Cetylpyridinium chloride

From Wikipedia, the free encyclopedia

Cetylpyridinium chloride
IUPAC name 1-Hexadecylpyridinium chloride
Identifiers
CAS number [123-03-5]
PubChem 31239
SMILES CCCCCCCCCCCCCCCC[n+]1ccccc1.[Cl-]
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

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.

Contents

[edit] 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.

[edit] 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 [6004-24-6].

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.

[edit] 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

[edit] References

[edit] External links

Languages