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.
OverviewAI-generated
Chlorhexidine is a chemical compound with the formula C₂₂H₃₀Cl₂N₁₀. Its molecular mass is 504.203, while its weight is listed as 505.4. The compound has a defined daily dose of 30. Structural properties include an xlogp of 0.1, a topological polar surface area of 178, and a charge of 0. It features 6 hydrogen bond donors and 2 hydrogen bond acceptors.
The substance is referenced by 455 other encyclopedia articles. A search for chlorhexidine in PubMed yields a count of 16961 entries.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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
~8 min read
Encyclopedic overview
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.
Excerpted from Wikipedia’s “chlorhexidine” article, available under the CC BY-SA 4.0 licence.