Cetylpyridinium chloride

Cetylpyridinium chloride
Names


IUPAC name 1-Hexadecylpyridinium chloride
Other names Acetoquat CPC; Pyrisept EXADECYL-PYRIDINIUM, CHLORIDE
Identifiers
CAS Number	123-03-5^Y 6004-24-6 (monohydrate) D08AJ03 (WHO), D09AA07 (WHO) (dressing), R02AA06 (WHO)^N
3D model (Jmol)	Interactive image
Beilstein Reference	3578606
ChEBI	CHEBI:32915^Y
ChEMBL	ChEMBL34833^Y
ChemSpider	28979^Y
ECHA InfoCard	100.004.177
PubChem	31239
UNII	6BR7T22E2S^Y
InChI InChI=1S/C21H38N.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-22-20-17-15-18-21-22;/h15,17-18,20-21H,2-14,16,19H2,1H3;1H/q+1;/p-1^Y Key: YMKDRGPMQRFJGP-UHFFFAOYSA-M^Y InChI=1/C21H38N.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-22-20-17-15-18-21-22;/h15,17-18,20-21H,2-14,16,19H2,1H3;1H/q+1;/p-1 Key: YMKDRGPMQRFJGP-REWHXWOFAU
SMILES [Cl-].[n+]1(ccccc1)CCCCCCCCCCCCCCCC
Properties
Chemical formula	C₂₁H₃₈ClN
Molar mass	339.99 g·mol⁻¹
Appearance	solid
Melting point	77 °C (171 °F; 350 K)
Pharmacology
ATC code	B05CA01 (WHO)
Hazards
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	36 mg/kg (rabbit, iv) 400 mg/kg (rabbit, oral) 6 mg/kg (rat, ip) 30 mg/kg (rat, iv) 200 mg/kg (rat, oral) 250 mg/kg (rat, sc) 10 mg/kg (mouse, ip) 108 mg/kg (mouse, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is ^YN ?)
Infobox references

Cetylpyridinium chloride (CPC) is a cationic quaternary ammonium compound used in some types of mouthwashes, toothpastes, lozenges, 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. Cetylpyridinium chloride may cause brown stains between the teeth and on the surface of teeth. However, these stains can be easily removed by a dental hygienist during a routine check-up.

Cetylpyridinium chloride 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.

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 soluble in water but insoluble in acetone, acetic acid, or ethanol. It has a pyridine-like odor. It is combustible. Concentrated solutions are destructive to mucous membranes. Its critical micelle concentration (CMC) is 0.00012M, and is strongly dependent on the salt concentration of the solution.

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