Deferasirox
From The Cure For The Needy
Contents |
Deferasirox (Exjade)
Effective Against
Reduces chronic iron overload in patients who are receiving long-term blood transfusions for conditions such as Beta-thalassemia and other chronic anemias.
Deferasirox is an orally active chelator that is selective for iron (as Fe3+ ion). It is a tridentate ligand that binds iron with high affinity in a 2:1 ratio.
Cost
From North Drug Store: 439 USD for 28 tablets, 125 mg each (3500 mg total)
Reported Routes of Synthesis
Cyclization of salicylamide (I) with salicyloyl chloride (II) by heating at 170 oC provides 2-(2-hydroxyphenyl)-benz[e][1,3]oxazin-4-one (III), which is finally cyclized with 4-hydrazinobenzoic acid (IV) in refluxing ethanol.
McIntyre, J.A.; Castaner, J.; Mealy, N.E.; Bayes, M. Deferasirox. Drugs Fut 2004, 29(4): 331
Lattmann, R.; Acklin, P. (Novartis AG); Substd. 3,5-diphenyl-1 ,2,4-triazoles and their use as pharmaceutical metal chelators. US 6465504, US 2003203954, US 6723742, WO 1997049395, EP 0914118, JP 2000507601, US 2003069273, US 6596750
Cost of Starting Materials and Selected Reagents:
Starting Material Salicylamide from Sigma-Aldrich: 77.1 USD (1 kg)
Starting Material Salicyloyl chloride pricing not available from Sigma-Aldrich
- Salicylic acid from Sigma Aldrich: 56.7 USD (100 g)
- Thionyl chloride from Sigma-Aldrich: 64.4 USd (500 mL)
4-hydrazinobenzoic acid from Sigma-Aldrich: 21.3 USD (5 g)
Ethanol from Sigma-Aldrich: 37.6 USD (100 mL)