A6625

Acetylcholine chloride

≥99% (TLC)

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

Properties

• 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)

Description

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves