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Cetylpyridinium chloride
ستیل پیریدینیوم کلراید
1Nonproprietary names
- BPCetylpyridinium Chloride
- Ph. Eur.Cetylpyridinium Chloride
- USP–NFCetylpyridinium Chloride
2Synonyms and trade names
CPC; cetylpyridinii chloridum; hexadecylpyridinium chloride; 1-hexadecylpyridinium chloride monohydrate; Cepacol; Dobendan
3Chemical name and CAS Registry Number
1-Hexadecylpyridinium chloride monohydrate · [123-03-5]
UNII 6BR7T22E2S · PubChem CID 31239
4Empirical formula and molecular weight
C21H38ClN·H2O · 358.01
5Functional category
Antimicrobial preservative
Typical concentrations: — · Dosage forms: Liquid
6Applications in pharmaceutical formulation
A quaternary ammonium cationic surfactant used as an antiseptic in mouthwashes (typically about 0.05–0.1% w/v), throat lozenges and toothpastes, and as an antimicrobial preservative at lower concentrations in some nasal, inhalation and topical products. It is also used as a cationic surfactant to solubilise drugs.
7Description
A white or almost white powder, slightly soapy to the touch, with a faint characteristic odour.
8Typical properties
- Melting point
- about 80–83 °C
- Solubility
- soluble in water; very soluble in ethanol; slightly soluble in methylene chloride
- Surface activity
- cationic surfactant; aqueous solutions foam strongly on shaking
- Antimicrobial spectrum
- mainly Gram-positive bacteria and some yeasts; Gram-negative organisms, especially Pseudomonas, are less susceptible
9Stability and storage conditions
Stable. Aqueous solutions can be sterilised by autoclaving. Store in a well-closed container, protected from light, in a cool, dry place.
10Incompatibilities
Incompatible with soaps and other anionic surfactants, and with anionic polymers and dyes, which form complexes and inactivate it. High concentrations of non-ionic surfactants reduce its activity, and it can be adsorbed by some container materials and by fillers such as silica in toothpastes.
11Method of manufacture
Prepared by reacting pyridine with cetyl chloride (1-chlorohexadecane) and crystallising the quaternary salt as the monohydrate.
12Safety
Well tolerated at the concentrations used in oral care products, although regular use of mouthwashes may cause brown staining of the teeth, a burning sensation and taste disturbance. Concentrated solutions irritate the skin, eyes and mucous membranes, and swallowing large amounts can cause serious toxicity.
13Handling precautions
Observe normal precautions for the quantity handled. The powder is irritant to the eyes, skin and respiratory tract; wear eye protection and gloves and avoid inhaling the dust.
14Regulatory status
Included in the FDA Inactive Ingredient Database for non-parenteral products and in non-parenteral medicines licensed in Europe. It is also an active ingredient in over-the-counter oral antiseptic products.
15Related substances
Benzalkonium chloride; benzethonium chloride; cetrimide; cetylpyridinium bromide.
16Comments
In toothpastes and mouthwashes the amount of free, bioavailable CPC matters more than the total content, because binding to anionic ingredients and abrasives can inactivate it; avoid sodium lauryl sulfate and anionic thickeners in such products.