Benzethonium chloride

Benzethonium chloride
Names


Preferred IUPAC name N-Benzyl-N,N-dimethyl-2-{2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy}ethanaminium chloride
Systematic IUPAC name Benzyldimethyl(2-{2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy}ethyl)azanium chloride
Identifiers
CAS Number	121-54-0^Y
3D model (Jmol)	Interactive image Interactive image
Beilstein Reference	3898548
ChEBI	CHEBI:31264^N
ChemSpider	8165^Y
ECHA InfoCard	100.004.073
EC Number	204-479-9
KEGG	D01140^Y
MeSH	Benzethonium
PubChem CID	8478
RTECS number	BO7175000
UNII	PH41D05744^Y
UN number	2923
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^Y Key: UREZNYTWGJKWBI-UHFFFAOYSA-M^Y InChI=1/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 Key: UREZNYTWGJKWBI-REWHXWOFAF
SMILES [Cl-].CC(C)(C)CC(C)(C)c1ccc(OCCOCC[N+](C)(C)Cc2ccccc2)cc1 [Cl-].CC(C)(C)CC(C)(C)C1=CC=C(OCCOCC[N+](C)(C)CC2=CC=CC=C2)C=C1
Properties
Chemical formula	C₂₇H₄₂ClNO₂
Molar mass	448.09 g·mol⁻¹
Melting point	163 °C (325 °F; 436 K)
Solubility in water	40 g dm⁻³ (at 20 °C)
Pharmacology
ATC code	D08AJ08 (WHO) R02AA09 (WHO)
Routes of administration	topical
Legal status	US: OTC
Hazards
GHS pictograms
GHS signal word	Danger
GHS hazard statements	H301, H314, H400
GHS precautionary statements	P273, P280, P305+351+338, P310
EU classification (DSD)	Xn
R-phrases	R22 R37/38 R41
S-phrases	S26 S36/39
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is ^YN ?)
Infobox references

Benzethonium chloride, also known as hyamine is a synthetic quaternary ammonium salt. This compound is an odorless white solid, soluble in water. It has surfactant, antiseptic, and anti-infective properties, and it is used as a topical antimicrobial agent in first aid antiseptics. It is also found in cosmetics and toiletries such as mouthwashes, anti-itch ointments, and antibacterial moist towelettes. Benzethonium chloride is also used in the food industry as a hard surface disinfectant.

Benzethonium chloride exhibits a broad spectrum of microbiocidal activity against bacteria, fungi, mold and viruses. Independent testing shows that benzethonium chloride is highly effective against such pathogens as methicillin-resistant Staphylococcus aureus, Salmonella, Escherichia coli, Clostridium difficile, hepatitis B virus, hepatitis C virus, herpes simplex virus (HSV), human immunodeficiency virus (HIV), respiratory syncytial virus (RSV), and norovirus.

The US Food and Drug Administration (FDA) specifies that the safe and effective concentrations for benzethonium chloride are 0.1-0.2% in first aid products. Aqueous solutions of benzethonium chloride are not absorbed through the skin. It is not approved in the US and Europe for use as a food additive. Being a quaternary ammonium salt, it is more toxic than negatively charged surfactants. However, in a two-year study on rats, there was no evidence of carcinogenic activity.

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