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PHR1294

Chlorhexidine digluconate

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Chlorhexidine digluconate solution, 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
NACRES:
NA.24
PubChem Substance ID:
329823285
UNSPSC Code:
41116107
MDL number:
MFCD00083599

Key Documents

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Product Name

Chlorhexidine digluconate, Pharmaceutical Secondary Standard; Certified Reference Material

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

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 key

YZIYKJHYYHPJIB-UUPCJSQJSA-N

grade

certified reference material
pharmaceutical secondary standard

agency

traceable to Ph. Eur. C1510000/1520000
traceable to USP 1111001/1111103

description

Chlorhexidine digluconate solution at approximately 20% in water

API family

chlorhexidine

CofA

current certificate can be downloaded

application(s)

pharmaceutical (small molecule)

format

single component solution

storage temp.

2-8°C

Quality Level

300

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Analysis Note

These secondary standards offer multi-traceability to the US and EP primary standards, where they are available.

Application

Chlorhexidine digluconate may be used as a pharmaceutical reference standard for the determination of the analyte in eye drop formulations using capillary electrophoresis technique with contactless conductivity detection.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

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.

General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAC0252 in the slot below. This is an example certificate only and may not be the lot that you receive.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Determination of chlorhexidine digluconate and polyhexamethylene biguanide in eye drops by capillary electrophoresis with contactless conductivity detection
Abad-Villar ME, et al.
Analytica Chimica Acta, 561(1-2), 133-137 (2006)
Discussion: does the use of biopatch devices at drain sites reduce perioperative infectious complications in patients undergoing immediate tissue expander breast reconstruction?
Deana Saleh Shenaq et al.
Plastic and reconstructive surgery, 135(1), 18e-19e (2014-12-30)
Michael Klompas et al.
JAMA internal medicine, 174(5), 751-761 (2014-03-26)
Regular oral care with chlorhexidine gluconate is standard of care for patients receiving mechanical ventilation in most hospitals. This policy is predicated on meta-analyses suggesting decreased risk of ventilator-associated pneumonia, but these meta-analyses may be misleading because of lack of
Chlorhexidine-based oral care and ventilator-associated pneumonia: the devil in disguise?
Marc J M Bonten
JAMA internal medicine, 174(5), 761-762 (2014-03-26)
Katie E Weichman et al.
Plastic and reconstructive surgery, 135(1), 9e-17e (2014-12-30)
To decrease the rate of infectious complications, surgeons have begun to use Biopatch (Ethicon, Somerville, N.J.) disks at drain exit sites. The authors investigated whether use of a Biopatch disk could convey a reduction in perioperative infections in patients undergoing
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