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Chlorhexidine information


Chlorhexidine
Clinical data
Pronunciationklɔː(r)ˈhɛksɪdiːn
Trade namesBetasept, ChloraPrep, Chlorostat, others
Other namesCHX, CHG, 1,6-bis(4-chloro-phenylbiguanido)hexane
AHFS/Drugs.comMonograph
License data
  • US DailyMed: Chlorhexidine
Pregnancy
category
  • AU: A
Routes of
administration
Topical
ATC code
  • A01AB03 (WHO) B05CA02 (WHO), D08AC02 (WHO), D09AA12 (WHO) (dressing), R02AA05 (WHO), S01AX09 (WHO), S02AA09 (WHO), S03AA04 (WHO)
Legal status
Legal status
  • AU: S5, S6, S7
  • US: OTC / Rx-only
Identifiers
IUPAC name
  • N,N1,6-Hexanediylbis[N-(4-chlorophenyl)(imidodicarbonimidic diamide)]
CAS Number
  • 55-56-1 checkY
PubChem CID
  • 9552079
DrugBank
  • DB00878 checkY
ChemSpider
  • 2612 checkY
UNII
  • R4KO0DY52L
KEGG
  • D07668 checkY
ChEBI
  • CHEBI:3614 checkY
ChEMBL
  • ChEMBL790 checkY
CompTox Dashboard (EPA)
  • DTXSID2033314 Edit this at Wikidata
ECHA InfoCard100.000.217 Edit this at Wikidata
Chemical and physical data
FormulaC22H30Cl2N10
Molar mass505.45 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point134 to 136 °C (273 to 277 °F)
Solubility in water0.8
SMILES
  • Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1
InChI
  • InChI=1S/C22H30Cl2N10/c23-15-5-9-17(10-6-15)31-21(27)33-19(25)29-13-3-1-2-4-14-30-20(26)34-22(28)32-18-11-7-16(24)8-12-18/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34) checkY
  • Key:GHXZTYHSJHQHIJ-UHFFFAOYSA-N checkY
  (verify)

Chlorhexidine[1] is a disinfectant and antiseptic with the molecular formula C22H30Cl2N10, which is used for skin disinfection before surgery and to sterilize surgical instruments.[2] It is also used for cleaning wounds, preventing dental plaque, treating yeast infections of the mouth, and to keep urinary catheters from blocking.[3] It is used as a liquid or a powder.[2][3] It is commonly used in salt form, either the gluconate[4] or the acetate.[5]

Side effects may include skin irritation, tooth discoloration, and allergic reactions,[3] although apart from discoloration the risk appears to be the same as povidone-iodine.[6][7] 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.[8] It may cause eye problems if direct contact occurs.[9][10] Use in pregnancy appears to be safe.[11] Chlorhexidine may come mixed in alcohol,[12][13][14] water, or surfactant solution.[3] It is effective against a range of microorganisms, but does not inactivate spores.[2]

Chlorhexidine came into medical use in the 1950s.[15] Chlorhexidine is available over the counter in the United States.[9] It is on the World Health Organization's List of Essential Medicines.[16][17] In 2021, it was the 247th most commonly prescribed medication in the United States, with more than 1 million prescriptions.[18][19]

  1. ^ Varoni E, Tarce M, Lodi G, Carrassi A (September 2012). "Chlorhexidine (CHX) in dentistry: state of the art". Minerva Stomatologica. 61 (9): 399–419. PMID 22976567. Archived from the original on 30 September 2021. Retrieved 30 September 2021.
  2. ^ a b c World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. pp. 321–22. hdl:10665/44053. ISBN 9789241547659.
  3. ^ a b c d British national formulary : BNF 69 (69 ed.). British Medical Association. 2015. pp. 568, 791, 839. ISBN 9780857111562.
  4. ^ "Chlorhexidine Gluconate". PubChem. Retrieved 1 July 2023.
  5. ^ "Chlorhexidine Acetate". PubChem. Retrieved 1 July 2023.
  6. ^ Wade RG, Bourke G, Wormald JC, Totty JP, Stanley GH, Lewandowski A, et al. (November 2021). "Chlorhexidine versus povidone-iodine skin antisepsis before upper limb surgery (CIPHUR): an international multicentre prospective cohort study". BJS Open. 5 (6): zrab117. doi:10.1093/bjsopen/zrab117. PMC 8677347. PMID 34915557.
  7. ^ Wade RG, Burr NE, McCauley G, Bourke G, Efthimiou O (December 2021). "The Comparative Efficacy of Chlorhexidine Gluconate and Povidone-iodine Antiseptics for the Prevention of Infection in Clean Surgery: A Systematic Review and Network Meta-analysis". Annals of Surgery. 274 (6): e481–e488. doi:10.1097/SLA.0000000000004076. PMID 32773627. S2CID 225289226.
  8. ^ "Chlorhexidine (Oral Route) Precautions - Mayo Clinic". www.mayoclinic.org. Retrieved 27 June 2023.
  9. ^ a b "Chlorhexidine Gluconate topical". The American Society of Health-System Pharmacists. Archived from the original on 13 January 2017. Retrieved 8 January 2017.
  10. ^ Tabor E, Bostwick DC, Evans CC (January 1989). "Corneal damage due to eye contact with chlorhexidine gluconate". JAMA. 261 (4): 557–558. doi:10.1001/jama.1989.03420040091021. PMID 2909794.
  11. ^ Briggs GG, Freeman RK, Yaffe SJ (2011). Drugs in Pregnancy and Lactation: A Reference Guide to Fetal and Neonatal Risk. Lippincott Williams & Wilkins. p. 252. ISBN 9781608317080. Archived from the original on 13 January 2017.
  12. ^ "Prevantics Swab- chlorhexidine gluconate and isopropyl alcohol solution". DailyMed. 26 October 2022. Archived from the original on 24 January 2023. Retrieved 24 January 2023.
  13. ^ "Prevantics Swab- chlorhexidine gluconate and isopropyl alcohol solution". DailyMed. 26 October 2022. Archived from the original on 24 January 2023. Retrieved 24 January 2023.
  14. ^ "Prevantics Maxi Swabstick- chlorhexidine gluconate and isopropyl alcohol solution". DailyMed. 26 October 2022. Archived from the original on 24 January 2023. Retrieved 24 January 2023.
  15. ^ Schmalz G, Bindslev DA (2008). Biocompatibility of Dental Materials. Springer Science & Business Media. p. 351. ISBN 9783540777823. Archived from the original on 13 January 2017.
  16. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  17. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  18. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  19. ^ "Chlorhexidine - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

and 28 Related for: Chlorhexidine information

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Chlorhexidine

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Chlorhexidine is a disinfectant and antiseptic with the molecular formula C22H30Cl2N10, which is used for skin disinfection before surgery and to sterilize...

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Mouthwash

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the beneficial effects of chlorhexidine. Chlorhexidine mouthwash can also cause taste disturbance or alteration. Chlorhexidine is rarely associated with...

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Antiseptic

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the skin before injections, among other uses. Diguanides including chlorhexidine gluconate, a bacteriocidal antiseptic which (with an alcoholic solvent)...

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Miswak

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disinfectants and anti-plaque agents like triclosan and chlorhexidine gluconate. Mouthrinses containing chlorhexidine was with maximum antibacterial activity, while...

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Cetylpyridinium chloride

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in reducing plaque and gingivitis-inflammation. In combination with chlorhexidine and zinc lactate, CPC has been found to be effective in treating halitosis...

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Tonsil stones

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linear. Otherwise, gargling salt water and manual removal may be tried. Chlorhexidine or cetylpyridinium chloride may also be tried. Surgical treatment may...

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Savlon

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personal care products with the active ingredients of cetrimide and chlorhexidine gluconate. Commonly sold as a cream, the product range also includes...

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Bad breath

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flossing. Tentative evidence supports the use of mouthwash containing chlorhexidine or cetylpyridinium chloride. While there is tentative evidence of benefit...

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Octenidine dihydrochloride

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concentrations of 0.1 to 2.0%.[citation needed] It is a substitute for chlorhexidine, with respect to its slow action and concerns about the carcinogenic...

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Merthiolate

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so famous as a brand that it was reused for these other compounds: Chlorhexidine digluconate discovered in 1954, a solution marketed by Hypermarcas under...

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Germolene

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(providing antiseptic, locally analgesic and antipruritic effects) and chlorhexidine digluconate 0.25%. The Germoloids line of Germolene products, intended...

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Cetrimide

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ICI also introduced Savlon, which was a combination of cetrimide and chlorhexidine. ICI later sold the Savlon brand OTC to Johnson & Johnson in May 1992...

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Skin disinfection

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including providone-iodine, chlorhexidine, alcohol based solutions, and cetrimide. There is strong evidence that chlorhexidine and denatured alcohol use...

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Sodium perborate

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(n=12) 1998 RCT shows that Bocasan combined with chlorhexidine mouthwash is better than chlorhexidine alone in preventing plaque. A further study (n=28)...

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Tincture of iodine

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radioactive iodine-131 in a nuclear accident. Antiseptic Cadexomer iodine Chlorhexidine Iodophor Inadine Louis Melsens Povidone-iodine Lugol's iodine Brilliant...

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WHO Model List of Essential Medicines

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sulfate Iohexol Complementary: Barium sulfateα Meglumine iotroxateα Chlorhexidine Ethanol Povidone iodine Alcohol based hand rub Chlorine base compound...

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Urethritis

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vaccination: HPV and Hepatitis B vaccines reducing number of sexual partners Chlorhexidine is an antibacterial agent that covers a wide spectrum of gram-positive...

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Central venous catheter

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of intravascular catheters. Both chlorhexidine and povidone-iodine are acceptable skin cleansers, though chlorhexidine is preferred. For short-term CVC...

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Phalloplasty

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skin colony count such as scrubbing skin preparation with alcohol and chlorhexidine or kill bacteria once the implant is contaminated by skin flora such...

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Bactericide

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benzethonium chloride) and others, non-quaternary compounds, such as chlorhexidine, glucoprotamine, octenidine dihydrochloride etc.), strong oxidizers...

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Merbromin

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ingredients with similar properties. In Canada, Jean Coutu Group markets a chlorhexidine solution under the name Mercurochrome. Thiomersal, also known as Thimerosal...

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Parodontax

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launched the first product containing chlorhexidine digluconate in Germany. Since 1989, the active substance chlorhexidine digluconate has been widely used...

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Preoperative care

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antiseptic like chlorhexidine does not seem to affect incidence of complications after surgery. However, washing the surgical site with chlorhexidine after surgery...

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Candidiasis

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system. Efforts to prevent infections of the mouth include the use of chlorhexidine mouthwash in those with poor immune function and washing out the mouth...

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Oral hygiene

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mouthwash: saline (salty water), essential oils (Listerine, etc.), and chlorhexidine gluconate. Saline (warm salty water) is usually recommended after procedures...

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Surgery

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field is cleansed and prepared by applying an antiseptic (typically chlorhexidine gluconate in alcohol, as this is twice as effective as povidone-iodine...

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Alveolar osteitis

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fragment. Some evidence suggests that rinsing with chlorhexidine (0.12% or 0.2%) or placing chlorhexidine gel (0.2%) in the sockets of extracted teeth reduces...

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Zinc

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Winkelhoff, A. J. (2003). "The effects of a new mouthrinse containing chlorhexidine, cetylpyridinium chloride and zinc lactate on the microflora of oral...

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