Benznidazole

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Contents

Benznidazole (Rochagan, Radanil)

Effective Against

Chagas Disease

Although the mode of action has not been studied in detail, benznidazole appears to inhibit protein and ribonucleic acid (RNA) synthesis in the trypanosome parasite (Trypanocidal).





Cost

To consumers: "The cost of benznidazole (when purchased in bulk directly from the WHO or the distributor) is $15 for 100 pills of 100mg each. This is an average cost of $0.15 per 100mg."

above quote from: http://ymtdl.med.yale.edu/theses/available/etd-06282006-114003/restricted/Greg_Magee_MD_Thesis.pdf (pg. 27,45)

From Sigma-Aldrich: 26.80 USD (250mg) or 78.70 USD (1g)


Reported Routes of Synthesis

Image:288651-01-a.jpg

The condensation of 2-nitroimidazole (I) with methyl chloroacetate (II) by means of sodium methoxide in methanol - DMF at 150 C gives methyl 2-nitro-1-imidazolylacetate (III), which is then condensed with benzylamine (IV) in methanol.

Castaner, J.; Roberts, P.J. Benznidazole. Drugs Fut 1977, 2(9): 568

Beaman, AG; Duschinsky, R.; Tautz, WP (F. Hoffmann-La Roche AG); Novel imidazole derivs. And a process for the manufacture thereof. GB 1138529

Cost of Starting Materials and Selected Reagents:
2-nitroimidazole from Sigma-Aldrich: 45.5 USD (100 mg)
Methyl chloroacetate from Sigma-Aldrich: 35.4 USD (1 g)
Benzylamine from Sigma-Aldrich: 20.4 USD (100 mL)
Sodium Methoxide from Sigma-Aldrich: 20.1 USD (25 g)
Methanol from Sigma-Aldrich: 42.3 USD (1 L)

Submitted Syntheses