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Chemistry

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Also known as: 10328-34-4, Cetyldimethylbenzylammonium, Cetalkonium ion, Cetalkonium cation, Benzyl-hexadecyl-dimethylazanium, Benzyldimethylhexadecylammonium
Molecular Formula
C25H46N+
Molecular Weight
360.6  g/mol
InChI Key
QDYLMAYUEZBUFO-UHFFFAOYSA-N
FDA UNII
FHG725432Z

Cetalkonium
Cetalkonium is a C16 alkyl benzalkonium chloride derivative with an amphipathic property which allows it to be used in different types of formulations. It is a quaternary ammonium salt that acts as an antiseptic against a variety of bacteria and fungi. Cetalkonium is approved by the FDA for its use in over-the-counter products as a skin protectant. By Health Canada, it is also approved for its use in over-the-counter products.
1 2D Structure

Cetalkonium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
benzyl-hexadecyl-dimethylazanium
2.1.2 InChI
InChI=1S/C25H46N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-20-23-26(2,3)24-25-21-18-17-19-22-25/h17-19,21-22H,4-16,20,23-24H2,1-3H3/q+1
2.1.3 InChI Key
QDYLMAYUEZBUFO-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1
2.2 Other Identifiers
2.2.1 UNII
FHG725432Z
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Benzylcetyldimethylammonium

2. Benzylcetyldimethylammonium Chloride Hydrate

3. Bzk-c16

2.3.2 Depositor-Supplied Synonyms

1. 10328-34-4

2. Cetyldimethylbenzylammonium

3. Cetalkonium Ion

4. Cetalkonium Cation

5. Benzyl-hexadecyl-dimethylazanium

6. Benzyldimethylhexadecylammonium

7. Benzylhexadecyldimethylammonium

8. Benzenemethanaminium, N-hexadecyl-n,n-dimethyl-

9. Fhg725432z

10. Benzylcetyldimethylammonium

11. Unii-fhg725432z

12. Benzyldimethylhexadecyl Ammonium

13. Cbnbr

14. Benzyl Hexadecyl Dimethyl Ammonium

15. Benzyl-hexadecyl-dimethyl-ammonium

16. Benzyldimethylhexadecylammonium Cation

17. Benzylcetyldimethylaminium

18. Schembl233796

19. Chembl1624075

20. Dtxsid3047007

21. Benzalkonium Chloride C16

22. Chebi:135523

23. Zinc14233334

24. Db11583

25. A901252

26. Sr-01000944408

27. Sr-01000944408-1

28. Q27277991

29. Benzenemethanaminium, N-hexadecyl, N,n-dimethyl-

30. 51895-89-7

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 360.6 g/mol
Molecular Formula C25H46N+
XLogP39.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count17
Exact Mass360.363025472 g/mol
Monoisotopic Mass360.363025472 g/mol
Topological Polar Surface Area0 Ų
Heavy Atom Count26
Formal Charge1
Complexity291
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Cetalkonium is used as a surfactant, germicide, fungicide, mildew preventive agents in silicone-based water repellents, emulsifier, disinfectant, topical anti-infective, and antiseptic antimicrobial for pharmaceuticals. For its chemical properties and its antiseptical characteristics, cetalkonium can be used in a wide variety of products as part of the formulations and it is also determined to be an active antiseptic ingredient in over-the-counter preparations.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Cetalkonium is an antimicrobial agent and it has shown to be effective against both gram-positive, gram-negative bacteria and fungi. From this property, it has been shown to present a better activity against the gram-negative organisms.


5.2 Absorption, Distribution and Excretion

Absorption

Cetalkonium is used mainly topically and it is not absorbed. When administered orally and parenterally, cetalkonium absorption may happen but it is very insignificant.


Route of Elimination

As cetalkonium is not absorbed, this pharmacokinetic property is not relevant. When administered orally, most of the administered dose is excreted unchanged in the feces as it is very poorly absorbed.


Volume of Distribution

As cetalkonium is not absorbed, this pharmacokinetic property is not relevant.


Clearance

As cetalkonium is not absorbed, this pharmacokinetic property is not relevant.


5.3 Metabolism/Metabolites

As cetalkonium is not absorbed, this pharmacokinetic property is not relevant.


5.4 Biological Half-Life

As cetalkonium is not absorbed, this pharmacokinetic property is not relevant.


5.5 Mechanism of Action

The activity of cetalkonium is based on the creation of a positive charge which permits a bio-adhesive property to negative surfaces. This property allows cetalkonium to disrupt the cell membrane, inactivate enzymes and denature proteins. This type of mechanism allows this type of agents to present a broad spectrum.


API Reference Price

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24-May-2021
04-Jul-2024
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