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RDD043

Sigma-Aldrich

Acetylcholine chloride

≥99% (TLC), free-flowing, Redi-Dri

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Synonym(s):
2-Acetoxyethyltrimethylammonium chloride, Trimethyl(2-acetoxyethyl)ammonium chloride, ACh
Linear Formula:
(CH3)3N+CH2CH2OCOCH3Cl-
CAS Number:
Molecular Weight:
181.66
Beilstein:
3571875
MDL number:
UNSPSC Code:
51151535
NACRES:
NA.25

product line

Redi-Dri

Quality Level

Assay

≥99% (TLC)

quality

free-flowing

mp

146-150 °C (lit.)

solubility

H2O: 100 mg/mL

SMILES string

[Cl-].CC(=O)OCC[N+](C)(C)C

InChI

1S/C7H16NO2.ClH/c1-7(9)10-6-5-8(2,3)4;/h5-6H2,1-4H3;1H/q+1;/p-1

InChI key

JUGOREOARAHOCO-UHFFFAOYSA-M

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General description

Acetylcholine Chloride, the chloride salt of acetylcholine, is a synthetic amino alcohol with cholinergic properties, making it a vital component in biochemical and neurotransmission studies. It replicates the effects of the endogenous acetylcholine compound, which plays a significant role in the immune system, inflammation, and allergy research. Acetylcholine chloride acts as a cholinergic neurotransmitter, binding to nicotinic and muscarinic acetylcholine receptors, facilitating the opening of calcium channels.Furthermore, Acetylcholine chloride (ACh chloride) functions as a potent cholinergic agonist, influencing the activity of dopaminergic (DAergic) neurons by stimulating nicotinic acetylcholine receptors (nAChRs). This feature is particularly relevant in studies related to the immune system and inflammation. Additionally, it demonstrates the capacity to inhibit the aggregation of p53 mutant peptide in vitro, which contributes to the exploration of biochemical and allergy research.

Application

Acetylcholine chloride has been used:
  • as an agent to trigger sudomotor axon reflex response during autonomic test
  • to induce contraction amplitude of pyloric circular smooth muscle strip (PCSMS) in rats
  • as a substrate for acetylcholinesterase
  • to stimulate after discharge in Aplysia bag cell neurons

Biochem/physiol Actions

Acetylcholine chloride, injected at 20 mg/kg body weight, reduces mortality and plasma proinflammatory cytokines in mice with experimentally-induced sepsis . The cholinergic anti-inflammatory mechanism is probably mediated by interaction of acetylcholine with α7n cholinoreceptor on monocytes, macrophages, and neutrophils, which decreases the levels of proinflammatory cytokines such as TNF-α, IL-1β, and IL-6.

Features and Benefits

  • Redi-Dri format for Improved Efficiency and Time Savings
  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Caution

Very hygroscopic

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

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Acetylcholine Chloride: Physical Profile
Profiles of Drug Substances, Excipients, and Related Methodology, 31, 1-19 (2005)
Diarrhoea of famine and malnutrition--investigations using a rat model. 2--Ileal hypersecretion induced by starvation.
Young A and Levin RJ
Gut, 31(2), 162-169 (1990)
Stability of acetylcholine chloride solution in autonomic testing
Sletten DM, et al.
Journal of the Neurological Sciences, 234(1-2), 1-3 (2005)
Effect of aurantii fructus immaturus flavonoid on the contraction of isolated gastric smooth muscle strips in rats
Wu Z, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2016 (2016)
Acetylcholine-evoked afterdischarge in Aplysia bag cell neurons
White SH and Magoski NS
American Journal of Physiology. Heart and Circulatory Physiology (2012)

Articles

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