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MedKoo Cat#: 584396 | Name: Chlorhexidine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Chlorhexidine is a disinfectant and topical anti-infective agent used also as mouthwash to prevent oral plaque.

Chemical Structure

Chlorhexidine
Chlorhexidine
CAS#55-56-1 (free base)

Theoretical Analysis

MedKoo Cat#: 584396

Name: Chlorhexidine

CAS#: 55-56-1 (free base)

Chemical Formula: C22H30Cl2N10

Exact Mass: 504.2032

Molecular Weight: 505.45

Elemental Analysis: C, 52.28; H, 5.98; Cl, 14.03; N, 27.71

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 650.00 2 Weeks
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Related CAS #
77146-42-0 (phosphanilate) 3697-42-5 (HCl) 18472-51-0 (gluconate) 55-56-1 (free base)
Synonym
Chlorhexidine; Rotersept; Fimeil; Hexadol
IUPAC/Chemical Name
2,4,11,13-Tetraazatetradecanediimidamide, N,N''-bis(4-chlorophenyl)-3,12-diimino-
InChi Key
GHXZTYHSJHQHIJ-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
N=C(NC1=CC=C(Cl)C=C1)NC(NCCCCCCNC(NC(NC2=CC=C(Cl)C=C2)=N)=N)=N
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 505.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Bajaj TI, Loh C, Borgstrom D. Diluting chlorhexidine gluconate: one scrub or two? Surg Infect (Larchmt). 2014 Oct;15(5):544-7. doi: 10.1089/sur.2012.120. Epub 2014 May 21. PubMed PMID: 24850433. 2: Padois K, Bertholle V, Pirot F, Hyunh TT, Rossi A, Colombo P, Falson F, Sonvico F. Chlorhexidine salt-loaded polyurethane orthodontic chains: in vitro release and antibacterial activity studies. AAPS PharmSciTech. 2012 Dec;13(4):1446-50. doi: 10.1208/s12249-012-9872-6. Epub 2012 Oct 23. PubMed PMID: 23090109; PubMed Central PMCID: PMC3513458. 3: Nuntnarumit P, Sangsuksawang N. A randomized controlled trial of 1% aqueous chlorhexidine gluconate compared with 10% povidone-iodine for topical antiseptic in neonates: effects on blood culture contamination rates. Infect Control Hosp Epidemiol. 2013 Apr;34(4):430-2. doi: 10.1086/669863. Epub 2013 Feb 14. PubMed PMID: 23466918. 4: Calderini A, Pantaleo G, Rossi A, Gazzolo D, Polizzi E. Adjunctive effect of chlorhexidine antiseptics in mechanical periodontal treatment: first results of a preliminary case series. Int J Dent Hyg. 2013 Aug;11(3):180-5. doi: 10.1111/idh.12009. Epub 2012 Dec 6. PubMed PMID: 23216882. 5: Teixeira KI, Denadai AM, Sinisterra RD, Cortés ME. Cyclodextrin modulates the cytotoxic effects of chlorhexidine on microrganisms and cells in vitro. Drug Deliv. 2015 May;22(3):444-53. doi: 10.3109/10717544.2013.879679. Epub 2014 Feb 4. PubMed PMID: 24491181. 6: Obermeier A, Schneider J, Wehner S, Matl FD, Schieker M, von Eisenhart-Rothe R, Stemberger A, Burgkart R. Novel high efficient coatings for anti-microbial surgical sutures using chlorhexidine in fatty acid slow-release carrier systems. PLoS One. 2014 Jul 1;9(7):e101426. doi: 10.1371/journal.pone.0101426. eCollection 2014. PubMed PMID: 24983633; PubMed Central PMCID: PMC4077814. 7: Montecalvo MA, McKenna D, Yarrish R, Mack L, Maguire G, Haas J, DeLorenzo L, Dellarocco N, Savatteri B, Rosenthal A, Watson A, Spicehandler D, Shi Q, Visintainer P, Wormser GP. Chlorhexidine bathing to reduce central venous catheter-associated bloodstream infection: impact and sustainability. Am J Med. 2012 May;125(5):505-11. doi: 10.1016/j.amjmed.2011.10.032. PubMed PMID: 22482848. 8: Scheithauer S, Möller M, Höllig A, Marx G, Thoröe S, Lopez-Gonzalez L, Reinges MH, Lemmen SW. Are chlorhexidine-containing dressings safe for use with ventricular drainages? Infection. 2014 Jun;42(3):545-8. doi: 10.1007/s15010-014-0596-2. Epub 2014 Feb 11. PubMed PMID: 24515936. 9: Johnson AJ, Daley JA, Zywiel MG, Delanois RE, Mont MA. Preoperative chlorhexidine preparation and the incidence of surgical site infections after hip arthroplasty. J Arthroplasty. 2010 Sep;25(6 Suppl):98-102. doi: 10.1016/j.arth.2010.04.012. Epub 2010 May 31. Erratum in: J Arthroplasty. 2012 Apr;27(4):658. PubMed PMID: 20570089. 10: Machtei EE, Frankenthal S, Levi G, Elimelech R, Shoshani E, Rosenfeld O, Tagger-Green N, Shlomi B. Treatment of peri-implantitis using multiple applications of chlorhexidine chips: a double-blind, randomized multi-centre clinical trial. J Clin Periodontol. 2012 Dec;39(12):1198-205. doi: 10.1111/jcpe.12006. Epub 2012 Sep 30. PubMed PMID: 23020659. 11: Wibaux A, Thota P, Mastej J, Prince DL, Carty N, Johnson P. Antimicrobial Activity of a Novel Vascular Access Film Dressing Containing Chlorhexidine Gluconate. PLoS One. 2015 Nov 23;10(11):e0143035. doi: 10.1371/journal.pone.0143035. eCollection 2015. PubMed PMID: 26599087; PubMed Central PMCID: PMC4657924. 12: Eick S, Goltz S, Nietzsche S, Jentsch H, Pfister W. Efficacy of chlorhexidine digluconate-containing formulations and other mouthrinses against periodontopathogenic microorganisms. Quintessence Int. 2011 Sep;42(8):687-700. PubMed PMID: 21842009. 13: Souza M, Cecchin D, Farina AP, Leite CE, Cruz FF, Pereira Cda C, Ferraz CC, Figueiredo JA. Evaluation of chlorhexidine substantivity on human dentin: a chemical analysis. J Endod. 2012 Sep;38(9):1249-52. doi: 10.1016/j.joen.2012.06.003. Epub 2012 Jul 11. PubMed PMID: 22892744. 14: Lin MY, Lolans K, Blom DW, Lyles RD, Weiner S, Poluru KB, Moore N, Hines DW, Weinstein RA, Hayden MK; Centers for Disease Control and Prevention Epicenter Program. The effectiveness of routine daily chlorhexidine gluconate bathing in reducing Klebsiella pneumoniae carbapenemase-producing Enterobacteriaceae skin burden among long-term acute care hospital patients. Infect Control Hosp Epidemiol. 2014 Apr;35(4):440-2. doi: 10.1086/675613. PubMed PMID: 24602954. 15: Suwantarat N, Carroll KC, Tekle T, Ross T, Maragakis LL, Cosgrove SE, Milstone AM. High prevalence of reduced chlorhexidine susceptibility in organisms causing central line-associated bloodstream infections. Infect Control Hosp Epidemiol. 2014 Sep;35(9):1183-6. doi: 10.1086/677628. Epub 2014 Jul 23. PubMed PMID: 25111928. 16: Moshrefi A. Chlorhexidine. J West Soc Periodontol Periodontal Abstr. 2002;50(1):5-9. Review. PubMed PMID: 12049062. 17: Barbin LE, Estrela C, Guedes DF, Spanó JC, Sousa-Neto MD, Pécora JD. Detection of para-chloroaniline, reactive oxygen species, and 1-chloro-4-nitrobenzene in high concentrations of chlorhexidine and in a mixture of chlorhexidine and calcium hydroxide. J Endod. 2013 May;39(5):664-8. doi: 10.1016/j.joen.2012.10.018. Epub 2012 Nov 28. PubMed PMID: 23611387. 18: Kollmuss M, Kist S, Obermeier K, Pelka AK, Hickel R, Huth KC. Antimicrobial effect of gaseous and aqueous ozone on caries pathogen microorganisms grown in biofilms. Am J Dent. 2014 Jun;27(3):134-8. PubMed PMID: 25208360. 19: Nakonechna A, Dore P, Dixon T, Khan S, Deacock S, Holding S, Abuzakouk M. Immediate hypersensitivity to chlorhexidine is increasingly recognised in the United Kingdom. Allergol Immunopathol (Madr). 2014 Jan-Feb;42(1):44-9. doi: 10.1016/j.aller.2012.08.001. Epub 2012 Dec 20. PubMed PMID: 23265264. 20: Nishihara Y, Kajiura T, Yokota K, Kobayashi H, Okubo T. Evaluation with a focus on both the antimicrobial efficacy and cumulative skin irritation potential of chlorhexidine gluconate alcohol-containing preoperative skin preparations. Am J Infect Control. 2012 Dec;40(10):973-8. doi: 10.1016/j.ajic.2012.04.323. Epub 2012 Sep 25. PubMed PMID: 23017546.