DEQ

DEQUALINIUM

Created:2001-08-30
Last modified:  2020-06-05

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Chemical Details

Formal Charge2
Atom Count74
Chiral Atom Count0
Bond Count77
Aromatic Bond Count22
2D diagram of DEQ
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Chemical Component Summary

NameDEQUALINIUM
SynonymsDEQUADIN
Systematic Name (OpenEye OEToolkits)1-[10-(4-amino-2-methyl-quinolin-1-ium-1-yl)decyl]-2-methyl-quinolin-1-ium-4-amine
FormulaC30 H40 N4
Molecular Weight456.665
TypeNON-POLYMER

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs10.04c12ccccc1c(cc([n+]2CCCCCCCCCC[n+]4c3ccccc3c(N)cc4C)C)N
SMILESCACTVS3.341Cc1cc(N)c2ccccc2[n+]1CCCCCCCCCC[n+]3c(C)cc(N)c4ccccc34
SMILESOpenEye OEToolkits1.5.0Cc1cc(c2ccccc2[n+]1CCCCCCCCCC[n+]3c(cc(c4c3cccc4)N)C)N
Canonical SMILESCACTVS3.341 Cc1cc(N)c2ccccc2[n+]1CCCCCCCCCC[n+]3c(C)cc(N)c4ccccc34
Canonical SMILESOpenEye OEToolkits1.5.0 Cc1cc(c2ccccc2[n+]1CCCCCCCCCC[n+]3c(cc(c4c3cccc4)N)C)N
InChIInChI1.03 InChI=1S/C30H38N4/c1-23-21-27(31)25-15-9-11-17-29(25)33(23)19-13-7-5-3-4-6-8-14-20-34-24(2)22-28(32)26-16-10-12-18-30(26)34/h9-12,15-18,21-22,31-32H,3-8,13-14,19-20H2,1-2H3/p+2
InChIKeyInChI1.03 PCSWXVJAIHCTMO-UHFFFAOYSA-P

Drug Info: DrugBank

DrugBank IDDB04209 
NameDequalinium
Groups
  • approved
  • investigational
DescriptionDequalinium is an antibacterial agent with multi-targeted actions. It also possesses antifungal, antiparasitic, antiviral, anticancer, and neuroprotective properties.[A249255] It is a quaternary ammonium compound,[L42190] as it consists of an amphipathic cation with two aminoquinaldinium rings at both ends of a long hydrophobic hydrocarbon chain. Due to its flexible structure, dequalinium was investigated to build drug and gene delivery systems.[A249255] First used as an antiseptic and disinfectant in the 1950s, dequalinium is still found in various OTC products to treat conditions of oral infections and inflammation.[A249255] It is also used in vaginal tablets to treat bacterial vaginosis.[L42190]
Synonyms
  • 1,1'-Decamethylenebis(4-aminoquinaldinium chloride)
  • Decamethylenebis(4-aminoquinaldinium chloride)
  • 1,1'-(1,10-Decanediyl)bis(4-amino-2-methylquinolinium) dichloride
  • Dequalinium iodide
  • Dequalinium chloride
Brand Names
  • Dequadin Oral Paint
  • Dequadin Oral Spray
  • Vablys
  • Dequadin Mint Loz 0.25mg
  • Dequadin Oral Paint .5%
IndicationDequalinium is used in several OTC products to treat mouth infections and inflammation, such as tonsillitis, pharyngitis, and gingivitis.[A249255] As vaginal tablets, dequalinium is indicated for the treatment of bacterial vaginosis in adult women under 55 years of age.[L42190]
Categories
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Anti-Infective Agents, Local
  • Antiseptics and Disinfectants
  • Dermatologicals
ATC-Code
  • D08AH01
  • R02AA02
  • G01AC05
CAS number6707-58-0

Drug Targets

NameTarget SequencePharmacological ActionActions
Small conductance calcium-activated potassium channel protein 1MNSHSYNGSVGRPLGSGPGALGRDPPDPEAGHPPQPPHSPGLQVVVAKSE...unknownblocker
Cyclic nucleotide-gated channel alpha-2MTEKTNGVKSSPANNHNHHAPPAIKANGKDDHRTSSRPHSAADDDTSSEL...unknownblocker
Small conductance calcium-activated potassium channel protein 2MSSCRYNGGVMRPLSNLSASRRNLHEMDSEAQPLQPPASVGGGGGASSPS...unknownblocker
E3 ubiquitin-protein ligase XIAPMTFNSFEGSKTCVPADINKEEEFVEEFNRLKTFANFPSGSPVSASTLARA...unknownantagonist,inhibitor
Cyclic nucleotide-gated channel alpha-1MKNNIINTQQSFVTMPNVIVPDIEKEIRRMENGACSSFSEDDDSASTSEE...unknownblocker
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 2993
ChEMBL CHEMBL333826
ChEBI CHEBI:41872