Benzethonium chlorideProduct ingredient for Benzethonium

Name
Benzethonium chloride
Drug Entry
Benzethonium

Benzethonium is a synthetic quaternary ammonium salt with surfactant, antiseptic, and broad spectrum antimicrobial properties. Its salt form, benzethonium chloride, is primarily used as a skin disinfectant at concentrations of 0.1-0.2 %, which are safe and effective concentrations for the compound specified by the U.S. Food and Drug Administration (FDA). It is additionally found in cosmetics and toiletries such as mouthwashes and anti-itch ointments. It is shown to be effective in mediating its antimicrobial action against bacteria, fungi, mold and viruses. There is evidence that benzethonium acts as a spermatocide but may cause vaginal irritation 2. Benzethonium was identified as a novel cancer-specific compound by cell-based small-molecule screen 1.

Accession Number
DBSALT001519
Structure
Thumb
Synonyms
Bencetonio cloruro
UNII
PH41D05744
CAS Number
121-54-0
Weight
Average: 448.09
Monoisotopic: 447.2904073
Chemical Formula
C27H42ClNO2
InChI Key
UREZNYTWGJKWBI-UHFFFAOYSA-M
InChI
InChI=1S/C27H42NO2.ClH/c1-26(2,3)22-27(4,5)24-13-15-25(16-14-24)30-20-19-29-18-17-28(6,7)21-23-11-9-8-10-12-23;/h8-16H,17-22H2,1-7H3;1H/q+1;/p-1
IUPAC Name
benzyldimethyl(2-{2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy}ethyl)azanium chloride
SMILES
[Cl-].CC(C)(C)CC(C)(C)C1=CC=C(OCCOCC[N+](C)(C)CC2=CC=CC=C2)C=C1
External Links
KEGG Compound
C12539
ChemSpider
8165
ChEBI
31264
ChEMBL
CHEMBL221753
Wikipedia
Benzethonium_chloride
Predicted Properties
PropertyValueSource
Water Solubility7.29e-06 mg/mLALOGPS
logP2.99ALOGPS
logP2.37ChemAxon
logS-7.8ALOGPS
pKa (Strongest Acidic)17.31ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.46 Å2ChemAxon
Rotatable Bond Count12ChemAxon
Refractivity139 m3·mol-1ChemAxon
Polarizability51.31 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon