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

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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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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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Biocomposite films based on alginate and organically modified clay Tezcan, F., et al. Int. J. Biol. Macromol. 50, 1165, (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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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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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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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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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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Sensitization prevalence for benzalkonium chloride and benzethonium chloride Dao, H., et al. Dermatitis 23, 162, (2012)

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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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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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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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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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