Octenidine dihydrochloride
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| Names | |
|---|---|
| IUPAC name
N-octyl-1-[10-(4-octyliminopyridin-1-yl)decyl]pyridin-4-imine dihydrochloride | |
| Systematic IUPAC name
N,N'-(decane-1,10-diyldipyridin-1-yl-4-ylidene)dioctan-1-amine dihydrochloride | |
| Other names
N,N'-(decane-1,10-diyldi-1(4H)-pyridyl-4-ylidene)bis(octylammonium) dichloride | |
| Identifiers | |
| 70775-75-6 71251-02-00 | |
| ChEBI | CHEBI:478961 |
| ChemSpider | 46370 |
| EC Number | 274-861-8 |
| Jmol 3D model | Interactive image |
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| Properties | |
| C36H64Cl2N4 | |
| Molar mass | 623.84 g·mol−1 |
| Pharmacology | |
| R02AA21 (WHO) combination codes: D08AJ57 (WHO) G01AX66 (WHO) | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Octenidine dihydrochloride is a cationic surfactant, with a bolaamphiphile structure, derived from pyridine. It is primarily used as an antiseptic
Use
Since 1987, octenidine is being used in Europe as an antiseptic, in concentrations of 0.1-2.0%. It is a substitute for chlorhexidine, with respect to its slow action and concerns about the carcinogenic impurity 4-chloroaniline. Octenidine antiseptics often contain phenoxyethanol.
Efficacy
| Effective concentration, % | ||
|---|---|---|
| Octenidine dihydrochloride | Chlorhexidine digluconate | |
| Staphylococcus aureus | 0.025 | >0.2 |
| Escherichia coli | 0.025 | 0.1 |
| Proteus mirabilis | 0.025 | >0.2 |
| Pseudomonas aeruginosa | 0.025 | >0.2 |
| Candida albicans | 0.01 | 0.025 |
Safety
Octenidine is absorbed neither through the skin nor through mucous membranes nor via wounds and does not pass the placental barrier. However, cation-active compounds cause local irritation and are extremely poisonous when administered parenterally.[2] Wound irrigation with octenidine caused severe complications in dogs.[3]
References
- ↑ 274-861-8, European Chemical Substances Information System
- 1 2 Hans-P. Harke (2007), "Disinfectants", Ullmann's Encyclopedia of Industrial Chemistry (7th ed.), Wiley, pp. 1–17, doi:10.1002/14356007.a08_551
- ↑ Kaiser, S.; Kramer, M.; Thiel, C. (2015), "Severe complications after non-intended usage of octenidine dihydrochloride. A case series with four dogs.", Tierärztliche Praxis. Ausg. K, Kleintiere/Heimtiere 43 (5): 291–298, doi:10.15654/TPK-150029, PMID 26353826
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