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Chemistry

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Also known as: 51543-39-6, (s)-flurbiprofen, (s)-(+)-2-fluoro-alpha-methyl-4-biphenylacetic acid, (s)-2-(2-fluoro-[1,1'-biphenyl]-4-yl)propanoic acid, S-flurbiprofen, (2s)-2-(2-fluorobiphenyl-4-yl)propanoic acid
Molecular Formula
C15H13FO2
Molecular Weight
244.26  g/mol
InChI Key
SYTBZMRGLBWNTM-JTQLQIEISA-N
FDA UNII
J5ZZK9P7MX

Esflurbiprofen
Esflurbiprofen is under investigation in clinical trial NCT03434197 (Safety and Efficacy of SFPP in Knee Osteoarthritis).
1 2D Structure

Esflurbiprofen

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-2-(3-fluoro-4-phenylphenyl)propanoic acid
2.1.2 InChI
InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)/t10-/m0/s1
2.1.3 InChI Key
SYTBZMRGLBWNTM-JTQLQIEISA-N
2.1.4 Canonical SMILES
CC(C1=CC(=C(C=C1)C2=CC=CC=C2)F)C(=O)O
2.1.5 Isomeric SMILES
C[C@@H](C1=CC(=C(C=C1)C2=CC=CC=C2)F)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
J5ZZK9P7MX
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 51543-39-6

2. (s)-flurbiprofen

3. (s)-(+)-2-fluoro-alpha-methyl-4-biphenylacetic Acid

4. (s)-2-(2-fluoro-[1,1'-biphenyl]-4-yl)propanoic Acid

5. S-flurbiprofen

6. (2s)-2-(2-fluorobiphenyl-4-yl)propanoic Acid

7. Flurbiprofen, (s)-

8. (s)-2-(2-fluorobiphenyl-4-yl)propanoic Acid

9. Bts 24332

10. Bts-24332

11. Tt-063

12. J5zzk9p7mx

13. (2s)-2-(3-fluoro-4-phenylphenyl)propanoic Acid

14. (s)-2-fluoro-alpha-methyl-4-biphenylacetic Acid

15. Chembl435298

16. Chebi:42446

17. Esflurbiprofen (jan)

18. Esflurbiprofen [jan]

19. (s)-2-fluoro-alpha-methyl(1,1'-biphenyl)-4-acetic Acid

20. Esflurbiprofene

21. Esflurbiprofeno

22. Esflurbiprofenum

23. Sfpp

24. Smr000471846

25. Esflurbiprofene [french]

26. Esflurbiprofenum [latin]

27. (s)-(+)-flurbiprofen

28. Esflurbiprofeno [spanish]

29. Unii-j5zzk9p7mx

30. Esflurbiprofen [inn:ban]

31. Flurwood

32. Urbifen

33. (+)-flurbiprofen

34. Flp

35. Einecs 257-263-1

36. Flurbiprofen-(s)-(+)

37. Esflurbiprofen [inn]

38. Zinc323

39. Mls001066337

40. Mls001333207

41. Mls001333208

42. Schembl505817

43. Gtpl9420

44. Esflurbiprofen [who-dd]

45. (s)-2-(2-fluoro-[1,1'-biphenyl]-4-yl)propanoicacid

46. Dtxsid201316678

47. Hms2232e18

48. Hms3649p05

49. Hms3884i06

50. Bcp24046

51. Bdbm50172479

52. Mfcd00866152

53. Nsc685700

54. S1679

55. Akos016844131

56. Ccg-266907

57. Nsc-685700

58. As-78108

59. Hy-15123

60. Nci60_030810

61. Nci60_030811

62. Db-008733

63. Cs-0003779

64. Sw202926-2

65. A21120

66. D10254

67. Sr-01000946685

68. (s)-(+)-2-fluoro-?-methyl-4-biphenylacetic Acid

69. Sr-01000946685-1

70. Q27104495

71. (s)-(+)-2-fluoro-.alpha.-methyl-4-biphenylacetic Acid

72. (2s)-2-(2-fluoro-[1,1'-biphenyl-4-yl])propanoic Acid

73. (s)-2-fluoro-.alpha.-methyl-4-biphenylacetic Acid

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 244.26 g/mol
Molecular Formula C15H13FO2
XLogP34.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass244.08995782 g/mol
Monoisotopic Mass244.08995782 g/mol
Topological Polar Surface Area37.3 Ų
Heavy Atom Count18
Formal Charge0
Complexity286
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 ATC Code

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

M02AA29 - Esflurbiprofen


4.2 Metabolism/Metabolites

(s)-flurbiprofen has known human metabolites that include 4-hydroxy-S-flurbiprofen.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


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