Quaternary Ammonium Compounds

Name
Quaternary Ammonium Compounds
Accession Number
DBCAT000265
Description

Derivatives of ammonium compounds, NH4+ Y-, in which all four of the hydrogens bonded to nitrogen have been replaced with hydrocarbyl groups. These are distinguished from IMINES which are RN=CR2.

ATC Classification
Drugs
DrugDrug Description
DecamethoxineNot Annotated
CetrimoniumA compound that can be used as a topical antiseptic.
CholineA nutrient found in a wide variety of vitamins including pre-natal formulations.
SuccinylcholineA depolarizing skeletal muscle relaxant used as an adjunct to anesthesia and for skeletal muscle relaxation during intubation, mechanical ventilation, and surgical procedures.
OxyphenoniumFor the treatment of visceral spasms
CarbamoylcholineA direct acting miotic agent administered ophthalmically to decrease intraocular pressure in glaucoma or after eye surgery, and to induce miosis during surgery.
Metocurine iodideFor use as an anesthesia adjunct to induce skeletal muscle relaxation and to reduce the intensity of muscle contractions in convulsive therapy.
Gallamine triethiodideA nondepolarizing nerve blocker used in addition to anesthesia to cause skeletal muscle relaxation.
LevocarnitineA quaternary ammonium compound used to treat carnitine deficiency or to stimulate gastric and pancreatic secretions in hyperlipoproteinemia.
PropanthelineAn antimuscarinic agent used to treat urinary incontinence, hyperhidrosis, as well as cramps and spasms of the stomach, intestines, and bladder.
HexafluroniumUsed as an adjunct with succinylcholine (or suxamethonium chloride) to prolong muscle relaxation and to prevent succinylcholine-induced muscle fasciculations.
GlycopyrroniumAn anticholinergic agent used to treat hyperhidrosis, severe drooling, COPD, used with other medications to treat ulcers, and used in anesthesia.
EdrophoniumA cholinesterase inhibitor used to diagnose and evaluate myasthenia gravis.
BethanecholA muscarinic agonist used to treat postoperative and postpartum nonobstructive functional urinary retention and neurogenic atony of the bladder with retention.
AmbenoniumA cholinesterase inhibitor that targets both muscarinic and nicotinic receptors indicated for the treatment of myasthenia gravis.
BretyliumA norepinephrine release inhibitor used for the prophylaxis and therapy of ventricular fibrillation, as well as the treatment of life-threatening ventricular arrhythmias.
TubocurarineTubocurarine is a non-depolarizing neuromuscular blocking agent and the first identified curare alkaloid. Curare is one of the names used to describe plant-derived poisons used by indigenous South Americans to...
DecamethoniumFor use as a skeletal muscle relaxant
OxtriphyllineA bronchodilator used for the treatment of asthma, bronchitis, COPD, and emphysema.
MetocurineMetocurine is a muscle relaxant.
NeostigmineA cholinesterase inhibitor used in the symptomatic treatment of myasthenia gravis by improving muscle tone.
Choline magnesium trisalicylateCholine magnesium trisalicylate is used to reduce pain and inflammation caused by conditions such as arthritis. This medication is also used to treat fever in adults.
Platelet Activating FactorNot Available
N,N,N-Trimethyl-2-(phosphonooxy)ethanaminiumCalcium and magnesium salts used therapeutically in hepatobiliary dysfunction.
ButyrylthiocholineA sulfur-containing analog of butyrylcholine which is hydrolyzed by butyrylcholinesterase to butyrate and thiocholine. It is used as a reagent in the determination of butyrylcholinesterase activity. [PubChem]
C31GInvestigated for use/treatment in contraception, HIV infection, and prevention of stdis.
PerifosineInvestigated for use/treatment in solid tumors, multiple myeloma, leukemia (unspecified), lung cancer, and brain cancer.
MethacholineA parasympathomimetic bronchoconstrictor used during the bronchial challenge test for the diagnosis of bronchial hyperreactivity in subjects who do not have clinically apparent asthma.
Glycine betaineA methyl group donor used for the treatment of homocystinuria to decrease elevated homocysteine blood levels.
TetraethylammoniumTetraethylammonium is an experimental drug with no approved indication.
AcetylcarnitineAcetylcarnitine is not approved for any indication in the United states and Canada, but it is approved and indicated in Italy for cerebrovascular disorders, mental function disorders, peripheral nerve disorders,...
HexamethoniumA nicotinic cholinergic antagonist often referred to as the prototypical ganglionic blocker. It is poorly absorbed from the gastrointestinal tract and does not cross the blood-brain barrier. It has been...
MiltefosineAn antileishmanial agent used to treat leishmaniasis, a group of disease caused by parasites of the Leishmania type.
ButylscopolamineAn antispasmodic and anticholinergic agent used for the symptomatic treatment of abdominal cramping and pain.
BenzalkoniumAn antiseptic agent used as a preservative in medications or as a disinfectant in cleaning products.
BenzethoniumA medication used as to clean hands and clean minor cuts and scrapes.
Light green SF yellowishLight green SF yellowish is a green triarylmethane dye that is used in the preparation of the staining solution which is widely used as a counterstain. It is used in...
Cocamidopropyl betaineCocamidopropyl betaine is a mixture of closely related organic compounds derived from coconut oil and dimethylaminopropylamine that typically acts as an amphoteric surfactant in cosmetics and personal care products. It...
BenzododeciniumBenzododecinium is used as an antiseptic/disinfectant compound. It has been marketed as a tincture for antiseptic product for wounds in the Czech Republic.
EmeproniumNot Annotated
BenzoxoniumNot Annotated
GallamineNot Annotated
AlcuroniumA non-depolarizing skeletal muscle relaxant similar to tubocurarine. It is used as an anesthesia adjuvant.
Choline salicylateThe oral gel is indicated for the relief of pain and discomfort of common mouth ulcers, cold sores, denture sore spots, infant teething and mouth ulcers, and sore spots due...
CetylpyridiniumA compound used to reduce plaque and gingivitis, as well as whiten teeth.
OctenidineOctenidine is under investigation in clinical trial NCT02697162 (Antiseptic-coated Intermittent Urinary Catheter).
CiticolineCiticoline is a donor of choline in biosynthesis of choline-containing phosphoglycerides. It has been investigated for the treatment, supportive care, and diagnosis of Mania, Stroke, Hypomania, Cocaine Abuse, and Bipolar...
DidecyldimethylammoniumA disinfectant and microbicidal agent used in a variety of products.
MethanthelineFor the treatment of peptic ulcer disease, irritable bowel syndrome, pancreatitis, gastritis, biliary dyskinesia, pylorosplasm, and reflex neurogenic bladder in children.
Betaine aldehydeNot Available
LauryldimethylbetaineNot Available
Cetyltrimethylammonium naproxenateNot Annotated
(18F)FluorocholineNot Annotated
Drugs & Drug Targets
DrugTargetType
CetrimoniumCyclopropane mycolic acid synthase MmaA2target
CetrimoniumCyclopropane mycolic acid synthase 1target
CholineCholine-phosphate cytidylyltransferase Btarget
CholineAcetylcholinesterasetarget
CholineCholine-phosphate cytidylyltransferase Atarget
CholinePhospholipase D2target
CholineCholinesterasetarget
CholinePhospholipase D1target
CholinePhosphoethanolamine/phosphocholine phosphatasetarget
CholineSolute carrier family 22 member 2transporter
CholineSolute carrier family 22 member 1transporter
CholineSolute carrier family 22 member 3transporter
CholineSolute carrier family 22 member 5transporter
CholineSolute carrier family 22 member 4transporter
CholineCholine/ethanolaminephosphotransferase 1enzyme
CholineCholine transporter-like protein 1transporter
CholineCholine transporter-like protein 4transporter
CholineCholine transporter-like protein 2transporter
CholineCholine transporter-like protein 3transporter
CholineCholine/ethanolamine kinaseenzyme
CholineCholine O-acetyltransferaseenzyme
CholineCholine kinase alphaenzyme
CholineCholine dehydrogenase, mitochondrialenzyme
CholineHigh affinity choline transporter 1transporter
CholineNeuronal acetylcholine receptor subunit alpha-7target
SuccinylcholineMuscarinic acetylcholine receptor M1target
SuccinylcholineCholinesteraseenzyme
SuccinylcholineMuscarinic acetylcholine receptor M2target
SuccinylcholineMuscarinic acetylcholine receptor M3target
SuccinylcholineAlpha-7 nicotinic cholinergic receptor subunittarget
SuccinylcholineNeuronal acetylcholine receptor subunit alpha-10target
OxyphenoniumMuscarinic acetylcholine receptor M1target
CarbamoylcholineMuscarinic acetylcholine receptor M1target
CarbamoylcholineMuscarinic acetylcholine receptor M2target
CarbamoylcholineNeuronal acetylcholine receptor subunit alpha-2target
CarbamoylcholineCytosolic phospholipase A2enzyme
CarbamoylcholineAcetylcholinesterasetarget
CarbamoylcholineMuscarinic acetylcholine receptor M3target
CarbamoylcholineMuscarinic acetylcholine receptor M4target
Metocurine iodideNeuronal acetylcholine receptor subunit alpha-2target
Gallamine triethiodideNeuronal acetylcholine receptor subunit alpha-2target
Gallamine triethiodideMuscarinic acetylcholine receptor M2target
Gallamine triethiodideAcetylcholinesterasetarget
Gallamine triethiodideMuscarinic acetylcholine receptor M1target
Gallamine triethiodideMuscarinic acetylcholine receptor M5target
LevocarnitineCarnitine O-palmitoyltransferase 1, liver isoformtarget
LevocarnitineSolute carrier family 22 member 4target
LevocarnitineSolute carrier family 22 member 5target
LevocarnitineCarnitine O-acetyltransferasetarget
LevocarnitineMitochondrial carnitine/acylcarnitine carrier protein CACLtarget
LevocarnitineMitochondrial carnitine/acylcarnitine carrier proteintarget
LevocarnitinePeroxisomal carnitine O-octanoyltransferasetarget
LevocarnitineCarnitine O-palmitoyltransferase 2, mitochondrialtarget
LevocarnitineSolute carrier family 22 member 4transporter
LevocarnitineSolute carrier organic anion transporter family member 1B1transporter
LevocarnitineSolute carrier family 22 member 5transporter
LevocarnitineSolute carrier family 22 member 16transporter
LevocarnitineSolute carrier family 22 member 8transporter
LevocarnitineXanthine dehydrogenase/oxidasetarget
LevocarnitineLiver carboxylesterase 1target
LevocarnitineMyeloperoxidasetarget
PropanthelineMuscarinic acetylcholine receptor M1target
HexafluroniumCholinesterasetarget
GlycopyrroniumMuscarinic acetylcholine receptor M1target
GlycopyrroniumMuscarinic acetylcholine receptor M3target
GlycopyrroniumMuscarinic acetylcholine receptor M2target
EdrophoniumAcetylcholinesterasetarget
EdrophoniumCholinesterasetarget
BethanecholMuscarinic acetylcholine receptor M2target
BethanecholMuscarinic acetylcholine receptor M1target
BethanecholMuscarinic acetylcholine receptor M3target
BethanecholMuscarinic acetylcholine receptor M4target
AmbenoniumAcetylcholinesterasetarget
AmbenoniumCholinesteraseenzyme
BretyliumSodium/potassium-transporting ATPase subunit alpha-1target
TubocurarineNeuronal acetylcholine receptor subunit alpha-2target
TubocurarineAcetylcholinesterasetarget
Tubocurarine5-hydroxytryptamine receptor 3Atarget
TubocurarineSolute carrier family 22 member 1transporter
TubocurarineSolute carrier family 22 member 2transporter
TubocurarineNeuronal acetylcholine receptor subunit alpha-7target
TubocurarineCholinesteraseenzyme
DecamethoniumNeuronal acetylcholine receptor subunit alpha-2target
DecamethoniumAcetylcholinesterasetarget
DecamethoniumCholinesteraseenzyme
DecamethoniumNeuronal acetylcholine receptor subunit alpha-4target
DecamethoniumNeuronal acetylcholine receptor subunit beta-2target
OxtriphyllinecGMP-inhibited 3',5'-cyclic phosphodiesterase Atarget
OxtriphyllinecAMP-specific 3',5'-cyclic phosphodiesterase 4Atarget
OxtriphyllineAdenosine receptor A2atarget
OxtriphyllineAdenosine receptor A1target
OxtriphyllineCytochrome P450 1A2enzyme
OxtriphyllineSolute carrier family 22 member 7transporter
OxtriphyllineHistone deacetylase 2target
MetocurineNeuronal acetylcholine receptor subunit alpha-2target
MetocurineMuscarinic acetylcholine receptor M2target
NeostigmineAcetylcholinesterasetarget
NeostigmineCholinesteraseenzyme
Choline magnesium trisalicylateProstaglandin G/H synthase 1target
Choline magnesium trisalicylateProstaglandin G/H synthase 2target
Platelet Activating FactorGanglioside GM2 activatortarget
Platelet Activating FactorP-glycoprotein 1transporter
Platelet Activating FactorPlatelet-activating factor receptortarget
N,N,N-Trimethyl-2-(phosphonooxy)ethanaminiumC-reactive proteintarget
N,N,N-Trimethyl-2-(phosphonooxy)ethanaminiumEpididymal sperm-binding protein 1target
N,N,N-Trimethyl-2-(phosphonooxy)ethanaminiumGamma-hemolysin component Btarget
ButyrylthiocholineCholinesterasetarget
ButyrylthiocholineCholinesteraseenzyme
C31GGag-Pol polyproteintarget
C31GCD9 antigentarget
PerifosineRAC-alpha serine/threonine-protein kinasetarget
PerifosineMitogen-activated protein kinase 1target
PerifosineProtein kinase C alpha typetarget
MethacholineMuscarinic acetylcholine receptor M3target
Glycine betaineCholinesteraseenzyme
Glycine betaineProline dehydrogenase 1, mitochondrialenzyme
Glycine betaineApoptosis regulator Bcl-2target
TetraethylammoniumSolute carrier family 22 member 1transporter
TetraethylammoniumSolute carrier family 22 member 2transporter
TetraethylammoniumSolute carrier family 22 member 3transporter
TetraethylammoniumSolute carrier family 22 member 4transporter
TetraethylammoniumSolute carrier family 22 member 5transporter
TetraethylammoniumSolute carrier family 22 member 8transporter
TetraethylammoniumpH-gated potassium channel KcsAtarget
TetraethylammoniumNeuronal acetylcholine receptor subunit alpha-9target
TetraethylammoniumCalcium-activated potassium channel subunit alpha-1target
TetraethylammoniumPotassium voltage-gated channel subfamily A member 1target
TetraethylammoniumMultidrug and toxin extrusion protein 1transporter
AcetylcarnitineSolute carrier family 22 member 5transporter
AcetylcarnitineSolute carrier family 22 member 21transporter
HexamethoniumNeuronal acetylcholine receptor subunit alpha-2target
MiltefosinePhospholipase D1enzyme
MiltefosineP-glycoprotein 1target
ButylscopolamineMuscarinic acetylcholine receptor M3target
ButylscopolamineMuscarinic acetylcholine receptor M2target
Choline salicylateCholine-phosphate cytidylyltransferase Btarget
Choline salicylateAcetylcholinesterasetarget
Choline salicylateCholine-phosphate cytidylyltransferase Atarget
Choline salicylatePhospholipase D2target
Choline salicylateCholinesterasetarget
Choline salicylatePhospholipase D1target
Choline salicylateSolute carrier family 22 member 2transporter
Choline salicylateSolute carrier family 22 member 1transporter
Choline salicylateSolute carrier family 22 member 3transporter
Choline salicylateSolute carrier family 22 member 5transporter
Choline salicylateSolute carrier family 22 member 4transporter
Choline salicylateCholine/ethanolaminephosphotransferase 1enzyme
Choline salicylateCholine transporter-like protein 1transporter
Choline salicylateCholine transporter-like protein 4transporter
Choline salicylateCholine transporter-like protein 3transporter
Choline salicylateCholine/ethanolamine kinaseenzyme
Choline salicylateCholine O-acetyltransferaseenzyme
Choline salicylateCholine kinase alphaenzyme
Choline salicylateCholine dehydrogenase, mitochondrialenzyme
Choline salicylateHigh affinity choline transporter 1transporter
Choline salicylateNeuronal acetylcholine receptor subunit alpha-7target
CiticolineLicC proteintarget
DidecyldimethylammoniumCyclopropane mycolic acid synthase 2target
DidecyldimethylammoniumPhospholipid membranetarget
MethanthelineMuscarinic acetylcholine receptor M1target
MethanthelineHistamine H2 receptortarget
MethanthelineMuscarinic acetylcholine receptor M2target
MethanthelineMuscarinic acetylcholine receptor M3target
MethanthelineMuscarinic acetylcholine receptor M4target
MethanthelineMuscarinic acetylcholine receptor M5target
MethanthelineAcetylcholinesteraseenzyme
Betaine aldehydeGamma-aminobutyraldehyde dehydrogenasetarget
LauryldimethylbetaineAppA proteintarget