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Diloxanide Furoate
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C14H11Cl2NO4 328.20
4-(N-methyl-2,2-dichloroacetamido)phenyl 2-furoate.
2,2-Dichloroacetamido-4-N-methylphenyl 2-furoate [3736-81-0].
» Diloxanide Furoate contains not less than 98.0 percent and not more than 102.0 percent of C14H11Cl2NO4, calculated on the dried basis.
Packaging and storage— Preserve in tight, light-resistant containers at controlled room temperature.
Identification—
A: Infrared Absorption 197K.
B: Ultraviolet Absorption 197U—
Solution: 14 µg per mL.
Medium: alcohol. The solution exhibits a maximum at 258 nm.
C: Burn 20 mg by employing the method under Oxygen-Flask Combustion 471, using 10 mL of 1 N sodium hydroxide as the absorbing liquid. When the process is complete, acidify the liquid with nitric acid, and add a solution of silver nitrate (5 in 100). A white precipitate forms.
Melting range 741: between 114 and 116.
Acidity— Shake 3 g with 50 mL of water, filter, wash the residue with three 20-mL portions of water, and combine the filtrate and washings. Titrate with 0.1 N sodium hydroxide VS using phenolphthalein TS as the indicator: not more than 1.3 mL of 0.1 N sodium hydroxide is required for neutralization.
Loss on drying 731— Dry it at 105 to constant weight: it loses not more than 0.5%.
Residue on ignition 281: not more than 0.1%.
Related compounds—
Adsorbent: 0.25-mm layer of chromatographic silica gel mixture.
Test solution— Dissolve an accurately weighed amount of Diloxanide Furoate in chloroform to obtain a solution having a concentration of about 100 mg per mL.
Standard solution— Dilute 0.5 mL of Test solution with chloroform to 200 mL.
Application volume: 5 µL.
Developing solvent system: a mixture of dichloromethane and methanol (96:4).
Procedure— Proceed as directed for Thin-Layer Chromatography under Chromatography 621. Examine the plate under short-wavelength UV light: any secondary spot obtained from the Test solution is not more intense than the spot obtained from the Standard solution.
Residual solvents 467: meets the requirements.
(Official January 1, 2007)
Assay— Dissolve about 300 mg of Diloxanide Furoate, accurately weighed, in 50.0 mL of dried pyridine, and titrate with 0.1 N tetrabutylammonium hydroxide VS, determining the endpoint potentiometrically using suitable electrodes (see Titrimetry 541). Perform a blank determination, and make any necessary correction. Each mL of 0.1 N tetrabutylammonium hydroxide is equivalent to 32.82 mg of C14H11Cl2NO4.
Auxiliary Information— Staff Liaison : Behnam Davani, Ph.D., MBA, Senior Scientist
Expert Committee : (MDAA05) Monograph Development-Antivirals and Antimicrobials
USP29–NF24 Page 713
Pharmacopeial Forum : Volume No. 27(1) Page 1778
Phone Number : 1-301-816-8394