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Methylaminoantipyrine

Methylaminoantipyrine structure

Methylaminoantipyrine 

structure
  • CAS No:

    519-98-2

  • Formula:

    C12H15N3O

  • Chemical Name:

    Methylaminoantipyrine

  • Synonyms:

    3H-Pyrazol-3-one,1,2-dihydro-1,5-dimethyl-4-(methylamino)-2-phenyl-;Antipyrine,4-(methylamino)-;1,2-Dihydro-1,5-dimethyl-4-(methylamino)-2-phenyl-3H-pyrazol-3-one;Noraminopyrine;4-Monomethylaminoantipyrine;4-(Methylamino)antipyrine;4-Monomethylaminophenazone;N-Methyl-4-aminoantipyrine;Monomethylaminoantipyrine;Noramidopyrine;N-Methylaminoantipyrine;Methylaminoantipyrine;4-Methylaminophenazone;N-Methylaminophenazone;Methylaminophenazone;N-Methyl-4-aminophenazone;1,5-Dimethyl-4-methylamino-2-phenyl-1,2-dihydro-pyrazol-3-one;1,5-Dimethyl-4-(methylamino)-2-phenyl-2,3-dihydro-1H-pyrazol-3-one;141504-64-5

  • Categories:

    Specialty Chemicals

Description

4-Methylamino antipyrine is an active metabolite of Metamizole. Metamizole is a pyrazolone non-steroidal anti-inflammatory drug (NSAID) and inhibits COX. Metamizole is an nonopioid analgesic drug and can be used for pain and fever[1][2][3]. 4-Methylamino antipyrine has analgesic, antipyretic, and relatively weak antiinflammatory properties[2].


4-(methylamino)antipyrine is a member of the class of pyrazoles that is antipyrine substituted at C-4 by a methylamino group. It is a metabolite of aminopyrine and of metamizole. It has a role as a non-narcotic analgesic, an opioid analgesic, a non-steroidal anti-inflammatory drug, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, a peripheral nervous system drug, an antipyretic and a drug metabolite. It is a member of pyrazoles and a secondary amino compound. It derives from an antipyrine.

Methylaminoantipyrine Basic Attributes

217.267

217.27

208-281-3

NER31DE951

DTXSID80199865

2933199090

Characteristics

35.6

0.02

1.2±0.1 g/cm3

63 °C

324.5±45.0 °C at 760 mmHg

150.0±28.7 °C

1.619

-20°C Freezer

LD50 oral in mouse: 7gm/kg

Safety Information

IRRITANT

P264, P270, P301+P312, P330, P501

H302

Drug Information

methylaminoantipyrine

Methylaminoantipyrine Use and Manufacturing

Methods of Manufacturing

Formylation with aminoantipyrine with formic acid to produce 4-(formylamino)antipyrine, and then methylation with dimethyl sulfate under alkaline conditions to give 4-formylaminoaminoantipy Lin, hydrolyze the latter with sulfuric acid (remove the formyl group) and neutralize the product.

Uses

A metabolite of Dipyrone

Pharmaceuticals

Computed Properties

Molecular Weight:217.27
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:217.121512110
Monoisotopic Mass:217.121512110
Topological Polar Surface Area:35.6
Heavy Atom Count:16
Complexity:318
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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