Mycophenolate mofetil

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Mycophenolate mofetil
File:Mycophenolate mofetil.svg
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
PubChem 5281078
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style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula C23H31NO7
Molar mass 433.49474
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Mycophenolate mofetil (MMF)(CellCept by Roche) is a immunosuppressant and prodrug of mycophenolic acid, used extensively in transplant medicine. Its mode of action is as a reversible inhibitor of inosine monophosphate dehydrogenase[1] (IMPDH) in purine biosynthesis. MMF is selective for the de novo pathway critical to lymphocytic proliferation and activation. Other cells are able to recover purines via a separate, scavenger, pathway and are thus able to escape the effect. It is a useful alternative to azathioprine when Aza toxicity precludes use.

The chemical name for mycophenolate mofetil is 2-morpholinoethyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoate. Its empirical formula is C23H31NO7 and molecular weight 433.50. Mycophenolate mofetil is morpholinoethyl ester of mycophenolic acid, which is used to mask the carboxyl group. Mycophenolate mofetil is reported to have pKa values 5.6 for the morpholino moiety and 8.5 for the phenolic group.[2]

References

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  1. Fulton B, Markham A. "Mycophenolate mofetil : a review of its pharmacodynamic and pharmacokinetic properties and clinical efficacy in renal transplantation." Drugs. 1996, 51(2):278-98.
  2. http://www.rocheusa.com/products/cellcept/pi.pdf