Polyhexanide

Polyhexanide
Names
Other names
Polyhexamethylene biguanide; Polyhexamethylene guanide; Poly(iminoimidocarbonyl-iminoimidocarbonyl-iminohexamethylene) Hydrochloride; Poly(hexamethylenebiguanide); Polihexanide
Identifiers
CAS Number
  • 28757-47-3 checkY
  • 32289-58-0 (HCl) checkY
Abbreviations PHMB
ChEBI
  • CHEBI:149520
ChemSpider
  • none
UNII
  • 322U039GMF checkY
  • 4XI6112496 (HCl) checkY
CompTox Dashboard (EPA)
  • DTXSID7041099 Edit this at Wikidata
Properties
Chemical formula
(C8H17N5)n
Pharmacology
D08AC05 (WHO) S01AX24 (WHO)
Hazards
GHS labelling:[1]
Pictograms
GHS09: Environmental hazard GHS08: Health hazard GHS06: Toxic GHS05: Corrosive GHS07: Exclamation mark
Danger
Hazard statements
H302, H317, H318, H330, H351, H372, H410
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references
Chemical compound

Polyhexanide (polyhexamethylene biguanide, PHMB) is a polymer used as a disinfectant and antiseptic. In dermatological use,[2] it is spelled polihexanide (INN) and sold under the names Lavasept, Serasept, Prontosan, and TEBASEPT.[3] PHMB has been shown to be effective against Pseudomonas aeruginosa, Staphylococcus aureus, Escherichia coli, Candida albicans, Aspergillus brasiliensis, enterococci, and Klebsiella pneumoniae.[4]

Products containing PHMB are used for inter-operative irrigation, pre- and post-surgery skin and mucous membrane disinfection, post-operative dressings, surgical and non-surgical wound dressings, surgical bath/hydrotherapy, chronic wounds like diabetic foot ulcer and burn wound management, routine antisepsis during minor incisions, catheterization, first aid, surface disinfection, and linen disinfection.[5] [6] PHMB eye drops have been used as a treatment for eyes affected by Acanthamoeba keratitis.[7]

It is sold as a swimming pool and spa disinfectant in place of chlorine or bromine based products under the name Baquacil.

PHMB is also used as an ingredient in some contact lens cleaning products, cosmetics, personal deodorants and some veterinary products. It is also used to treat clothing (Purista), purportedly to prevent the development of unpleasant odors.

The PHMB hydrochloride salt (solution) is used in the majority of formulations.

Safety

In 2011, Polyhexamethylenbiguanide was classified as category 2 carcinogen by the European Chemical Agency, but it is still allowed in cosmetics in small quantities if exposure by inhalation is impossible.

Name controversy

In some sources, particularly when listed as a cosmetics ingredient (INCI), the polymer is wrongly named as Polyaminopropyl biguanide[8] [9]

See also

References

  1. ^ "Classification and Labelling of PHMB". European Chemicals Agency.
  2. ^ Ansorg R, Rath PM, Fabry W (2003). "Inhibition of the anti-staphylococcal activity of the antiseptic polihexanide by mucin". Arzneimittel-Forschung. 53 (5): 368–71. doi:10.1055/s-0031-1297121. PMID 12854364. S2CID 33172373.
  3. ^ International Drug Names: Polihexanide
  4. ^ Maribeth Cousin, Kimberly Restivo, Chelsea Rodriguez, and Justin Lien. USP Antimicrobial Effectiveness Test (GLP). Elkhorn, WI: Geneva Laboratories. 2013. "Archived copy" (PDF). Archived from the original (PDF) on 2016-03-04. Retrieved 2015-04-08.{{cite web}}: CS1 maint: archived copy as title (link)
  5. ^ "Nusept". Archived from the original on 2012-03-25. Retrieved 2011-06-08.
  6. ^ Rippon, Mark G.; Rogers, Alan A.; Ousey, Karen (2023-01-02). "Polyhexamethylene biguanide and its antimicrobial role in wound healing: a narrative review". J Wound Care. 32 (1): 5–20. doi:10.12968/jowc.2023.32.1.5.
  7. ^ Alkharashi M, Lindsley K, Law HA, Sikder S (2015). "Medical interventions for acanthamoeba keratitis". Cochrane Database Syst Rev. 2015 (2): CD0010792. doi:10.1002/14651858.CD010792.pub2. PMC 4730543. PMID 25710134.
  8. ^ Cosmetic Ingredient Review Expert Panel (May 12, 2014). "Safety Assessment of Polyaminopropyl Biguanide as Used in Cosmetics" (PDF). Cosmetic Ingredient Review (CIR). Retrieved 2024-05-07.
  9. ^ Sukakul, Thanisorn; Dahlin, Jakob; Pontén, Ann; Antelmi, Annarita; Bruze, Magnus; Hamnerius, Nils; Hauksson, Inese; Isaksson, Marléne; Lejding, Tina; Svedman, Cecilia (2021). "Contact allergy to polyhexamethylene biguanide (polyaminopropyl biguanide)". Contact Dermatitis. 84 (5): 326–331. doi:10.1111/cod.13728. PMC 8048451. PMID 33098110.
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Acridine derivativesBiguanides and amidinesPhenol and derivativesNitrofuran derivativesIodine productsQuinoline derivativesQuaternary ammonium compoundsMercurial productsSilver compoundsAlcoholsOther


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