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Metamizole

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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

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 Formula	C₁₃H₁₆N₃NaO₄S
Molecular Weight	333.34 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Exact Mass	333.07592146 g/mol
Monoisotopic Mass	333.07592146 g/mol
Topological Polar Surface Area	92.4 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	552
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

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