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C001

Sigma-Aldrich

Acetylethylcholine mustard hydrochloride

>97% (GC), powder

Synonym(s):

Acetyl AF-64

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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

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)

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