ψ 
ψ 
ψ 
Quaternary Ammonium Compounds 
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.  general or unspecified; prefer specifics; DF: AMMONIUM CPDS   
See Also Quinolinium Compounds; Pyridinium Compounds
Other names Ammonium Compounds; Ammonium Compounds, Quaternary; Ammonium; Ammonium CompoundsDrugs* : AMMONIUM
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
tetramethylammonium  51-92-3   *Quaternary Ammonium Compounds. 
Pharma Action Ganglionic Stimulants
Acta Physiol Pharm Bulg 2(1):39;1976; Biochim Biophys Acta 1980;625(2):356; Exp Cell Res 88(1):24;1974; Gen Pharmacol 8:355;1977; J Biol Chem 253(21):7924;1978; J Physiol (Lond) 278;177;1978
1,2-dioleoyloxy-3-(trimethylammonium)propane  113669-21-9   *Quaternary Ammonium Compounds *Fatty Acids, Monounsaturated. 
Pharma Action Fluorescent Dyes
Biochemistry 1991;30(30):7491
FM1 43  0   *Quaternary Ammonium Compounds *Pyridinium Compounds. 
Pharma Action Fluorescent Dyes
Proc R Soc Lond B Biol Sci 1994 Jan 22;255(1342):61-6; Science 1992 Jan 10;255(5041):200-03
tetrabutylammonium  10549-76-5   *Quaternary Ammonium Compounds. 
Pharma Action Detergents
Clin Chem 1980;26(3):524; J Nutr 1980;110(2):248; Proc Soc Exp Biol Med 146(1):85;1974; Proc Soc Exp Biol Med 52(2):221;1976
dimethyldioctadecylammonium  14357-21-2 1-Octadecanaminium, N,N-dimethyl-N-octadecyl  *Quaternary Ammonium Compounds. 
Pharma Action Adjuvants, Immunologic ; Anti-Infective Agents ; Surface-Active Agents
Can Med Assoc J 1980;122(7):780; Cancer Res 38(7):2052;1978; Cell Immunol 1980;49(2):329; Immunology 33:391;1977; Infect Immunol 1980;27(1):87; Jpn J Med Sci Biol 31(4):361;1978; Life Sci 22:1447;1978
ferric ammonium citrate  1185-57-5   *Quaternary Ammonium Compounds *Ferric Compounds.  J Biol Stand 4:353;1976; J Biol Stand 5(4):341;1977; J Clin Microbiol 1980;11(2):190
methylnaltrexone  83387-25-1   Quaternary Ammonium Compounds Naltrexone/*analogs & derivatives. 
Pharma Action Narcotic Antagonists
Brain Res 1981;221(2):432; J Pharmacol Exp Ther 1981;217(3):652
clofilium  68379-02-2 Benzenebutanaminium, 4-chloro-N,N-diethyl-N-heptyl  *Quaternary Ammonium Compounds Potassium Channels/antagonists & inhibitors. 
Pharma Action Anti-Arrhythmia Agents
Life Sci 25(16):1397;1979
FM 4-64  0   *Quaternary Ammonium Compounds *Pyridinium Compounds. 
Pharma Action Fluorescent Dyes
J Cell Biol 1995 Mar;128(5):779-92
dodecyltrimethylammonium  10182-91-9 N,N,N-trimethyl-1-dodecanaminium  *Quaternary Ammonium Compounds. 
Pharma Action Detergents ; Surface-Active Agents
Appl Environ Microbiol 38(2):314;1979; Biochem J 147(2):229;1975; Circ Res 44(1):95;1979; Indian J Biochem Biophys 1979;16(4):236
methylnaloxonium  73232-50-5   Quaternary Ammonium Compounds Naloxone/*analogs & derivatives.  J Pharmacol Exp Ther 1984;229(2):481
poly-N,N-dimethyl-N,N-diallylammonium chloride  26062-79-3 2-Propen-1-aminium, N,N-dimethyl-N-2-propenyl-, chloride, homopolymer  *Quaternary Ammonium Compounds *Polyethylenes Air Pollutants Buffers.  Lab Delo 1984;(2):75
N-(1-(2,3-dioleyloxy)propyl)-N,N,N-trimethylammonium  104162-48-3   *Quaternary Ammonium Compounds.  Proc Natl Acad Sci USA 1987;84(21):7413
didodecyldimethylammonium  13146-86-6   *Quaternary Ammonium Compounds.  Mol Immunol 1985;22(5):609
ammonium ferrous sulfate  19864-63-2   *Quaternary Ammonium Compounds *Ferrous Compounds.  Pharmacol Biochem Behavior 1982;17(Suppl 1):43
zwittergent 3-12  14933-08-5   *Quaternary Ammonium Compounds. 
Pharma Action Detergents
Experientia 1982;38(4):434
octylonium  26095-59-0   *Quaternary Ammonium Compounds. 
Pharma Action Calcium Channel Blockers ; Gastrointestinal Agents ; Parasympatholytics ; Muscarinic Antagonists
Boll Chim Farm 115(7):508;1976
ammonium fluoride  12125-01-8   *Quaternary Ammonium Compounds *Fluorides. 
Pharma Action Mutagens
Zentralbl Bakteriol (Naturwiss) 1979;134(8):748
brilliant green  633-03-4   *Quaternary Ammonium Compounds. 
Pharma Action Anti-Infective Agents, Local ; Coloring Agents
Am J Dis Child 131(2):178;1977; Ann Soc Belg Med Trop 1979;59(2):117; Pharmazie 33(1):86;1978
denatonium benzoate  3734-33-6   *Quaternary Ammonium Compounds.  Contact Dermititis 1980;6(7):466
Ethonium  21954-74-5 N,N'-bis(2-(decyloxy)-2-oxoethyl)-N,N,N',N'-tetramethyl-1,2-ethanediaminium  *Quaternary Ammonium Compounds Ointments. 
Pharma Action Anti-Infective Agents ; Anti-Inflammatory Agents, Non-Steroidal ; Anti-Ulcer Agents ; Antifungal Agents ; Antioxidants ; Cariostatic Agents ; Surface-Active Agents ; Cyclooxygenase Inhibitors
Antibiotiki 17(11):1011;1972; Antibiotiki 24(7):514;1979; Farmakol Toksikol 40(2):219;1977; Farmatsiia 1979;28(5):50; Farmatsiia 24(1):93;1975; Klin Khir 1:49;1979; Mikrobiol Zh 40(1):76;1978; Probl Endokrinol 23(4):108;1977; Stomatol Z 2:70;1978; Ter Arkh 50(3):49;1978; Vrach Delo 1980;(3):118; Vrach Delo 3:4;1977; Zh Ushn Nos Gorl Bolezn 1979;(5):66; Zh Ushn Nos Gorl Bolezn 26(4):91;1976; Zh Ushn Nos Gorl Bolezn 6:79;1975
(3-dimyristyloxypropyl)(dimethyl)(hydroxyethyl)ammonium  153312-64-2   *Quaternary Ammonium Compounds *Lipids.  Hum Gene Ther 1993 Dec;4(6):781-8
phenyltrimethylammonium  3426-74-2 Benzenaminium, N,N,N-trimethyl  *Quaternary Ammonium Compounds. 
Pharma Action Indicators and Reagents
Ann Clin Lab Sci 5(1):59;1975; Eur J Pharmacol 61(2):195;1980; J Chromatogr 116(2):321;1976; J Forensic Sci 23(1):14;1978
TAK 779  229005-80-5   *Amides *Quaternary Ammonium Compounds Receptors, CCR5/antagonists & inhibitors HIV Fusion Inhibitors.  Proc Natl Acad Sci U S A 1999 May 11;96(10):5698-703
tetrapentylammonium  15959-61-2   *Quaternary Ammonium Compounds.  Anal Chem 1980;52(11):1610
ammonium perchlorate  7790-98-9   *Quaternary Ammonium Compounds *Perchloric Acid.  Vet Med Nauki 1987;24(4):27
tridodecylmethylammonium  7173-54-8   *Quaternary Ammonium Compounds.  J Thorac Cardiovasc Surg 75(2):227;1978; Johns Hopkins Med J 1979;145(6):230; Med Prog Technol 5(2):51;1977; NY State J Med 74(13):2412;1974
pentamine  60-30-0   *Quaternary Ammonium Compounds. 
Pharma Action Ganglionic Blockers
Farmakol Toksikol 1984;47(1):57
decyltrimethylammonium  15053-09-5   *Quaternary Ammonium Compounds. 
Pharma Action Surface-Active Agents
J Nat Cancer Inst 58(2):409;1977
didecyldimethylammonium  20256-56-8 1-decanaminium, N-decyl-N,N-dimethyl  *Quaternary Ammonium Compounds.  Appl Environ Microbiol 1980;40(1):62; Appl Environ Microbiol 1980;40(4):697
tri-n-butylmethylammonium  3085-79-8   *Quaternary Ammonium Compounds.  Biochem Pharmacol 1984;33(24):3977
silver diamine fluoride  33040-28-7 diamminefluorosilver  *Quaternary Ammonium Compounds Root Canal Therapy.  Dental Outlook 1978;52(4):725
T 61  66424-27-9 4,4'-methylenebis(N,N,N-trimethylcyclohexanaminium), diiodide, mixt. with 2-(dimethylamino)ethyl 4-(butylamino)benzoate monohydrochloride, N,N-dimethylformamide & N-(2-ethyl-2-(3-methoxyphenyl)butyl)-4-hydroxybutanamide  *Amides *Quaternary Ammonium Compounds *Tetracaine Drug Combinations.  J Am Vet Med Assoc 172(2):149;1978; Lab Anim Sci 28(4):448;1978
tetrapropylammonium  13010-31-6   *Quaternary Ammonium Compounds.  Nucleic Acids Res 1987;15(9):3907
FM2 10  0   *Quaternary Ammonium Compounds *Pyridinium Compounds.  Proc R Soc Lond B Biol Sci 1994 Jan 22;255(1342):61-6
trioctylmethylammonium  5137-55-3   *Quaternary Ammonium Compounds Solvents.  Bull Environ Contam Toxicol 1981;27(3):316; J Chromatogr 1983;257(2):305
diisopropylamine dichloroacetate  660-27-5 diisopropylammonium dichloroacetate  *Quaternary Ammonium Compounds.  Metabolism 26(2):107;1977; Proc Soc Exp Biol Med 149(3):814;1975; Res Commun Chem Pathol Pharmacol 2(4):439;1971
ammonium bromide  12124-97-9   *Quaternary Ammonium Compounds *Bromides.  Nervenarzt 1986;57(12):727
cetyldimethylbenzylammonium  10328-34-4 Benzenemethanaminium, N-hexadecyl-N,N-dimethyl  *Quaternary Ammonium Compounds.  Biochim Biophys Acta 439(1):116;1976; Czas Stomatol 30(5):373;1977; J Biochem (Tokyo) 83(2):371;1978
catamine AB  64365-16-8 Quaternary ammonium compounds, benzyl-C10-18-alkyldimethyl, chlorides  *Quaternary Ammonium Compounds.  Antibiotiki 1981;26(11):847
Bis- 81931-05-7   *Quaternary Ammonium Compounds.  Biophys J 24(1):135;1978; J Gen Physiol 72(6):856;1978; Natl Acad Sci USA 68(8):1820;1971; Nature 266(5600):373;1977
4-(N-maleimido)benzyltrimethylammonium  40748-21-8 benzenemethanaminium, 4-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-N,N,N-trimethyl  *Quaternary Ammonium Compounds.  Cold Spring Harbor Symp Quant Biol 40:203;1975; Methods Enzymol 46:582;1977; Proc Nat Acad Sci USA 70(12):3636;1973
bromotrimethylammoniobimane  75403-48-4 1H,7H-Pyrazolo(1,2-a)pyrazole-3-methanaminium, 5-(bromomethyl)-N,N,N,2,6-pentamethyl-1,7-dioxo  *Quaternary Ammonium Compounds.  Anal Biochem 1980;107(1):1
furtrethonium  7618-86-2   *Quaternary Ammonium Compounds.  Biochim Biophys Acta 1980;97(2):430
IEM 1754  0   *Quaternary Ammonium Compounds Adamantane/*analogs & derivatives Receptors, N-Methyl-D-Aspartate/antagonists & inhibitors.  Mol Pharmacol 1995 Mar;47(3):558-67
(1-(5-dimethylaminonaphthalene)sulfonamido)-n-hexanoic acid-beta-N-trimethylammonium ethyl ester  60837-35-6 Ethanaminium, 2-((6-(((5-(dimethylamino)-1-naphthalenyl)sulfonyl)amino)-1-oxohexyl)oxy)-N,N,N-trimethyl  *Quaternary Ammonium Compounds *Dansyl Compounds.  Eur J Biochem 1980;110(1):35
glycidyl trimethylammonium  3033-77-0   *Quaternary Ammonium Compounds *Epoxy Compounds.  Contact Dermatitis 1985;12(1):61
tetrahexylammonium  20256-54-6   *Quaternary Ammonium Compounds.  Dig Dis Sci 1988;33(4):435
benzoquinonium  7554-16-7   *Quaternary Ammonium Compounds.  J Pharm Sci 64(1):67;1975; Teratology 12(2):131;1975
zwittergent 3-14  14933-09-6   *Quaternary Ammonium Compounds.  Biochimie 1985;67(12):1251
triethylammonium cation  17440-81-2 Ethanamine, N,N-diethyl-, conjugate acid  *Quaternary Ammonium Compounds.  J Histochem Cytochem 1990;38(12):1787
trimethylethylammonium  15302-88-2   *Quaternary Ammonium Compounds.  Experientia 1983;39(11):1264
Victoria blue BO  2390-60-5   *Quaternary Ammonium Compounds.  Photochem Photobiol 1993 Sep;58(3):356-61
Triple Dye  39389-84-9 N-(4-((4-(diethylamino)phenyl)phenylmethylene)- 2,5-cyclohexadien-1-ylidene)-N-ethylethanaminium,sulfate (1:1), mixt. with 3,6-acridinediamine sul(1:1) & N-(4-(bis(4-dimethylamino)phenyl)methylene)-2,5-cyclohexadien-1-ylidene-N-methyl methanaminium chlor  *Quaternary Ammonium Compounds *Gentian Violet *Proflavine Drug Combinations.  Am J Dis Child 131:178;1977; Am J Epidemiol 109(2):218;1979
N-methylacridine  13367-81-2 Acridinium, 10-methyl  *Acridines Quaternary Ammonium Compounds.  Biochim Biophys Acta 1980;613(2):420; Biochim Biophys Acta 525(1):112;1978; Eur J Biochem 59(1):295;1975; J Biol Chem 252(20):7200;1977
ichthammol  8029-68-3 Ichthammol  *Quaternary Ammonium Compounds. 
Scope mouthwash  0   *Quaternary Ammonium Compounds *Cetylpyridinium Drug Combinations.  J Can Dent Assoc 1995 Jun;61(6):511-6
DMP-504  0   *Quaternary Ammonium Compounds *Polymers.  Pharm Dev Technol 1997 Aug;2(3):233-41
IEM 1925  0   *Quaternary Ammonium Compounds *Diamines.  Br J Pharmacol 2000 Jan;129(2):265-74
denatonium chloride  1674-99-3   *Quaternary Ammonium Compounds.  Naturwissenschaften 1984;71(8):428
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