Cetylpyridinium bromide
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Cetylpyridinium bromide
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CAS No:
140-72-7
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Formula:
C21H38N.Br
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Chemical Name:
Cetylpyridinium bromide
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Synonyms:
Pyridinium,1-hexadecyl-,bromide (1:1);1-Hexadecylpyridinium bromide;Pyridinium,1-hexadecyl-,bromide;Pyridinium,1-cetyl-,bromide;Cetazol;Cetylpyridinium bromide;Fixanol C;Sterogenol;Bromocet;Seprisan;Nitrogenol;N-Cetylpyridinium bromide;N-Hexadecylpyridinium bromide;Morpan CBP;Acetoquat CPB;Hexadecylpyridinium bromide;1-Cetylpyridinium bromide;Cetasol;TsPB;Hexadecylpyridine bromide;Cetapharm;CPB;Cetazol 80
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CAS No:
Description
Cetylpyridinium bromide is a pyridinium salt that has N-hexadecylpyridinium as the cation and bromide as the anion. It has a role as a surfactant, an antiseptic drug and an EC 2.7.11.18 (myosin-light-chain kinase) inhibitor. It is a pyridinium salt and a bromide salt.
Cetylpyridinium bromide Basic Attributes
384.44
383.218750
3778948
205-428-3
O77BKZ14DE
8495
DTXSID3033307
Cream-colored, waxy solid
29333999
Characteristics
3.9
log Kow= 1.83
Cream-colored, waxy solid.
64.5 °C
H2O: 5 g/L (20 ºC);soluble in acetone, ethanol, and chloroform
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
A quaternary ammonium compound
Safety Information
Ⅱ
6.1(b)
2811
3
22-26-36/37/38-20/21/22
26-28-36/37-45-36/37/39-22-36
UU4848000
T+,Xi,Xn
Stable under normal temperatures and pressures.
P260-P284-P305 + P351 + P338-P310
H302-H315-H319-H330-H335-H413
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
|Danger|H302 (95.92%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P273, P280, P284, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P320, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 49 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Toxicity
Cetylpyridinium bromide's production and use as a topical antiseptic/disinfectant(1) and as a deodorant, laboratory reagent, and surfactant(2) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 240(SRC), determined from a log Kow of 1.83(2) and a regression-derived equation(3), indicates that cetylpyridinium bromide is expected to have moderate mobility in soil(SRC). However, quaternary ammonium compounds are known to sorb strongly, and rapidly in well-mixed systems, to a wide variety of materials (such as sewage sludge, sediment, clay)(5) and the mobility of cetylpyridinium bromide in soil may be considerably less than estimated. Volatilization of cetylpyridinium bromide from moist soil surfaces is not expected as this compound is a salt(SRC). Cetylpyridinium bromide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.3X10-7 mm Hg(SRC), determined from a fragment constant method(4). Cetylpyridinium bromide is expected to biodegrade rapidly in the environment(SRC) based on studies using sewage(5,6); rates of biodegradation increased with acclimation of the microbial population(5,6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 240(SRC), determined from an measured log Kow of 1.83(2) and a regression-derived equation(3), indicates that cetylpyridinium bromide is not expected to adsorb to suspended solids and sediment(SRC). However, quaternary ammonium compounds are known to sorb strongly, and rapidly in well-mixed systems, to a wide variety of materials (such as sewage sludge, sediment, clay)(7); therefore, cetylpyridinium bromide should be strongly adsorbed to suspended solids and sediment in water. This compound is expected to exist in the dissociated form in the environment and therefore volatilization from water surfaces will not be an important fate process(SRC). According to a classification scheme(4), BCF values of 21, 22, and 13, measured for clams, fathead minnows, and tadpoles, respectively(5), suggest the potential for bioconcentration in aquatic organisms is low(SRC). Cetylpyridinium bromide is expected to biodegrade rapidly in the environment(SRC) based on studies using sewage(7,8); rates of biodegradation increased with acclimation of the microbial population(7,8).|ATMOSPHERIC FATE: Cetylpyridinium bromide will exist as the ion in the environment and, thus, will be present solely in the particulate phase in the atmosphere. Particulate-phase cetylpyridinium bromide may be removed from the air by wet and dry deposition.(SRC)
Cetylpyridinium bromide is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(1). Pyridine has a weak absorption band that extends into the environmental UV spectrum(2), which suggests that direct photolysis is not likely to be an important fate process for cetylpyridinium bromide(SRC).
Whole body BCF values of 21, 22, and 13, were measured for clams, fathead minnows, and tadpoles, respectively, under flow-through conditions over a 7-day period(1). According to a classification scheme(2), these BCF values suggest the potential for bioconcentration in aquatic organisms is low(SRC).
Kd values for cetylpyridinium bromide on Sherman Island sediment and bentonite clay were 80 and 33,400, respectively(1). The Koc of cetylpyridinium bromide is estimated as 240(SRC), using a measured log Kow of 1.83(2) and a regression-derived equation(3). According to a classification scheme(4), this estimated Koc value suggests that cetylpyridinium bromide is expected to have moderate mobility in soil. However, quaternary ammonium compounds are known to sorb strongly, and rapidly in well-mixed systems, to a wide variety of materials (such as sewage sludge, sediment, clay)(5) and the mobility of cetylpyridinium bromide in soil may be considerably less than estimated(SRC).
Cetylpyridinium bromide is expected to exist in the dissociated form in the environment and, therefore, volatilization from water surfaces or moist soil surfaces will not be an important fate process. Cetylpyridinium bromide is not expected to volatilize from dry soil surfaces as it exists as an ion in the environment and ions do not volatilize. (SRC)
Occupational exposure to cetylpyridinium bromide may occur through inhalation and dermal contact with this compound at workplaces where cetylpyridinium bromide is produced or used. The general population may be exposed to cetylpyridinium bromide via its use in consumer products, such as deodorants. (SRC)
Drug Information
/SRP:/ Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/
CPyBr cpd
Cetylpyridinium bromide Use and Manufacturing
General procedure: 1-Bromohexadecane (0.01 mol) and a tertiary amine, N-benzyl-N, N-dimethylamine or pyridine, respectively (0.011 mol) were added to 25 ml of dry acetonitrile and heated at reflux for 24 h. Solvent was evaporated, the residue was co-evaporated with benzene and crystallized from acetone.
Surfactant. Fungicides. Emulsifier.
Pyridinium, 1-hexadecyl-, bromide (1:1): ACTIVE
Computed Properties
Molecular Weight:384.4
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:15
Exact Mass:383.21876
Monoisotopic Mass:383.21876
Topological Polar Surface Area:3.9
Heavy Atom Count:23
Complexity:208
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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