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123-03-5

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123-03-5 Usage

Description

Cetylpyridinium chloride (CPC) is a quaternary ammonium compound with broad-spectrum antiseptic properties. It is a white powder or crystals with a characteristic odor and is slightly soapy to the touch. CPC is active against various bacteria and fungi, making it a versatile agent for treating minor infections of the mouth and throat.

Uses

Used in Oral Care Products:
Cetylpyridinium chloride is used as an antiseptic and antimicrobial agent in mouthwashes and lozenges for the treatment of minor infections of the mouth and throat. It is effective against bacteria such as S. mutans, S. sanguis, E. coli, Oxford Staphylococcus, and C. albicans, as well as inhibiting plaque formation for at least 21 days when applied topically at concentrations ranging from 0.025 to 2%.
Used in Pharmaceutical Industry:
Cetylpyridinium chloride is used as a preservative in the pharmaceutical industry due to its quaternary ammonium compound nature. It helps maintain the stability and safety of various products by preventing microbial contamination.
Used in Cosmetics:
In the cosmetics industry, CPC is used as a preservative to ensure the longevity and safety of products. Its antimicrobial properties help prevent the growth of harmful microorganisms that could cause infections or spoilage.
Used in Raw Food Processing:
Cetylpyridinium chloride is used as an antimicrobial agent in raw food processing to maintain the quality and safety of the products. It helps prevent the growth of harmful bacteria and extends the shelf life of the food items.
Used in Cough Lozenges and Syrups:
Cetylpyridinium chloride is used as an antibacterial agent in cough lozenges and syrups to help treat respiratory infections and soothe throat irritation.
Used as an Emulsifier:
CPC is also utilized as an emulsifier in various industries, including pharmaceuticals and cosmetics, to help blend and stabilize mixtures of oil and water.
Used on the Surface of Latex Gloves:
Cetylpyridinium chloride is used as a topical anti-infective and disinfectant on the surface of latex gloves, providing an additional layer of protection against the transmission of infections.
Brand Names:
Some well-known brand names for products containing cetylpyridinium chloride include Ceepryn (Marion Merrell Dow) and Cepacol (Marion Merrell Dow).

Production Methods

Cetylpyridinium chloride is prepared from cetyl chloride by treatment with pyridine.

Flammability and Explosibility

Nonflammable

Pharmaceutical Applications

Cetylpyridinium chloride is a quaternary ammonium cationic surfactant, used in pharmaceutical and cosmetic formulations as an antimicrobial preservative. It is used therapeutically as an antiseptic agent; used alone or in combination with other drugs for oral and throat care; used in nonparenteral formulations licensed in the UK; and used in oral and inhalation preparations at concentrations of 0.02–1.5 mg. Mouthwashes containing cetylpyridinium chloride have been shown to inhibit plaque formation,(1–3) although efficacy is variable owing to limited published data.

Clinical Use

1-Hexadecylpyridinium chloride is a white powder that isvery soluble in water and alcohol. In this compound, thequaternary nitrogen atom is a member of an aromatic pyridinering.The cetyl derivative is the most active of a series ofalkylpyridinium compounds. It is used as a general antisepticin concentrations of 1:100 to 1:1,000 for intact skin,1:1,000 for minor lacerations, and 1:2,000 to 1:10,000 forthe irrigation of mucous membranes. Cetylpyridinium chlorideis also available in the form of throat lozenges and amouthwash at a 1:20,000 dilution.

Safety Profile

Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Moderately toxic by skin contact. A skin and eye irritant. When E heated to decomposiuon it emits very toxic fumes of NOx and Cl-.

Safety

Cetylpyridinium chloride is used widely in mouthwashes as a bactericidal antiseptic. It is generally regarded as a relatively nontoxic material when used at a concentration of 0.05% w/v, although minor side effects such as mild burning sensations on the tongue have been reported. At higher concentrations, cetylpyridinium chloride may damage the mucous membranes in the mouth. It is harmful when ingested or inhaled. It can cause eye irritation, and is irritant to the respiratory system and the skin. LD50 (rat, IP): 0.006 g/kg LD50 (rat, IV): 0.03 g/kg LD50 (rat, oral): 0.2 g/kg LD50 (rat, SC): 0.25 g/kg LD50 (mouse, IP): 0.01 g/kg LD50 (mouse, oral): 0.108 g/kg LD50 (rabbit, oral): 0.4 g/kg LD50 (rabbit, IV): 0.036 g/kg

storage

Cetylpyridinium chloride is stable under normal conditions. It should be stored in well-closed containers.

Incompatibilities

Incompatible with strong oxidizing agents and bases. It is also incompatible with methylcellulose. Magnesium stearate suspensions in cetylpyridinium chloride have been shown to significantly reduce its antimicrobial activity. This is due to the absorption of cetylpyridinium chloride on magnesium stearate. The cetylpyridinium chloride ion also interacts with gelatin, resulting in reduced bioavailability.

Regulatory Status

Included in nonparenteral formulations licensed in the UK. Included in the FDA Inactive Ingredients Database, for use in inhalation and oral preparations. Reported in the EPA TSCA Inventory. It is not approved for use in Japan. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

Check Digit Verification of cas no

The CAS Registry Mumber 123-03-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 3 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 123-03:
(5*1)+(4*2)+(3*3)+(2*0)+(1*3)=25
25 % 10 = 5
So 123-03-5 is a valid CAS Registry Number.
InChI:InChI=1/C21H38N.2ClH/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;2*1H/q+1;;/p-2

123-03-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name cetylpyridinium chloride

1.2 Other means of identification

Product number -
Other names 1-hexadecylpyridinum chloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:123-03-5 SDS

123-03-5Synthetic route

pyridine
110-86-1

pyridine

1-Chlorohexadecan
4860-03-1

1-Chlorohexadecan

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

pyridine
110-86-1

pyridine

hexadecanyl bromide
112-82-3

hexadecanyl bromide

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

Conditions
ConditionsYield
In water at 95 - 102℃; for 30h;180 g
pyridine
110-86-1

pyridine

hexadecyl dichlorophosphinate
58527-29-0

hexadecyl dichlorophosphinate

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

Conditions
ConditionsYield
With 2-(Diethylamino)ethanol at 0 - 20℃; for 3h;
4-(4-Dimethylamino-phenylazo)-benzenesulfonate1-hexadecyl-pyridinium;

4-(4-Dimethylamino-phenylazo)-benzenesulfonate1-hexadecyl-pyridinium;

A

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

B

methyl orange
547-58-0

methyl orange

Conditions
ConditionsYield
With sodium chloride at 19.9℃; Equilibrium constant; var. temps.;
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

sodium 4-aminobenzenesulfonylacetamide
127-56-0

sodium 4-aminobenzenesulfonylacetamide

hexadecylpyridinium sulfacetamide
934544-27-1

hexadecylpyridinium sulfacetamide

Conditions
ConditionsYield
In water for 0.5h; Heating / reflux;99.22%
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

Penicillin G potassium
113-98-4

Penicillin G potassium

hexadecylpyridinium penicillin G
934590-94-0

hexadecylpyridinium penicillin G

Conditions
ConditionsYield
In water for 0.5h;99%
potassium (+)-(R)-2-(4-chloro-2-methylphenoxy)propionate
66423-05-0

potassium (+)-(R)-2-(4-chloro-2-methylphenoxy)propionate

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

1-hexadecylpyridinium (+)-(R)-2-(4-chloro-2-methylphenoxy)propionate
1354726-00-3

1-hexadecylpyridinium (+)-(R)-2-(4-chloro-2-methylphenoxy)propionate

Conditions
ConditionsYield
In acetone at 19.84℃; for 1.5h;99%
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

sodium 1,4-dihexyl sulfosuccinate
3006-15-3

sodium 1,4-dihexyl sulfosuccinate

hexadecylpyridinium Cola wet MA-80
934544-30-6

hexadecylpyridinium Cola wet MA-80

Conditions
ConditionsYield
In water for 0.5h;96.93%
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone
87-88-7

3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

bis(hexadecylpyridinium) bis(3,6-dichloro-4,5-dihydroxy-3,5-cyclohexadiene-1,2-dionato-κ(2)O(4),O(5))beryllium

bis(hexadecylpyridinium) bis(3,6-dichloro-4,5-dihydroxy-3,5-cyclohexadiene-1,2-dionato-κ(2)O(4),O(5))beryllium

Conditions
ConditionsYield
With hydroxyberyllate complex In water C6H2Cl2O4 (stoich amt.) addn. to hydroxyberyllate complex (aq.) at 343 K, staying for 3 h at water-bath, filtering, addn. to pyridinium salt with strong agitation; washing, extn. (ethyl acetate), organic phase drying (Na2SO4), solvent evapn.;95%
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

saccharin sodium salt
128-44-9

saccharin sodium salt

hexadecylpyridinium saccharinate
7428-34-4

hexadecylpyridinium saccharinate

Conditions
ConditionsYield
In water at 60℃; for 1h;95%
sulfathiazole sodium

sulfathiazole sodium

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

sulfanilic acid thiazol-2-ylamide; 1-hexadecyl-pyridinium salt

sulfanilic acid thiazol-2-ylamide; 1-hexadecyl-pyridinium salt

Conditions
ConditionsYield
In water at 20℃; for 1h;77.22%
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

sodium valproate
1069-66-5

sodium valproate

hexadecylpyridinium valproic acid
934544-54-4

hexadecylpyridinium valproic acid

Conditions
ConditionsYield
In water at 20℃; for 1h;77.14%
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

ampicillin
69-53-4

ampicillin

(2S,5R,6R)-6-(R-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate cetylpyridinium

(2S,5R,6R)-6-(R-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate cetylpyridinium

Conditions
ConditionsYield
Stage #1: cetylpyridinium chloride With Amberlite IRA-400-OH In methanol
Stage #2: ampicillin With ammonium In methanol at 20℃; for 1h;
76.4%
potassium perrhenate
10466-65-6

potassium perrhenate

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

potassium thioacyanate
333-20-0

potassium thioacyanate

2CH3(CH2)15NC5H5(1+)*ReOCl(NCS)4(2-)=(CH3(CH2)15NC5H5)2ReOCl(NCS)4

2CH3(CH2)15NC5H5(1+)*ReOCl(NCS)4(2-)=(CH3(CH2)15NC5H5)2ReOCl(NCS)4

Conditions
ConditionsYield
With hydroquinone; HCl In acetic acid; butanone ketonic extract of H2ReOCl4 (prepared from KReO4, concd. HCl, hydroquinone), addn. of KSCN in acetone, green soln., mixed with acidified MgCl2 soln., shaken with butan-2-one, evapn. of ketone extract, dilution (acetic acid), mixed with the pyridinium; pptn., filtration, washing (acetic acid, then petroleum ether), recrystn. (acetone), elem. anal.;75%
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

europium(III) chloride
10025-76-0

europium(III) chloride

1,3-diphenylpropanedione
120-46-7

1,3-diphenylpropanedione

C5H5NC16H33(1+)*Eu(C15H11O2)4(1-)=C5H5NC16H33{Eu(C15H11O2)4}

C5H5NC16H33(1+)*Eu(C15H11O2)4(1-)=C5H5NC16H33{Eu(C15H11O2)4}

Conditions
ConditionsYield
With sodium hydroxide In ethanol recrystn. from 1:1 acetone/2-butanone;74%
With NaOH In ethanol recrystn. from 1:1 acetone/2-butanone;74%
potassium tetracarbonylcobaltate
14878-26-3

potassium tetracarbonylcobaltate

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

C16H33NC5H5(1+)*Co(CO)4(1-)=(C16H33NC5H5)(Co(CO)4)
957468-15-4

C16H33NC5H5(1+)*Co(CO)4(1-)=(C16H33NC5H5)(Co(CO)4)

Conditions
ConditionsYield
In dichloromethane; water under Ar atm. aq. soln. KCo(CO)4 was added to aq. soln. pyridinium salt,CH2Cl2 was added, stirred for 20 min; org. phase was washed with water, dried over MgSO4, filtered, evapd. in vacuo, recrystn. fronm CH2Cl2-petroleum ether; elem. anal.;74%
MCPA
94-74-6

MCPA

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

1-hexadecylpyridinium (4-chloro-2-methylphenoxy)acetate
1082249-15-7

1-hexadecylpyridinium (4-chloro-2-methylphenoxy)acetate

Conditions
ConditionsYield
With potassium hydroxide In water at 39.84℃; for 24h;74%
phosphotungstic acid

phosphotungstic acid

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

C21H38N(1+)*PW4O24(1-)

C21H38N(1+)*PW4O24(1-)

Conditions
ConditionsYield
Stage #1: phosphotungstic acid With dihydrogen peroxide In water at 20℃; for 2h; Green chemistry;
Stage #2: cetylpyridinium chloride In ethanol; water at 40℃; Green chemistry;
73.6%
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

C21H38N(1+)*ClI2(1-)

C21H38N(1+)*ClI2(1-)

Conditions
ConditionsYield
With iodine In chloroform70%
hydroxygallium naphthalocyaninetetrasulfonic acid

hydroxygallium naphthalocyaninetetrasulfonic acid

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

4C21H38N(1+)*C48H21GaN8O13S4(4-)

4C21H38N(1+)*C48H21GaN8O13S4(4-)

Conditions
ConditionsYield
In methanol; water Heating / reflux;67%
hydroxygallium naphthalocyaninetetrasulfonic acid

hydroxygallium naphthalocyaninetetrasulfonic acid

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

C21H38N(1+)*C48H21GaN8O13S4(4-)

C21H38N(1+)*C48H21GaN8O13S4(4-)

Conditions
ConditionsYield
In methanol; water67%
9Na(1+)*[ErW10O36](9-)=Na9[ErW10O36]

9Na(1+)*[ErW10O36](9-)=Na9[ErW10O36]

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

7[CH3(CH2)15NC5H5](1+)*2H(1+)*[ErW10O36](9-)=[CH3(CH2)15NC5H5]7H2[ErW10O36]

7[CH3(CH2)15NC5H5](1+)*2H(1+)*[ErW10O36](9-)=[CH3(CH2)15NC5H5]7H2[ErW10O36]

Conditions
ConditionsYield
In water addn. of a soln. of cetylpyridinium chloride in water to a soln. of tungstate in water; filtration, washing with water, drying; cooling of soln., filtration, drying; elem. anal.;64%
9Na(1+)*[SmW10O36](9-)*30H2O=Na9[SmW10O36]*30H2O

9Na(1+)*[SmW10O36](9-)*30H2O=Na9[SmW10O36]*30H2O

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

8[CH3(CH2)15NC5H5](1+)*H(1+)*[SmW10O36](9-)=[CH3(CH2)15NC5H5]8H[SmW10O36]

8[CH3(CH2)15NC5H5](1+)*H(1+)*[SmW10O36](9-)=[CH3(CH2)15NC5H5]8H[SmW10O36]

Conditions
ConditionsYield
In water addn. of a soln. of cetylpyridinium chloride in water to a soln. of tungstate in water; filtration, washing with water, drying; cooling of soln., filtration, drying; elem. anal.;63%
9Na(1+)*[YW10O36](9-)*20H2O=Na9[YW10O36]*20H2O

9Na(1+)*[YW10O36](9-)*20H2O=Na9[YW10O36]*20H2O

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

7[CH3(CH2)15NC5H5](1+)*2H(1+)*[YW10O36](9-)=[CH3(CH2)15NC5H5]7H2[YW10O36]

7[CH3(CH2)15NC5H5](1+)*2H(1+)*[YW10O36](9-)=[CH3(CH2)15NC5H5]7H2[YW10O36]

Conditions
ConditionsYield
In water addn. of a soln. of cetylpyridinium chloride in water to a soln. of tungstate in water; filtration, washing with water, drying; cooling of soln., filtration, drying; elem. anal.;63%
9Na(1+)*[DyW10O36](9-)=Na9[DyW10O36]

9Na(1+)*[DyW10O36](9-)=Na9[DyW10O36]

cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

7[CH3(CH2)15NC5H5](1+)*2H(1+)*[DyW10O36](9-)=[CH3(CH2)15NC5H5]7H2[DyW10O36]

7[CH3(CH2)15NC5H5](1+)*2H(1+)*[DyW10O36](9-)=[CH3(CH2)15NC5H5]7H2[DyW10O36]

Conditions
ConditionsYield
In water addn. of a soln. of cetylpyridinium chloride in water to a soln. of tungstate in water; filtration, washing with water, drying; cooling of soln., filtration, drying; elem. anal.;63%

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123-03-5Relevant articles and documents

Surfactant Aggregation Number and Polydispersity of SDS + 1-Pentanol Mixed Micelles in Brine Determined by Time-Resolved Fluorescence Quenching

Lang, Jacques

, p. 3734 - 3739 (1990)

Size and polydispersity of sodium dodecyl sulfate (SDS) + 1-pentanol direct mixed micelles have been investigated by means of the time-resolved fluorescence quenching method in the system SDS/1-pentanol/water/NaCl ( = 0.0331 M, = 0.42 M, and = 6.5 g/L of water).This method reveals high polydispersity in micellar size.Several size distribution models have been tested.The one that best fits the data is a double Gaussian distribution which suggests that two populations of mixed micelles might be present in the solution, centered on the SDS mean aggregation numbers of 75 and 830.

AN IMPROVED PROCESS FOR THE PRODUCTION OF QUATERNARY PYRIDINIUM SALTS

-

Page/Page column 8, (2016/06/28)

Disclosed herein is cost effective and eco-friendly process for producing quaternary pyridinium salts and their hydrates thereof, with high yield and purity at industrial scale.

FUNGICIDAL PENFLUFEN MIXTURES

-

, (2014/04/03)

The invention relates to mixtures comprising penflufen, to the use of these mixtures for protecting industrial materials and to a method for treating industrial materials with the penflufen mixtures.

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