Benzyldodecyldimethylammonium chloride dihydrate is a quaternary ammonium compound (QAC) that could be utilized as a biocide to target drug-resistant bacteria such as methicillin-resistant Staphylococcus aureus (MRSA) and multidrug-resistant (MDR) Pseudomonas aeruginosa, etc. Benzyldodecyldimethylammonium chloride dihydrate is an antimicrobial compound whose bacteriostatic or bactericidal properties depend on the concentration.

Physicochemical Properties

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)

Biological Activity

Targets	MIC: 20 mg/L (P. fluorescens)[1]
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.
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.
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.

Solubility Data

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. 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. 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 corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

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.