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Mycophenolate Mofetil Hydrochloride

Mycophenolate Mofetil Hydrochloride

Synopsis, 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

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 Formula	C₂₃H₃₂ClNO₇
Molecular Weight	470.0 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	10
Exact Mass	469.1867301 g/mol
Monoisotopic Mass	469.1867301 g/mol
Topological Polar Surface Area	94.5 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	646
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Mycophenolate mofetil hydrochloride
Drug Label	CellCept (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 Ingredient	Mycophenolate mofetil hydrochloride
Dosage Form	Injectable
Route	injection
Strength	500mg
Market Status	Tentative Approval
Company	Bedford Labs

2 of 2
Drug Name	Mycophenolate mofetil hydrochloride
Drug Label	CellCept (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 Ingredient	Mycophenolate mofetil hydrochloride
Dosage Form	Injectable
Route	injection
Strength	500mg
Market Status	Tentative Approval
Company	Bedford 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]