File:Chlorhexidine_skeletal_formula.svg · Wikimedia Commons · See Wikimedia Commons
chlorhexidine
Sign in to saveAlso known as N,N'-bis(4-chlorophenyl)-3,12-diimino-2,4,11,13-tetraazatetradecanediimidamide, N-(4-chlorophenyl)-1-3-(6-{N-[3-(4-chlorophenyl)carbamimidamidomethanimidoyl]amino}hexyl)carbamimidamidomethanimidamide, 1,1'-hexamethylene bis[5-(p-chlorophenyl)biguanide], CHX
Chlorhexidine is a disinfectant and antiseptic which is used for skin disinfection before surgery and to disinfect surgical instruments. It is also used for cleaning wounds, preventing dental plaque, treating yeast infections of the mouth, and to keep urinary catheters from blocking. It is used as a liquid or a powder. It is commonly used in salt form, either the gluconate or the acetate.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 464187733
- Drug.image
- Chlorhexidine skeletal formula.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 280
- Drug.image2
- Chlorhexidine ball-and-stick model from xtal 2024.png
- Drug.image_class2
- bg-transparent
- Drug.pronounce
- klɔː(r)ˈhɛksɪdiːn
- Drug.tradename
- Betasept, ChloraPrep, Chlorostat, others
- Drug.DailyMedID
- Chlorhexidine
- Drug.pregnancy_AU
- A
- Drug.routes_of_administration
- Topical
- Drug.ATC_prefix
- A01
- Drug.ATC_suffix
- AB03
- Drug.ATC_supplemental
- , , (dressing), , , ,
- Drug.legal_AU
- S5, S6, S7
- Drug.legal_US
- OTC
- Drug.legal_US_comment
- / Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C22H30Cl2N10
- Molecular weight
- 505.4 g/mol
- IUPAC name
- 2-[6-[[amino-[(E)-[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine
- SMILES
- C1=CC(=CC=C1NC(=NC(=NCCCCCCN=C(N)/N=C(\N)/NC2=CC=C(C=C2)Cl)N)N)Cl
- InChIKey
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N
- XLogP
- 0.1
- Polar surface area
- 178 Ų
- H-bond donors
- 6
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
16,961 papers- Chlorhexidine.The Journal of the Western Society of Periodontology/Periodontal abstracts · 2002
- Chlorhexidine Allergy: On the Rise and Often Overlooked.Current allergy and asthma reports · 2019
- Chlorhexidine allergy in the perioperative setting: a narrative review.British journal of anaesthesia · 2019
- Chlorhexidine gluconate for antisepsis in preterm neonates: A review of safety and efficacy.Pediatric dermatology · 2024
- Chlorhexidine: is it still the gold standard?Periodontology 2000 · 1997
via PubMed
Wikidata facts
- Mass
- 504.203
Show 6 more facts
- chemical formula
- C₂₂H₃₀Cl₂N₁₀
- World Health Organisation international non-proprietary name
- chlorhexidine
- canonical SMILES
- C1=CC(=CC=C1NC(=NC(=NCCCCCCN=C(N)N=C(N)NC2=CC=C(C=C2)Cl)N)N)Cl
- isomeric SMILES
- C1=CC(=CC=C1N/C(=N/C(=NCCCCCCN=C(/N=C(/NC2=CC=C(C=C2)Cl)\N)N)N)/N)Cl
- Commons category
- Chlorhexidine
- defined daily dose
- 30
Sources (7)
via Wikidata · CC0
~8 min read
Article
12 sectionsContents
- Uses
- Antiseptic
- Dental use
- Side effects
- Mechanism of action
- Chemistry
- Deactivation
- Synthesis
- Society and culture
- Brands
- Veterinary medicine
- References
Chlorhexidine is a disinfectant and antiseptic which is used for skin disinfection before surgery and to disinfect surgical instruments. It is also used for cleaning wounds, preventing dental plaque, treating yeast infections of the mouth, and to keep urinary catheters from blocking. It is used as a liquid or a powder. It is commonly used in salt form, either the gluconate or the acetate.
Side effects may include skin irritation, tooth discoloration, and allergic reactions, although, apart from discoloration, the risk appears to be the same as that for povidone-iodine. Chlorhexidine rinse is also known to have a bitter metallic aftertaste. Rinsing with water is not recommended as it is known to increase the bitterness. It may cause eye problems if direct contact occurs. Use in pregnancy appears to be safe. Chlorhexidine may come mixed in alcohol, water, or surfactant solution. It is effective against a range of microorganisms, but does not inactivate spores.