Organophosphorus compounds

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Chapter: Medicinal Chemistry : Anthelmintics

Organophosphorus compounds: Metrifonate (Bilacil) - Synthesis and Drug Profile


Anthelmintics - Synthesis and Drug Profile

Organophosphorus compounds

Metrifonate (Bilacil)


Synthesis


Mode of action: Metrifonate is metabolized and rearranged in vivo to dichlorvos, which inhibits acetyl cholinesterase.

Properties and uses: Metrifonate is a white crystalline powder, soluble in water, in acetone, and in alcohol, and very soluble in methylene chloride, used as an anthelmintic.

Assay: Dissolve the sample in alcohol, add ethanolamine, and allow to stand for 1 h at 20°C–22°C. Add chilled nitric acid maintaining the temperature of the mixture at 20°C–22°C and titrate with 0.1 M silver nitrate. Determine the end point potentiometrically.

Doses: The recommended dose is 7.5 to 10 mg/kg given orally three times at intervals of 2 weeks.

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