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    Apazone

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: Apazone, Cinnopropazone, Prolixan, Azapropazonum, Azapropazona, 13539-59-8
    Molecular Formula
    C16H20N4O2
    Molecular Weight
    300.36  g/mol
    InChI Key
    MPHPHYZQRGLTBO-UHFFFAOYSA-N
    FDA UNII
    K2VOT966ZI
    An anti-inflammatory agent used in the treatment of rheumatoid arthritis. It also has uricosuric properties and has been used to treat gout.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-(dimethylamino)-9-methyl-2-propylpyrazolo[1,2-a][1,2,4]benzotriazine-1,3-dione
    2.1.2 InChI
    InChI=1S/C16H20N4O2/c1-5-6-11-14(21)19-13-9-10(2)7-8-12(13)17-16(18(3)4)20(19)15(11)22/h7-9,11H,5-6H2,1-4H3
    2.1.3 InChI Key
    MPHPHYZQRGLTBO-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCCC1C(=O)N2C3=C(C=CC(=C3)C)N=C(N2C1=O)N(C)C
    2.2 Other Identifiers
    2.2.1 UNII
    K2VOT966ZI
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 5-(dimethylamino)-9-methyl-2-propyl-1h-pyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2h)-dione

    2. Apazone

    3. Apazone Dihydrate

    4. Dihydrate, Apazone

    5. Prolixan

    6. Rheumox

    7. Tolyprin

    2.3.2 Depositor-Supplied Synonyms

    1. Apazone

    2. Cinnopropazone

    3. Prolixan

    4. Azapropazonum

    5. Azapropazona

    6. 13539-59-8

    7. Cinnamin

    8. Rheumox

    9. Azapropazon

    10. Mitrolan

    11. Sinnamin

    12. Prolix

    13. Xani

    14. Azapropazone (anhydrous)

    15. Ahr-3018

    16. Apazone [usan]

    17. Prolixan 300

    18. Nsc-102824

    19. Mi 85

    20. Ahr 3018

    21. Mi-85

    22. Azapropazone Dihydrate

    23. Azapropazon [german]

    24. Nsc 102824

    25. Azapropazone [inn]

    26. 5-(dimethylamino)-9-methyl-2-propyl-1h-pyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2h)-dione

    27. 3-dimethylamino-7-methyl-1,2-(n-propylmalonyl)-1,2-dihydro-1,2,4-benzotriazine

    28. K2vot966zi

    29. 1,2-dihydro-3-dimethylamino-7-methyl-1,2-(propylmalonyl)-1,2,4-benzotriazine

    30. 1h-pyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2h)-dione, 5-(dimethylamino)-9-methyl-2-propyl-

    31. 5-(dimethylamino)-9-methyl-2-propyl-1h-pyrazolo[1,2-a][1,2,4]benzotriazine-1,3(2h)-dione

    32. Mls002703748

    33. Chebi:38010

    34. Apazone (usan)

    35. Azapropazone (inn)

    36. Nsc102824

    37. Azapropazon (german)

    38. 1h-pyrazolo[1,2-a][1,2,4]benzotriazine-1,3(2h)-dione, 5-(dimethylamino)-9-methyl-2-propyl-

    39. 5-(dimethylamino)-9-methyl-2-propylpyrazolo[1,2-a][1,2,4]benzotriazine-1,3-dione

    40. Ahr-3018;nsc-102824;nsc102824;

    41. Mi-85di

    42. Azapropazonum [inn-latin]

    43. Azapropazona [inn-spanish]

    44. 5-(dimethylamino)-9-methyl-2-propyl-1h-benzo[e]pyrazolo[1,2-a][1,2,4]triazine-1,3(2h)-dione

    45. Smr001233401

    46. Einecs 236-913-8

    47. Unii-k2vot966zi

    48. Brn 0623763

    49. Ncgc00016701-01

    50. Prolixan (tn)

    51. Cas-13539-59-8

    52. Tolyprin (salt/mix)

    53. Apazone [mi]

    54. Prestwick0_001003

    55. Prestwick1_001003

    56. Prestwick2_001003

    57. Prestwick3_001003

    58. Schembl3190

    59. Dsstox_cid_23735

    60. Dsstox_rid_80859

    61. Nciopen2_007171

    62. Dsstox_gsid_45408

    63. Azapropazone [mart.]

    64. Bspbio_001125

    65. Mls002154093

    66. (+/-)-apazone

    67. Apazone Dihydrate (salt/mix)

    68. Azapropazone [who-dd]

    69. Spbio_003006

    70. Bpbio1_001239

    71. Apazone, (+/-)-

    72. Chembl1565476

    73. Dtxsid6045408

    74. Hms1571i07

    75. Hms2098i07

    76. Hms2231l14

    77. Hms3372m10

    78. Hms3715i07

    79. Tox21_110569

    80. Akos015914210

    81. Ccg-221003

    82. Ncgc00179297-01

    83. Ncgc00179297-04

    84. 1,2-(propylmalonyl)-1,2,4-benzotriazine

    85. Hy-116442

    86. Ab00513995

    87. Cs-0065495

    88. D02966

    89. Q368222

    90. Sr-01000838825

    91. Sr-01000838825-2

    92. Wln: T B566 Bnv Evn Hn Dhj D3 Gn1&1 L1

    93. 3-dimethylamino-7-methyl-1,2-dihydro-1,2,4-benzotriazine

    94. 3-dimethylamino-7-methyl-1-2-(n-propylmalonyl)-1,2,4-benzotriazine

    95. 1,2-dihydro-3-(dimethylamino)-7-methyl-1,2-(propylmalonyl)-1,2,4-benzotriazine

    96. 1h-pyrazolo[1,2,4]benzotriazine-1,3(2h)-dione, 5-(dimethylamine)-9-methyl-2-propyl-

    97. 1h-pyrazolo[1,2,4]benzotriazine-1,3(2h)-dione, 5-(dimethylamino)-9-methyl-2-propyl-

    98. 5-(dimethylamino)-9-methyl-2-propyl-1h-pyrazolo[1,2,4]benzotriazine-1,3(2h)-dione

    99. 5-(dimethylamino)-9-methyl-2-propyl-1h-pyrazolo[1,2,4]benzotriazine-1,3(2h)dione

    100. 5-(dimethylamino)-9-methyl-2-propyl-pyrazolo[1,2-a][1,2,4]benzotriazine-1,3-dione

    101. 1h-pyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2h)-dione, 5-(dimethylamine)-9-methyl-2-propyl-

    102. 5-dimethylamino-9-methyl-2-propylpyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2h)-dione

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 300.36 g/mol
    Molecular Formula C16H20N4O2
    XLogP34
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass300.15862589 g/mol
    Monoisotopic Mass300.15862589 g/mol
    Topological Polar Surface Area56.2 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity516
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 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.)

    Uricosuric Agents

    Gout suppressants that act directly on the renal tubule to increase the excretion of uric acid, thus reducing its concentrations in plasma. (See all compounds classified as Uricosuric Agents.)

    4.2 ATC Code

    M - Musculo-skeletal system

    M01 - Antiinflammatory and antirheumatic products

    M01A - Antiinflammatory and antirheumatic products, non-steroids

    M01AX - Other antiinflammatory and antirheumatic agents, non-steroids

    M01AX04 - Azapropazone