Parecoxib Sodium

Synopsis, Chemistry

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Also known as: 198470-85-8, Dynastat, Parecoxib (sodium), Rayzon, Parecoxib sodium salt, Sc 69124a

Molecular Formula

C₁₉H₁₇N₂NaO₄S

Molecular Weight

392.4 g/mol

InChI Key

HQPVVKXJNZEAFW-UHFFFAOYSA-M

FDA UNII

EB87433V6F

Parecoxib Sodium is a water-soluble, injectable sodium salt form of parecoxib, an amide prodrug of the cyclooxygenase II (COX-2) selective, non-steroidal anti-inflammatory drug (NSAID) valdecoxib, with anti-inflammatory, analgesic, and antipyretic activities. Upon intravenous or intramuscular administration, parecoxib is hydrolyzed by hepatic carboxyesterases to its active form, valdecoxib. Valdecoxib selectively binds to and inhibits COX-2. This prevents the conversion of arachidonic acid into prostaglandins, which are involved in the regulation of pain, inflammation, and fever. This NSAID does not inhibit COX-1 at therapeutic concentrations and, therefore, does not interfere with blood coagulation.

1 2D Structure

Parecoxib Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;[4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)phenyl]sulfonyl-propanoylazanide

2.1.2 InChI

InChI=1S/C19H18N2O4S.Na/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15;/h4-12H,3H2,1-2H3,(H,21,22);/q;+1/p-1

2.1.3 InChI Key

HQPVVKXJNZEAFW-UHFFFAOYSA-M

2.1.4 Canonical SMILES

CCC(=O)[N-]S(=O)(=O)C1=CC=C(C=C1)C2=C(ON=C2C3=CC=CC=C3)C.[Na+]

2.2 Other Identifiers

2.2.1 UNII

EB87433V6F

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dynastat

2. N-(((5-methyl-3-phenylisoxazol-4-yl)-phenyl)sulfonyl)propanamide

3. N-(((5-methyl-3-phenylisoxazol-4-yl)-phenyl)sulfonyl)propanamine, Sodium Salt

4. N-(((me-p)-p)s)p

5. Parecoxib

2.3.2 Depositor-Supplied Synonyms

1. 198470-85-8

2. Dynastat

3. Parecoxib (sodium)

4. Rayzon

5. Parecoxib Sodium Salt

6. Sc 69124a

7. Parecoxib Na

8. Sc-69124a

9. Parecoxib Sodium [usan]

10. Sodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)(propionyl)amide

11. Eb87433v6f

12. 197502-82-2

13. Parecoxib Sodium (usan)

14. N-((p-(5-methyl-3-phenyl-4-isoxazolyl)phenyl)sulfonyl)propanamide, Sodium Salt

15. Sodium;[4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)phenyl]sulfonyl-propanoylazanide

16. Ncgc00181773-01

17. Unii-eb87433v6f

18. Dynastat (tn)

19. Dsstox_cid_28596

20. Dsstox_rid_82867

21. N-[4-(5-methyl-3-phenylisoxazol-4-yl)phenylsulfonyl]propionamide, Sodium Salt

22. Dsstox_gsid_48670

23. Mls001424308

24. Schembl117192

25. Chembl296913

26. Dtxsid6048670

27. Parecoxib Sodium [mart.]

28. Parecoxib Sodium [who-dd]

29. Hms2052f09

30. Hms3394f09

31. Hms3886m04

32. Parecoxib Sodium Salt [mi]

33. Bcp06888

34. Tox21_113040

35. Hy-17474a

36. Mfcd04972608

37. S5418

38. Ym-978

39. Akos015951182

40. Sodium (4-(5-methyl-3-phenylisoxazol-4-yl)phenylsulfonyl)(propionyl)amide

41. Am84679

42. Ccg-101177

43. Ccg-268554

44. Cs-1960

45. N-((4-(5-methyl-3-phenyl-4-isoxazolyl)phenyl)sulfonyl)propanamide, Sodium Salt

46. Ac-25455

47. Bp164231

48. Smr000469594

49. Cas-198470-85-8

50. Ft-0673518

51. D03717

52. 470p858

53. A854885

54. J-523328

55. Q27277097

56. Acetamide, 2,2,2-trichloro-n-[3-(trifluoromethyl)phenyl]-

57. Sodium((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)(propionyl)amide

58. N-((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)propanamide Sodium

59. Propanamide, N-((4-(5-methyl-3-phenyl-4-isoxazolyl)phenyl)sulfonyl)-, Sodium Salt

2.4 Create Date

2007-02-12

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₁₇N₂NaO₄S
Molecular Weight	392.4 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	392.08067248 g/mol
Monoisotopic Mass	392.08067248 g/mol
Topological Polar Surface Area	86.6 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	581
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2