Dequalinium

Dequalinium is a quaternary ammonium cation and bolaamphiphile 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:

Dequalinium chloride

Names
IUPAC name 1,1'-decane-1,10-diylbis(4-amino-2-methylquinolinium) decyl]-2-methyl-4-quinolin-1-iumamine dichloride
Identifiers
3D model (JSmol)	Interactive image
ChEBI	CHEBI:31466^N
ChEMBL	ChEMBL333826^N ChEMBL121663^Y
ChemSpider	2886^Y
DrugBank	DB04209^Y
ECHA InfoCard	100.007.575
IUPHAR/BPS	2313
MeSH	Dequalinium
PubChem CID	2993
UNII	E7QC7V26B8^Y
CompTox Dashboard (EPA)	DTXSID3045144
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^Y Key: PCSWXVJAIHCTMO-UHFFFAOYSA-P^Y 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	C30H40N4
Molar mass	456.678 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).
N verify (what is ^YN ?)
Infobox references

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 tonsillitis, but this 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