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16 API Suppliers, 3 USDMF, 3 EU WC, 2 KDMF, 2 NDC API, 15 Listed Suppliers, $ API Reference Price

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3 EU WC
2 KDMF
2 NDC API
15 Listed Suppliers
$ API Reference Price

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105 FDF Dossiers, 93 Europe, 12 Listed Dossiers

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93 Europe
12 Listed Dossiers

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69 Finished Drug Prices

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69 Finished Drug Prices

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Chemistry

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Also known as: (s)-(+)-ketoprofen, 22161-81-5, (s)-ketoprofen, (+)-ketoprofen, (s)-2-(3-benzoylphenyl)propanoic acid, (2s)-2-(3-benzoylphenyl)propanoic acid

Molecular Formula

C₁₆H₁₄O₃

Molecular Weight

254.28 g/mol

InChI Key

DKYWVDODHFEZIM-NSHDSACASA-N

FDA UNII

6KD9E78X68

Dexketoprofen is a non-steroidal anti-inflammatory drug. It is available in the various countries in Europe, Asia and Latin America. It has analgesic, antipyretic and anti-inflammatory properties.

1 2D Structure

Dexketoprofen Trometamol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-2-(3-benzoylphenyl)propanoic acid

2.1.2 InChI

InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)/t11-/m0/s1

2.1.3 InChI Key

DKYWVDODHFEZIM-NSHDSACASA-N

2.1.4 Canonical SMILES

CC(C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)O

2.1.5 Isomeric SMILES

C[C@@H](C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

6KD9E78X68

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Adolquir

2. Badyket

3. Dexketoprofen Trometamol

4. Enangel

5. Enantyum

6. Keral

7. Ketesse

8. Quiralam

9. Quirgel

10. Sympal

2.3.2 Depositor-Supplied Synonyms

1. (s)-(+)-ketoprofen

2. 22161-81-5

3. (s)-ketoprofen

4. (+)-ketoprofen

5. (s)-2-(3-benzoylphenyl)propanoic Acid

6. (2s)-2-(3-benzoylphenyl)propanoic Acid

7. S-(+)-ketoprofen

8. Dexketoprofen [inn]

9. Arveles

10. (+)-3-benzoylhydratropic Acid

11. (+)-(s)-m-benzoylhydratropic Acid

12. Hydratropic Acid, M-benzoyl-, (+)-

13. Ketoprofen, (s)-

14. (s)-3-benzoyl-alpha-methylbenzeneacetic Acid

15. Chembl75435

16. (s)-(+)-2-(3-benzoylphenyl)propionic Acid

17. Chebi:76128

18. 6kd9e78x68

19. Dexketoprofen (inn)

20. (2s)-2-[3-(benzenecarbonyl)phenyl]propanoic Acid

21. Smr000857177

22. Dexketoprofen [inn:ban]

23. Unii-6kd9e78x68

24. 9kl

25. Mfcd00673316

26. Biomolki_000007

27. Biomolki2_000017

28. Schembl66987

29. Bmk1-b7

30. Mls001333189

31. Mls001333190

32. Benzeneacetic Acid, 3-benzoyl-alpha-methyl-, (s)-

33. Dexketoprofen [who-dd]

34. Zinc5560

35. (s)-(+)-ketoprofen, 99%

36. Dtxsid40905141

37. Hms2090m22

38. Hms2234m14

39. Bcp13810

40. Hy-b2137

41. Bdbm50088570

42. S5192

43. 2-(3-benzoyl-phenyl)-propionic Acid

44. Akos015913672

45. Ac-8103

46. Ccg-100611

47. Cs-8173

48. Db09214

49. Ncgc00142585-01

50. Ncgc00142585-02

51. As-17683

52. Bk166230

53. (s)-2-(3-benzoyl-phenyl)-propionic Acid

54. (+)-2-(3-benzoylphenyl)propionic Acid

55. (s)-(+)-2-(3-benzoylphenyl) Propionic Acid

56. (s)-(+)-3-benzoyl-?-methylbenzeneacetic Acid

57. D07269

58. D94685

59. (2s)-2-(3-benzoylphenyl)propionic Acid

60. Ab00918363-05

61. (s)-(+)-3-benzoyl-alpha-methylbenzeneacetic Acid

62. 161k815

63. A878675

64. Q425440

65. S-(+)-ketoprofen; (s)-ketoprofen; Dexketoprofen

66. W-201922

67. (.alpha.s)-3-benzoyl-.alpha.-methylbenzeneacetic Acid

68. Benzeneacetic Acid, 3-benzoyl-.alpha.-methyl-, (.alpha.s)-

69. Benzeneacetic Acid, 3-benzoyl-.alpha.-methyl-, (s)-

70. Benzeneacetic Acid, 3-benzoyl-?-methyl-, (s)-hydratropic Acid, M-benzoyl-, (+)-

2.4 Create Date

2005-07-07

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₄O₃
Molecular Weight	254.28 g/mol
XLogP3	3.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	254.094294304 g/mol
Monoisotopic Mass	254.094294304 g/mol
Topological Polar Surface Area	54.4 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	331
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

For short-term treatment of mild to moderate pain, including dysmenorrhoea, musculoskeletal pain and toothache.

5 Pharmacology and Biochemistry

5.1 Pharmacology

This drug is an isomer of ketoprofen. Dexketoprofen a propionic acid derivative with analgesic, anti-inflammatory, and antipyretic properties.

5.2 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.)

5.3 ATC Code

M - Musculo-skeletal system

M01 - Antiinflammatory and antirheumatic products

M01A - Antiinflammatory and antirheumatic products, non-steroids

M01AE - Propionic acid derivatives

M01AE17 - Dexketoprofen

M - Musculo-skeletal system

M02 - Topical products for joint and muscular pain

M02A - Topical products for joint and muscular pain

M02AA - Antiinflammatory preparations, non-steroids for topical use

M02AA27 - Dexketoprofen

5.4 Absorption, Distribution and Excretion

Absorption

After oral ingestion, the Dexketoprofen onset of action is within 30 minutes. The plasma half-life of Dexketoprofen is about 4-6 hours. The Cmax is about 30 minutes

Route of Elimination

Approximately 70 to 80% of the ingested dose is recovered in the urine during the first 12 hours post-ingestion, mainly as the acyl-conjugated form of the drug.

Volume of Distribution

<0.25 L/kg

Clearance

Mainly cleared via glucuronide conjugation and followed by renal excretion, mainly unchanged.

5.5 Metabolism/Metabolites

Dexketoprofen is highly lipophilic, and is metabolized in the liver by glucuronidation. In one study, after oral administration of 25 mg of dexketoprofen to young healthy adults, Tmax was approximately 30 min for a Cmax of 3.7 0.72 mg/l. Dexketoprofen trometamol is metabolized by the hepatic cytochrome P450 enzymes (CYP2C8 and CYP2C9). Dexketoprofen trometamol has a number of metabolites, with hydroxyl derivatives making up the greatest volume. In humans, hydroxylation plays a minor role. Dexketoprofen is primarily conjugated to an acyl-glucuronide

5.6 Biological Half-Life

1.65 h

5.7 Mechanism of Action

It is a non-steroidal anti-inflammatory drug (NSAID) that reduces prostaglandin synthesis via inhibition of cyclooxygenase pathway (both COX-1 and COX-2) activity.

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API Reference Price

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