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A6625

Sigma-Aldrich

Acetylcholine chloride

≥99% (TLC)

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Synonym(s):
ACh
Linear Formula:
(CH3)3N+CH2CH2OCOCH3Cl-
CAS Number:
60-31-1
Molecular Weight:
181.66
Beilstein:
3571875
EC Number:
200-468-8
MDL number:
MFCD00011698
PubChem Substance ID:
57653875

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

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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)
Stability of acetylcholine chloride solution in autonomic testing
Sletten DM, et al.
Journal of the Neurological Sciences, 234(1-2), 1-3 (2005)
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)
Qu Nie et al.
Life sciences, 232, 116662-116662 (2019-07-20)
Vascular endothelial cells act as a selective barrier between circulating blood and vessel wall and play an important role in the occurrence and development of cardiovascular diseases. Astragaloside IV (As-IV) has a protective effect on vascular endothelial cells, but its
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