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2D Structure
Also known as: Fenoprofen calcium, 34597-40-5, Calcium fenoprofen, Fenoprofen calcium anhydrous, Fenprofen calcium, 56367-29-4
Molecular Formula
C30H26CaO6
Molecular Weight
522.6  g/mol
InChI Key
VHUXSAWXWSTUOD-UHFFFAOYSA-L
FDA UNII
8R95A3O51K

A propionic acid derivative that is used as a non-steroidal anti-inflammatory agent.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
calcium;2-(3-phenoxyphenyl)propanoate
2.1.2 InChI
InChI=1S/2C15H14O3.Ca/c2*1-11(15(16)17)12-6-5-9-14(10-12)18-13-7-3-2-4-8-13;/h2*2-11H,1H3,(H,16,17);/q;;+2/p-2
2.1.3 InChI Key
VHUXSAWXWSTUOD-UHFFFAOYSA-L
2.1.4 Canonical SMILES
CC(C1=CC(=CC=C1)OC2=CC=CC=C2)C(=O)[O-].CC(C1=CC(=CC=C1)OC2=CC=CC=C2)C(=O)[O-].[Ca+2]
2.2 Other Identifiers
2.2.1 UNII
8R95A3O51K
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Fenoprofen

2. Fenoprofen Calcium

3. Fenoprofen Dihydrate, Calcium Salt

4. Fenoprofen, Anhydrous, Calcium Salt

5. Nalfon

6. Nalgesic

2.3.2 Depositor-Supplied Synonyms

1. Fenoprofen Calcium

2. 34597-40-5

3. Calcium Fenoprofen

4. Fenoprofen Calcium Anhydrous

5. Fenprofen Calcium

6. 56367-29-4

7. Calcium;2-(3-phenoxyphenyl)propanoate

8. Fenoprofencalcium

9. 2-(3-phenoxyphenyl)propionic Acid Calcium Salt

10. 8r95a3o51k

11. Fenoprofen Calcium Salt

12. 71720-56-4

13. Fenoprofen Calcium (anhydrous)

14. Einecs 252-107-9

15. Nalfon 200

16. Calcium Bis[2-(3-phenoxyphenyl)propanoate]

17. Anhydrous Fenoprofen Calcium

18. Calcium (1)-bis(2-(3-phenoxyphenyl)propionate)

19. Dl-2-(3-phenoxyphenyl)propionic Acid Calcium Salt

20. Unii-8r95a3o51k

21. Chebi:5010

22. Schembl7408071

23. (+-)-alpha-methyl-3-phenoxybenzeneacetic Acid Calcium Salt

24. Dtxsid80904653

25. Hms3651o19

26. Calcium Fenoprofen Anhydrous

27. Einecs 260-133-7

28. Benzeneacetic Acid, Alpha-methyl-3-phenoxy-, Calcium Salt, (+-)-

29. Mfcd00079289

30. S1823

31. Calcium 2-(m-phenoxyphenyl)propionate

32. Akos015960717

33. Ac-4549

34. Ccg-269871

35. Calcium Alpha-(m-phenoxyphenyl)propionate

36. Calcium Alpha-methyl-3-phenoxybenzeneacetate

37. Calcium (+-)-2-(3-phenoxyphenyl)propionate

38. F0372

39. Ft-0668500

40. Sw196529-2

41. C02539

42. Q27106621

43. Bis[(s)-alpha-methyl-3-phenoxybenzeneacetic Acid]calcium Salt

44. Benzeneacetic Acid, ,alpha.-methyl-3-phenoxy-, Calcium Salt (2:1)

45. Benzeneacetic Acid, .alpha.-methyl-3-phenoxy-, Calcium Salt

46. Benzeneacetic Acid, .alpha.-methyl-3-phenoxy-, Calcium Salt (2:1)

47. Benzeneacetic Acid, .alpha.-methyl-3-phenoxy-, Calcium Salt, (+/-)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 522.6 g/mol
Molecular Formula C30H26CaO6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass522.1355294 g/mol
Monoisotopic Mass522.1355294 g/mol
Topological Polar Surface Area98.7 Ų
Heavy Atom Count37
Formal Charge0
Complexity265
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameFenoprofen calcium
PubMed HealthFenoprofen (By mouth)
Drug ClassesAnalgesic, Antimigraine, Antirheumatic, Central Nervous System Agent, Musculoskeletal Agent
Drug LabelNalfon (fenoprofen calcium capsules, USP) is a nonsteroidal, anti-inflammatory, antiarthritic drug. Nalfon capsules contain fenoprofen calcium as the dihydrate in an amount equivalent to 200 mg (0.826 mmol) or 400 mg (1.65 mmol) of fenoprofen. The...
Active IngredientFenoprofen calcium
Dosage FormTablet
RouteOral
Strengtheq 600mg base
Market StatusPrescription
CompanyMylan Pharms

2 of 4  
Drug NameNalfon
Drug LabelNalfon (fenoprofen calcium capsules, USP) is a nonsteroidal, anti-inflammatory, antiarthritic drug. Nalfon capsules contain fenoprofen calcium as the dihydrate in an amount equivalent to 200 mg (0.826 mmol) or 400 mg (1.65 mmol) of fenoprofen. The...
Active IngredientFenoprofen calcium
Dosage FormCapsule
RouteOral
Strengtheq 200mg base; eq 400mg base
Market StatusPrescription
CompanyXspire

3 of 4  
Drug NameFenoprofen calcium
PubMed HealthFenoprofen (By mouth)
Drug ClassesAnalgesic, Antimigraine, Antirheumatic, Central Nervous System Agent, Musculoskeletal Agent
Drug LabelNalfon (fenoprofen calcium capsules, USP) is a nonsteroidal, anti-inflammatory, antiarthritic drug. Nalfon capsules contain fenoprofen calcium as the dihydrate in an amount equivalent to 200 mg (0.826 mmol) or 400 mg (1.65 mmol) of fenoprofen. The...
Active IngredientFenoprofen calcium
Dosage FormTablet
RouteOral
Strengtheq 600mg base
Market StatusPrescription
CompanyMylan Pharms

4 of 4  
Drug NameNalfon
Drug LabelNalfon (fenoprofen calcium capsules, USP) is a nonsteroidal, anti-inflammatory, antiarthritic drug. Nalfon capsules contain fenoprofen calcium as the dihydrate in an amount equivalent to 200 mg (0.826 mmol) or 400 mg (1.65 mmol) of fenoprofen. The...
Active IngredientFenoprofen calcium
Dosage FormCapsule
RouteOral
Strengtheq 200mg base; eq 400mg base
Market StatusPrescription
CompanyXspire

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)


Cyclooxygenase Inhibitors

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Cyclooxygenase Inhibitors [MoA]; Nonsteroidal Anti-inflammatory Drug [EPC]; Anti-Inflammatory Agents, Non-Steroidal [CS]