Dequalinium

Dequalinium chloride

Names
IUPAC name 1,1'-decane-1,10-diylbis(4-amino-2-methylquinolinium) decyl]-2-methyl-4-quinolin-1-iumamine dichloride
Identifiers
ChEBI	CHEBI:31466
ChEMBL	ChEMBL333826 ChEMBL121663
ChemSpider	2886
DrugBank	DB04209
IUPHAR/BPS	2313
Jmol 3D model	Interactive image
MeSH	Dequalinium
PubChem	10649
UNII	E7QC7V26B8
InChI 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 Key: PCSWXVJAIHCTMO-UHFFFAOYSA-P InChI=1/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 Key: PCSWXVJAIHCTMO-SKRXCDHZAO
SMILES c12ccccc1c(cc([n+]2CCCCCCCCCC[n+]4c3ccccc3c(N)cc4C)C)N
Properties
Chemical formula	C30H40Cl2N4
Molar mass	527.58 g·mol^−1
Pharmacology
ATC code	D08AH01 (WHO) G01AC05 (WHO), R02AA02 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dequalinium is a quaternary ammonium cation commonly available as the dichloride salt. The bromide, iodide, acetate, and undecenoate salts are known as well. Dequalinium chloride is the active ingredient of several medications:

Dequadin an antiseptic and disinfectant. It is a topical bacteriostat. It is used in wound dressings and mouth infections and may also have antifungal action. It may cause skin ulceration.

Fluomizin, vaginal tablets containing 10 mg dequalinium chloride, are used for treating vaginal bacterial conditions (i.e. Bacterial Vaginosis and aerobic vaginitis).

The dequalinium dication is symmetrical, containing two quaternary quinolinium units linked by an N-decylene chain.

Applications

Dequalinium salts may be used to treat malaria.^[1] As dequalinium chloride, it can be used in lozenges to cure sore throats however while this is effective in vitro, it is not effective in cases of streptococci infections ^[2]

References

1. "US Patent 4946849". United States Patents and Trademarks Office (USPTO). 10 October 1989. Retrieved 2008-03-15.
2. Krämer W. (1977). "[Treatment of tonsilitis with dequalinium chloride]". Fortschr. Med. (in German) 95 (16): 1108–10. PMID 856702.

Further reading

• Gamboa-Vujicic, Gisela; Emma, Dennis A.; Liao, Shu Y.; Fuchtner, Carlos; Manetta, Alberto (1993). "Toxicity of the mitochondrial poison dequalinium chloride in a murine model system". Journal of Pharmaceutical Sciences 82 (3): 231–5. doi:10.1002/jps.2600820302. PMID 8450414.

External links

• International Mark - Fluomizin(804560)
• Medinova Fluomizin
• Comparative Study of Efficacy of 10 mg Dequalinium Chloride (Fluomizin) in the Local Treatment of Bacterial Vaginosis