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About This Item
Linear Formula:
(CH3)3N+CH2CH2OCOCH3Cl-
CAS Number:
Molecular Weight:
181.66
UNSPSC Code:
51151535
NACRES:
NA.25
PubChem Substance ID:
EC Number:
200-468-8
Beilstein/REAXYS Number:
3571875
MDL number:
Product Name
Acetylcholine chloride, ≥99% (TLC)
InChI key
JUGOREOARAHOCO-UHFFFAOYSA-M
InChI
1S/C7H16NO2.ClH/c1-7(9)10-6-5-8(2,3)4;/h5-6H2,1-4H3;1H/q+1;/p-1
SMILES string
[Cl-].CC(=O)OCC[N+](C)(C)C
assay
≥99% (TLC)
mp
146-150 °C (lit.)
solubility
H2O: 100 mg/mL
Quality Level
Gene Information
human ... CHRM3(1131)
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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.
Endogenous neurotransmitter at cholinergic synapses; amplifies action potential of the sarcolemma thereby inducing muscle contractions.
Disclaimer
Very hygroscopic
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.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Acetylcholine-evoked afterdischarge in Aplysia bag cell neurons
White SH and Magoski NS
American Journal of Physiology. Heart and Circulatory Physiology (2012)
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)
Microcalorimetric study of acetylcholine and acetylthiocholine hydrolysis by acetylcholinesterase
de Almeida Neves PAA, et al.
Advances in Enzyme Research, 5(01), 1-1 (2017)
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