Chlorhexidine digluconate (20% in water) 

Chlorhexidine digluconate (20% in water) is a orally active cationic antimicrobial agent that targets microbial cell membranes. Chlorhexidine digluconate (20% in water) binds to cell membrane phospholipids non-specifically, destroys membrane structure and induces leakage of cell contents. Chlorhexidine digluconate (20% in water) has broad-spectrum bactericidal activity against both Gram-positive and Gram-negative bacteria. Chlorhexidine digluconate (20% in water) 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].

1. Cell death assay:
Chlorhexidine digluconate (0.000125%-0.016%; 24 h) induces cell death in L929 fibroblasts, inducing a pattern of cell necrosis and/or apoptosis, as well as cell stress. Furthermore, Chlorhexidine digluconate induces apoptosis at lower concentrations and necrosis at higher concentrations, and increases the expression of heat shock protein 70 (a marker of cell stress). Chlorhexidine digluconate may have an adverse effect on the resolution of apical periodontitis^[1].
2. Cell viability experiment:
Chlorhexidine digluconate (0.0005%-0.5%; 30 min) causes the death of canine embryonic fibroblasts with concentration of ≥0.013%, while allows the cells to survive with concentration of ≤0.006%^[2].
3. Bacterial survival experiment:
Chlorhexidine digluconate (0.0005%-0.5%; 30 min) has a concentration-dependent bactericidal effect on Staphylococcus aureus, and kills Staphylococcus aureus with concentration of ≥0.05%, while allows the bacteria to survive with concentration of ≤0.03%^[2].

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

1. Paw injection toxicity test:
Chlorhexidine (0.125%-1.0%; subcutaneous injection; single dose) digluconate causes toxic effects in the plantar space of the hind paw of Balb/c mice. Concentrations ≥0.5% induces coagulative necrosis of the epidermis, dermis and subcutaneous tissues and neutrophil-dominated inflammatory responses, while concentrations ≤0.25% induces moderate inflammation and interstitial edema^[1].
2. Lung inhalation toxicity test:
Chlorhexidine (0.125%-1%; intratracheal instillation; single dose; 8-week observation) digluconate causes collagen fiber deposition and inflammatory cell infiltration in lung tissue in the C57BL/6J mouse model, leading to restrictive ventilation dysfunction. Transcriptome analysis shows that genes related to extracellular matrix deposition and mucus secretion (such as Muc5b and Muc5ac) are upregulated^[3].
3. Genetic toxicity test:
0.12% Chlorhexidine dihydrochloride (0.5 mL; oral, twice a day for 8 days) causes DNA damage in peripheral blood and oral mucosal cells of rats, without causing chromosome breakage or loss in erythrocytes^[4].

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

897.76

C₃₄H₅₄Cl₂N₁₀O₁₄

18472-51-0

Liquid

Colorless to light yellow

N=C(NC(NCCCCCCNC(NC(NC1=CC=C(Cl)C=C1)=N)=N)=N)NC2=CC=C(Cl)C=C2.O[C@H]([C@@H](O)C(O)=O)[C@H](O)[C@H](O)CO.O[C@H]([C@@H](O)C(O)=O)[C@H](O)[C@H](O)CO

Room temperature in continental US; may vary elsewhere.

Solution, -20°C, 2 years

• [1]. 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]

  [2]. 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]

  [3]. 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]

  [4]. 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]