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Chemistry

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Also known as: 116680-01-4, Mycophenolate mofetil hcl, Mycophenolate mofetil (hydrochloride), Mycophenolate mofetil hydrochloride [usan], Uxh81s8zvb, Rs-61443-190
Molecular Formula
C23H32ClNO7
Molecular Weight
470.0  g/mol
InChI Key
OWLCGJBUTJXNOF-HDNKIUSMSA-N
FDA UNII
UXH81S8ZVB

Mycophenolate Mofetil Hydrochloride
Compound derived from Penicillium stoloniferum and related species. It blocks de novo biosynthesis of purine nucleotides by inhibition of the enzyme inosine monophosphate dehydrogenase (IMP DEHYDROGENASE). Mycophenolic acid exerts selective effects on the immune system in which it prevents the proliferation of T-CELLS, LYMPHOCYTES, and the formation of antibodies from B-CELLS. It may also inhibit recruitment of LEUKOCYTES to sites of INFLAMMATION.
1 2D Structure

Mycophenolate Mofetil Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-morpholin-4-ylethyl (E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoate;hydrochloride
2.1.2 InChI
InChI=1S/C23H31NO7.ClH/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;1H/b15-4+;
2.1.3 InChI Key
OWLCGJBUTJXNOF-HDNKIUSMSA-N
2.1.4 Canonical SMILES
CC1=C2COC(=O)C2=C(C(=C1OC)CC=C(C)CCC(=O)OCCN3CCOCC3)O.Cl
2.1.5 Isomeric SMILES
CC1=C2COC(=O)C2=C(C(=C1OC)C/C=C(\C)/CCC(=O)OCCN3CCOCC3)O.Cl
2.2 Other Identifiers
2.2.1 UNII
UXH81S8ZVB
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cellcept

2. Mofetil Hydrochloride, Mycophenolate

3. Mofetil, Mycophenolate

4. Mycophenolate Mofetil

5. Mycophenolate Sodium

6. Mycophenolate, Sodium

7. Mycophenolic Acid

8. Mycophenolic Acid Morpholinoethyl Ester

9. Myfortic

10. Rs 61443

11. Rs-61443

12. Rs61443

13. Sodium Mycophenolate

2.3.2 Depositor-Supplied Synonyms

1. 116680-01-4

2. Mycophenolate Mofetil Hcl

3. Mycophenolate Mofetil (hydrochloride)

4. Mycophenolate Mofetil Hydrochloride [usan]

5. Uxh81s8zvb

6. Rs-61443-190

7. Cellcept (tn)

8. 2-(4-morpholinyl)ethyl Ester (e)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic Acid, Hydrochloride

9. 2-morpholin-4-ylethyl (e)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1h-2-benzofuran-5-yl)-4-methylhex-4-enoate;hydrochloride

10. 2-morpholinoethyl (e)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-5-phthalanyl)-4-methyl-4-hexenoate Hydrochloride

11. 2-morpholin-4-ylethyl (e)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1h-isobenzofuran-5-yl)-4-methyl-hex-4-enoate Hydrochloride

12. Mycophenolate Mofetil Hydrochloride (usan)

13. Unii-uxh81s8zvb

14. Rs 61443-190

15. Mycophenolatemofetilhydrochloride

16. Schembl1235420

17. Chembl1200955

18. Hy-b0199a

19. Dtxsid101027191

20. Akos000280984

21. 4-hexenoic Acid, 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-, 2-(4-morpholinyl)ethyl Ester, Hydrochloride, (4e)-

22. 4-hexenoic Acid, 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-, 2-(4-morpholinyl)ethyl Ester, Hydrochloride, (e)-

23. D05094

24. Mycophenolate Mofetil Hydrochloride [mart.]

25. Mycophenolate Mofetil Hydrochloride [vandf]

26. Mycophenolate Mofetil Hydrochloride [who-dd]

27. Q27291325

28. Mycophenolate Mofetil Hydrochloride [orange Book]

29. 2-morpholin-4-ylethyl (e)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1h-isobenzofuran-5-yl)-4-methyl-hex-

2.4 Create Date
2006-04-28
3 Chemical and Physical Properties
Molecular Weight 470.0 g/mol
Molecular Formula C23H32ClNO7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Exact Mass469.1867301 g/mol
Monoisotopic Mass469.1867301 g/mol
Topological Polar Surface Area94.5 Ų
Heavy Atom Count32
Formal Charge0
Complexity646
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameMycophenolate mofetil hydrochloride
Drug LabelCellCept (mycophenolate mofetil) is the 2-morpholinoethyl ester of mycophenolic acid (MPA), an immunosuppressive agent; inosine monophosphate dehydrogenase (IMPDH) inhibitor.The chemical name for mycophenolate mofetil (MMF) is 2-morpholinoethyl (E)-6...
Active IngredientMycophenolate mofetil hydrochloride
Dosage FormInjectable
Routeinjection
Strength500mg
Market StatusTentative Approval
CompanyBedford Labs

2 of 2  
Drug NameMycophenolate mofetil hydrochloride
Drug LabelCellCept (mycophenolate mofetil) is the 2-morpholinoethyl ester of mycophenolic acid (MPA), an immunosuppressive agent; inosine monophosphate dehydrogenase (IMPDH) inhibitor.The chemical name for mycophenolate mofetil (MMF) is 2-morpholinoethyl (E)-6...
Active IngredientMycophenolate mofetil hydrochloride
Dosage FormInjectable
Routeinjection
Strength500mg
Market StatusTentative Approval
CompanyBedford Labs

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)


Antibiotics, Antineoplastic

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)


Antibiotics, Antitubercular

Substances obtained from various species of microorganisms that are, alone or in combination with other agents, of use in treating various forms of tuberculosis; most of these agents are merely bacteriostatic, induce resistance in the organisms, and may be toxic. (See all compounds classified as Antibiotics, Antitubercular.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Antimetabolite Immunosuppressant [EPC]

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