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Cetrimide
ستریمید
1Nonproprietary names
- BPCetrimide
- Ph. Eur.Cetrimide
2Synonyms and trade names
alkyltrimethylammonium bromide; Cetavlon; cetrimidum; trimethyltetradecylammonium bromide
3Chemical name and CAS Registry Number
Mixture of alkyltrimethylammonium bromides, mainly tetradecyltrimethylammonium bromide, with smaller amounts of dodecyl- and hexadecyltrimethylammonium bromides · [8044-71-1]
4Empirical formula and molecular weight
C17H38BrN (tetradecyl compound) · 336.40 (tetradecyl compound)
5Functional category
Antimicrobial preservative, Surfactant, emulsifier
Typical concentrations: — · Dosage forms: Semi-solid, Sterile (parenteral/ophthalmic)
6Applications in pharmaceutical formulation
A quaternary ammonium antiseptic and cationic surfactant used in topical antiseptic creams and solutions (typically 0.1–1.0%), in wound and skin cleansers, and in medicated shampoos for seborrhoea and dandruff; it has also been used as an antimicrobial preservative in eye drops at about 0.005% w/v. It is frequently combined with chlorhexidine.
7Description
A white to creamy-white, voluminous, free-flowing powder with a faint characteristic odour and a bitter, soapy taste.
8Typical properties
- Solubility
- freely soluble in water and ethanol; practically insoluble in ether
- Surface activity
- cationic surfactant; aqueous solutions foam strongly on shaking
- Antimicrobial spectrum
- mainly Gram-positive bacteria; less active against Gram-negative bacteria, with Pseudomonas species notably resistant; some antifungal activity
9Stability and storage conditions
Stable as the solid. Aqueous solutions are stable and may be sterilised by autoclaving, but dilute solutions can become contaminated with resistant organisms such as Pseudomonas and should be protected from contamination. Store in a well-closed container in a cool, dry place.
10Incompatibilities
Incompatible with soaps and other anionic surfactants, high concentrations of non-ionic surfactants, bentonite, iodine, phenylmercuric nitrate, alkali hydroxides and acid dyes. Its activity is also reduced by organic matter such as blood and by adsorption onto some materials.
11Method of manufacture
Prepared by reacting trimethylamine with the appropriate alkyl bromides (quaternisation), mainly tetradecyl bromide.
12Safety
At the concentrations used topically cetrimide is generally well tolerated, but concentrated solutions irritate the skin and eyes and can cause burns, and hypersensitivity reactions have been reported. Ingestion can cause nausea, vomiting and, in large amounts, CNS depression and other serious effects.
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 non-parenteral medicines licensed in the UK and Europe, mainly topical antiseptic preparations.
15Related substances
Benzalkonium chloride; benzethonium chloride; cetylpyridinium chloride; cetrimonium bromide (cetyltrimethylammonium bromide).
16Comments
Cetrimide is the mixed material described in the BP and Ph. Eur.; it should not be confused with pure cetrimonium bromide, the C16 compound. Avoid using it with anionic ingredients such as sodium lauryl sulfate or carbomers, and protect dilute solutions from contamination, for example by adding ethanol or isopropyl alcohol or by preparing them freshly.