Benzethonium Chloride

Inquiry

Molecular Formula:

C27H42NO2.Cl

Molecular Weight:

448.08

CAS Number:

121-54-0

Catalog Number:

121-54-0

Product Information

Molecular Formula:

C27H42NO2.Cl

Molecular Weight:

448.08

Description

Benzethonium Chloride is a synthetic quaternary ammonium salt with antimicrobial and surfactant properties. It is commonly used as an antimicrobial agent in cosmetics and disinfectants. It also acts as a potent nAChR inhibitor with IC50 of 49 nM and 122 nM for α4β2 nAChRs and α7 nAChRs, respectively.

Synonyms

Phemeride; Quatrachlor; Hyamine

IUPAC Name

benzyl-dimethyl-[2-[2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy]ethyl]azaniumchloride

Canonical SMILES

CC(C)(C)CC(C)(C)C1=CC=C(C=C1)OCCOCC[N+](C)(C)CC2=CC=CC=C2.[Cl-]

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

InChI Key

UREZNYTWGJKWBI-UHFFFAOYSA-M

Melting Point

160-162°C

Purity

>98%

Density

0.998 g/mL at 20°C

Solubility

1-5 g/100 mL at 18 °C

Appearance

White Solid

Application

Used as a cationic detergent, germicide for cleansing food and dairy utensils, swimming pool algaecide, dandruff-control agent, deodorant, topical antiseptic, spermicide, and astringent; Used as a preservative in cosmetics and pharmaceuticals and as a reagent for determining protein in cerebrospinal fluid.

Storage

Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

Refractive Index

1.5101 at 25 °C

Stability

Stability Stable, but hygroscopic. Incompatible with strong oxidizing agents, soap, anionic detergents, nitrates, acids. Light sensitive.

LogP

3.07640

Decomposition

When heated to decomposition it emits very toxic fumes of /hydrogen choride and nitrogen oxides.

Odor

MILD ODOR

Safety Information

Hazards

H302:
Harmful if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.

Precautionary Statement

P264:
Wash thoroughly after handling.
P270:
Do not eat, drink or smoke when using this product.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312+P330:
IF SWALLOWED:
Call a POISON CENTER or doctor/physician if you feel unwell.
Rinse mouth.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.

Computed Properties

Hydrogen Bond Donor Count

Hydrogen Bond Acceptor Count

Rotatable Bond Count

Exact Mass

447.2904073 g/mol

Monoisotopic Mass

447.2904073 g/mol

Topological Polar Surface Area

18.5Å²

Heavy Atom Count

Formal Charge

Complexity

466

Isotope Atom Count

Defined Atom Stereocenter Count

Undefined Atom Stereocenter Count

Defined Bond Stereocenter Count

Undefined Bond Stereocenter Count

Covalently-Bonded Unit Count

Compound Is Canonicalized

Yes

Patents

Publication Number	Title	Priority Date
EP-3818972-A2	Piroctone olamine granules for use in cosmetic compositions	2021-01-29
US-10882852-B1	3-vinylquinolines as cancer cells inhibitors	2020-07-09
WO-2021053651-A1	Extract of cocculus hirsutus for treatment of covid-19	2020-04-27
US-11021531-B1	Anti-SARS-Cov-2 antibodies derived from 2GHW	2020-03-23
US-11021532-B1	Superhuman anti-SARS-CoV-2 antibodies and uses thereof	2020-03-23
US-11028150-B1	Anti-SARS-CoV-2 antibodies derived from 2DD8	2020-03-23
US-11028167-B1	Anti-SARS-Cov-2 antibodies derived from 3bgf	2020-03-23
US-11034762-B1	Anti-SARS-Cov-2 antibodies derived from CR3022	2020-03-23
US-10980756-B1	Methods of treatment	2020-03-16
EP-3677244-A2	Compositions comprising multilamellar vesicles	2020-02-04

Literatures

PMID	Publication Date	Title	Journal
34592322	2021-11-15	Proarrhythmic effects induced by benzethonium chloride and domiphen bromide in vitro and in vivo	Toxicology and applied pharmacology
32094294	2020-05-01	Pharmacological Characterization of the Novel and Selective α7 Nicotinic Acetylcholine Receptor-Positive Allosteric Modulator BNC375	The Journal of pharmacology and experimental therapeutics
29514330	2018-06-01	Effects of Consumer Antimicrobials Benzalkonium Chloride, Benzethonium Chloride, and Chloroxylenol on Colonic Inflammation and Colitis-Associated Colon Tumorigenesis in Mice	Toxicological sciences : an official journal of the Society of Toxicology
29594315	2018-06-01	Profiling the immunotoxicity of chemicals based on in vitro evaluation by a combination of the Multi-ImmunoTox assay and the IL-8 Luc assay	Archives of toxicology
24052561	2013-12-01	Refining the human iPSC-cardiomyocyte arrhythmic risk assessment model	Toxicological sciences : an official journal of the Society of Toxicology
23792315	2013-08-01	Synthesis, self-aggregation and biological properties of alkylphosphocholine and alkylphosphohomocholine derivatives of cetyltrimethylammonium bromide, cetylpyridinium bromide, benzalkonium bromide (C16) and benzethonium chloride	European journal of medicinal chemistry
23571415	2013-06-01	Structure-based identification of OATP1B1/3 inhibitors	Molecular pharmacology
23313619	2013-03-01	Mechanism of HERG potassium channel inhibition by tetra-n-octylammonium bromide and benzethonium chloride	Toxicology and applied pharmacology
22142417	2012-08-01	Visual and confocal microscopic interpretation of patch tests to benzethonium chloride and benzalkonium chloride	Skin research and technology : official journal of International Society for Bioengineering and the Skin (ISBS) [and] International Society for Digital Imaging of Skin (ISDIS) [and] International Society for Skin Imaging (ISSI)
21387348	2012-07-01	Comparative study on toxic effects induced by oral or intravascular administration of commonly used disinfectants and surfactants in rats	Journal of applied toxicology : JAT

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