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PHR1421

Supelco

Chlorhexidine

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Chlorhexidine, 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:
Molecular Weight:
505.45
Beilstein/REAXYS Number:
2826432
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

agency

traceable to Ph. Eur. C1510000
traceable to USP 1111001

API family

chlorhexidine

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

134-136 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°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

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.
Chlorhexidine, the most popular antiseptic of biguanides, acts as a potential antimicrobial agent against several gram-positive and a few gram-negative bacteria. It is prescribed as a medicine for the prevention and treatment of the redness, swelling, and bleeding gums associated with gingivitis in humans. It may also be used as a general-purpose disinfectant for cleansing wounds, skin, instrument, and equipment in veterinary applications. Other applications of chlorhexidine include its use as the component of shampoos, ointments, skin and wound cleansers etc.

Application

Chlorhexidine may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by various chromatography techniques.
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.

Analysis Note

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

Other Notes

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.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAC3899 in the slot below. This is an example certificate only and may not be the lot that you receive.

pictograms

CorrosionEnvironment

signalword

Danger

hcodes

Hazard Classifications

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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High-performance liquid chromatographic method for the determination of chlorhexidine
Huston CE, et al.
Journal of Chromatography A, 237(3), 457-464 (1982)
On-line post-column photochemical derivatization in liquid chromatographic− diode-array detection analysis of binary drug mixtures.
Di Pietra AM,et al
Journal of Pharmaceutical and Biomedical Analysis, 14(8-10), 1191-1199 (1996)
HPLC determination of chlorhexidine gluconate and p-chloroaniline in topical ointment
Havlikova L, et al.
Journal of Pharmaceutical and Biomedical Analysis, 43(3), 1169-1173 (2007)
Automated chromatographic determination of chlorhexidine in pharmaceutical preparations
Bailey F, et al.
Journal of Chromatography A, 109(2), 305-312 (1975)
Achyut Guleri et al.
Surgical infections, 13(3), 171-174 (2012-05-10)
Anaphylactic reactions to chlorhexidine are rare but are being reported increasingly in association with a variety of products. We report three cases of anaphylaxis to chlorhexidine in patients presenting for cardiac surgery. In each case, anaphylaxis was precipitated by the

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