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    Technical details about Parecoxib, learn more about the structure, uses, toxicity, action, side effects and more

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    Parecoxib

    APIs // Active Pharmaceutical Ingredients

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    2D Structure
    1. 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

    2D Structure

    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 Weight 392.4 g/mol
    Molecular Formula C19H17N2NaO4S
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count5
    Exact Mass392.08067248 g/mol
    Monoisotopic Mass392.08067248 g/mol
    Topological Polar Surface Area86.6 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity581
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    For the short-term treatment of postoperative pain in adults.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Cyclooxygenase 2 Inhibitors

    A subclass of cyclooxygenase inhibitors with specificity for CYCLOOXYGENASE-2. (See all compounds classified as Cyclooxygenase 2 Inhibitors.)

    5.2 ATC Code

    M01AH04

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