chlorhexidine diacetate
1,1'-hexamethylenebis(5-(p-chlorophenyl)biguanide)diacetate
Identification
| Name | chlorhexidine diacetate |
| CAS Number | 56-95-1 |
| EINECS | 200-302-4 |
| FDA UNII | 5908ZUF22Y |
| Molecular Formula | C26 H38 Cl2 N10 O4 |
| Molecular Weight | 625.55966000 |
| MDL Number | MFCD00012532 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 699.30 °C. @ 760.00 mm Hg (est) |
| Flash Point | 710.00 °F. TCC ( 376.70 °C. ) (est) |
| logP (o/w) | 4.931 (est) |
| Soluble in | water, 564.5 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antimicrobial agents |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 38 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 325 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | cosmetic agents |
| Recommendation for chlorhexidine diacetate usage levels up to | not for fragrance use. |
| Recommendation for chlorhexidine diacetate flavor usage levels up to | not for flavor use. |
American International Chemical, Inc.
Consistent sources
North American supplier for globally sourced ingredients.
BOC Sciences
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Glentham Life Sciences Ltd
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Potential Uses
Natural Occurrence
Synonyms
aceticacid;(1E)-2-[6-[[amino-[(E)-[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine
arlacide A
bactigras
chlorasept 2000
chlorhexidinediacetate
1,6-bis(5-(p-
chlorophenyl)biguandino)hexane diacetate
1,6-bis(p-
chlorophenylbiguanido)hexane diacetate
1,6-
di(4'-chlorophenyldiguanidino)hexane diacetate
1,1'-
hexamethylene bis(5-(p-chlorophenyl)biguanide) diacetate
1,1'-
hexamethylenebis(5-(p-chlorophenyl)biguanide) diacetate
1,1'-
hexamethylenebis(5-(p-chlorophenyl)biguanide), diacetate
1,1'-
hexamethylenebis(5-(p-chlorophenyl)biguanide)diacetate
2,2'-
hexane-1,6-diylbis(1-{(E)-amino[(4-chlorophenyl)amino]methylidene}guanidine) acetate (1:2)
N,N''''-
hexane-1,6-diylbis[N'-(4-chlorophenyl)(imidodicarbonimidic diamide)] acetate (1:2)
N,N''''-1,6-
hexanediylbis[N'-(4-chlorophenyl)(imidodicarbonimidic diamide)] acetate (1:2)
imidodicarbonimidic diamide, N,N''''-1,6-hexanediylbis[N'-(4-chlorophenyl)-, acetate (1:2)
nolvasan
2,4,11,13-
tetraazatetradecanediimidamide, N,N''-bis(4-chlorophenyl)-3,12-diimino-, diacetate
PubMed:
Effect of antimicrobial agents incorporated into resilient denture relines on the Candida albicans biofilm.
PubMed:
Antibacterial activity, surface roughness, flexural strength, and solubility of conventional luting cements containing chlorhexidine diacetate/cetrimide mixtures.
PubMed:
Allergic contact dermatitis to chlorhexidine.
PubMed:
Antibacterial properties of cyclodextrin-antiseptics-complexes determined by microplate laser nephelometry and ATP bioluminescence assay.
PubMed:
Minimizing human infection from Escherichia coli O157:H7 using GUMBOS.
PubMed:
Peel bond strength of resilient liner modified by the addition of antimicrobial agents to denture base acrylic resin.
PubMed:
Development of antimicrobial resistance in Campylobacter jejuni and Campylobacter coli adapted to biocides.
PubMed:
Development of sustained-release antibacterial urinary biomaterials through using an antimicrobial as an organic modifier in polyurethane nanocomposites.
PubMed:
Effects of efflux-pump inducers and genetic variation of the multidrug transporter cmeB in biocide resistance of Campylobacter jejuni and Campylobacter coli.
PubMed:
Chlorhexidine salt-loaded polyurethane orthodontic chains: in vitro release and antibacterial activity studies.
PubMed:
Antibacterial activity of calcium hydroxide and chlorhexidine containing points against Fusobacterium nucleatum and Parvimonas micra.
PubMed:
Antimicrobial properties of cyclodextrin-antiseptics-complexes determined by microplate laser nephelometry and ATP bioluminescence assay.
PubMed:
Combining in the melt physical and biological properties of poly(caprolactone) and chlorhexidine to obtain antimicrobial surgical monofilaments.
PubMed:
10% chlorhexidine varnish did not reduce caries in an adult population.
PubMed:
Incorporation of chlorhexidine diacetate in provisional cements: antimicrobial activity against Streptococcus mutans and the effect on tensile strength in vitro.
PubMed:
Effect of chlorhexidine incorporation into dental adhesive resin on durability of resin-dentin bond.
PubMed:
Involvement of efflux mechanisms in biocide resistance of Campylobacter jejuni and Campylobacter coli.
PubMed:
Efficacy of chlorhexidine varnish for the prevention of adult caries: a randomized trial.
PubMed:
Comparison of different treatment modalities for oral halitosis.
PubMed:
Presurgical antiseptic efficacy of chlorhexidine diacetate and providone-iodine in the canine preputial cavity.
PubMed:
Controlled release of chlorhexidine antiseptic from microporous amorphous silica applied in open porosity of an implant surface.
PubMed:
Buccal tablets containing cysteine and chlorhexidine for the reduction of acetaldehyde levels in the oral cavity.
PubMed:
Commentary. Antibacterial activity and physical properties of conventional glass-ionomer cements containing chlorhexidine diacetate/cetrimide mixtures.
PubMed:
Antibacterial activity and physical properties of conventional glass-ionomer cements containing chlorhexidine diacetate/cetrimide mixtures.
PubMed:
Evaluation of the antibacterial and physical properties of glass ionomer cements containing chlorhexidine and cetrimide: an in-vitro study.
PubMed:
Cytotoxicity of set polymer nanocomposite resin root-end filling materials.
PubMed:
Ethanol wet-bonding challenges current anti-degradation strategy.
PubMed:
Fluoride and chlorhexidine release from filled resins.
PubMed:
Chlorhexidine release and antibacterial properties of chlorhexidine-incorporated polymethyl methacrylate-based resin cement.
PubMed:
Substantivity of chlorhexidine to human dentin.
PubMed:
Antibacterial effects of MDPB against anaerobes associated with endodontic infections.
PubMed:
Antibacterial polyurethane nanocomposites using chlorhexidine diacetate as an organic modifier.
PubMed:
Preparation of novel organovermiculites with antibacterial activity using chlorhexidine diacetate.
PubMed:
Global transcriptomic response of Pseudomonas aeruginosa to chlorhexidine diacetate.
PubMed:
Characterization of a polyurethane-based controlled release system for local delivery of chlorhexidine diacetate.
PubMed:
In vitro drug release study of methacrylate polymer blend system: effect of polymer blend composition, drug loading and solubilizing surfactants on drug release.
PubMed:
Controlled release of chlorhexidine from amorphous microporous silica.
PubMed:
Engineering a titanium and polycaprolactone construct for a biocompatible interface between the body and artificial limb.
PubMed:
Antibacterial effect of experimental chlorhexidine-releasing polymethyl methacrylate-based root canal sealers.
PubMed:
Chemical decontamination of Campylobacter jejuni on chicken skin and meat.
PubMed:
Superficial distribution and identification of antifungal/antimicrobial agents on a modified tissue conditioner by SEM-EDS microanalysis: a preliminary study.
PubMed:
Inhibition of Candida albicans biofilm formation on denture material.
PubMed:
Development of remineralizing, antibacterial dental materials.
PubMed:
Bio-active restorative materials with antibacterial effects: new dimension of innovation in restorative dentistry.
PubMed:
Preparation, in vitro characterization and preliminary in vivo evaluation of buccal polymeric films containing chlorhexidine.
PubMed:
Concentration dependent aggregation properties of chlorhexidine salts.
PubMed:
Chlorhexidine release and water sorption characteristics of chlorhexidine-incorporated hydrophobic/hydrophilic resins.
PubMed:
Antimicrobial activity and local release characteristics of chlorhexidine diacetate loaded within the dental copolymer matrix, ethylene vinyl acetate.
PubMed:
Characterization of chlorhexidine-releasing, fast-setting, brushite bone cements.
PubMed:
Drug release from injectable biodegradable polymeric adhesives for bone repair.
PubMed:
Long-term antibacterial effects and physical properties of a chlorhexidine-containing glass ionomer cement.
PubMed:
Retention and marginal leakage of provisional crowns cemented with provisional cements enriched with chlorhexidine diacetate.
PubMed:
Characterization of the physicochemical, antimicrobial, and drug release properties of thermoresponsive hydrogel copolymers designed for medical device applications.
PubMed:
Wound dressings based on chitosans and hyaluronic acid for the release of chlorhexidine diacetate in skin ulcer therapy.
PubMed:
Release of antimicrobial and antiviral drugs from methacrylate copolymer system: effect of copolymer molecular weight and drug loading on drug release.
PubMed:
Novel chlorhexidine releasing system developed from thermosensitive vinyl ether-based hydrogels.
PubMed:
Influence of additives and storage temperature on physicochemical and microbiological properties of eye drops containing ceftazidime.
PubMed:
Controlled release of chlorhexidine diacetate from a porous methacrylate system: supercritical fluid assisted foaming and impregnation.
PubMed:
Physicochemical and microbiological properties of eye drops containing cefuroxime.
PubMed:
Characterisation of some experimental silicones.
PubMed:
Effects of solubilizing surfactants and loading of antiviral, antimicrobial, and antifungal drugs on their release rates from ethylene vinyl acetate copolymer.
PubMed:
Controlled release of chlorhexidine from UDMA-TEGDMA resin.
PubMed:
Antimicrobial effect, in vitro, of gutta-percha points containing root canal medications against yeasts and Enterococcus faecalis.
PubMed:
Chlorhexidine-containing chewing gum. Clinical documentation.
PubMed:
Influence of additives and storage temperature on physicochemical and microbiological properties of eye drops containing cefazolin.
PubMed:
Acanthamoeba keratitis in a 5-year-old boy without a history of contact lens usage.
PubMed:
Bacteria and cell cytocompatibility studies on coated medical grade titanium surfaces.
PubMed:
Poly(ethylene-co-vinyl acetate) copolymer matrix for delivery of chlorhexidine and acyclovir drugs for use in the oral environment: effect of drug combination, copolymer composition and coating on the drug release rate.
PubMed:
Drug release from cast films of ethylene vinyl acetate (EVA) copolymer: Stability of drugs by 1H NMR and solid state 13C CP/MAS NMR.
PubMed:
Chlorhexidine-releasing methacrylate dental composite materials.
PubMed:
Antimicrobial activity of chlorhexidine diacetate and benzalkonium chloride against Pseudomonas aeruginosa and its response to biocide residues.
PubMed:
NMR imaging of the diffusion of water at 310 K into semi-IPNs of PEM and poly(HEMA-co-THFMA) with and without chlorhexidine diacetate.
PubMed:
Biguanide-induced changes in Acanthamoeba castellanii: an electron microscopic study.
PubMed:
Resistance, biguanide sorption and biguanide-induced pentose leakage during encystment of Acanthamoeba castellanii.
PubMed:
Heterodera glycines Cyst Components and Surface Disinfestants Affect H. glycines Hatching.
PubMed:
A polymeric device for delivery of anti-microbial and anti-fungal drugs in the oral environment: effect of temperature and medium on the rate of drug release.
PubMed:
Technology of eye drops containing aloe (Aloe arborescens Mill.--Liliaceae) and eye drops containing both aloe and neomycin sulphate.
PubMed:
Effects of ortho-phthalaldehyde, glutaraldehyde and chlorhexidine diacetate on Mycobacterium chelonae and Mycobacterium abscessus strains with modified permeability.
PubMed:
Antibacterial and physical properties of resin modified glass-ionomers combined with chlorhexidine.
PubMed:
Formulation and in vivo evaluation of chlorhexidine buccal tablets prepared using drug-loaded chitosan microspheres.
PubMed:
A polymeric system for the intra-oral delivery of an anti-fungal agent.
PubMed:
Encystation in Acanthamoeba castellanii: development of biocide resistance.
PubMed:
Development of resistance to chlorhexidine diacetate in Pseudomonas aeruginosa and the effect of a "residual" concentration.
PubMed:
Outer membrane changes in Pseudomonas stutzeri resistant to chlorhexidine diacetate and cetylpyridinium chloride.
PubMed:
Microbiological aspects of an in situ model to study effects of antimicrobial agents on dental plaque ecology.
PubMed:
The minimum inhibitory concentration of oral antibacterial agents against cariogenic organisms.
PubMed:
Cytotoxicity and teratogenicity of chlorhexidine diacetate released from hollow nylon fibres.
PubMed:
Emergence of resistance to biocides during differentiation of Acanthamoeba castellanii.
PubMed:
Effect of antimicrobial agents on livestock waste emissions.
PubMed:
Cytological changes in chlorhexidine-resistant isolates of Pseudomonas stutzeri.
PubMed:
Chlorhexidine release from room temperature polymerising methacrylate systems.
PubMed:
The effect of liquid crystalline structure on chlorhexidine diacetate release.
PubMed:
Comparative responses of Pseudomonas stutzeri and Pseudomonas aeruginosa to antibacterial agents.
PubMed:
3He ion-beam analysis of water uptake and drug delivery.
PubMed:
Development of resistance to chlorhexidine diacetate and cetylpyridinium chloride in Pseudomonas stutzeri and changes in antibiotic susceptibility.
PubMed:
Rapid evaluation of biocidal activity using a transposon-encoded catechol 2,3-dioxygenase from Pseudomonas putida.
PubMed:
In-vitro Assays of Meloidogyne incognita and Heterodera glycines for Detection of Nematode-antagonistic Fungal Compounds.
PubMed:
Effect of an antibacterial dental varnish on the levels of prostanoids, leukotriene B4, and interleukin-1 beta in gingival crevicular fluid.
PubMed:
X-ray microanalysis of chlorine and phosphorus content in biguanide-treated Acanthamoeba castellanii.
PubMed:
Antimicrobial efficacy of biocides tested on skin using an ex-vivo test.
PubMed:
Use of the Malthus-AT system to assess the efficacy of permeabilizing agents on the activity of antibacterial agents against Pseudomonas aeruginosa.
PubMed:
Effects of chlorhexidine diacetate on ruminal microorganisms.
PubMed:
Effect of a chlorhexidine/thymol-containing varnish on prostaglandin E2 levels in gingival crevicular fluid.
PubMed:
Effects of biocides on Acanthamoeba castellanii as measured by flow cytometry and plaque assay.
PubMed:
Caries and plaque inhibition in rats by five topically applied dentifrices.
PubMed:
Aspects of the mechanisms of action of biguanides on trophozoites and cysts of Acanthamoeba castellanii.
PubMed:
The lethal effects of biguanides on cysts and trophozoites of Acanthamoeba castellanii.
PubMed:
Effects of potentiated chlorhexidine on bacteria and tarsocrural joints in ponies.
PubMed:
The possible role of yeast cell walls in modifying cellular response to chlorhexidine diacetate.
PubMed:
Protection of bovine enamel and dentine by chlorhexidine and fluoride varnishes in a bacterial demineralization model.
PubMed:
Effect of chlorhexidine varnish on Actinomyces naeslundii genospecies in plaque from dental fissures.
PubMed:
The efficacy of an anti-gingivitis chewing gum.
PubMed:
Potentiation of the effects of chlorhexidine diacetate and cetylpyridinium chloride on mycobacteria by ethambutol.
PubMed:
Energy dispersive analysis of X-rays study of the distribution of chlorhexidine diacetate and cetylpyridinium chloride on the Pseudomonas aeruginosa bacteriophage F116.
PubMed:
X-ray microanalysis of chlorhexidine-treated cells of Saccharomyces cerevisiae.
PubMed:
Gypsum compatibility of antimicrobial alginates after spray disinfection.
PubMed:
Effects of 0.05% chlorhexidine lavage on the tarsocrural joints of horses.
PubMed:
Glucose uptake by Listeria monocytogenes Scott A and inhibition by pediocin JD.
PubMed:
The sensitivity to chlorhexidine and cetyl pyridinium chloride of staphylococci on the hands of dental students and theatre staff exposed to these disinfectants.
PubMed:
Effects of intra-articular chlorhexidine diacetate lavage on the stifle in healthy dogs.
PubMed:
Effects of chlorhexidine diacetate and cetylpyridinium chloride on whole cells and protoplasts of Saccharomyces cerevisiae.
PubMed:
Prevention of excess neonatal morbidity associated with group B streptococci by vaginal chlorhexidine disinfection during labour. The Swedish Chlorhexidine Study Group.
PubMed:
Effects of chlorhexidine diacetate on Candida albicans, C. glabrata and Saccharomyces cerevisiae.
PubMed:
Effects of four preparations of 0.05% chlorhexidine diacetate on wound healing in dogs.
PubMed:
The effect of a combination of chlorhexidine diacetate, sodium fluoride and xylitol on plaque wet weight and periodontal index scores in military academy cadets refraining from mechanical tooth cleaning for 7-day experimental periods.
PubMed:
Bacterial uptake of 14C-chlorhexidine diacetate and 14C-benzyl alcohol and the influence of phenoxyethanol and azolectin: studies with gram-negative bacteria.
PubMed:
Mechanism of action of chlorhexidine diacetate and phenoxyethanol singly and in combination against gram-negative bacteria.
PubMed:
Combined effects of Zn(2+)-chlorhexidine and Zn(2+)-cetylpyridinium chloride on caries incidence in partially desalivated rats.
PubMed:
Evaluation of surgical scrub and antiseptic solutions for surgical preparation of canine paws.
PubMed:
Influence of contact time and concentration of chlorhexidine varnish on mutans streptococci in interproximal dental plaque.
PubMed:
In vivo bioluminescence: a cellular reporter for research and industry.
PubMed:
Allergic contact dermatitis from chlorhexidine diacetate in a skin swab.
PubMed:
Bandages and topical agents.
PubMed:
Effects of varnishes containing chlorhexidine on the human dental plaque flora.
PubMed:
Development and in vitro evaluation of an intra-oral controlled-release delivery system for chlorhexidine.
PubMed:
Uptake of 14C-chlorhexidine diacetate to Escherichia coli and Pseudomonas aeruginosa and its release by azolectin.
PubMed:
Effects of sustained-release chlorhexidine acetate on the human dental plaque flora.
PubMed:
Effects of chlorhexidine diacetate and povidone-iodine on wound healing in dogs.
PubMed:
Chlorhexidine diacetate and povidone-iodine cytotoxicity to canine embryonic fibroblasts and Staphylococcus aureus.
PubMed:
Mechanism of resistance of Bacillus subtilis spores to chlorhexidine.
PubMed:
Comparative susceptibility of hospital isolates of gram-negative bacteria to antiseptics and disinfectants.
PubMed:
Influence of specific growth rate and nutrient limitation upon the sensitivity of Escherichia coli towards chlorhexidine diacetate.
PubMed:
Quenching of the antibacterial activity of chlorhexidine and benzalkonium by Letheen broth and Letheen agar in relation to wild-type and envelope mutant strains of gram-negative bacteria.
PubMed:
Reversal of the surface effects of chlorhexidine diacetate on cells of Providencia stuartii.
PubMed:
Comparison of the potency of d-propranolol, chlorhexidine and nonoxynol-9 in the Sander-Cramer test.
PubMed:
Comparison of the action of nonoxynol-9 and chlorhexidine on sperm.
PubMed:
Antiseptic-induced changes in the cell surface of a chlorhexidine-sensitive and a chlorhexidine-resistant strain of Providencia stuartii.
PubMed:
Correlation of microenvironmental drug concentration with inhibition of growth of microorganisms on surfaces.
PubMed:
The sterilizing capacity of propylene oxide and chlorhexidine diacetate solutions upon pre-injection swabs saturated with propan-2-ol.
PubMed:
Comparative antimicrobial activity, in vitro and in vivo, of soft N-chloramine systems and chlorhexidine.
PubMed:
Stabilization of whole molecules of gastropodan haemocyanins by chlorhexidine.
PubMed:
The influence of some monovalent cations, at various concentrations upon the activity of chlorhexidine diacetate and (ethoxy)5 octyl phenol [proceedings].
PubMed:
In vitro activity of chlorhexidine diacetate against pseudorabies virus.
PubMed:
Gravimetric determination of chlorhexidine using tetraphenylborate ion.
PubMed:
Surface-chemical studies on chlorhexidine and related compounds: I. Effects at air-water, n-hexane-water, and hydroxyapatite-water interfaces.
PubMed:
Hemolysis of erythrocytes by antibacterial preservatives. IV. Hemolytic activity of chlorhexidine diacetate.
PubMed:
CYTOLOGICAL ASPECTS OF THE MODE OF ACTION OF CHLORHEXIDINE DIACETATE.
PubMed:
EFFECT OF CHLORHEXIDINE DIACETATE ON "PROTOPLASTS" AND SPHEROPLASTS OF ESCHERICHIA COLI, PROTOPLASTS OF BACILLUS MEGATERIUM AND THE GRAM STAINING REACTION OF STAPHYLOCOCCUS AUREUS.
PubMed:
Prevention of urinary tract infections after vaginal surgery.