Chlorhexidine-d₈

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Chlorhexidine-d₈ is deuterium-labeled Chlorhexidine (HY-B1248). Chlorhexidine is a orally active cationic antimicrobial agent that targets microbial cell membranes. Chlorhexidine binds to cell membrane phospholipids non-specifically, destroys membrane structure and induces leakage of cell contents. Chlorhexidine has broad-spectrum bactericidal activity against both Gram-positive and Gram-negative bacteria. Chlorhexidine can interfere with membrane permeability, cause protein precipitation and energy metabolism disorders, such as rapid inhibition of microbial growth and induction of cell death (necrosis or apoptosis).

For research use only. We do not sell to patients.

Chlorhexidine-d<sub>8</sub> Chemical Structure

Chlorhexidine-d₈ Chemical Structure

CAS No. : 1246816-96-5

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Other In-stock Forms of Chlorhexidine-d₈:

Chlorhexidine-d₈ dihydrochloride

Other Forms of Chlorhexidine-d₈:

Chlorhexidine-d₈ dihydrochloride In-stock

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Biological Activity
Purity & Documentation
References
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Description

Chlorhexidine-d₈ is deuterium-labeled Chlorhexidine (HY-B1248)^[1]. Chlorhexidine is a orally active cationic antimicrobial agent that targets microbial cell membranes. Chlorhexidine binds to cell membrane phospholipids non-specifically, destroys membrane structure and induces leakage of cell contents. Chlorhexidine has broad-spectrum bactericidal activity against both Gram-positive and Gram-negative bacteria. Chlorhexidine can interfere with membrane permeability, cause protein precipitation and energy metabolism disorders, such as rapid inhibition of microbial growth and induction of cell death (necrosis or apoptosis)^[1]^[2]^[3].

Cellular Effect

Cell Line	Type	Value	Description	References
Fibroblast	CC₅₀	6.32 μg/mL Compound: Chlorohexidine	Cytotoxicity against human skin fibroblasts assessed as cell viability measured after 72 hrs by MTT assay Cytotoxicity against human skin fibroblasts assessed as cell viability measured after 72 hrs by MTT assay	[PMID: 33385851]
HEK293	IC₅₀	0.21 μM Compound: chlorhexidine	Inhibition of human OCT1-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay Inhibition of human OCT1-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay	[PMID: 23241029]
HEK293	IC₅₀	0.4 μM Compound: chlorhexidine	Inhibition of human OCT2-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay Inhibition of human OCT2-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay	[PMID: 23241029]
HEK293	IC₅₀	0.41 μM Compound: chlorhexidine	Inhibition of human OCT3-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay Inhibition of human OCT3-mediated ASP+ uptake expressed in HEK293 cells after 3 mins by fluorescence assay	[PMID: 23241029]
HEK293	IC₅₀	0.5 μM Compound: chlorhexidine	Inhibition of human MATE2K-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay Inhibition of human MATE2K-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay	[PMID: 23241029]
HEK293	IC₅₀	0.7 μM Compound: chlorhexidine	Inhibition of human MATE1-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay Inhibition of human MATE1-mediated ASP+ uptake expressed in HEK293 cells after 1.5 mins by fluorescence assay	[PMID: 23241029]
HEK293	CC₅₀	7.28 μg/mL Compound: Chlorohexidine	Cytotoxicity against human HEK293 cells assessed as cell viability measured after 72 hrs by MTT assay Cytotoxicity against human HEK293 cells assessed as cell viability measured after 72 hrs by MTT assay	[PMID: 33385851]
HSF (VGS)	CC₅₀	5.48 μg/mL Compound: Chlorhexidine	Cytotoxicity against human HSF cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human HSF cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 33310546]
HT-22	IC₅₀	5.6 μM Compound: 34	Cytotoxicity against mouse HT-22 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay Cytotoxicity against mouse HT-22 cells assessed as reduction in cell viability incubated for 48 hrs by MTS assay	[PMID: 36876904]

In Vitro

Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

513.50

Formula

C₂₂H₂₂D₈Cl₂N₁₀

CAS No.

1246816-96-5

Unlabeled CAS

3697-42-5

SMILES

ClC(C([2H])=C1[2H])=C([2H])C([2H])=C1NC(NC(NCCCCCCNC(NC(NC2=C([2H])C([2H])=C(C([2H])=C2[2H])Cl)=N)=N)=N)=N

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-236. [Content Brief]

[2]. Faria G, et al. Evaluation of chlorhexidine toxicity injected in the paw of mice and added to cultured l929 fibroblasts. J Endod. 2007 Jun;33(6):715-22. [Content Brief]

[3]. Sanchez IR, et al. Chlorhexidine diacetate and povidone-iodine cytotoxicity to canine embryonic fibroblasts and Staphylococcus aureus. Vet Surg. 1988;17(4):182-185. [Content Brief]

[4]. Zhang J, et al. Pulmonary Toxicity Assessment after a Single Intratracheal Inhalation of Chlorhexidine Aerosol in Mice. Toxics. 2023 Nov 7;11(11):910. [Content Brief]

[5]. Ribeiro DA, et al. Chlorhexidine induces DNA damage in rat peripheral leukocytes and oral mucosal cells. J Periodontal Res. 2004 Oct;39(5):358-61. [Content Brief]