Mycophenolate mofetil
Synonym(s):(4E)-6-(1,3-Dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid 2-(4-morpholinyl)ethyl ester;MMF;Mycophenolate mofetil;RS 61443;TM-MMF
- CAS NO.:115007-34-6
- Empirical Formula: C23H31NO7
- Molecular Weight: 433.49
- MDL number: MFCD00867568
- EINECS: 680-628-5
- Update Date: 2024-11-19 20:33:22
What is Mycophenolate mofetil?
Chemical properties
White or almost white, crystalline powder.
The Uses of Mycophenolate mofetil
Mycophenolate Mofetil is an intermediate in the synthesis of (4Z)-Mycophenolate Mofetil (M831455), a degradation product of Mycophenolate mofetil, an immunosuppressant.
The Uses of Mycophenolate mofetil
Inhibitor of nucleic acid synthesis; immunomodulator.
Indications
Mycophenolate mofetil (CellCept), in conjunction with
cyclosporine and corticosteroids, has clinical applications
in the prevention of organ rejection in patients receiving
allogeneic renal and cardiac transplants. By effectively
inhibiting de novo purine synthesis, it can
impair the proliferation of both T and B lymphocytes.
Following oral administration, mycophenolate mofetil
is almost completely absorbed from the GI tract, metabolized
in the liver first to the active compound mycophenolic
acid, and then further metabolized to an inactive
glucuronide.
Early clinical trials indicate that mycophenolate
mofetil in conjunction with cyclosporine and corticosteroids
is a more effective regimen than azathioprine
in preventing the acute rejection of transplanted organs.
GI side effects are most common.
Definition
ChEBI: Mycophenolate mofetil is a carboxylic ester resulting from the formal condensation between the carboxylic acid group of mycophenolic acid and the hydroxy group of 2-(morpholin-4-yl)ethanol. In the liver, it is metabolised to mycophenolic acid, an immunosuppressant for which it is a prodrug. It is widely used to prevent tissue rejection following organ transplants as well as for the treatment of certain autoimmune diseases. It has a role as an immunosuppressive agent, a prodrug, an EC 1.1.1.205 (IMP dehydrogenase) inhibitor and an anticoronaviral agent. It is a gamma-lactone, a member of phenols, an ether, a carboxylic ester and a tertiary amino compound. It is functionally related to a mycophenolic acid and a 2-(morpholin-4-yl)ethanol.
brand name
Cellcept (Roche).
Side Effects
The main side effects include an increased incidence of herpes zoster, neutropenia, gastrointestinal symptoms, and opportunistic infections. In the transplant literature, 1% to 2% of patients will develop a lymphoproliferative malignancy at the doses recommended for psoriasis. This is a teratogen and should be avoided in women of childbearing age.
Properties of Mycophenolate mofetil
solubility | Practically insoluble in water, freely soluble in acetone, sparingly soluble in anhydrous ethanol. |
InChI | InChI=1S/C23H31NO7/c1-15(5-7-19(25)30-13-10-24-8-11-29-12-9-24)4-6-17-21(26)20-18(14-31-23(20)27)16(2)22(17)28-3/h4,26H,5-14H2,1-3H3/b15-4+ |
CAS DataBase Reference | 115007-34-6(CAS DataBase Reference) |
Safety information for Mycophenolate mofetil
Computed Descriptors for Mycophenolate mofetil
InChIKey | RTGDFNSFWBGLEC-SYZQJQIISA-N |
SMILES | C12COC(=O)C=1C(O)=C(C/C=C(\C)/CCC(=O)OCCN1CCOCC1)C(OC)=C2C |
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