ContaminantDB: DEQUALINIUM

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-06-03 10:26:15 UTC

Update Date

2016-11-09 01:22:49 UTC

Accession Number

CHEM042929

Identification

Common Name

DEQUALINIUM

Class

Small Molecule

Description

Dequalinium is a quaternary ammonium cation that contains two quaternary quinolinium units linked by an N-decylene chain. It is an antiseptic and disinfectant agent with a broad bactericidal and fungicidal activity. It is most commonly available as a dichloride salt but is available as other various salts as well. It is used in wound dressings and mouth infections and may also have antifungal action, but may associate with skin ulceration. Dequalinium chloride is used as an active ingredient in tablets as Fluomizin for vaginal bacterial infections and in topical bacteriostat formulation as Dequadin. It has been studied for use in treatment of malaria and acute promyelocytic leukemia. Its multiple mode of action is thought to reduce the risk of resistance of pathogens.

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acetate, dequalinium	MeSH
Dequalinium dichloride	MeSH
Dequalinium diundecenoate	MeSH
Di-10-undecenoate, dequalinium	MeSH
Diiodide, dequalinium	MeSH
Ravensberg brand OF dequalinium chloride	MeSH
Wellspring brand OF dequalinium chloride	MeSH
Ratiopharm brand OF dequalinium chloride	MeSH
Allen and hanburys brand OF dequalinium chloride	MeSH
Chloride, dequalinium	MeSH
Dequalinium diacetate	MeSH
Dequalinium dibromide	MeSH
Dequalinium diiodide	MeSH
Dibromide, dequalinium	MeSH
Dichloride, dequalinium	MeSH
Diundecenoate, dequalinium	MeSH
Dynexan-MHP	MeSH
Evazol	MeSH
Fluomycin	MeSH
Labosept	MeSH
Maltyl	MeSH
Nourypharma brand OF dequalinium chloride	MeSH
Vemedia brand OF dequalinium chloride	MeSH
Dequalinium acetate	MeSH
Dequalinium chloride	MeSH
Dequalinium di-10-undecenoate	MeSH
Gargilon	MeSH
Gurgellösung-ratiopharm	MeSH
Sorot	MeSH
Boots brand OF dequalinium chloride	MeSH
Decamine	MeSH
Diacetate, dequalinium	MeSH
Dynexan MHP	MeSH
Inibsa brand OF dequalinium chloride	MeSH
LAB brand OF dequalinium chloride	MeSH
Merckle brand OF dequalinium chloride	MeSH
Solvidont	MeSH
Dequadin	MeSH
Gurgellösung ratiopharm	MeSH

Chemical Formula

C₃₀H₄₀N₄

Average Molecular Mass

456.665 g/mol

Monoisotopic Mass

456.325 g/mol

CAS Registry Number

522-51-0

IUPAC Name

4-amino-1-[10-(4-amino-2-methylquinolin-1-ium-1-yl)decyl]-2-methylquinolin-1-ium

Traditional Name

dequadin

SMILES

CC1=CC(N)=C2C=CC=CC2=[N+]1CCCCCCCCCC[N+]1=C(C)C=C(N)C2=C1C=CC=C2

InChI Identifier

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

InChI Key

PCSWXVJAIHCTMO-UHFFFAOYSA-P

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Aminoquinolines and derivatives

Direct Parent

4-aminoquinolines

Alternative Parents

Substituents

4-aminoquinoline
Aminopyridine
Methylpyridine
Pyridine
Pyridinium
Benzenoid
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Amine
Primary amine
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinolinium ion (CHEBI:41872 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	4.8e-07 g/L	ALOGPS
logP	0.16	ALOGPS
logP	-3.6	ChemAxon
logS	-9	ALOGPS
pKa (Strongest Basic)	-0.34	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	59.8 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	147 m³·mol⁻¹	ChemAxon
Polarizability	56.76 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000900000-b410aa8320788e0121ad	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0000900000-6fd0839920f898a16a8d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-6940700000-2a368941c2a82c7d54ec	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-0e043bdb7cec8745f3dd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0000900000-ec6da12c558c39cc466a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0300900000-e5851b57100152f29b81	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB04209

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Dequalinium

Chemspider ID

Not Available

ChEBI ID

41872

PubChem Compound ID

2993

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

DEQUALINIUM (CHEM042929)

Structure for CHEM042929: DEQUALINIUM