Methylaminoantipyrine

CAS Number519-98-2
Molecular FormulaC12H15N3O
Molecular Weight217.27
InChI KeyJILCEWWZTBBOFS-UHFFFAOYSA-N
LogP0.8
Synonyms
  • Noramidopyrine
  • 519-98-2
  • Noraminopyrine
  • 4-methylaminoantipyrine
  • 4-Methylaminophenazone
  • 4-(Methylamino)antipyrine
  • Methylaminoantipyrine
  • 4-Monomethylaminoantipyrine
  • Monomethylaminoantipyrine
  • 1,5-Dimethyl-4-(methylamino)-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
  • 4-Monomethylaminophenazone
  • N-Methylaminophenazone
  • 1,5-dimethyl-4-(methylamino)-2-phenylpyrazol-3-one
  • NER31DE951
  • DTXSID80199865
  • CHEBI:73261
  • RefChem:166542
  • DTXCID40122356
  • 208-281-3
  • 4-Methylamino Antipyrine
  • 1,2-Dihydro-1,5-dimethyl-4-(methylamino)-2-phenyl-3H-pyrazol-3-one
  • Methylaminophenazone
  • N-Methylaminoantipyrine
  • 3H-Pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-4-(methylamino)-2-phenyl-
  • ANTIPYRINE, 4-(METHYLAMINO)-
  • N.A.P.
  • N-Methyl-4-aminophenazone
  • 1,5-dimethyl-4-(methylamino)-2-phenyl-2,3-dihydro-1H-pyrazol-3-one
  • CHEMBL1164701
  • Metamizole EP Impurity C
  • 3H-pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-4-(methylamino)-2-phenyl-, hydrochloride
  • EINECS 208-281-3
  • N-Methyl-4-aminoantipyrine
  • BRN 0195234
  • 2,3-dimethyl-4-(methylamino)-1-phenyl-3-pyrazolin-5-one
  • UNII-NER31DE951
  • MFCD00447796
  • N-Desmethylaminopyrine
  • ChemDiv2_002661
  • 4-(Methylamino)-antipyrine
  • Oprea1_672076
  • SCHEMBL537958
  • orb1310046
  • orb3025992
  • NORAMIDOPYRINE [WHO-DD]
  • Metamizole Sodium EP Impurity C
  • MSK7121
  • HMS1376I21
  • ALBB-010210
  • BDBM50360021
  • SBB013856
  • STK735134
  • AKOS003342430
  • FS-5885
  • DA-70111
  • PD127426
  • ST011907
  • HY-135731
  • CS-0113885
  • NS00005878
  • C15913
  • EN300-10377497
  • F606919
  • 1,5-dimethyl-4-(methylamino)-2-phenyl-pyrazol-3-one
  • Q27140411
  • 4-(Methylamino)antipyrine 100 microg/mL in Acetonitrile
  • 2,3-dimethyl-4-monomethylamino-1-phenyl-3-pyrazolin5-one
  • B0337-466650
  • 1,5-dimethyl-4-(methylamino)-2-phenyl-1h-pyrazol-3(2h)-one
  • METAMIZOLE SODIUM MONOHYDRATE IMPURITY C [EP IMPURITY]
  • 1,5-Dimethyl-4-(methylamino)-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
  • #1,5-DIMETHYL-4-METHYLAMINO-2-PHENYL-1,2-DIHYDRO-3H-PYRAZOL-3-ONE

Applications:

HPLC MS Method for Analysis of Metamizole and 4-methylaminoantipyrine (4-MAA) on Primesep SB  Column

February 10, 2025

HPLC Method for Analysis of Metamizole, Methylaminoantipyrine on Primesep SB by SIELC Technologies

HPLC Method for Analysis of Metamizole, Methylaminoantipyrine on Primesep SB Column by SIELC Technologies

Metamizole, also known as Analgin or dipyrone, is a non-opioid analgesic and antipyretic widely used for the treatment of pain, fever, and spasms. It belongs to the pyrazolone class of drugs and is valued for its strong analgesic and spasmolytic properties. Unlike NSAIDs, Metamizole has minimal anti-inflammatory effects, making it distinct in its mechanism of action. However, its use is restricted or banned in some countries due to the risk of agranulocytosis, a rare but serious blood disorder.

After administration, Metamizole undergoes rapid hydrolysis in the body, forming its active metabolite 4-Methylaminoantipyrine (4-MAA). This metabolite is primarily responsible for the drug’s analgesic and antipyretic effects. 4-MAA is further metabolized into other derivatives, such as 4-Formylaminoantipyrine (4-FAA) and 4-Acetylaminoantipyrine (4-AAA), which contribute to the overall pharmacological activity of Metamizole.

Despite safety concerns, Metamizole (Analgin) remains widely used in several countries, particularly in Europe, Latin America, and parts of Asia, due to its effectiveness in managing moderate to severe pain. Ongoing research continues to evaluate its safety profile, mechanisms of action, and potential therapeutic applications.

Metamizole, Methylaminoantipyrine can be retained, and analyzed using a Primesep B mix mode stationary phase column. The analysis utilizes a isocratic method with a simple mobile phase consisting of water, acetonitrile (MeCN), and ammonium formate as a buffer. Detection is carried out using UV.

ColumnPrimesep SB, 2.1 x 100 mm, 5 µm, 100 A, dual ended
Mobile PhaseMeCN/H2O – 60/40%
BufferAmmonium Formate pH 3.0 – 20 mM
Flow Rate0.2 ml/min
DetectionUV at 275 nm; ESI-SIM: [M+H]⁺ 218, 311, 357
Class of CompoundsDrug
Analyzing CompoundsMetamizole, Methylaminoantipyrine

Application Column

Primesep SB

Column Diameter: 2.1 mm
Column Length: 100 mm
Particle Size: 5 µm
Pore Size: 100 A
Column options: dual ended

Add to cart
Application Analytes:
Metamizole
Methylaminoantipyrine

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.