)11;/h3-7H2,1-2H3;1H

InChI key

CHWPASAPXMNLKO-UHFFFAOYSA-N

Application

Acetylethylcholine mustard hydrochloride has been used as a precursor in ethylcholine aziridinium (AF64A) preparation. It has also been used in the pharmacokinetic study to investigate its role in neuromuscular junction (NMJ) signal transmission and function.

Biochem/physiol Actions

Acetylethylcholine mustard hydrochloride can reduce the contraction frequency of the myotubes by inhibiting the synthesis of acetylethylcholine (Ach) with the half-maximal inhibitory concentration (IC50) of 1.22 mM.
Acetylethylcholine mustard is a precursor for ethylcholine mustard aziridinium ion (AF-64A); irreversible ligand for the high affinity choline transport system; specific presynaptic long action cholinotoxin; inhibitor of choline acetyl-transferase.

Caution

Extremely hygroscopic.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 1 - STOT SE 3

target_organs

Nervous system, Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup

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

Pennapa Chonpathompikunlert et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 48(3), 798-802 (2009-12-26)
Recently, numerous medicinal plants possessing profound central nervous system effects and antioxidant activity have received much attention as food supplement to improve cognitive function against cognitive deficit condition including in Alzheimer's disease condition. Based on this information, the effect of
Chatchada Sutalangka et al.
Journal of acupuncture and meridian studies, 6(5), 247-251 (2013-10-22)
The burden of Alzheimer's disease is continually rising globally, especially in the Asia-Pacific region. Unfortunately, the efficacy of the therapeutic strategy is still very limited. Because the effect of acupuncture at HT7 can improve learning and memory, the beneficial effect
Surapon N Charoensook et al.
Integrative biology : quantitative biosciences from nano to macro, 9(12), 956-967 (2017-11-24)
In vitro models of the neuromuscular junction (NMJ) are emerging as a valuable tool to study synaptogenesis, synaptic maintenance, and pathogenesis of neurodegenerative diseases. Many models have previously been developed using a variety of cell sources for skeletal muscle and
Yvonne L Dorland et al.
Scientific reports, 9(1), 14401-14401 (2019-10-09)
Culture expanded mesenchymal stromal cells (MSCs) are being extensively studied for therapeutic applications, including treatment of graft-versus-host disease, osteogenesis imperfecta and for enhancing engraftment of hematopoietic stem cells after transplantation. Thus far, clinical trials have shown that the therapeutic efficiency

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