Identification
- Summary
-
Chlorhexidineis an antiseptic used to sterilize for surgeries and in healthcare practice, to reduce pocket depth in periodontitis, and to treat gingivitis.
- Brand Names
-
Betasept, Hibiclens, Instillagel, Nupro Chlorhexidine, Oris, Oro-Clense, Paroex, Perichlor, Peridex, Periochip, Periogard, Prevora, X-pur
- Generic Name
- Chlorhexidine
- DrugBank Accession Number
- DB00878
- Background
-
Chlorhexidine is a broad-spectrum antimicrobial biguanide used as a topical antiseptic and in dental practice for the treatment of inflammatory dental conditions caused by microorganisms.11It is one of the most common skin and mucous membrane antiseptic agents in use today.2The molecule itself is a cationic bis-guanide consisting of two 4-chlorophenyl rings and two biguanide groups joined by a central hexamethylene chain.7Topical chlorhexidine for disinfection, as well as oral rinses for dental use, carries activity against a broad range of pathogens including bacteria, yeasts, and viruses.12,11,7
Chlorhexidine was developed in the UK by Imperial Chemical Industries in the early 1950s9and was introduced to the US in the 1970s.18The FDA withdrew its approval for the use of chlorhexidine gluconate topical tincture 0.5%, due to a significant number of reports concerning chemical and thermal burns associated with the use of this product.19,20Other formulations of chlorhexidine continue to be available.
- Type
- Small Molecule
- Groups
- Approved, Vet approved, Withdrawn
- Structure
-
- Weight
-
Average: 505.447
Monoisotopic: 504.203196424 - Chemical Formula
- C22H30Cl2N10
- Synonyms
-
- 1,1'-Hexamethylene bis(5-(p-chlorophenyl)biguanide)
- Chlorhexidin
- Chlorhexidine
- Chlorhexidinum
- Cloresidina
- Clorhexidina
- N,N'-Bis(4-chlorophenyl)-3,12-diimino-2,4,11,13-tetraazatetradecanediimidamide
Pharmacology
- Indication
-
Chlorhexidine is available over-the-counter in various formulations (e.g. solution, sponge, cloth, swab) as a topical antiseptic to sanitize prior to surgeries and/or medical procedures.12,13,14,15Dental formulations, available by prescription only, include an oral rinse indicated for the treatment of gingivitis11and a slow-release "chip" which is inserted into periodontal pockets and is indicated for the reduction of pocket depth in adult patients with periodontitis as an adjunct therapy to dental scaling and root planing procedures.16
Reduce drug development failure ratesBuild, train, & validate machine-learning models
with evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets. - Associated Conditions
-
- Aphthous ulcer
- Catarrh of the throat
- Chemotherapy Induced Oral Mucositis
- Chronic Wounds
- Decubitus Ulcer
- Dental Cavity
- Dysphagia
- Eczema infected
- Foeter Ex Ore
- Gingival Bleeding
- Gingival Diseases
- Gingivitis
- Glossitis
- Hoarseness
- Infection
- Infectious Periodontal Diseases
- Injury Throat
- 轻度至中度口腔的炎症反应Cavity
- Mild to Moderate Inflammatory Reaction of the Pharynx
- Mouth injury
- Mucositis
- Neurodermatitis
- Ocular Inflammation
- Ocular Irritation
- Oral Aphthous Ulcer
- Pain
- Periodontitis
- Pharyngitis
- Plaque, Dental
- Postoperative Wound Infection
- Purulent Gingivitis
- Radiation Mucositis
- Red eye
- Ringworm
- Skin Infections
- Sore Throat
- Stomatitis
- Surgical Wounds
- Tissue Damage
- Tonsillitis
- Ulcers, Leg
- Wound Infections
- Bacterial skin infections
- Dry, cracked skin
- Gum pain
- Moderate Gingivitis
- Oral infections
- Oral lesions
- Recurrent Oral fungal infection
- Severe Gingivitis
- Superficial Wounds
- Throat disinfection
- Tongue inflammation
- Associated Therapies
-
- Anesthesia of Mucous Membrane
- Antimicrobial Therapy
- Contact Lens Care
- Disinfection
- Disinfection of External Genitalia
- Disinfection of the Urethra
- Disinfection of the Vaginal Mucosa
- Irrigation therapy
- Lubrication of the Urethra
- Oral Care
- Oral Hygiene
- Oropharyngeal antisepsis
- Promotion of wound healing
- Skin disinfection
- Surgical Scrubbing
- Topical Antisepsis
- Urethral Anesthesia
- Wound Cleansing
- Oral antisepsis
- Oral disinfection
- Contraindications & Blackbox Warnings
-
Avoid life-threatening adverse drug eventsImprove clinical decision support with information oncontraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.
- Pharmacodynamics
-
Chlorhexidine is a broad-spectrum antimicrobial with demonstrated activity against both gram-positive and gram-negative bacteria, yeasts, and viruses.2Antimicrobial activity is dose-dependent - chlorhexidine is bacteriostatic at lower concentrations (0.02%-0.06%) and bactericidal at higher concentrations (>0.12%).2Pharmacokinetic studies of oral chlorhexidine rinses indicate that approximately 30% of the active ingredient is retained in the mouth following rinsing, which is subsequently slowly released into oral fluids.11This ability to adsorb to dentine, shared with tetracycline antibiotics such asdoxycycline, is known as "substantivity" and is the result of chlorhexidine's positive charge - it is likely that this substantivity plays at least some role in chlorhexidine's antimicrobial activity, as its persistence on surfaces such as dentine prevent microbial colonization.7
Dental chlorhexidine rinses may result in staining of oral surfaces, such as teeth. This effect is not ubiquitous and appears to be more significant with extended therapy (i.e. up to 6 months) - nevertheless, patients for whom oral staining is unacceptable should use chlorhexidine rinse with caution and for the shortest effective interval.11Allergic reactions to chlorhexidine have been associated with the development of anaphylaxis.8
- Mechanism of action
-
Chlorhexidine’s broad-spectrum antimicrobial effects are due to its ability to disrupt microbial cell membranes. The positively charged chlorhexidine molecule reacts with negatively charged phosphate groups on microbial cell surfaces - this reaction both destroys the integrity of the cell, allowing leakage of intracellular material, and allows chlorhexidine to enter the cell, causing precipitation of cytoplasmic components and ultimately cell death.16,7The specific means of cell death is dependent on the concentration of chlorhexidine - lower concentrations are bacteriostatic and result in leakage of intracellular substances such as potassium and phosphorous, whereas higher concentrations are bactericidal and cause cytoplasmic precipitation.7
Target Actions Organism ABacterial outer membrane incorporation into and destabilizationBacteria - Absorption
-
Topically, chlorhexidine is unlikely to undergo any degree of systemic absorption. Orally administered chlorhexidine, such as that found in oral rinses for dental purposes, is very poorly absorbed from the gastrointestinal tract - the Cmaxin human subjects following an oral dose of 300mg was 0.206 µg/g and occurred approximately 30 minutes after ingestion (Tmax).11Following the insertion of 4 PerioChips in 18 adult patients, no detectable plasma or urine chlorhexidine levels were observed.16
- Volume of distribution
-
Not Available
- Protein binding
-
Chlorhexidine is known to bind albumin in both serum and saliva,5though the extent of this binding is unclear.
- Metabolism
-
As chlorhexidine is very poorly absorbed in the gastrointestinal tract, it is unlikely to undergo metabolic conversion to any significant extent.11
- Route of elimination
-
Excretion of chlorhexidine gluconate occurs almost exclusively via the feces, with less than 1% of an ingested dose excreted in the urine.11
- Half-life
-
Not Available
- Clearance
-
Not Available
- Adverse Effects
-
Improve decision support & research outcomesWith structured adverse effects data, including:blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
-
The LD50of subcutaneously administered chlorhexidine in mice is >5 g/kg.17
Small children are likely to be more susceptible to chlorhexidine overdose - ingestion of 1-2 ounces by a small child may result in gastric distress, nausea, and intoxication. Treatment should consist of symptomatic and supportive measures. Seek medical attention if a child ingests >4 ounces of chlorhexidine solution or if symptoms of intoxication develop post-exposure.11
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug InteractionsLearn More" title="" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
-
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAllogeneic cultured keratinocytes and dermal fibroblasts in murine collagen The therapeutic efficacy of Allogeneic cultured keratinocytes and dermal fibroblasts in murine collagen can be decreased when used in combination with Chlorhexidine. Identify potential medication risksEasily compare up to 40 drugs with our drug interaction checker.Get severity rating, description, and management advice.Learn more - Food Interactions
-
- 把食物分开。可能影响的味道吗food and beverages. Avoid eating or drinking for 30 minutes following use.
Products
-
Drug product information from 10+ global regionsOur datasets provide approved product information including:
dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions. - Product Ingredients
-
Ingredient UNII CAS InChI Key Chlorhexidine acetate 5908ZUF22Y 56-95-1 WDRFFJWBUDTUCA-UHFFFAOYSA-N Chlorhexidine gluconate MOR84MUD8E 18472-51-0 YZIYKJHYYHPJIB-UUPCJSQJSA-N Chlorhexidine hydrochloride E64XL9U38K 3697-42-5 WJLVQTJZDCGNJN-UHFFFAOYSA-N - International/Other Brands
- Cida-Stat (Ecolab)/Corsodyl (GlaxoSmithKline)/DentiSept/Dyna-Hex (Xttrium)/Exidine (Xttrium)/Hexadol (Green Cross)/Hibiscrub (AstraZeneca)/Hibitane (Imperial Chemical Industries)/Microderm (Johnson & Johnson)/Periogard Oral Rinse (Colgate)/Pharmaseal Scrub Care (CareFusion)/Prevacare R (Johnson & Johnson)/Rotersept (Roter)/Sterilon (Emcure)/Tubulicid
- Brand Name Prescription Products
-
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Antiseptic Skin Cleanser Solution 4 g/100mL Topical Xttrium Laboratories, Inc. 2012-01-01 Not applicable US Antiseptic Skin Cleanser Solution 4 g/100mL Topical Cardinal Health 2012-01-01 2020-10-31 US Betasept Solution 0.04 mg/1mL Topical Xttrium Laboratories, Inc. 1993-06-01 Not applicable US Chlorhexidine Mouthwash 0.12 % Buccal Bajaj Medical, Llc 2000-08-29 Not applicable Canada Chlorhexidine Mouthwash 0.12 % w/v Buccal Euro Pharm International Canada Inc 2017-10-19 Not applicable Canada Chlorhexidine Alcohol Free Mouthwash 0.12 % w/v Buccal Euro Pharm International Canada Inc 2018-02-20 2021-06-03 Canada Chlorhexidine Gluconate Rinse 0.12 mg/1mL Oral Actavis Mid Atlantic LLC, 2009-02-11 Not applicable US Chlorhexidine Gluconate 0.12% Oral Rinse, USP Mouthwash 0.12 % w/w Buccal Sage Products LLC 2016-02-03 2022-04-22 Canada Chlorhexidine Gluconate 0.12% Oral Rinse, USP Liquid; Mouthwash 0.12 % w/w Oral Xttrium Laboratories, Inc. Not applicable Not applicable Canada Denticare Chlorhexidine Gluconate Oral Rinse 0.12% Mouthwash 0.12 % Buccal Amd Medicom Inc 1999-11-26 Not applicable Canada - Generic Prescription Products
-
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Acclean Chlorhexidine Gluconate 0.12% Oral Rinse Liquid 1.2 mg/1mL Oral Xttrium Laboratories, Inc. 2009-10-01 Not applicable US Acclean Chlorhexidine Gluconate 0.12% Oral Rinse Liquid 1.2 mg/1mL Oral Henry Schein, Inc. 2009-10-01 Not applicable US Acclean Chlorhexidine Gluconate 0.12% Oral Rinse Liquid 1.2 mg/1mL Oral Henry Schein, Inc. 2013-02-01 Not applicable US Acclean Chlorhexidine Gluconate 0.12% Oral Rinse Liquid 1.2 mg/1mL Oral Xttrium Laboratories, Inc. 2013-02-01 Not applicable US Chlorhexidine Solution 1.2 mg/1mL Oral PINNACLE PHARMA LLC 1995-12-15 Not applicable US Chlorhexidine Solution 1.2 mg/1mL Oral Nucare Pharmaceuticals,inc. 1995-12-15 Not applicable US Chlorhexidine Gluconante Rinse 1.2 mg/1mL Oral Amd Medicom Inc. 2006-06-02 2023-05-31 US Chlorhexidine Gluconate Rinse 1.2 mg/1mL Oral Teva 2011-04-07 2011-04-07 US Chlorhexidine gluconate Rinse 1.2 mg/1mL Oral Safecor Health, LLC 2018-09-14 Not applicable US Chlorhexidine Gluconate Rinse 1.2 mg/1mL Oral A-S Medication Solutions 2010-06-01 Not applicable US - Over the Counter Products
-
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Akilgeld Hand Sanitizer Gel 2 % w/w Topical Delta Pharma Inc. Not applicable Not applicable Canada Akilspray Hand Sanitizer Spray 2 % w/w Topical Delta Pharma Inc. Not applicable Not applicable Canada Alsoft A Hand Disinfectant 0.2% w/v Solution 0.2 % w/v Goodmaid Chemicals Corp. Sdn. Bhd. 2020-09-08 Not applicable Malaysia Anti Mucedine Feminine Wash Liquid 0.1 g/100mL Topical Jiangxi Renhetang pharmaceutical chain Co., Ltd. 2021-03-16 Not applicable US Anti-bac Hand Soap 0.45 g/100mL Topical Fujian Jinghua Biotechnology Co.,Ltd. 2020-04-25 Not applicable US Antibacterial Protective Hand Lotion .07075 g/14.15g Topical HANOVER PEN CORP dba HPC Global 2013-02-01 Not applicable US Antibacterial Protective Hand Lotion .0045 g/.9g Topical HANOVER PEN CORP dba HPC Global 2013-02-01 Not applicable US Antimicrobial Foam Handwash Liquid 20 mg/1mL Topical GOJO Industries, Inc. 2018-04-01 Not applicable US Antimicrobial Skin Cleanser Liquid 20 mg/1mL Topical GOJO Industries, Inc. 2008-03-01 Not applicable US Antiseptic Body Cleanser Cloth 2 % Topical Sage Products LLC 2006-02-14 Not applicable Canada - Mixture Products
-
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image (Fruli) Quick-Dry Disposable Hand Sanitizer Chlorhexidine gluconate(0.5 mg/100mL)+Ethanol(70 mL/100mL) Liquid Topical Shandong Zhuojian Medical Technology Co., Ltd. 2020-05-01 Not applicable US (Qiqing) Chlorhexidine Gluconate Alcohol Disinfectant Chlorhexidine gluconate(0.45 mg/100mL)+Ethanol(75 mL/100mL) Liquid Topical Qingdao precision medical technology co., LTD. Zibo branch 2020-05-01 Not applicable US 3M Avagard Chlorhexidine gluconate(8.3 mg/1mL)+Ethanol1(506.3毫克/毫升) Lotion Topical 3M Company 2001-06-14 Not applicable US 3M SoluPrep Chlorhexidine gluconate(20 mg/1mL)+Isopropyl alcohol(0.7 mL/1mL) Solution Topical 3M Company 2018-10-08 Not applicable US 3M SoluPrep Chlorhexidine gluconate(20 mg/1mL)+Isopropyl alcohol(0.7 mL/1mL) Solution Topical 3M Company 2018-10-08 2020-09-30 US 3m Soluprep Sponge Chlorhexidine gluconate(2 % w/v)+Isopropyl alcohol(70 % v/v) Sponge Topical 3 M Pharmaceuticals 2013-09-11 Not applicable Canada 3เอ็ม ซีเอชจี แพด Chlorhexidine(0.114 ML/1.142ML)+Isopropyl alcohol(0.8 ML/1.142ML) Solution Topical บริษัท 3 เอ็ม ประเทศไทย จำกัด 2018-08-10 Not applicable Thailand Alcohol Antibacterial Wipes Chlorhexidine acetate(0.1 g/100a)+Benzalkonium chloride(0.1 g/100a)+Ethanol(15 g/100a) Cloth Topical Kunming Ansheng Industry & Trade Co., Ltd. 2020-03-30 Not applicable US Alcohol Disinfectant Wipes Chlorhexidine acetate(1 mg/1)+Benzalkonium chloride(1 mg/1)+Ethanol(750 mg/1) Cloth Topical Kunming Ansheng Industry & Trade Co., Ltd. 2020-06-17 Not applicable US ANDOREX %0.15+%0.12 GARGARA, 200 ML Chlorhexidine gluconate(18 mg/15mL)+Benzydamine hydrochloride(22.5 mg/15mL) Rinse Oral PHARMACTİVE İLAÇ SAN. VE TİC. A.Ş. 2020-08-14 Not applicable Turkey - Unapproved/Other Products
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Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Anti Mucedine Feminine Wash Chlorhexidine acetate(0.1 g/100mL) Liquid Topical Jiangxi Renhetang pharmaceutical chain Co., Ltd. 2021-03-16 Not applicable US Anti-bac Hand Chlorhexidine acetate(0.45 g/100mL) Soap Topical Fujian Jinghua Biotechnology Co.,Ltd. 2020-04-25 Not applicable US Antibacterial Protective Hand Chlorhexidine gluconate(.07075 g/14.15g) Lotion Topical HANOVER PEN CORP dba HPC Global 2013-02-01 Not applicable US Antibacterial Protective Hand Chlorhexidine gluconate(.0045 g/.9g) Lotion Topical HANOVER PEN CORP dba HPC Global 2013-02-01 Not applicable US Antiseptic Cleansing Wipes Chlorhexidine gluconate(0.0002 mg/1mg) Swab Topical Guangdong Comfort Medical Products Co., Ltd. 2017-07-17 Not applicable US Antiseptic Cleansing Wipes Chlorhexidine gluconate(0.0002 mg/1mg) Swab Topical Foshan Flying Medical Products Co., Ltd. 2012-12-27 Not applicable US Bei Ling Tong Bao Er Zheng Yuan Antibacterial Creams Chlorhexidine acetate(0.03 g/15g) Cream Topical Jilin Mancaotang Health Management Group Co Ltd 2018-11-20 2019-10-21 US Chinese Herb Essence Bacteriostatic Feminine Wash Chlorhexidine acetate(0.1 g/100mL) Liquid Topical Jiangxi Renhetang pharmaceutical chain Co., Ltd. 2021-03-16 Not applicable US DermacinRx Clorhexacin Chlorhexidine gluconate(4 g/100mL)+Dimethicone(50 mg/1mL)+Mupirocin(20毫克/ 1 g) Kit Topical PureTek Corporation 2016-06-02 Not applicable US DermacinRx Surgical ComboPak Chlorhexidine gluconate(4 g/100mL)+Dimethicone(50 mg/1mL) Cream; Kit; Solution Topical PureTek Corporation 2015-04-28 Not applicable US
Categories
- ATC Codes
-
R02AA05 — Chlorhexidine
S03AA04 — Chlorhexidine
- S03AA — Antiinfectives
- S03A — ANTIINFECTIVES
- S03 — OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
- S — SENSORY ORGANS
- D08AC — Biguanides and amidines
- D08A — ANTISEPTICS AND DISINFECTANTS
- D08 — ANTISEPTICS AND DISINFECTANTS
- D — DERMATOLOGICALS
- D08AC — Biguanides and amidines
- D08A — ANTISEPTICS AND DISINFECTANTS
- D08 — ANTISEPTICS AND DISINFECTANTS
- D — DERMATOLOGICALS
- D09AA — Medicated dressings with antiinfectives
- D09A — MEDICATED DRESSINGS
- D09 — MEDICATED DRESSINGS
- D — DERMATOLOGICALS
- B05CA — Antiinfectives
- B05C — IRRIGATING SOLUTIONS
- B05 — BLOOD SUBSTITUTES AND PERFUSION SOLUTIONS
- B — BLOOD AND BLOOD FORMING ORGANS
- A01AB — Antiinfectives and antiseptics for local oral treatment
- A01A — STOMATOLOGICAL PREPARATIONS
- A01 — STOMATOLOGICAL PREPARATIONS
- A — ALIMENTARY TRACT AND METABOLISM
- Drug Categories
-
- Alimentary Tract and Metabolism
- Amidines
- Anti-Infective Agents
- Anti-Infective Agents, Local
- Antiinfectives and Antiseptics for Local Oral Treatment
- Antiseptics and Disinfectants
- Biguanides
- Biguanides and Amidines
- Compounds used in a research, industrial, or household setting
- Decreased Cell Wall Integrity
- Dental Agents
- Dermatologicals
- Disinfectants
- Guanidines
- Household Products
- Irrigating Solutions
- Medicated Dressings
- Medicated Dressings With Antiinfectives
- Miscellaneous Anti-infectives
- Miscellaneous Local Anti-infectives
- Mouthwashes
- Mouthwashes and Gargles
- Ophthalmological and Otological Preparations
- Ophthalmologicals
- Otologicals
- Sensory Organs
- Stomatological Preparations
- Throat Preparations
- Chemical TaxonomyProvided byClassyfire
-
- Description
- This compound belongs to the class of organic compounds known as chlorobenzenes. These are compounds containing one or more chlorine atoms attached to a benzene moiety.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Halobenzenes
- Direct Parent
- Chlorobenzenes
- Alternative Parents
- Biguanides/Aryl chlorides/Propargyl-type 1,3-dipolar organic compounds/Carboximidamides/Organopnictogen compounds/Organochlorides/Imines/碳氢化合物的衍生品
- Substituents
- Aromatic homomonocyclic compound/Aryl chloride/Aryl halide/Biguanide/Carboximidamide/Chlorobenzene/Guanidine/Hydrocarbon derivative/Imine/Organic 1,3-dipolar compound
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- monochlorobenzenes, biguanides (CHEBI:3614)
- Affected organisms
-
- Bacteria
Chemical Identifiers
- UNII
- R4KO0DY52L
- CAS number
- 55-56-1
- InChI Key
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N
- 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)
- IUPAC Name
-
N-(4-chlorophenyl)-1-{N'-[6-(N-{[N'-(4-chlorophenyl)carbamimidamido]methanimidoyl}amino)hexyl]carbamimidamido}methanimidamide
- SMILES
-
ClC1=CC=C(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC2=CC=C(Cl)C=C2)C=C1
References
- Synthesis Reference
-
Rose, F.L. and Swain, G.; US. Patent 2,684,924; July 27, 1954; assigned to Imperial Chemical Industries, Ltd.
US2684924 - General References
-
- McBain AJ, Bartolo RG, Catrenich CE, Charbonneau D, Ledder RG, Gilbert P: Effects of a chlorhexidine gluconate-containing mouthwash on the vitality and antimicrobial susceptibility of in vitro oral bacterial ecosystems. Appl Environ Microbiol. 2003 Aug;69(8):4770-6. [Article]
- Karpinski TM, Szkaradkiewicz AK: Chlorhexidine--pharmaco-biological activity and application. Eur Rev Med Pharmacol Sci. 2015 Apr;19(7):1321-6. [Article]
- Betcher DL, Burnham N: Chlorhexidine. J Pediatr Oncol Nurs. 1990 Apr;7(2):82-3. doi: 10.1177/104345429000700227. [Article]
- Kuyyakanond T, Quesnel LB: The mechanism of action of chlorhexidine. FEMS Microbiol Lett. 1992 Dec 15;100(1-3):211-5. [Article]
- Hjeljord LG, Rolla G, Bonesvoll P: Chlorhexidine-protein interactions. J Periodontal Res Suppl. 1973;12:11-6. doi: 10.1111/j.1600-0765.1973.tb02158.x. [Article]
- Radford JR, Homer KA, Naylor MN, Beighton D: Inhibition of human subgingival plaque protease activity by chlorhexidine. Arch Oral Biol. 1992 Apr;37(4):245-8. doi: 10.1016/0003-9969(92)90045-a. [Article]
- 穆罕默迪Z,雅培PV:属性和应用tions of chlorhexidine in endodontics. Int Endod J. 2009 Apr;42(4):288-302. doi: 10.1111/j.1365-2591.2008.01540.x. Epub 2009 Feb 7. [Article]
- Sharp G, Green S, Rose M: Chlorhexidine-induced anaphylaxis in surgical patients: a review of the literature. ANZ J Surg. 2016 Apr;86(4):237-43. doi: 10.1111/ans.13269. Epub 2015 Sep 11. [Article]
- Lim KS, Kam PC: Chlorhexidine--pharmacology and clinical applications. Anaesth Intensive Care. 2008 Jul;36(4):502-12. doi: 10.1177/0310057X0803600404. [Article]
- Health Canada Product Monograph: Peridex (chlorhexidine gluconate) oral rinse [Link]
- FDA Approved Drug Products: Peridex (chlorhexidine gluconate) oral rinse [Link]
- FDA批准的药物产品:Avagard(洗必泰/ethyl alcohol) topical solution [Link]
- FDA Approved Drug Products: Pre-Scrub (chlorhexidine gluconate) topical scrub [Link]
- FDA Approved Drug Products: ChloraPrep One-Step (chlorhexidine/isopropyl alcohol) topical swab [Link]
- FDA Approved Drug Products: Chlorhexidine gluconate topical cloth [Link]
- FDA Approved Drug Products: PerioChip (chlorhexidine gluconate) chip for oral insertion [Link]
- CaymanChem: Chlorhexidine MSDS [Link]
- WHO Guidelines on Hand Hygiene in Health Care (2009) [Link]
- Code of Federal Regulations 216.24: Drug products withdrawn or removed from the market for reasons of safety or effectiveness. [Link]
- Federal Register: Determination that Chlorhexidine Gluconate Topical Tincture 0.5% Was Withdrawn From Sale for Reasons of Safety [Link]
- External Links
-
- Human Metabolome Database
- HMDB0015016
- KEGG Drug
- D07668
- KEGG Compound
- C06902
- PubChem Compound
- 9552079
- PubChem Substance
- 46506388
- ChemSpider
- 2612
- BindingDB
- 64773
- 2358
- ChEBI
- 3614
- ChEMBL
- CHEMBL790
- ZINC
- ZINC000014768621
- Therapeutic Targets Database
- DAP001326
- PharmGKB
- PA164776863
- RxList
- RxList Drug Page
- Drugs.com
- Drugs.com Drug Page
- Wikipedia
- Chlorhexidine
- FDA label
-
Download (56 KB)
Clinical Trials
- Clinical TrialsLearn More" title="" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
-
Phase Status Purpose Conditions Count 4 Active Not Recruiting Prevention Hospitalizations/Infection 1 4 Active Not Recruiting Prevention Impacted Third Molar Tooth 1 4 Active Not Recruiting Treatment Closed Lower Extremity Fracture/Fracture of Pelvis (Disorder)/Open Appendicular Fracture/Surgical Site Infections/Unplanned Fracture-Related Reoperation 1 4 Active Not Recruiting Treatment 耐甲氧西林金黄色葡萄球菌感染ion (MRSA)/Skin and Subcutaneous Tissue Bacterial Infections/Staphylococcus Aureus 1 4 Completed Not Available Antimicrobial Effectiveness 2 4 Completed Not Available Healthy Subjects (HS) 1 4 Completed Not Available Hip Arthroplasty 1 4 Completed Not Available This Study Evaluated the Effectiveness of Chlorhexidine Mouthrinse on Subgingival Microbiota 1 4 Completed Health Services Research Microbiome, Human 2 4 Completed Other General Skin Cleansing 1
Pharmacoeconomics
- Manufacturers
-
- Xttrium laboratories inc
- Sage products inc
- Actavis mid atlantic llc
- Hi tech pharmacal co inc
- John o butler co
- Novex pharma
- Teva制药usa inc
- Wockhardt eu operations (swiss) ag
- 3m co
- Colgate oral pharmaceuticals inc
- Soapco inc
- Ecolab inc
- Regent medical americas llc
- Johnson and johnson medical inc
- Matrix medical corp
- Kw griffen co
- Becton dickinson and co
- Kendall co
- Becton dickinson surgical system
- Molnlycke health care
- Pharmaseal div baxter healthcare corp
- Dexcel pharma technologies ltd
- Packagers
-
- 3M Health Care
- Adrian Pharmaceuticals LLC
- Advanced Pharmaceutical Services Inc.
- Aplicare Inc.
- Apotex Inc.
- AR Medicom Inc.
- A-S Medication Solutions LLC
- Atlantic Biologicals Corporation
- Cao Group Inc.
- Colgate Oral
- Darby Dental Supply Co. Inc.
- Dental Technologies Inc.
- DENTSPLY International
- Dexcel Ltd.
- Diversified Healthcare Services Inc.
- Germiphene Corp.
- Henry Schein Inc.
- Hi Tech Pharmacal Co. Inc.
- Johnson & Johnson Healthcare
- Major Pharmaceuticals
- Medisca Inc.
- Molnlycke Health
- Murfreesboro Pharmaceutical Nursing Supply
- Nord Ost Corp.
- Novex Pharma
- Pharmedix
- Physicians Total Care Inc.
- Prescript Pharmaceuticals
- Raz Co. Inc.
- Rebel Distributors Corp.
- Sage Products Inc.
- Stoma Health Products
- Sunstar Pharmaceutical Inc.
- Teva Pharmaceutical Industries Ltd.
- Xactdose Inc.
- Xttrium Laboratories
- Zila Therapeutics Inc.
- Dosage Forms
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Form Route Strength Lotion Topical Solution Topical 20 mg Solution Topical 40 mg Sponge Topical Gel Topical 2 % w/w Solution 0.2 % w/v Soap Topical 0.45 g/100mL Lotion Topical .0045 g/.9g Lotion Topical .07075 g/14.15g Liquid Topical 20 mg/1mL Solution Oral 1 g Gel Buccal; Oral 0.2 g Cloth Topical 2 % Swab Topical 0.0002 mg/1mg Liquid Topical 4 mg/100mL Solution Topical 2 % w/w Solution Topical 2 mg/100mL Solution Topical 2 g/100g Solution Topical 2.5 g Solution Topical 2 g Dressing Topical .5 % Liquid Topical 40 mg/1mL Sponge Topical 40 mg/1mL Solution Topical 11.8 g Solution Topical 0.05 % w/v Solution Topical 20 % Solution Topical 0.5 % Solution Topical 40 g/1000mL Cream Topical 0.03 g/15g Capsule Oral Solution Topical .04 mg/1mL Solution Topical 0.04 mg/1mL Solution Cutaneous; Topical Mouthwash Oral Rinse Oral Spray Topical Gel Transmucosal Gel Solution, concentrate Topical Solution 4 % w/v Solution, concentrate 5 % w/v Gel Oral 1 % Gel Oral Solution Oral 0.1 % Rinse Oropharyngeal Rinse Oropharyngeal 2 mg/ml Solution Oral Cloth Topical Mouthwash Buccal 0.12 % w/v Solution Oral 1.2 mg/1mL Solution Topical 4 % Gel Topical 4 g/100mL Liquid Oral 0.12 mg/1mL Rinse Oral 0.12 mg/1mL Rinse Oral 1.2 mg/1mL Liquid Buccal 1.2 mg/1mL Liquid Buccal 1.2 [iU]/1mL Liquid; mouthwash Oral 0.12 % w/w Mouthwash Buccal 0.12 % w/w Solution Topical 0.05 % Solution Topical 0.75 mg/100mL Solution Topical 20 % w/v Solution Dental 1.2 mg/1mL Liquid Topical .05 % Gel Buccal; Topical 0.2 g Solution, concentrate Solution Cutaneous Solution Buccal; Oral 0.2 g Solution Oral 120 mg Cream Topical Liquid Dental 1.2 mg/1mL Cream; kit; solution Topical Shampoo Topical Shampoo Topical 30 g/L Lotion Topical 4 % w/v Mouthwash Oral Solution Oral Liquid Topical 0.5 g/1L Cloth Topical 0.2 g/100mL Gel Extracorporeal 0.55 g/500g Tablet Transmucosal Solution Topical 4 g/100mL Sponge Topical 4 % Liquid Topical 4.0 % Solution Topical 2 % Solution Topical 20 mg/1mL Rinse Oral Liquid Ophthalmic Cloth Topical 2 g/100g Liquid Topical 4 g/100mL Solution Topical 20 g Rinse Dental 0.5448 g/454g Gel Topical 2 % Gel Topical 4 % Rinse Oral 17.5 g/100g Tablet Transmucosal 5 MG Mouthwash Buccal 0.12 % Cloth Topical Liquid Topical Swab Topical Ointment Topical Gel Topical 4 % w/v Aerosol Topical Gel Solution Topical 4 % w/w Solution Topical 213 g/1000mL Solution Topical 4 % w/v Lozenge Oral Liquid Cutaneous; Infiltration Gel Urethral Liquid Topical 0.02 g/10mL Liquid Extracorporeal Kit Oral Concentrate Irrigation 2.36 mL/236mL Ointment Ophthalmic Cloth Topical 0.127 g/100g Cream Topical 2 % Cream Topical Injection, solution; kit; solution Intravenous; Topical Swab Topical 2 % w/v Solution Topical 1 % Solution Topical 1 G/100ML Solution Topical 0.5 g Gel Topical 0.09 g/100g Liquid Buccal Powder Topical Solution Suppository Vaginal Solution Topical Cream; kit; ointment; solution Topical Lotion Topical 1 % w/w Solution / drops Ophthalmic Lotion Oral Lotion Topical 0.5 % w/v Solution Oral 0.12 g Rinse Dental 1.2 mg/1mL Ointment Topical 1 % Mouthwash Oral 1.2 mg/ml Liquid; mouthwash Buccal 0.12 % Spray, metered Oral Insert Dental Insert, extended release Periodontal 2.5 mg/1 Liner, dental Periodontal 2.5 mg Insert Periodontal 2.5 mg Liquid Oral 1.2 mg/1mL Rinse Buccal 1.2 mg/1mL Solution Buccal 0.12 % w/w Liquid Topical .12 % Solution Ophthalmic Liquid Topical 0.1 g/100mL Swab Topical 0.2 g/100g Solution Topical 1 mg/25mL Kit; solution Dental 10 % Liquid Buccal 0.12 % Lotion Topical .283 g/56.6g Lotion Topical 2.1508 g/430.16g Lotion Topical 2 % Solution Topical Kit Buccal; Oral Kit Buccal Gel Topical Cloth Topical 500 mg/1 Solution Irrigation Solution Liquid Topical 2 g/100mL Solution Topical .75 mg/100mL Solution Topical 4 mg/100mL Solution Topical 2 g/100mL Liquid Topical 4 % Solution Topical 40 mg/1mL Lotion Topical 2.0 % Cloth Topical 0.35 U/100U Soap Topical 24 mg/3g Soap Topical 48 mg/3g Cream Topical 2 mg/g Kit Oral; Topical Kit Buccal; Topical Kit Topical Lotion Topical 2.25 % Liquid Topical 2 % w/w Soap Topical Liquid; sponge Topical 4 % Aerosol Topical 4 % w/v Sponge Topical 4 % w/v Solution Topical 2 % w/v Sponge Topical 2 % w/v Cloth Topical 2 % w/v Sponge Topical 0.05 % w/v Solution; sponge Topical Aerosol Topical 0.5 % Spray Topical 0.5 % Liquid Topical .5 % Spray Topical 2 % w/w Liquid Topical 2 % Liquid Topical 20 % Kit Buccal 1.2 [iU]/1mL Spray Oral Solution 0.05 %w/v Ointment Topical Solution Topical 10 g Shampoo Topical 2 g Solution Topical 0.35 g Solution Topical 2.3 % Solution Topical 4 g Liquid Topical 0.01 g/10mL Spray Oral Liquid Dental Cream Topical 1 %w/w - Prices
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Unit description Cost Unit Peridex 0.12% Solution 473ml Bottle 23.99USD bottle Periogard 0.12% Solution 473ml Bottle 15.99USD bottle Chlorhexidine Gluconate 0.12% Solution 473ml Bottle 14.0USD bottle Biopatch dressing 4.21USD each Hibistat towelette 0.43USD each Chlorhexidine gluc 20% soln 0.16USD ml Hibiclens 4% liquid 0.04USD ml Peridex 0.12% liquid 0.04USD ml Chlorhexidine 2% scrub 0.03USD ml Chlorhexidine 0.12% rinse 0.02USD ml Dynahex 4% liquid 0.02USD ml Dynahex 2% liquid 0.01USD ml Periogard 0.12% oral rinse 0.01USD ml DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only. - Patents
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Patent Number Pediatric Extension Approved Expires (estimated) Region US7422388 No 2008-09-09 2027-04-25 US US6536975 No 2003-03-25 2020-11-10 US US6729786 No 2004-05-04 2023-03-14 US US7241065 No 2007-07-10 2023-03-14 US US5690958 No 1997-11-25 2016-09-30 US US6991394 No 2006-01-31 2024-01-31 US US7182536 No 2007-02-27 2023-12-30 US US5538353 No 1996-07-23 2015-08-25 US US5772346 No 1998-06-30 2017-04-22 US US7081246 No 2006-07-25 2016-08-03 US US5897031 No 1999-04-27 2016-06-21 US USD468424 No 2003-01-07 2017-01-07 US US7066916 No 2006-06-27 2024-02-17 US US7595021 No 2009-09-29 2023-05-12 US US7717889 No 2010-05-18 2025-02-27 US US7935093 No 2011-05-03 2027-10-02 US US7427574 No 2008-09-23 2026-04-25 US US8623935 No 2014-01-07 2029-07-26 US
Properties
- State
- Solid
- Experimental Properties
-
Property Value Source water solubility 800 mg/L (at 20 °C) MERCK INDEX (1996) logP 0.08 HANSCH,C ET AL. (1995), ionized pH 5 pKa 10.8 (at 25 °C) HANSCH,C & LEO,AJ (1985) - Predicted Properties
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Property Value Source Water Solubility 0.0261 mg/mL ALOGPS logP 2.71 ALOGPS logP 4.51 Chemaxon logS -4.3 ALOGPS pKa (Strongest Basic) 10.52 Chemaxon Physiological Charge 4 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 10 Chemaxon Polar Surface Area 167.58 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 181.71 m3·mol-1 Chemaxon Polarizability 54.58 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
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Property Value Probability Human Intestinal Absorption + 0.8984 Blood Brain Barrier + 0.7872 Caco-2 permeable + 0.5231 P-glycoprotein substrate Substrate 0.6016 P-glycoprotein inhibitor I Non-inhibitor 0.5733 P-glycoprotein inhibitor II Inhibitor 0.9175 Renal organic cation transporter Inhibitor 0.7955 CYP450 2C9 substrate Non-substrate 0.7033 CYP450 2D6 substrate Non-substrate 0.6218 CYP450 3A4 substrate Non-substrate 0.6532 CYP450 1A2 substrate Inhibitor 0.8025 CYP450 2C9 inhibitor Non-inhibitor 0.6847 CYP450 2D6 inhibitor Inhibitor 0.927 CYP450 2C19 inhibitor Non-inhibitor 0.5065 CYP450 3A4 inhibitor Non-inhibitor 0.8309 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.59 Ames test Non AMES toxic 0.6532 Carcinogenicity Non-carcinogens 0.857 Biodegradation Not ready biodegradable 0.9896 Rat acute toxicity 1.7711 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.5579 hERG inhibition (predictor II) Non-inhibitor 0.5661
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
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Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available LC-MS/MS Spectrum - LC-ESI-qTof , Positive LC-MS/MS Not Available MS/MS Spectrum - , positive LC-MS/MS splash10-0ufr-2900000000-77fb2c1a85c1b39d8e91 MS/MS Spectrum - , positive LC-MS/MS splash10-00yi-2912000000-109a5810a9e5d36f3105
Targets
insights and accelerate drug research.
References
- Zorko米, Jerala R: Alexidine and chlorhexidine bind to lipopolysaccharide and lipoteichoic acid and prevent cell activation by antibiotics. J Antimicrob Chemother. 2008 Oct;62(4):730-7. doi: 10.1093/jac/dkn270. Epub 2008 Jul 16. [Article]
- Kuyyakanond T, Quesnel LB: The mechanism of action of chlorhexidine. FEMS Microbiol Lett. 1992 Dec 15;100(1-3):211-5. [Article]
Carriers
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
-
Unknown
- Actions
-
Substrate
- General Function
- Toxic substance binding
- Specific Function
- Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloid...
- Gene Name
- ALB
- Uniprot ID
- P02768
- Uniprot Name
- Serum albumin
- 分子量
- 69365.94 Da
References
- Hjeljord LG, Rolla G, Bonesvoll P: Chlorhexidine-protein interactions. J Periodontal Res Suppl. 1973;12:11-6. doi: 10.1111/j.1600-0765.1973.tb02158.x. [Article]
Drug created at June 13, 2005 13:24 / Updated at January 27, 2023 00:46