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C9394

Sigma-Aldrich

Chlorhexidine digluconate solution

20% in H2O

Synonym(s):

Bis(p-chlorophenyl)diguanidohexane digluconate, 1,6-Bis(N5-[p-chlorophenyl]-N1-biguanido)hexane; 1,1′-Hexamethylenebis(5-[p-chlorophenyl]biguanide)

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About This Item

CAS Number:
18472-51-0
MDL number:
MFCD00083599
UNSPSC Code:
51102829
PubChem Substance ID:
329775206
NACRES:
NA.85

form

liquid

Quality Level

200

concentration

20% in H2O

solubility

water: soluble 50 % (w/v)

density

1.06 g/mL at 25 °C (lit.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell membrane | interferes

storage temp.

2-8°C

SMILES string

OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.Clc1ccc(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(Cl)cc2)cc1

InChI

1S/C22H30Cl2N10.2C6H12O7/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;2*7-1-2(8)3(9)4(10)5(11)6(12)13/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34);2*2-5,7-11H,1H2,(H,12,13)/t;2*2-,3-,4+,5-/m.11/s1

InChI key

YZIYKJHYYHPJIB-UUPCJSQJSA-N

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Application

Chlorhexidine has been used to study how essential oils improve skin antisepsis when combined with chlorhexidine digluconate and is used for skin permeation studies . Chronic rinsing with chlorhexidine has been shown to decrease the saltiness of NaCl and the bitterness of quinine.
Used to study mechanism of membrane dysruption by bis(biguanide) molecules.

Biochem/physiol Actions

Cationic broad-spectrum antimicrobial agent belonging to the bis(biguanide) family. Its mechanism of action involves destabilization of the outer bacterial membrane. It is used primarily as a topical antiseptic/disinfectant in wound healing, at catheterization sites, in various dental applications and in surgical scrubs.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Light sensitive.

Related product

Product No.
Description
Pricing

pictograms

CorrosionEnvironment
GHS05,GHS09

signalword

Danger

hcodes

H318,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1

Storage Class

12 - Non Combustible Liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificates of Analysis (COA)

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T J Karpanen et al.
Antimicrobial agents and chemotherapy, 52(10), 3633-3636 (2008-08-05)
This study evaluated a model of skin permeation to determine the depth of delivery of chlorhexidine into full-thickness excised human skin following topical application of 2% (wt/vol) aqueous chlorhexidine digluconate. Skin permeation studies were performed on full-thickness human skin using
P A Breslin et al.
Chemical senses, 26(2), 105-116 (2001-03-10)
Chronic rinsing with chlorhexidine, an oral-antiseptic, has been shown to decrease the saltiness of NaCl and the bitterness of quinine. The effect of acute chlorhexidine on taste has not been investigated. The purpose of the present study was to examine
Chandra C Shenoy et al.
Endocrinology, 158(10), 3605-3619 (2017-09-25)
Progressive scarring is ubiquitous postoperatively and in an array of chronic systemic diseases. Recent studies indicate that such scarring has a high female propensity; females are also almost exclusively affected by endometriosis, a common sex steroid-dependent fibrotic disease. Endometriosis-related fibrosis
T J Karpanen et al.
The Journal of antimicrobial chemotherapy, 62(5), 1031-1036 (2008-08-16)
Effective skin antisepsis and disinfection of medical devices are key factors in preventing many healthcare-acquired infections associated with skin microorganisms, particularly Staphylococcus epidermidis. The aim of this study was to investigate the antimicrobial efficacy of chlorhexidine digluconate (CHG), a widely
Olga Labovitiadi et al.
International journal of pharmaceutics, 453(2), 462-472 (2013-06-25)
Lyophilised polysaccharide solutions and gels incorporating the broad spectrum antimicrobial compound, chlorhexidine digluconate (CHD), have potential application as self-adhering, topical delivery systems for the prophylaxis and treatment of wound infections. It is desirable to sterilise these dosage forms but they
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