Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C27H42NO2.C10H19O3 |
| Molecular Weight | 599.8839 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCOCC([O-])=O.CC(C)(C)CC(C)(C)C1=CC=C(OCCOCC[N+](C)(C)CC2=CC=CC=C2)C=C1
InChI
InChIKey=DLTUMMFURAWYDZ-UHFFFAOYSA-M
InChI=1S/C27H42NO2.C10H20O3/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;1-2-3-4-5-6-7-8-13-9-10(11)12/h8-16H,17-22H2,1-7H3;2-9H2,1H3,(H,11,12)/q+1;/p-1
DescriptionSources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=0a6c9eee-ddbf-5cf5-e054-00144ff8d46cCurator's Comment: description was created based on several sources, including:
http://www.news-medical.net/news/2007/12/04/33135.aspx
https://en.wikipedia.org/wiki/Benzethonium_chloride
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=0a6c9eee-ddbf-5cf5-e054-00144ff8d46c
Curator's Comment: description was created based on several sources, including:
http://www.news-medical.net/news/2007/12/04/33135.aspx
https://en.wikipedia.org/wiki/Benzethonium_chloride
Benzethonium chloride, also known as hyamine, is a synthetic quaternary ammonium salt. 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 exhibits a broad spectrum of microbiocidal activity against bacteria, fungi, mold and viruses. 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 or 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. Benzethonium chloride was characterized as a novel anticancer compound possessing both in vitro and in vivo efficacy justifying further investigation.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effect of concentration and biochemical assay on the accuracy of urine dipsticks in hypertensive pregnancies. | 2001 |
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| Application of an improved biuret method to the determination of total protein in urine and cerebrospinal fluid without concentration step by use of Hitachi 7170 auto-analyzer. | 2001 |
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| In vitro evaluation of skin sensitivity of povidone-iodine and other antiseptics using a three-dimensional human skin model. | 2002 |
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| Steroid-induced polycystic ovaries in rats: effect of electro-acupuncture on concentrations of endothelin-1 and nerve growth factor (NGF), and expression of NGF mRNA in the ovaries, the adrenal glands, and the central nervous system. | 2003 Apr 8 |
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| Stimulation of TM3 Leydig cell proliferation via GABA(A) receptors: a new role for testicular GABA. | 2004 Mar 24 |
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| Ability of fourteen chemical agents used in dental practice to induce chromosome aberrations in Syrian hamster embryo cells. | 2005 Jan |
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| Susceptibilities to antiseptic agents and distribution of antiseptic-resistance genes qacA/B and smr of methicillin-resistant Staphylococcus aureus isolated in Asia during 1998 and 1999. | 2005 Jun |
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| Comparative efficacy of hand hygiene agents in the reduction of bacteria and viruses. | 2005 Mar |
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| Simultaneous identification and quantification by liquid chromatography of benzethonium chloride, methyl paraben and triclosan in commercial products labeled as grapefruit seed extract. | 2007 Aug |
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| FMRFamide-like immunoreactivity in the central nervous system and alimentary tract of the non-hematophagous blow fly, Phormia regina, and the hematophagous horse fly, Tabanus nigrovittatus. | 2008 |
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| Circulating plasma factors induce tubular and glomerular alterations in septic burns patients. | 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. | 2008 Aug |
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| Prediction of pharmacological and xenobiotic responses to drugs based on time course gene expression profiles. | 2009 Dec 2 |
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| Estimation of proteinuria as a predictor of complications of pre-eclampsia: a systematic review. | 2009 Mar 24 |
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| A study of the relationship between albuminuria, proteinuria and urinary reagent strips. | 2009 May |
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| Kinin B1 receptors mediate depression-like behavior response in stressed mice treated with systemic E. coli lipopolysaccharide. | 2010 Dec 31 |
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| Culture-modified bone marrow cells attenuate cardiac and renal injury in a chronic kidney disease rat model via a novel antifibrotic mechanism. | 2010 Mar 4 |
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| Correlation between reduced susceptibility to disinfectants and multidrug resistance among clinical isolates of Acinetobacter species. | 2010 Sep |
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| Synthesis, self-aggregation and biological properties of alkylphosphocholine and alkylphosphohomocholine derivatives of cetyltrimethylammonium bromide, cetylpyridinium bromide, benzalkonium bromide (C16) and benzethonium chloride. | 2013 Aug |
|
| A repurposing approach identifies off-patent drugs with fungicidal cryptococcal activity, a common structural chemotype, and pharmacological properties relevant to the treatment of cryptococcosis. | 2013 Feb |
Patents
Sample Use Guides
For benzethonium (48 hour incubation), the dose required to reduce cell viability by 50% was 3.8 uM in FaDu (human hypopharyngeal squamous cancer), 42.2 uM in NIH 3T3 (untransformed mouse embryonic fibroblast), 5.3 uM in C666-1 (nasopharyngeal cancer), and 17.0 uM in GM05757 (primary normal human fibroblast) cells.
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71586914
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DTXSID60226542
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7563-43-1
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147062OTCD
Created by
admin on Fri Dec 15 15:43:40 GMT 2023 , Edited by admin on Fri Dec 15 15:43:40 GMT 2023
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ACTIVE MOIETY
SALT/SOLVATE (SALT/SOLVATE)
SALT/SOLVATE (SALT/SOLVATE)
SUBSTANCE RECORD
