Lapyrium Chloride

Lapyrium Chloride

Cat Number
API0232156
CAS Number
6272-74-8

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CAS Number
6272-74-8
EINECS
228-464-1
Storage
Store at room temperature
Synonyms
Emcol E-607; NSC-33659; N-(Lauroylcolaminoformylmethyl)pyridinium chloride
Molecular Formula
C21H35ClN2O3
Molecular Weight
399
Smiles
CCCCCCCCCCCC(=O)OCCNC(=O)C[N+]1=CC=CC=C1.[Cl-]
Appearance
Typically exists as solids at room temperature
Melting Point
141-144°C
General Description
Lapyrium chloride is a quaternary ammonium compound with a pyridinium head group and a long alkyl chain (lauryl group), functioning as a cationic surfactant. The molecule has both hydrophilic (cationic nitrogen) and lipophilic (dodecyl chain) domains, giving it surface-active properties.
Mechanism of Action
Lapyrium chloride reduces surface tension at interfaces and disrupts lipid bilayers of bacterial and fungal cell membranes. The cationic head group binds to negatively charged microbial surfaces, displacing cations and causing leakage of intracellular contents. It also denatures proteins and inhibits microbial metabolic enzymes. The surfactant action is concentration-dependent, with bactericidal effects at higher concentrations.
Application
Lapyrium chloride is used as a topical antiseptic and disinfectant for skin cleansing prior to invasive procedures or for wound irrigation. It is also employed as a preservative in ophthalmic solutions and as a detergent in pharmaceutical formulations. The compound is not absorbed systemically; its activity is limited to the site of application. It has low irritancy compared to other quaternary ammonium antiseptics.

Does Lapyrium Chloride require protection from light during long-term storage?

Yes, it is photosensitive. UV exposure can cause photodegradation and discoloration. Store in light-resistant containers, preferably original opaque packaging.

What is the recommended storage temperature for Lapyrium Chloride?

Store at controlled room temperature (15-25°C). Avoid excessive heat above 30°C, which can accelerate decomposition of the quaternary ammonium structure.

Is Lapyrium Chloride stable in topical solution or cream formulations?

Yes, when formulated with preservatives and protected from light.

How is the impurity lauryl pyridinium chloride-related homologs monitored?

Process-related impurities are quantified using a validated HPLC method, ensuring they remain within cosmetic/pharmaceutical specifications.
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