| Size | Price | |
|---|---|---|
| Other Sizes |
| Targets |
MIC: 20 mg/L (P. fluorescens)[1]
Benzyldodecyldimethylammonium chloride dihydrate targets bacterial cell membranes. As a quaternary ammonium compound, the compound is a cationic surfactant that interacts with the negatively charged bacterial cell membrane. The compound disrupts the integrity of the bacterial membrane, leading to increased membrane permeability, leakage of cellular contents, and cell death. The compound's antimicrobial activity is concentration-dependent, with higher concentrations achieving more rapid bactericidal effects. Benzyldodecyldimethylammonium chloride dihydrate is effective against a broad range of bacteria, including drug-resistant strains such as MRSA and MDR Pseudomonas aeruginosa. The compound's mechanism of action is non-specific, making it less susceptible to resistance development. |
|---|---|
| ln Vitro |
The percentage population of dead rat thymocyte cells varies in a dose-dependent manner in response to benzoyldodecyldimethylammonium chloride dihydrate (1–10 μM; 2 hours)[1]. With a MIC of 20 mg/L, benzoyldodecyldimethylammonium chloride dihydrate (0–40 mg/L; 0–24 hours) inhibits P. fluorescens. Cells grow in the same way as the control at 5 mg/L. The growth profile differs from the control at doses of 10 and 15 mg/L, and the cells don't begin to develop until eight hours after adaption. BDMDAC inhibits cell proliferation at doses ≥20 mg/L[2]. As evidenced by phenomena like membrane disruption and loss of membrane integrity with subsequent leakage of vital intracellular constituents, benzododecyldimethylammonium chloride dihydrate exhibits strong concentration-dependent interactions with cell surfaces and binds to microbial membrane surfaces via ionic and hydrophobic interactions[2]. These interactions promote significant and irreversible changes in the structure of the cell.
In vitro, benzyldodecyldimethylammonium chloride dihydrate demonstrates potent antibacterial activity against drug-resistant bacteria. The compound is effective against methicillin-resistant Staphylococcus aureus (MRSA) and multidrug-resistant Pseudomonas aeruginosa in a concentration-dependent manner. The minimum inhibitory concentration (MIC) for these organisms is typically in the range of 1-10 μg/mL. The compound shows rapid bactericidal activity, with significant killing observed within minutes of exposure. Benzyldodecyldimethylammonium chloride dihydrate is also active against other Gram-positive and Gram-negative bacteria, as well as fungi and viruses. The compound's broad-spectrum antimicrobial activity makes it a useful disinfectant and preservative. |
| ln Vivo |
In vivo, benzyldodecyldimethylammonium chloride dihydrate is used as an insecticide and disinfectant. The compound's antimicrobial activity has been studied in various applications, including surface disinfection, water treatment, and as a preservative in consumer products. The compound is effective against a wide range of microorganisms and is used to control bacterial contamination in industrial and healthcare settings. However, the compound's in vivo efficacy as a therapeutic agent is limited by its toxicity to host cells. Benzyldodecyldimethylammonium chloride dihydrate is primarily used as a topical disinfectant or as a biocide for environmental applications.
|
| Enzyme Assay |
In vitro antimicrobial assays for benzyldodecyldimethylammonium chloride dihydrate are performed using standard broth microdilution or agar dilution methods to determine the minimum inhibitory concentration (MIC) against various bacterial strains. Bacteria are cultured in appropriate media and treated with serial dilutions of the compound (typically 0.1-100 μg/mL). The MIC is determined as the lowest concentration that inhibits visible growth after 18-24 hours of incubation. The minimum bactericidal concentration (MBC) is determined by subculturing from wells showing no visible growth onto agar plates. Time-kill assays are performed to assess the rate of bacterial killing. The compound's activity against biofilms is assessed using crystal violet staining or viable cell counting.
|
| Cell Assay |
Cell Viability Assay[1]
Cell Types: Rat thymocyte cells Tested Concentrations: 0, 5, 10, 15, 20 and 40 mg/L Incubation Duration: 2 hrs (hours) Experimental Results: Resulted in cell death. Cell Proliferation Assay[1] Cell Types: Bacterial P. fluorescen Tested Concentrations: 0, 5, 10, 15, 20 and 40 mg/L Incubation Duration: 2 hrs (hours) Experimental Results: Inhibited bacterial growth in a time and dose dependent manner. In vitro cell-based assays for benzyldodecyldimethylammonium chloride dihydrate are performed using bacterial cultures to assess antimicrobial activity. Bacteria are grown in liquid media and treated with the compound at various concentrations. Bacterial growth is monitored by measuring optical density (OD600) over time. The effect on bacterial cell viability is assessed by plating serial dilutions on agar plates and counting colony-forming units (CFUs). The compound's effects on bacterial membrane integrity are assessed using fluorescent dyes such as propidium iodide or SYTOX Green, which penetrate cells with compromised membranes. The compound's cytotoxicity to mammalian cells is assessed using cell lines such as HeLa or 3T3 cells to determine the selectivity index. |
| Animal Protocol |
In vivo animal studies with benzyldodecyldimethylammonium chloride dihydrate are limited, as the compound is primarily used as a disinfectant rather than a therapeutic agent. The compound's toxicity to mammalian cells limits its use in vivo. However, the compound's antimicrobial activity has been studied in animal models of wound infection or surface contamination. The compound is applied topically, and its effects on bacterial load and wound healing are assessed. The compound's safety and efficacy in vivo depend on the concentration, formulation, and application site.
|
| ADME/Pharmacokinetics |
Pharmacokinetic properties of benzyldodecyldimethylammonium chloride dihydrate are not typically characterized, as the compound is not used as a systemic therapeutic agent. The compound is a quaternary ammonium compound with a charged quaternary nitrogen, which limits its absorption across biological membranes. When applied topically, the compound acts locally and is minimally absorbed into the systemic circulation. The compound is expected to be metabolized and excreted, although detailed pharmacokinetic studies are not available. The compound's stability and activity depend on the formulation and storage conditions.
|
| Toxicity/Toxicokinetics |
Benzyldodecyldimethylammonium chloride dihydrate is a quaternary ammonium compound that can cause irritation to skin, eyes, and mucous membranes. The compound is toxic to aquatic organisms and should be handled with appropriate precautions. Ingesting the compound may cause gastrointestinal irritation. The compound is not classified as a carcinogen or mutagen. As a research chemical, standard safety precautions should be followed when handling benzyldodecyldimethylammonium chloride dihydrate, including the use of personal protective equipment (gloves, safety goggles, lab coat). The compound is for research use only and not for human or veterinary applications.
|
| References |
[1]. Sadegh Ghanbar, et al. New Generation of N-Chloramine/QAC Composite Biocides: Efficient Antimicrobial Agents To Target Antibiotic-Resistant Bacteria in the Presence of Organic Load. ACS Omega. 2018 Aug 22;3(8):9699-9709.
[2]. Tsuyoshi Mitani, et al. Zinc-related actions of sublethal levels of benzalkonium chloride: Potentiation of benzalkonium cytotoxicity by zinc. Chem Biol Interact. 2017 Apr 25;268:31-36. |
| Additional Infomation |
Benzyldodecyldimethylammonium chloride dihydrate is a quaternary ammonium compound (QAC) belonging to the benzalkonium chloride family. QACs are widely used as disinfectants, antiseptics, and preservatives in healthcare, food processing, and consumer products. These compounds are effective against a broad range of microorganisms, including bacteria, fungi, and viruses, and are valued for their rapid action and low toxicity at use concentrations. The development of resistance to QACs has been reported, but the compounds remain effective against most clinically important pathogens. Benzyldodecyldimethylammonium chloride dihydrate is available from chemical suppliers for research purposes.
|
| Molecular Formula |
C21H42CLNO2
|
|---|---|
| Molecular Weight |
376.02
|
| Exact Mass |
375.29
|
| CAS # |
147228-80-6
|
| PubChem CID |
91659090
|
| Appearance |
Typically exists as solid at room temperature
|
| Melting Point |
44 °C
|
| Hydrogen Bond Donor Count |
2
|
| Hydrogen Bond Acceptor Count |
3
|
| Rotatable Bond Count |
13
|
| Heavy Atom Count |
25
|
| Complexity |
240
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
[Cl-].O.O.[N+](C)(C)(CC1C=CC=CC=1)CCCCCCCCCCCC
|
| InChi Key |
ORJHCWPHEPKXRE-UHFFFAOYSA-M
|
| InChi Code |
InChI=1S/C21H38N.ClH.2H2O/c1-4-5-6-7-8-9-10-11-12-16-19-22(2,3)20-21-17-14-13-15-18-21;;;/h13-15,17-18H,4-12,16,19-20H2,1-3H3;1H;2*1H2/q+1;;;/p-1
|
| Chemical Name |
benzyl-dodecyl-dimethylazanium;chloride;dihydrate
|
| 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 (e.g. under nitrogen), 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)
|
| Solubility (In Vitro) |
DMSO : 100 mg/mL (265.94 mM)
H2O : ≥ 100 mg/mL (265.94 mM) |
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.65 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 25.0 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: ≥ 2.5 mg/mL (6.65 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 25.0 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (6.65 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6594 mL | 13.2972 mL | 26.5943 mL | |
| 5 mM | 0.5319 mL | 2.6594 mL | 5.3189 mL | |
| 10 mM | 0.2659 mL | 1.3297 mL | 2.6594 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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