Benzethonium Chloride | Hyamine | CAS#121-54-0 | CAS#10172-60-8 | Synthetic Quaternary Ammonium Salt | Antimicrobial Agent

MedKoo Cat#: 531006 | Name: Benzethonium Chloride

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Benzethonium Chloride, also known as Hyamine, is synthetic quaternary ammonium salt that has surfactant, antiseptic, and anti-infective properties. Benzethonium Chloride is commonly used as a topical antimicrobial agent. Benzethonium chloride exhibited concentration-dependent inhibitions of HERG channel currents with IC(50) values of 4nM and 17nM, respectively, which were also voltage-dependent and use-dependent. Benzethonium Chloride shifted the channel activation I-V curves in a hyperpolarized direction for 10-15mV and accelerated channel activation and inactivation processes by 2-fold.

Chemical Structure

Benzethonium Chloride

CAS#121-54-0 (chloride)

Theoretical Analysis

MedKoo Cat#: 531006

Name: Benzethonium Chloride

CAS#: 121-54-0 (chloride)

Chemical Formula: C27H42ClNO2

Exact Mass: 0.0000

Molecular Weight: 448.09

Elemental Analysis: C, 72.37; H, 9.45; Cl, 7.91; N, 3.13; O, 7.14

Price and Availability

Size	Price	Availability	Quantity
25g	USD 250.00	2 Weeks
100g	USD 450.00	2 Weeks

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Related CAS #

121-54-0 (chloride) 10172-60-8 (cation)

Synonym

Benzethonium Chloride, Benzethonium Cl, Hyamine, Benzethonium, Solamine, Disilyn

IUPAC/Chemical Name

N-benzyl-N,N-dimethyl-2-(2-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)ethoxy)ethan-1-aminium chloride

InChi Key

UREZNYTWGJKWBI-UHFFFAOYSA-M

InChi Code

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

SMILES Code

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

Appearance

White to off-white crystalline powder.

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Certificate of Analysis

View CoA: current batch, Lot#A22M09B17

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 448.09 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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PubMed PMID: 23313619; PubMed Central PMCID: PMC4884629. 5: Dao H Jr, Fricker C, Nedorost ST. Sensitization prevalence for benzalkonium chloride and benzethonium chloride. Dermatitis. 2012 Jul-Aug;23(4):162-6. doi: 10.1097/DER.0b013e318260d78d. PubMed PMID: 22828255. 6: Rafsanjany N, Sendker J, Lechtenberg M, Petereit F, Scharf B, Hensel A. Traditionally used medicinal plants against uncomplicated urinary tract infections: Are unusual, flavan-4-ol- and derhamnosylmaysin derivatives responsible for the antiadhesive activity of extracts obtained from stigmata of Zea mays L. against uropathogenic E. coli and Benzethonium chloride as frequent contaminant faking potential antibacterial activities? Fitoterapia. 2015 Sep;105:246-53. doi: 10.1016/j.fitote.2015.07.014. Epub 2015 Jul 22. PubMed PMID: 26210697. 7: Benjamin B, Chris F, Salvador G, Melissa G, Susan N. Visual and confocal microscopic interpretation of patch tests to benzethonium chloride and benzalkonium chloride. 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Benzethonium increases the cytotoxicity of S(+)-ketamine in lymphoma, neuronal, and glial cells. Anesth Analg. 2010 Dec;111(6):1389-93. doi: 10.1213/ANE.0b013e3181f690e4. Epub 2010 Oct 1. PubMed PMID: 20889936. 11: Zaman Z, Speeleveld E, Sneyers L, Desmet K. Inhibition of acetylcholine esterase and choline esterase by benzethonium chloride and avoidance of the benzethonium chloride carry-over inhibitory effect. Eur J Clin Chem Clin Biochem. 1997 Aug;35(8):603-7. PubMed PMID: 9298350. 12: Kopecký F, Kopecká B, Kaclík P. [Properties of benzethonium chloride in micellar solutions and the effect of added sodium chloride]. Ceska Slov Farm. 2006 Jul;55(4):175-80. Czech. PubMed PMID: 16921736. 13: Tsujihama M. [Cytotoxicity of benzethonium chloride on cultured mammalian cells]. Shigaku. 1989 Apr;76(7):1339-51. Japanese. PubMed PMID: 2761957. 14: Lang E, Jilani K, Zelenak C, Pasham V, Bobbala D, Qadri SM, Lang F. Stimulation of suicidal erythrocyte death by benzethonium. Cell Physiol Biochem. 2011;28(2):347-54. doi: 10.1159/000331751. Epub 2011 Aug 16. PubMed PMID: 21865743. 15: Compton FH, Beagrie GS. Inhibitory effect of benzethonium and zinc chloride mouthrinses on human dental plaque and gingivitis. J Clin Periodontol. 1975 Feb;2(1):33-43. PubMed PMID: 1094034. 16: Said J, Walker M, Parsons D, Stapleton P, Beezer AE, Gaisford S. An in vitro test of the efficacy of an anti-biofilm wound dressing. Int J Pharm. 2014 Oct 20;474(1-2):177-81. doi: 10.1016/j.ijpharm.2014.08.034. Epub 2014 Aug 21. PubMed PMID: 25151435. 17: Fukuda S. [Assessment of the carcinogenic hazard of 6 substances used in dental practices. (1) Morphological transformation, DNA damage and sister chromatid exchanges in cultured Syrian hamster embryo cells induced by carbol camphor, eugenol, thymol, EDTA, benzalkonium chloride and benzethonium chloride]. Shigaku. 1987 Feb;74(6):1365-84. Japanese. PubMed PMID: 3146742. 18: Iwamura Y, Hayashi J, Sato T, Sato S, Murakami T, Fujimura T, Sasaki Y, Okada K, Takahashi E, Kikuchi T, Aino M, Noguchi T, Shimazaki Y, Mitani A, Fukuda M. Assessment of oral malodor and tonsillar microbiota after gargling with benzethonium chloride. J Oral Sci. 2016;58(1):83-91. doi: 10.2334/josnusd.58.83. PubMed PMID: 27021544. 19: Yip KW, Mao X, Au PY, Hedley DW, Chow S, Dalili S, Mocanu JD, Bastianutto C, Schimmer A, Liu FF. Benzethonium chloride: a novel anticancer agent identified by using a cell-based small-molecule screen. Clin Cancer Res. 2006 Sep 15;12(18):5557-69. PubMed PMID: 17000693. 20: Avula B, Dentali S, Khan IA. Simultaneous identification and quantification by liquid chromatography of benzethonium chloride, methyl paraben and triclosan in commercial products labeled as grapefruit seed extract. Pharmazie. 2007 Aug;62(8):593-6. PubMed PMID: 17867553.