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Details

Stereochemistry ACHIRAL
Molecular Formula C7H16NO2.Cl
Molecular Weight 181.6607
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETYLCHOLINE CHLORIDE

SMILES

CC(=O)OCC[N+](C)(C)C.[Cl-]

InChI

InChIKey=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

HIDE SMILES / InChI

Molecular Formula C7H16NO2
Molecular Weight 146.2077
Charge 1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.4609
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Acetylcholine is the neurotransmitter at neuromuscular junctions, at synapses in the ganglia of the visceral motor system, and at a variety of sites within the central nervous system. Whereas a great deal is known about the function of cholinergic transmission at the neuromuscular junction and at ganglionic synapses, the actions of acetylcholine in the central nervous system are not as well understood. Cholinergic system is an important system and a branch of the autonomic nervous system which plays an important role in memory, digestion, control of heart beat, blood pressure, movement and many other functions. Acetylcholine in the brain alters neuronal excitability, influences synaptic transmission, induces synaptic plasticity, and coordinates firing of groups of neurons. Miochol®-E (acetylcholine chloride intraocular solution) is used to obtain miosis of the iris in seconds after delivery of the lens in cataract surgery, in penetrating keratoplasty, iridectomy and other anterior segment surgery where rapid miosis may be required.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
MIOCHOL-E

Approved Use

To obtain miosis of the iris in seconds after delivery of the lens in cataract surgery, in penetrating keratoplasty, iridectomy and other anterior segment surgery where rapid miosis may be required

Launch Date

7.48656E11
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer



Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes
Drug as victim

Drug as victim

PubMed

PubMed

TitleDatePubMed
Anti-neuronal nicotinic receptor antibodies in MG patients with thymoma.
2001 Feb 1
Interleukin 10 aggravates experimental autoimmune myasthenia gravis through inducing Th2 and B cell responses to AChR.
2001 Feb 1
Projections and pathways of VIP- and nNOS-containing airway neurons in ferret trachea.
2001 Jan
Arterial remodeling in chronic sinoaortic-denervated rats.
2001 Jan
Effects of LY117018 and the estrogen analogue, 17alpha-ethinylestradiol, on vascular reactivity, platelet aggregation, and lipid metabolism in the insulin-resistant JCR:LA-cp male rat: role of nitric oxide.
2001 Jan
Rapid eye movement sleep deprivation induces an increase in acetylcholinesterase activity in discrete rat brain regions.
2001 Jan
Coronary endothelial dysfunction after ischemia and reperfusion: a new therapeutic target?
2001 Jan
Dynamic restoration of dystrophin to dystrophin-deficient myotubes.
2001 Jan
Effect of dietary vitamin E supplementation on vascular reactivity of thoracic aorta in streptozotocin-diabetic rats.
2001 Jan
Association study of a nicotinic receptor variant with schizophrenic disorders.
2001 Jan
Platelet-derived growth factor is involved in the augmentation of airway responsiveness through remodeling of airways in diesel exhaust particulate-treated mice.
2001 Jan
An altered peptide ligand inhibits the activities of matrix metalloproteinase-9 and phospholipase C, and inhibits T cell interactions with VCAM-1 induced in vivo by a myasthenogenic T cell epitope.
2001 Jan
Obesity and body fat distribution induce endothelial dysfunction by oxidative stress: protective effect of vitamin C.
2001 Jan
Nicotinic agonists stimulate acetylcholine release from mouse interpeduncular nucleus: a function mediated by a different nAChR than dopamine release from striatum.
2001 Jan
Mechanical efficiency of isolated in situ perfused hearts of the eel Anguilla australis.
2001 Jan
Impaired renal vascular endothelial function in vitro in experimental hypercholesterolemia.
2001 Jan
Anti-oxidative properties of fluvastatin, an HMG-CoA reductase inhibitor, contribute to prevention of atherosclerosis in cholesterol-fed rabbits.
2001 Jan
Exercise and the endothelium.
2001 Jan
Ischemic preconditioning with opening of mitochondrial adenosine triphosphate-sensitive potassium channels or Na/H exchange inhibition: which is the best protective strategy for heart transplants?
2001 Jan
Cortical acetylcholine release elicited by stimulation of histamine H1 receptors in the nucleus basalis magnocellularis: a dual-probe microdialysis study in the freely moving rat.
2001 Jan
Extracellular cyclic ADP-ribose potentiates ACh-induced contraction in bovine tracheal smooth muscle.
2001 Jan
Specification of neurotransmitter receptor identity in developing retina: the chick ATH5 promoter integrates the positive and negative effects of several bHLH proteins.
2001 Jan
Environmental familiarization in rats: differential effects of acute and chronic nicotine.
2001 Jan
Influence of gender and sex hormones on nicotine acute pharmacological effects in mice.
2001 Jan
A new hypoglycemic agent, JTT-608, evokes protein kinase A-mediated Ca(2+) signaling in rat islet beta-cells: strict regulation by glucose, link to insulin release, and cooperation with glucagon-like peptide-1(7-36)amide and pituitary adenylate cyclase-activating polypeptide.
2001 Jan
Adrenal tyrosine hydroxylase activity and gene expression are increased by intraventricular administration of nicotine.
2001 Jan
Myocardial stunning in exercise-induced ischemia in dogs: lack of late preconditioning.
2001 Jan
Glutathione attenuates coronary constriction to acetylcholine in patients with coronary spastic angina.
2001 Jan
Vagosympathetic interactions in ischemia-induced myocardial norepinephrine and acetylcholine release.
2001 Jan
Electrical activation of endothelium evokes vasodilation and hyperpolarization along hamster feed arteries.
2001 Jan
Increased inactivation of nitric oxide is involved in coronary endothelial dysfunction in heart failure.
2001 Jan
Stress and gastrointestinal tract. II. Stress and intestinal barrier function.
2001 Jan
beta-Amyloid(1-42) peptide directly modulates nicotinic receptors in the rat hippocampal slice.
2001 Jan 1
Bi-directional activation between human airway smooth muscle cells and T lymphocytes: role in induction of altered airway responsiveness.
2001 Jan 1
Allergen-specific Th1 cells counteract efferent Th2 cell-dependent bronchial hyperresponsiveness and eosinophilic inflammation partly via IFN-gamma.
2001 Jan 1
Nicotine prevents striatal dopamine loss produced by 6-hydroxydopamine lesion in the substantia nigra.
2001 Jan 12
Post-ictal analgesia: involvement of opioid, serotoninergic and cholinergic mechanisms.
2001 Jan 12
Changes in sensitivity of cholinoceptors and adrenoceptors during transhemispheric cortical reorganisation in rat SmI.
2001 Jan 12
Impairment of maze learning in rats by restricting environmental space.
2001 Jan 12
Exercise training in coronary artery disease and coronary vasomotion.
2001 Jan 2
Role of calcium-sensitive K(+) channels and nitric oxide in in vivo coronary vasodilation from enhanced perfusion pulsatility.
2001 Jan 2
exo-2-(Pyridazin-4-yl)-7-azabicyclo[2.2.1]heptanes: syntheses and nicotinic acetylcholine receptor agonist activity of potent pyridazine analogues of (+/-)-epibatidine.
2001 Jan 4
Antagonist of nicotinic acetylcholine receptors (nAChR) enhances formalin-induced nociception in rats: tonic role of nAChRs in the control of pain following injury.
2001 Jan 5
Aversive hypothalamic stimulation releases acetylcholine in the nucleus accumbens, and stimulation-escape decreases it.
2001 Jan 5
Combined pre- and postsynaptic action of IgG antibodies in Miller Fisher syndrome.
2001 Jan 9
Site of resting state inhibition of the nicotinic acetylcholine receptor by a hydrophobic inhibitor.
2001 Jan 9
Responder characteristics to a single oral dose of cholinesterase inhibitor: a double-blind placebo-controlled study with tacrine in Alzheimer patients.
2001 Jan-Feb
Gyroxin fails to modify in vitro release of labelled dopamine and acetylcholine from rat and mouse striatal tissue.
2001 Jun
Functional reconstitution and characterization of recombinant human alpha 1-glycine receptors.
2001 Jun 15
Identification of a basolateral sorting signal for the M3 muscarinic acetylcholine receptor in Madin-Darby canine kidney cells.
2001 Mar 30
Patents

Sample Use Guides

Miochol®-E (acetylcholine chloride intraocular solution) is instilled into the anterior chamber before or after securing one or more sutures. Instillation should be gentle and parallel to the iris face and tangential to pupil border. If there are no mechanical hindrances, the pupil starts to constrict in seconds and the peripheral iris is drawn away from the angle of the anterior chamber. Any anatomical hindrance to miosis must be released to permit the desired effect of the drug. In most cases, 0.5 to 2 mL produces satisfactory miosis. Note that the syringe filter supplied with Miochol-E has a priming volume of 0.6 mL (approximately). In cataract surgery, use Miochol-E only after delivery of the lens. Aqueous solutions of acetylcholine chloride are unstable. Prepare solution immediately before use. Do not use solution which is not clear and colorless. Discard any solution that has not been used.
Route of Administration: Other
Keratocytes were treated with various concentrations of acetylcholine (0.01-1 uM) for 24 h. Acetylcholine enhances keratocyte proliferation through activation of muscarinic acetylcholine receptors.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:00:50 UTC 2021
Edited
by admin
on Fri Jun 25 21:00:50 UTC 2021
Record UNII
AF73293C2R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACETYLCHOLINE CHLORIDE
EP   INN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
INN  
Official Name English
CHOLINE ACETATE (ESTER) CHLORIDE
Common Name English
ACETYLCHOLINE CHLORIDE [ORANGE BOOK]
Common Name English
ACETYLCHOLINE CHLORIDE [EP MONOGRAPH]
Common Name English
ACETYLCHOLINE CHLORIDE FOR INJECTION [JAN]
Common Name English
2-(ACETYLOXY)-N,N,N-TRIMETHYLETHANAMINIUM CHLORIDE (1:1)
Systematic Name English
ACETYLCHOLINE CHLORIDE [INN]
Common Name English
ACETYLCHOLINE CHLORIDE [MI]
Common Name English
ETHANAMINIUM, 2-(ACETYLOXY)-N,N,N-TRIMETHYL-, CHLORIDE
Systematic Name English
ACETYLCHOLINE CHLORIDE [USP]
Common Name English
ACETYLCHOLINE CHLORIDE [MART.]
Common Name English
ACETYLCHOLINE CHLORIDE [USP-RS]
Common Name English
ACETYLCHOLINE CHLORIDE [WHO-DD]
Common Name English
ACETYLCHOLINE CHLORIDE [VANDF]
Common Name English
ACETYLCHOLINE CHLORIDE [USP MONOGRAPH]
Common Name English
MIOCHOL
Brand Name English
NSC-755845
Code English
Classification Tree Code System Code
NCI_THESAURUS C47796
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
Code System Code Type Description
INN
438
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
MERCK INDEX
M1352
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY Merck Index
FDA UNII
AF73293C2R
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
RXCUI
20814
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY RxNorm
NCI_THESAURUS
C47382
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
USP_CATALOG
1008501
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY USP-RS
ChEMBL
CHEMBL667
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
CAS
60-31-1
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
EPA CompTox
60-31-1
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
EVMPD
SUB05228MIG
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
PUBCHEM
6060
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-468-8
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
DRUG BANK
DBSALT002814
Created by admin on Fri Jun 25 21:00:50 UTC 2021 , Edited by admin on Fri Jun 25 21:00:50 UTC 2021
PRIMARY
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BASIS OF STRENGTH->SUBSTANCE
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