Metronidazole Benzoate is developed from metronidazole and benzoic acid and has antibacterial, antiparasitic, and antitrichomoniasis effects.

Physicochemical Properties

Molecular Formula	C13H13N3O4
Molecular Weight	275.26002
Exact Mass	194.057
Elemental Analysis	C, 56.72; H, 4.76; N, 15.27; O, 23.25
CAS #	13182-89-3
Related CAS #	69198-10-3 (HCl);13182-82-6 (acetate);13182-89-3 (benzoate);443-48-1; 1460293-84-8 (sodium);
PubChem CID	83213
Appearance	Solid powder
Density	1.3±0.1 g/cm3
Boiling Point	372.3±27.0 °C at 760 mmHg
Melting Point	102 °C
Flash Point	150.5±17.2 °C
Vapour Pressure	0.0±0.9 mmHg at 25°C
Index of Refraction	1.627
LogP	1.64
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Heavy Atom Count	20
Complexity	352
Defined Atom Stereocenter Count	0
SMILES	O=C(OCCN1C([N+]([O-])=O)=CN=C1C)C2=CC=CC=C2
InChi Key	CUUCCLJJOWSASK-UHFFFAOYSA-N
InChi Code	InChI=1S/C13H13N3O4/c1-10-14-9-12(16(18)19)15(10)7-8-20-13(17)11-5-3-2-4-6-11/h2-6,9H,7-8H2,1H3
Chemical Name	2-(2-Methyl-5-nitroimidazol-1-yl)ethyl benzoate
Synonyms	Benzoylmetronidazole; Metronidazole benzoate
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
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	Antibacterial, antimicrobial, antiparasitic, antitrichomonal
ln Vitro	Many anaerobic, protozoan, and bacteroid bacterial infections, such as trichomoniasis, amebiasis, vaginosis, and gingivitis, can be treated with metronidazole benzoate[1].
References	[1]. The design of novel metronidazole benzoate structures: exploring stoichiometric diversity. Acta Crystallogr C Struct Chem. 2019 May 1;75(Pt 5):483-495.
Additional Infomation	Metronidazole benzoate is a benzoate ester resulting from the formal condensation of benzoic acid with the hydroxy group of metronidazole. It has a role as an antibacterial drug, an antimicrobial agent, an antiparasitic agent, an antitrichomonal drug and a prodrug. It is functionally related to a metronidazole and a benzoic acid. Metronidazole Benzoate is the benzoate ester of metronidazole, a synthetic nitroimidazole derivative with antiprotozoal and antibacterial activities. See also: Metronidazole (has active moiety).

Solubility Data

Solubility (In Vitro)

DMSO : ~250 mg/mL (~908.23 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (7.56 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 20.8 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: ≥ 2.08 mg/mL (7.56 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 20.8 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: ≥ 2.08 mg/mL (7.56 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 20.8 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	3.6329 mL	18.1646 mL	36.3293 mL
	5 mM	0.7266 mL	3.6329 mL	7.2659 mL
	10 mM	0.3633 mL	1.8165 mL	3.6329 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.