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70585 Sigma-Aldrich

Benzethonium chloride

tested according to USP

Synonym: (Diisobutylphenoxyethoxyethyl)dimethylbenzylammonium chloride, Benzethonii chloridum, Phemerol chloride

  • CAS Number 121-54-0

  • Empirical Formula (Hill Notation) C27H42ClNO2

  • Molecular Weight 448.08

  •  Beilstein Registry Number 3898548

  •  EC Number 204-479-9

  •  MDL number MFCD00011742

  •  PubChem Substance ID 24886103

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Properties

Related Categories Ammonium Salts, Biochemicals and Reagents, Cationic Detergents, Chemical Synthesis, Detergents,
description   cationic
pharmacopeia   testing conforms to Pharmacopeia
mp   162-164 °C(lit.)

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Hazard Codes (Europe) 
C,N
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36/37/39-45-61
RIDADR 
UN 2923 6.1(8) / PGIII
WGK Germany 
2
RTECS 
BO7175000

Documents

Certificate of Analysis

Protocols & Articles

Peer-Reviewed Papers

References

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Stimulation of suicidal erythrocyte death by benzethonium. Lang E, Jilani K, Zelenak C, et al. Cell Physiol. Biochem. 28(2), 347-54, (2011)

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Benzethonium increases the cytotoxicity of S(+)-ketamine in lymphoma, neuronal, and glial cells. Braun S, Werdehausen R, Gaza N, et al. Anesth. Analg. 111(6), 1389-93, (2010)

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A facile synthesis of highly water-soluble, core-shell organo-silica nanoparticles with controllable size via sol-gel process. Du H, Hamilton PD, Reilly MA, et al. J. Colloid. Interface Sci. 340(2), 202-8, (2009)

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Magnetic "fishing" assay to screen small-molecule mixtures for modulators of protein-protein interactions. McFadden MJ, Junop MS, and Brennan JD Anal. Chem. 82(23), 9850-7, (2010)

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Validation of a quantitative NMR method for suspected counterfeit products exemplified on determination of benzethonium chloride in grapefruit seed extracts. Bekiroglu S, Myrberg O, Ostman K, et al. J. Pharm. Biomed. Anal. 47(4-5), 958-61, (2008)

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Rapid antibacterial activity of 2 novel hand soaps: evaluation of the risk of development of bacterial resistance to the antibacterial agents. Geraldo IM, Gilman A, Shintre MS, et al. Infect. Control Hosp. Epidemiol. 29(8), 736-41, (2008)

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Direct quantitative bioanalysis of drugs in dried blood spot samples using a thin-layer chromatography mass spectrometer interface. Abu-Rabie P and Spooner N Anal. Chem. 81(24), 10275-84, (2009)

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Is paromomycin an effective and safe treatment against cutaneous leishmaniasis? A meta-analysis of 14 randomized controlled trials. Kim DH, Chung HJ, Bleys J, et al. PLoS Negl. Trop. Dis. 3(2), e381, (2009)

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Identification of specific pluripotent stem cell death--inducing small molecules by chemical screening. Conesa C, Doss MX, Antzelevitch C, et al. Stem Cell Rev. 8(1), 116-27, (2012)

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A novel flow cytometric HTS assay reveals functional modulators of ATP binding cassette transporter ABCB6. Polireddy K, Khan MM, Chavan H, et al. PLoS ONE 7(7), e40005, (2012)

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Convergent synthesis of fluorescence-labeled probes of Annonaceous acetogenins and visualization of their cell distribution. Kojima N, Morioka T, Urabe D, et al. Bioorg. Med. Chem. 18(24), 8630-41, (2010)

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Biocomposite films based on alginate and organically modified clay Tezcan, F., et al. Int. J. Biol. Macromol. 50, 1165, (2012)

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Synthesis of C4-fluorinated solamins and their growth inhibitory activity against human cancer cell lines. Kojima N, Hayashi H, Suzuki S, et al. Bioorg. Med. Chem. Lett. 18(24), 6451-3, (2008)

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Acute otitis externa: an update. Schaefer P and Baugh RF Am. Fam. Physician 86(11), 1055-61, (2012)

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The enhancement effect of three sugar alcohols on the fungicidal effect of benzethonium chloride toward Candida albicans. Ichikawa T, Yano Y, Fujita Y, et al. J. Dent. 36(11), 965-8, (2008)

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High prevalence of qacA/B carriage among clinical isolates of meticillin-resistant Staphylococcus aureus in Malaysia Shamsudin, M., et al. J. Hosp. Infect. 81, 206, (2012)

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Effects of high-dose major components in oral disinfectants on the cell cycle and apoptosis in primary human gingival fibroblasts in vitro. Nomura Y, Bhawal UK, Nishikiori R, et al. Dent. Mater. J. 29(1), 75-83, (2010)

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Sensitization prevalence for benzalkonium chloride and benzethonium chloride Dao, H., et al. Dermatitis 23, 162, (2012)

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Mechanism of HERG potassium channel inhibition by tetra-n-octylammonium bromide and benzethonium chloride. Long Y, Lin Z, Xia M, et al. Toxicol. Appl. Pharmacol. 267(2), 155-66, (2013)

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Is secondary wavelength always necessary in turbidimetric urine protein measurements? Yilmaz FM, Yilmaz G, and Yücel D Clin. Biochem. 41(7-8), 645-7, (2008)

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Comparative study on toxic effects induced by oral or intravascular administration of commonly used disinfectants and surfactants in rats. Xue Y, Zhang S, Tang M, et al. J. Appl. Toxicol. 32(7), 480-7, (2012)

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Visual and confocal microscopic interpretation of patch tests to benzethonium chloride and benzalkonium chloride. Benjamin B, Chris F, Salvador G, et al. Skin Res. Technol. 18(3), 272-7, (2012)

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Kinetics of 14carbon dioxide excretion from 14C-urea by oral commensal flora Pathak, C.M., et al. J. Gastroenterol. Hepatol. 23, 1603-7, (2008)

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Ototoxicity of aluminum acetate/benzethonium chloride otic solution in the chinchilla animal model. Pitaro J, Mood ZA, and Daniel SJ Laryngoscope 123(10), 2521-5, (2013)

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Bactericidal activity of topical antiseptics and their gargles against Bordetella pertussis. Suzuki T, Kataoka H, Ida T, et al. J. Infect. Chemother. 18(2), 272-5, (2012)

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[Survey of synthetic disinfectants in grapefruit seed extract and its compounded products]. Sugimoto N, Tada A, Kuroyanagi M, et al. Shokuhin Eiseigaku Zasshi 49(1), 56-62, (2008)

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Merck 14,1074

Beil. 12,IV,2187

Aldrich MSDS 1, 157:A / Corp MSDS 1 (1), 355:C / FT-IR 1 (1), 1322:C / FT-IR 2 (2), 2244:A / FT-NMR 1 (2), 674:C / IR-Spectra (2), 699:C / IR-Spectra (3), 797:H / NMR-Reference 2 (1), 1123:C / RegBook 1 (1), 1539:E / Sax 6, 407 / Sigma FT-IR 1 (2), 303:C / Structure Index 1, 240:A:6

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