Chinese Japanese Germany Korea


(2-acetoxyethyl)trimethylammonium structure
Chemical Name:
Acetylcholine;ACETYLECHOLINE;O-Acetylcholine;(2-acetoxyethyl)trimethylammonium;2-acetyloxyethyl-trimethyl-ammonium;(2-acetoxyethyl)trimethylammonium USP/EP/BP;Ethanaminium,2-(acetyloxy)-N,N,N-trimethyl-
Molecular Formula:
Formula Weight:
MOL File:

(2-acetoxyethyl)trimethylammonium Properties

Boiling point:
265.84°C (rough estimate)
1.0528 (rough estimate)
refractive index 
1.4500 (estimate)
CAS DataBase Reference
NCI Dictionary of Cancer Terms
ATC code
EPA Substance Registry System
Acetylcholine (51-84-3)
  • Risk and Safety Statements
RIDADR  1760
HazardClass  8
PackingGroup  II

(2-acetoxyethyl)trimethylammonium Chemical Properties,Uses,Production


Acetylcholine is stored in vesicles in the presynaptic neuron. These fuse with presynaptic membrane upon stimulation by a nerve signal, thus, generating a pulse of neurotransmitter, which diffuses across the membrane. Acetylcholine may either bind reversibly to one of two different types of acetylcholine receptors on the postsynaptic membrane or be destroyed by the acetylcholine-hydrolyzing enzyme, acetylcholinesterase.


neurotransmitter (ester of choline and acetic acid)


Acetylcholine is an endogenous neurotransmitter. It was the first neurotransmitter to be discovered. There are commercially available drugs that either block or mimic actions of acetylcholine. Commercial drugs used as cholinergic agonists mimic the action of acetylcholine (e.g. bethanechol, carbachol, and pilocarpine). Cholinesterase inhibitors cause accumulation of acetylcholine and stimulation of the central nervous system, glands, and muscles. Some nerve agents such as the gas Sarin and organophosphate pesticides are examples. Clinically, acetylcholinesterase inhibitors are employed to treat myasthenia gravis and Alzheimer’s disease. Acetylcholine receptor antagonists are antimuscarinic agents (atropine, scopolamine), ganglionic blockers (hexamethonium, mecamylamine), and neuromuscular blockers (tubocurarine, pancuronium, succinylcholine).

brand name

Miochol (Novartis).

Biological Functions

The discovery that ACh was a transmitter in the peripheral nervous system formed the basis for the theory of neurotransmission. ACh is also a neurotransmitter in the mammalian brain; however, only a few cholinergic tracts have been clearly delineated.ACh is an excitatory neurotransmitter in the mammalian CNS.There is good evidence that ACh (among other neurotransmitters) is decreased in certain cognitive disorders, such as Alzheimer’s disease.

Biological Activity

Acetylcholine is a neurotransmitter found in the nervous systems of all animals. It is involved in the control of functions as diverse as locomotion, digestion, cardiac rate, “fight and flight” responses, secretion, learning and memory. Cholinergic dysfunction is associated with neuromuscular diseases such as myasthenia gravis and neurodegenerative disorders such as Alzheimer disease.
Studies of acetylcholine and cholinergic neurotransmission have played a key role in the development of nearly all aspects of our current understanding of chemical synaptic transmission. In the early part of the twentieth century, pioneering physiological and neurochemical experiments resulted in establishing the principle that release of neuroactive compounds, such as acetylcholine, on to effector cells or other neurons forms the basis of most types of intercellular communication. In these early studies, application of acetylcholine could mimic the effects of nerve stimulation on muscle contraction, the rate of heart beating, etc., and the compound was thus identified as the first neurotransmitter substance. It was also noted that not all nerves released acetylcholine when stimulated, thus indicating specificity for the type of neurotransmitter substances present in particular neurons. Pharmacological work identified compounds, extracted primarily from plants, which differentially blocked the action of acetylcholine on particular types of effector cells, leading to the concept of receptor specificity. The quantal nature of neurotransmitter release was also first appreciated at cholinergic neuromuscular junctions. Finally, the nicotinic acetylcholine receptor was the first ligand-gated ion channel to have its amino acid sequence established.
Acetylcholine is a simple ester of the quaternary amino alcohol choline and acetic acid. Acetylcholine is positively charged at physiological pH, is freely soluble in water (usually supplied as a bromide or chloride salt) and is subject to rapid hydrolysis in solution by heat or alkali. Nuclear magnetic resonance studies indicate considerable flexibility of the molecule in solution, and different conformations are thought to bind to different types of acetylcholine receptor.

Mechanism of action

Acetylcholine functions primarily as a chemical neurotransmitter in the nervous systems of all animals. When a cholinergic neuron is excited, it releases transmitter into the synaptic cleft where it can bind to a number of different receptor proteins. The receptors for acetylcholine can be classified into two general categories based primarily on the actions of different plant alkaloids that affect their function: nicotinic (nicotine binding) or muscarinic (muscarine binding). Several different subtypes for each of these general receptor classes have been characterized. The receptor binding event can be transduced into opening of cationic or anionic ion channels or coupled to some other metabolic signal such as phospholipid turnover rates or activation of second-messenger systems. Both inhibitory or, more commonly, excitatory responses are induced in the neurons or effector cells which receive the neurotransmitter signal, making acetylcholine-mediated neurotransmission particularly versatile.
In addition to the ubiquitous presence of acetylcholine in the nervous systems of all animals, it is also found in a limited number of plants, bacteria, fungi and protozoa. This widespread distribution in a variety of species most likely indicates the appearance of acetylcholine-metabolizing proteins fairly early in evolutionary history. In vertebrates, acetylcholine is also found in non-neuronal tissues such as primate placenta and sperm where its functional role, if any, remains unknown.

Clinical Use

The cholinergic system was the first neurotransmitter system shown to have a role in wakefulness and initiation of REM sleep. Because of the poor penetration of the cholinergic drugs into the CNS, the role of this system in sleep has relied on animal studies using microinjection into the brain, primarily in the area of the dorsal pontine tegmentum. Acetylcholine, cholinergic agonists (e.g., arecoline or bethanechol), and cholinesterase inhibitors are effective in the initiation of REM sleep from NREM sleep after microinjection. Conversely, administration of anticholinergic drugs (e.g., atropine or scopolamine) hinders the transition to REM sleep. Increase in the rate of discharge of these cholinergic cells (that activate the thalamus, cerebral cortex, and hippocampus) during REM sleep parallel the same pattern seen with arousal and alertness.

Environmental Fate

Cholinergic agents can increase the acetylcholine level at the synaptic junction and cause rapid firing of the postsynaptic membrane. Antiacetylcholinesterase agents block the acetylcholinesterase enzyme and thus increase the acetylcholine level in the synapse causing rapid firing of the postsynaptic membrane.


Acetylcholine in the synapse can bind with cholinergic receptors on the postsynaptic or presynaptic membranes to produce a response. Free acetylcholine that is not bound to a receptor is hydrolyzed by AChE. This hydrolysis is the physiologic mechanism for terminating the action of acetylcholine. Enough AChE is present in the synapse to hydrolyze approximately 3 × 108 molecules of acetylcholine in 1 millisecond; thus, adequate enzyme activity exists to hydrolyze all the acetylcholine (~3 × 106 molecules) released by one action potential. A number of useful therapeutic cholinomimetic agents have been developed based on the ability of the compounds to inhibit AChE; these agents are addressed later in this chapter.

(2-acetoxyethyl)trimethylammonium Preparation Products And Raw materials

Raw materials

Preparation Products

(2-acetoxyethyl)trimethylammonium Suppliers

Global( 28)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
career henan chemical co
13203830695 0086-371-86658258
0086-371-86658258 CHINA 29864 58
15327141851 027-81302090
027-81302088 CHINA 280 58
Dideu Industries Group Limited
029-88380327 CHINA 30013 58
Sichuan Wei Keqi Biological Technology Co., Ltd. 18116577057 028-81700200-
028-81705658 China 4690 56
Wuxi Zhongkun Biochemical Technology Co., Ltd. 18013409632
051085625359; China 15200 58
Wuhan ChemFaces Biochemical Co., Ltd. 15172504745 027-84237683-
+86-27-84254680 China 7235 55
EMMX Biotechnology LLC 888-539-0666
888-539-0666 United States 8454 60
Shanghai ChengShao Biological Technology Co., Ltd. 021-61847300 13341622919
021-61847300 China 4810 58
Zhejiang Lianshuo Biotechnology Co., Ltd. 18616526224 China 9616 58
Sichuan BioCrick Biotech Co., Ltd 86-28-8543-3893 CHINA 4991 58

Related articles

View Lastest Price from (2-acetoxyethyl)trimethylammonium manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-12-01 Acetylcholine
2021-11-16 Acetylcholine
2021-07-28 (2-acetoxyethyl)trimethylammonium USP/EP/BP
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited

51-84-3((2-acetoxyethyl)trimethylammonium)Related Search:

Copyright 2017 © ChemicalBook. All rights reserved