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Cetalkonium

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4 API Suppliers, 1 USDMF, 2 JDMF, 1 NDC API, 1 Listed Suppliers, $ API Reference Price

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1 NDC API
1 Listed Suppliers
$ API Reference Price

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1 FDF Dossiers
1 South Africa

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ACTIVE PHARMA INGREDIENTS

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$ 546

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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 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 Formula	C₂₅H₄₆N+
Molecular Weight	360.6 g/mol
XLogP3	9.5
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	0
Rotatable Bond Count	17
Exact Mass	360.363025472 g/mol
Monoisotopic Mass	360.363025472 g/mol
Topological Polar Surface Area	0 Å²
Heavy Atom Count	26
Formal Charge	1
Complexity	291
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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.

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USDMF

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API Reference Price

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