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SML1488 Sigma-Aldrich

Metamizole sodium hydrate

≥98% (HPLC)

Synonym: (antipyrinylmethylamino)methanesulfonic acid sodium salt, 1-Phenyl-2,3-dimethyl-5-pyrazolone-4-methylaminomethanesulfonate sodium, 4-Methylamino-1,5-dimethyl-2-phenyl-3-pyrazolone sodium methanesulfonate, Analgin, Dipyrone, Metamizol, Methampyrone, Methylmelubrin, Noraminopyrine methanesulfonate sodium, Sodium methylaminoantipyrine methanesulfonate, Sulpyrine, [(2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)methylamino]methanesulfonic acid sodium salt

  • CAS Number 5907-38-0

  • Empirical Formula (Hill Notation) C13H16N3O4S · Na · H2O

  • Molecular Weight 351.35

  •  NACRES NA.77

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Properties

Related Categories Arachidonic Acid Cascade, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   H2O: 25 mg/mL, clear
storage temp.   2-8°C
InChI   1S/C13H17N3O4S.Na.H2O/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);;1H2/q;+1;/p-1
InChI key   UNZIDPIPYUMVPA-UHFFFAOYSA-M

Description

General description

Metamizole sodium is a nonsteroidal anti-inflammatory drug (NSAID). It is widely used as an analgesic and antipyretic agent.

Packaging

10, 50 mg in glass bottle

Biochem/physiol Actions

Metamizole (Dipyrone) is a potent analgesic and antipyretic. Metamizole inhibits prostaglandin synthesis in both the periphery and the central nervous system. Metamizole may act as a prodrug. It is rapidly hydrolyzed to N-methyl-4-aminoantipyrine (MAA) and 4-aminoantipyrine (AA) which inhibit cyclo-oxygenase activity and can be further acylated with arachidonic acid forming compounds that bind to central and peripheral cannabinoid (CB1 and CB2) receptors and TRPV1 receptors. It is believed that these metabolites play a major role in metamizole activity. Metamizole has been withdrawn from clinical use in several countries because of a side-effect of agranulocytosis in some patients.

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
PB1320000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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