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| Cetylpyridinium chloride | |
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| IUPAC name | 1-Hexadecylpyridinium chloride |
| Identifiers | |
| CAS number | [123-03-5] |
| PubChem | |
| SMILES |
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| Properties | |
| Molecular formula | C21H38NCl |
| Molar mass | 339.986 g/mol |
| Melting point |
77 °C, 350 K, 171 °F |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Cetylpyridinium chloride (CPC) is a cationic quaternary ammonium compound in some types of mouthwashes, toothpastes, lozenges, throat sprays, anti-sore throat sprays, breath sprays, and nasal sprays. It is an antiseptic that kills bacteria and other microorganisms. It has been shown to be effective in preventing dental plaque and reducing gingivitis. It has also been used as an ingredient in certain pesticides. However, this ingredient has also been shown (according to WebMD,[1] eMedicine,[2] and Amazon.com[3] and Drugstore.com reviews of Crest Pro-Health rinse product) to cause brown stains between the teeth.
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Synonyms
Cetylpyridinium chloride is called or is present in commercial products such as 1-palmitylpyridinium chloride, C16-alkylpyridinium chloride, 1-hexadecylpyridinium chloride, acetoquat CPC, aktivex, ammonyx CPC, cecure, ceepryn chloride, cepacol, ceprim, cepacol chloride, cetafilm, cetamium, dobendan, halset, ipanol, medilave, mercocet, merothol, pionin B, pristacin, pyrisept and asept.
Physical and chemical properties
Cetylpyridinium chloride has the molecular formula C21H38NCl and at its pure form is in a solid state at room temperature. It has a melting point of 77 °C when anhydrous or 80–83 °C in its monohydrate form. It is insoluble in acetone, acetic acid, or ethanol. It has a pyridine-like odor. It is combustible. Concentrated solutions are destructive to mucous membranes. It is toxic when swallowed and very toxic when inhaled.
The CAS number for the monohydrate is .
In some products, cetylpyridinium bromide is used instead. Its properties are virtually identical.
Its CMC (critical micellar concentration) is 0.00124M corresponding to 0.042% in water.
Toxicology and Pharmacology
IPR-RAT LDLO 15 mg kg-1
IVN-RAT LD50 30 mg kg-1
ORL-MUS LD50 108 mg kg-1
ORL-RBT LD50 400 mg kg-1
IVN-RBT LD50 36 mg kg-1
References
External links
- Material Safety Data Sheet
- Page on its use in mouthwash
- Chemical Information
- An in vitro evaluation of the availability of cetylpyridinium chloride and chlorhexidine in some commercially available mouthrinse products by S. Sheen and M. Addy in British Dental Journal
Wikipedia content modification information:
- This page was last modified on 23 June 2008, at 23:55.
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