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Merck

C1510000

Chlorhexidine

European Pharmacopoeia (EP) Reference Standard

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329774893
MDL number:
MFCD00009673
Beilstein/REAXYS Number:
2826432

Key Documents

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Product Name

Chlorhexidine, European Pharmacopoeia (EP) Reference Standard

InChI key

GHXZTYHSJHQHIJ-UHFFFAOYSA-N

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)

grade

pharmaceutical primary standard

API family

chlorhexidine

manufacturer/tradename

EDQM

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

134-136 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

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Related Categories

Application

Chlorhexidine EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

pictograms

CorrosionEnvironment
GHS05,GHS09

signalword

Danger

hcodes

H318,H410

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Richard Price et al.
BMJ (Clinical research ed.), 348, g2197-g2197 (2014-04-02)
To determine the effect on mortality of selective digestive decontamination, selective oropharyngeal decontamination, and topical oropharyngeal chlorhexidine in adult patients in general intensive care units and to compare these interventions with each other in a network meta-analysis. Systematic review, conventional
Matthias Maiwald et al.
PloS one, 7(9), e44277-e44277 (2012-09-18)
Skin antisepsis is a simple and effective measure to prevent infections. The efficacy of chlorhexidine is actively discussed in the literature on skin antisepsis. However, study outcomes due to chlorhexidine-alcohol combinations are often attributed to chlorhexidine alone. Thus, we sought
Carolyne Horner et al.
The Journal of antimicrobial chemotherapy, 67(11), 2547-2559 (2012-07-27)
Antiseptic agents are increasingly used for hand hygiene and skin decolonization as key tools for the prevention of healthcare-associated infections. Chlorhexidine, a divalent, cationic biguanide, has a broad spectrum of activity and is one of the most frequently used topical
Karl A Hassan et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(50), 20254-20259 (2013-11-28)
Chlorhexidine is widely used as an antiseptic or disinfectant in both hospital and community settings. A number of bacterial species display resistance to this membrane-active biocide. We examined the transcriptomic response of a representative nosocomial human pathogen, Acinetobacter baumannii, to
Afshin Haraji et al.
Journal of orofacial pain, 27(3), 256-262 (2013-07-25)
To assess the effects of intra-alveolar application of chlorhexidine gel on the incidence of alveolar osteitis (dry socket) and the severity of postsurgical pain. A total of 160 impacted mandibular third molars were extracted in 80 patients enrolled in this
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