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282227

Sigma-Aldrich

Chlorhexidine

≥99.5%

Synonym(s):

1,1′-Hexamethylenebis[5-(4-chlorophenyl)biguanide]

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About This Item

Linear Formula:
[-(CH2)3NHC(=NH)NHC(=NH)NHC6H4Cl]2
CAS Number:
55-56-1
Molecular Weight:
505.45
Beilstein:
2826432
EC Number:
200-238-7
MDL number:
MFCD00009673
UNSPSC Code:
12352100
PubChem Substance ID:
24857031
NACRES:
NA.22

Quality Level

100

Assay

≥99.5%

form

powder

impurities

<1.0% water

mp

134-136 °C (lit.)

solubility

water: soluble 0.08% at 20 °C

SMILES string

Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1

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)

InChI key

GHXZTYHSJHQHIJ-UHFFFAOYSA-N

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General description

Effect of the chlorhexidine:hydroxypropyl-β-cyclodextrin inclusion compound on in vitro slabs of bovine dentine has been investigated.

Chlorhexidine is a cationic surfactant with broad-spectrum antimicrobial activity. It is used as a disinfectant in periodontal therapy and surgical scrubs.

Application

Chlorhexidine, the "gold standard" in oral antiseptics, has been used to optimize novel slow release chlorhexidine coatings based on fatty acids in surgical sutures. Chlorhexidine, antibacterial agent, has been used in preparaing chlorhexidine-functionalized calcium phosphate nanoparticles, useful for oral hygiene and dental treatment.

Pictograms

CorrosionEnvironment
GHS05,GHS09

Signal Word

Danger

Hazard Statements

H318,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chlorhexidine-loaded calcium phosphate nanoparticles for dental maintenance treatment: combination of mineralising and antibacterial effects.
Kovtun A, et al.
Royal Society of Chemistry Advances, 2(3), 870-875 (2012)
Carolina Ferreira Franco et al.
Artificial organs, 27(5), 486-491 (2003-05-20)
The aim of this work was study the effect of the chlorhexidine : hydroxypropyl-beta-cyclodextrin (CLX : HP-beta-CD) inclusion compound (IC) on in vitro slabs of bovine dentine. The substantivity, antimicrobial activity, and morphological effect of this inclusion compound were evaluated.
Effect of a chlorhexidine mouthrinse on plaque, gingival inflammation and staining in gingivitis patients: a systematic review
Van Strydonck DA, et al.
Journal of Clinical Periodontology, 39, 1042-1055 (2012)
S Karki et al.
The Journal of hospital infection, 82(2), 71-84 (2012-08-15)
The topical use of chlorhexidine gluconate (CHG) is intended to reduce bacterial density on patients' skin. To assess the impact of body bath or skin cleansing with CHG-impregnated or CHG-saturated washcloths in preventing healthcare-associated infections and colonization. This systematic review
Sissel Skovgaard et al.
The Journal of antimicrobial chemotherapy, 68(10), 2226-2233 (2013-06-07)
Chlorhexidine is used as a disinfectant to prevent surgical infections. Recently, studies have indicated that chlorhexidine usage has selected methicillin-resistant Staphylococcus aureus strains that are tolerant to chlorhexidine and that this may be related to the presence of the qacA/B-encoded
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