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    Chemistry

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    Also known as: Analgin, Metamizole sodium, 68-89-3, Methampyrone, Novalgin, Methylmelubrin
    Molecular Formula
    C13H16N3NaO4S
    Molecular Weight
    333.34  g/mol
    InChI Key
    DJGAAPFSPWAYTJ-UHFFFAOYSA-M
    FDA UNII
    VSU62Z74ON
    Metamizole
    A drug that has analgesic, anti-inflammatory, and antipyretic properties. It is the sodium sulfonate of AMINOPYRINE.
    1 2D Structure

    Metamizole

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-methylamino]methanesulfonate
    2.1.2 InChI
    InChI=1S/C13H17N3O4S.Na/c1-10-12(14(2)9-21(18,19)20)13(17)16(15(10)3)11-7-5-4-6-8-11;/h4-8H,9H2,1-3H3,(H,18,19,20);/q;+1/p-1
    2.1.3 InChI Key
    DJGAAPFSPWAYTJ-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    CC1=C(C(=O)N(N1C)C2=CC=CC=C2)N(C)CS(=O)(=O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    VSU62Z74ON
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Algopyrin

    2. Analgin

    3. Biopyrin

    4. Dipyronium

    5. Metamizol

    6. Metamizole

    7. Metamizole Sodium

    8. Methamizole

    9. Methampyrone

    10. Narone

    11. Noramidopyrine Methanesulfonate

    12. Noramidopyrine Methanesulfonate Sodium

    13. Normelubrine

    14. Novalgetol

    15. Novalgin

    16. Novamidazophen

    17. Novaminsulfone

    18. Optalgin

    19. Pyralgin

    20. Sulpyrin

    21. Sulpyrine

    2.3.2 Depositor-Supplied Synonyms

    1. Analgin

    2. Metamizole Sodium

    3. 68-89-3

    4. Methampyrone

    5. Novalgin

    6. Methylmelubrin

    7. Neomelurbrin

    8. Algocalmin

    9. Novalgetol

    10. Optalgin

    11. Pyralgin

    12. Sulpyrin

    13. Fevonil

    14. Narone

    15. Algopyrine

    16. Farmolisina

    17. Nevralgina

    18. Novamidazophen

    19. Novaminsulfone

    20. Pharmalgine

    21. Alginodia

    22. Analgine

    23. Bonpyrin

    24. Dimethone

    25. Feverall

    26. Gifaril

    27. Keypyrone

    28. Metapyrin

    29. Metilon

    30. Noveltex

    31. Paralgin

    32. Pyretin

    33. Pyrojec

    34. Barone

    35. Conmel

    36. Sulpin

    37. Neo-melubrine

    38. Arpf

    39. Di-podil

    40. Aminopyrine Sodium Sulfonate

    41. Metamizolum Natricum

    42. Novaminsulfon

    43. Novaminsulfonum

    44. Diprofarn

    45. Novaminsulfonium

    46. Novaminophenazone

    47. Metamizole Sodique

    48. Novaminsulfone Sodium

    49. Metamizolo

    50. Noraminophenazone Sodium Mesylate

    51. Meamizol Sodico

    52. Sodium Novaminsulfonate

    53. Noramidopyrine Methanesulfonate Sodium

    54. Pyretin (pharmaceutical)

    55. Sodium Noramidopyrine Methanesulfonate

    56. Dipyrone [ban]

    57. Sodium Methylaminoantipyrine Methanesulfonate

    58. Noraminophenazone Methanesulfonate Sodium Salt

    59. Dipyrone Anhydrous

    60. Vetalgin

    61. Sodium (antipyrinylmethylamino)methanesulfonate

    62. Mexican Aspirin

    63. Metamizol Sodium

    64. Noramidopyrine Methanesulfonate Sodium Salt

    65. Methylaminoantipyrine Sodium Methanesulfonate

    66. Noraminopyrine Methanesulfonate Sodium

    67. Metamizole (sodium)

    68. Dipyrone [anhydrous]

    69. Chebi:59033

    70. Metamizole Sodium Salt

    71. Analgin (sodium Salt)

    72. Methylaminophenyldimethylpyrazolone Methanesulfonate Sodium

    73. Metamizole Sodium [inn]

    74. Methanesulfonic Acid, (antipyrinylmethylamino)-, Sodium Salt

    75. 4-sodium Methanesulfonate Methylamine-antipyrine

    76. Noramidopyrinium-methanesulphate Natrium

    77. 5907-38-0

    78. Sodium 1-phenyl-2,3-dimethyl-4-methylaminopyrazolon-n-methanesulfonate

    79. Vsu62z74on

    80. 68-89-3 (sodium)

    81. (antipyrinylmethylamino)methanesulfonic Acid Sodium Salt

    82. Antipyrine, 4-(methylamino)-, Monomethosulfate, Sodium Salt

    83. Methanesulfonic Acid, ((2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1h-pyrazol-4-yl)methylamino)-, Sodium Salt

    84. Sodium Phenyldimethylpyrazolon-methylamino-methane Sulfonate

    85. Sulpyrinum

    86. Analginum

    87. Phenyl Dimethyl Pyrazolon Methyl Aminomethane Sodium Sulfonate

    88. Metamizolnatrium

    89. 1-phenyl-2,3-dimethyl-5-pyrazolone-4-methylaminomethanesulfonate Sodium

    90. 4-methylamino-1,5-dimethyl-2-phenyl-3-pyrazolone Sodium Methanesulfonate

    91. Dipyrone (ban)

    92. Sodium 1-phenyl-2,3-dimethyl-5-pyrazolone-4-methylamino Methanesulfonate

    93. 1-phenyl-2,3-dimethylpyrazolone-(5)-4-methylaminomethanesulfonic Acid Sodium

    94. Sodium 4-methylamino-1,5-dimethyl-2-phenyl-3-pyrazolone 4-methanesulfonate

    95. Fenildimetil-pirazolon-metilaminometansolfonato Sodico

    96. Sodium [(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1h-pyrazol-4-yl)(methyl)amino]methanesulfonate

    97. Noramidopyrine Methanesulphonate Sodium

    98. Ncgc00017049-01

    99. Metamizolo [italian]

    100. Dipyron Monohydrate

    101. Methanesulfonic Acid, (antipyrinylmethylamino)-, Monosodium Salt

    102. Novamidazophenum

    103. Dsstox_cid_543

    104. Noraminophenazone

    105. 1-phenyl-2,3-dimethyl-4-methylamino-5-pyrazolon-n-methanesulfonsaeuren Natrium

    106. Sodium;[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-methylamino]methanesulfonate

    107. Dsstox_rid_75651

    108. Dsstox_gsid_20543

    109. Metamizolo Sodico [dcit]

    110. Metamizol Sodico [spanish]

    111. Metamizolum Natricum [latin]

    112. Prodolina

    113. Natrium Novaminsulfonicum

    114. Metamizol Sodico

    115. Metamizole Sodique [inn-french]

    116. Metamizole Sodium (anhydrous)

    117. Metamizolum Natricum [inn-latin]

    118. Metamizolo Sodico

    119. Metamizolum Natricum Anhydricum

    120. Methamizole Sodium

    121. Cas-68-89-3

    122. Metamizole Sodique [french]

    123. Methanesulfonic Acid, [(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1h-pyrazol-4-yl)methylamino]-, Sodium Salt

    124. Sodium ((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1h-pyrazol-4-yl)(methyl)amino)methanesulfonate

    125. Ccris 4443

    126. Dipyrone [usan:jan]

    127. Einecs 200-694-7

    128. Unii-vsu62z74on

    129. Methylmelubrine

    130. Dipyrone Sodium

    131. Noramidopyrinium-methanesulphate Natrium [german]

    132. Dipyrone,(s)

    133. Vetalgin (tn)

    134. Prestwick_987

    135. Fenildimetil-pirazolon-metilaminometansolfonato Sodico [italian]

    136. Epitope Id:124939

    137. 1-phenyl-2,3-dimethyl-4-methylamino-5-pyrazolon-n-methanesulfonsaeuren Natrium [german]

    138. Schembl24996

    139. Dipyrone [usan:ban:jan]

    140. Spectrum1503298

    141. Chembl487894

    142. Dtxsid8020543

    143. Metamizol Sodico [inn-spanish]

    144. Hms501p16

    145. Hy-b1279a

    146. Hms1570o07

    147. Hms1922a06

    148. Hms2093c17

    149. Hms2097o07

    150. Hms3714o07

    151. Metamizole Sodium [who-dd]

    152. Tox21_110759

    153. Tox21_200497

    154. Ccg-39331

    155. Mfcd00020783

    156. Akos015904648

    157. Tox21_110759_1

    158. Metamizole Sodium [ep Impurity]

    159. Ncgc00017049-02

    160. Ncgc00017049-03

    161. Ncgc00095040-01

    162. Ncgc00095040-02

    163. Ncgc00178220-05

    164. Ncgc00258051-01

    165. As-81983

    166. Sodium ((2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1h-pyrazol-4-yl)methylamino)methanesulphonate

    167. Cas-5907-38-0

    168. Cs-0013577

    169. Ft-0602853

    170. M3060

    171. D08190

    172. F20711

    173. Q422761

    174. Sodium 1-phenyl-2,3-dimethyl-4-methylaminopyrazolon-n-methanesulphonate

    175. Methanesulfonic Acid, 1-[(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1h-pyrazol-4-yl)methylamino]-, Sodium Salt (1:1)

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 333.34 g/mol
    Molecular Formula C13H16N3NaO4S
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count4
    Exact Mass333.07592146 g/mol
    Monoisotopic Mass333.07592146 g/mol
    Topological Polar Surface Area92.4 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity552
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antipyretics

    Drugs that are used to reduce body temperature in fever. (See all compounds classified as Antipyretics.)

    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.)

    4.2 ATC Code

    N02BB02

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    N - Nervous system

    N02 - Analgesics

    N02B - Other analgesics and antipyretics

    N02BB - Pyrazolones

    N02BB02 - Metamizole sodium

    API Reference Price

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    16-Jan-2021
    30-Aug-2024
    KGS
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    Average Price (USD/KGS)

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