Acetylcholine Chloride

Title: Acetylcholine Chloride
CAS Registry Number: 60-31-1
CAS Name: 2-(Acetyloxy)-N,N,N-trimethylethanaminium chloride
Trademarks: Acecoline (Lematte et Boinot); Arterocoline; Miochol (Cooper); Ovisot
Molecular Formula: C7H16ClNO2
Molecular Weight: 181.66
Percent Composition: C 46.28%, H 8.88%, Cl 19.52%, N 7.71%, O 17.61%
Line Formula: (CH3)3N(Cl)CH2CH2OOCCH3
Literature References: Prepd from trimethylamine and b-chloroethyl acetate: Fourneau, Page, Bull. Soc. Chim. Fr. [4] 15, 544 (1914). Review of pharmacology: H. Molitor, J. Pharmacol. Exp. Ther. 58, 337 (1936).
Properties: Crystalline powder, very deliquescent, mp 149-152°. Hygroscopic. Very sol in cold water, alcohol; decomposed by hot water or alkalies. Practically insol in ether. Keep tightly closed. LD50 in mice, rats (mg/kg): 20, 22 i.v., 170, 250 s.c., 3000, 2500 i.p. (Molitor).
Melting point: mp 149-152°
Toxicity data: LD50 in mice, rats (mg/kg): 20, 22 i.v., 170, 250 s.c., 3000, 2500 i.p. (Molitor)
Therap-Cat: Cholinergic.
Keywords: Cholinergic.
Acetyldigitoxins Acetylene Acetylene Dibromide Acetylene Dichloride Acetyleneurea

Acetylcholine
Skeletal formula of acetylcholine
Stick model of acetylcholine
Identifiers
Abbreviations ACh
CAS number 51-84-3 YesY
PubChem 187
ChemSpider 182 YesY
UNII N9YNS0M02X YesY
EC number 200-128-9
DrugBank EXPT00412
KEGG C01996 N
MeSH Acetylcholine
ChEBI CHEBI:15355
ChEMBL CHEMBL667 N
IUPHAR ligand 294
ATC code S01EB09
Beilstein Reference 1764436
Gmelin Reference 326108
3DMet B00379
Jmol-3D images Image 1
Properties
Molecular formula C
7
H
16
NO+
2
Molar mass 146.2074 g mol-1
Pharmacology
Elimination
half-life
2 min
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Acetylcholine (ACh, pron. ah-See-tul-KO-leen) is an organic molecule that acts as a neurotransmitter in many organisms, including humans. It is an ester of acetic acid and choline, with chemical formula CH
3
CO
O(CH
2
)2N+
(CH
3
)3 and systematic name 2-acetoxy-N,N,N-trimethylethanaminium.

Acetylcholine is one of many neurotransmitters in the autonomic nervous system (ANS). It acts on both the peripheral nervous system (PNS) and central nervous system (CNS) and is the only neurotransmitter used in the motor division of the somatic nervous system. Acetylcholine is also the principal neurotransmitter in all autonomic ganglia.[citation needed]

In cardiac tissue acetylcholine neurotransmission has an inhibitory effect, which lowers heart rate. However, acetylcholine also behaves as an excitatory neurotransmitter at neuromuscular junctions in skeletal muscle.[1]