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ChemicalBook--->CAS DataBase List--->2012598-75-1

2012598-75-1

2012598-75-1 Structure

2012598-75-1 Structure
IdentificationBack Directory
[Name]

Chlorhexidine-d8 HCl
[CAS]

2012598-75-1
[Synonyms]

Chlorhexidine-d8 HCl
Chlorhexidine-d8 hydrochloride
Chlorhexidine dihydrochloride D8
[Molecular Formula]

C22H31Cl3N10
[MDL Number]

MFCD09842124
[MOL File]

2012598-75-1.mol
[Molecular Weight]

541.91
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble,Methanol: soluble
[form ]

A solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
Hazard InformationBack Directory
[Biological Activity]

Chlorhexidine-d8 is intended for use as an internal standard for the quantification of chlorhexidine by GC- or LC-MS. Chlorhexidine is a bis(biguanide) antimicrobial disinfectant and antiseptic agent.1 It inhibits growth of clinical methicillin-resistant S. aureus (MRSA) isolates (MIC90 = 4 μg/ml).2 It is also active against canine isolates of MRSA, methicillin-susceptible S. aureus (MSSA), methicillin-resistant S. pseudintermedius (MRSP), and methicillin-susceptible S. pseudintermedius (MSSP; MIC90s = 4, 2, 2, and 1 mg/L, respectively).3 Chlorhexidine inhibits growth of E. faecium strains (MICs = 1.2-19.6 μg/ml) and C. albicans (MIC = 5.15 μg/ml).4,5 It generates cations that bind to and destabilize the bacterial cell wall to induce death.6 Chlorhexidine also completely inhibits matrix metalloproteinase-2 (MMP-2) and MMP-9 when used at concentrations of 0.0001 and 0.002%, respectively, in a gelatin degradation assay.7 Formulations containing chlorhexidine have been used in antiseptic wound dressings, mouthwash, and toothpaste.
[References]

1.Karpiński, T.M., and Szkaradkiewicz, A.K.Chlorhexidine--Pharmaco-biological activity and applicationEur. Rev. Med. Pharmacol. Sci.19(7)1321-1326(2015) 2.McDanel, J.S., Murphy, C.R., Diekema, D.J., et al.Chlorhexidine and mupirocin susceptibilities of methicillin-resistant Staphylococcus aureus from colonized nursing home residentsAntimicrob. Agents Chemother.57(1)552-558(2013) 3.Clark, S.M., Loeffler, A., and Bond, R.Susceptibility in vitro of canine methicillin-resistant and -susceptible staphylococcal isolates to fusidic acid, chlorhexidine and miconazole: Opportunities for topical therapy of canine superficial pyodermaJ. Antimicrob. Chemother.70(7)2048-2052(2015) 4.Bhardwaj, P., Hans, A., Ruikar, K., et al.Reduced chlorhexidine and daptomycin susceptibility in vancomycin-resistant enterococcus faecium after serial chlorhexidine exposureAntimicrob. Agents Chemother.62(1)e01235-01217(2017) 5.Scheibler, E., da Silva, R.M., Leite, C.E., et al.Stability and efficacy of combined nystatin and chlorhexidine against suspensions and biofilms of Candida albicansArch. Oral Biol.8970-76(2018) 6.Barrett-Bee, K., Newboult, L., and Edwards, S.The membrane destabilising action of the antibacterial agent chlorhexidineFEMS Microbiol. Lett.119(1-2)249-253(1994) 7.Gendron, R., Grenier, D., Sorsa, T., et al.Inhibition of the activities of matrix metalloproteinases 2, 8, and 9 by chlorhexidineClin. Diag. Lab. Immun.6(3)437-439(1999)
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