Description: Octenidine dihydrochloride is a topically used antiseptic, antibacterial and antimicrobial agent with activity against multidrug-resistant Gram-negative pathogens. It inhibits the expression of biofilm genes and destroys the formation of biofilms.
Physicochemical Properties
| Molecular Formula | C36H64CL2N4 |
| Molecular Weight | 623.8262 |
| Exact Mass | 622.45 |
| CAS # | 70775-75-6 |
| Related CAS # | Octenidine;71251-02-0 |
| PubChem CID | 51166 |
| Appearance | White to off-white solid powder |
| Boiling Point | 609.3ºC at 760 mmHg |
| Melting Point | 215-217ºC |
| Flash Point | 322.3ºC |
| LogP | 3.781 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 25 |
| Heavy Atom Count | 42 |
| Complexity | 691 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | CCCCCCCC/N=C1C=CN(CCCCCCCCCCN(C=C/2)C=CC2=N/CCCCCCCC)C=C/1.Cl.Cl |
| InChi Key | SMGTYJPMKXNQFY-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C36H62N4.2ClH/c1-3-5-7-9-15-19-27-37-35-23-31-39(32-24-35)29-21-17-13-11-12-14-18-22-30-40-33-25-36(26-34-40)38-28-20-16-10-8-6-4-2;;/h23-26,31-34H,3-22,27-30H2,1-2H3;2*1H |
| Chemical Name | N-octyl-1-[10-(4-octyliminopyridin-1-yl)decyl]pyridin-4-imine;dihydrochloride |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | Concentrations of octenidine below 1.5 μM (0.94 μg/mL) resulted in a better than 99% reduction in the number of microorganisms tested after 15 minutes. Staphylococcus epidermidis was the most vulnerable of the bacteria examined, whereas Escherichia coli and Candida albicans were the least susceptible [1]. |
| ln Vivo | When examining the skin of cynomolgus monkeys' hands and feet, octenidine dihydrochloride (OCT) maintained its antibacterial action. The number of resident microbial communities is decreased from 90% to 99.98% by aqueous octenidine at a concentration of 0.2% to 1.6% [1]. On the lateral tooth surfaces of the face, a significant reduction in plaque scores was shown after topical application of 1% octinidine and chlorhexidine solution every day for 7 days; octinidine was more effective than chlorhexidine [2]. |
| References |
[1]. Sedlock DM, et al. Microbicidal activity of octenidine hydrochloride, a new alkanediylbis[pyridine] germicidal agent. Antimicrob Agents Chemother. 1985 Dec;28(6):786-90. [2]. Emilson CG, et al. Effect of the antibacterial agents octenidine and chlorhexidine on the plaque flora in primates. Scand J Dent Res. 1981 Oct;89(5):384-92 |
| Additional Infomation |
Drug Indication Skin disinfection Treatment of upper respiratory tract infections Prevention of oral soft tissue infections |
Solubility Data
| Solubility (In Vitro) |
H2O : ~33.33 mg/mL (~53.43 mM) DMSO : ~5 mg/mL (~8.02 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 5 mg/mL (8.02 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 50.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 5 mg/mL (8.02 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 50.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 5 mg/mL (8.02 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 50.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 4: ≥ 2.5 mg/mL (4.01 mM) (saturation unknown) in 5% DMSO + 40% PEG300 + 5% Tween80 + 50% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 5: ≥ 2.5 mg/mL (4.01 mM) (saturation unknown) in 5% DMSO + 95% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.6030 mL | 8.0150 mL | 16.0300 mL | |
| 5 mM | 0.3206 mL | 1.6030 mL | 3.2060 mL | |
| 10 mM | 0.1603 mL | 0.8015 mL | 1.6030 mL |