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A6625

Sigma-Aldrich

Acetylcholine chloride

≥99% (TLC)

Synonym(s):

ACh

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About This Item

Linear Formula:
(CH3)3N+CH2CH2OCOCH3Cl-
CAS Number:
60-31-1
Molecular Weight:
181.66
Beilstein:
3571875
EC Number:
200-468-8
MDL number:
MFCD00011698
UNSPSC Code:
51151535
PubChem Substance ID:
57653875
NACRES:
NA.25

Assay

≥99% (TLC)

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

Gene Information

human ... CHRM3(1131)

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General description

Acetylcholine is a neurotransmitter released at nerve endings in both the central and peripheral nervous systems. Acetylcholine chloride (C7H16ClNO2) is a stable cholinergic agonist with muscarinic and nicotinic actions. It is available as white or off-white hygroscopic crystals, or as a crystalline powder. Acetylcholine chloride is hygroscopic in nature and is highly soluble in water, alcohol, propylene glycol and chloroform.

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.

Caution

Very hygroscopic

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Stability of acetylcholine chloride solution in autonomic testing
Sletten DM, et al.
Journal of the Neurological Sciences, 234(1-2), 1-3 (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)
Acetylcholine-evoked afterdischarge in Aplysia bag cell neurons
White SH and Magoski NS
American Journal of Physiology. Heart and Circulatory Physiology (2012)
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)
Paweł Kozielewicz et al.
Nature communications, 11(1), 414-414 (2020-01-23)
WNT-Frizzled (FZD) signaling plays a critical role in embryonic development, stem cell regulation and tissue homeostasis. FZDs are linked to severe human pathology and are seen as a promising target for therapy. Despite intense efforts, no small molecule drugs with
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