4-Formamidoantipyrine

Names

[ Name ]:
4-Formamidoantipyrine

[Synonym ]:
4-formylamino-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one
N-(2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)formamide
N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)formamide
N-(2,3-dimethyl-5-oxo-1-phenyl-3-pyrazolin-4-yl)carboxamide
(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imidoformic acid
4-Formylaminoantipyrine
Methanimidic acid, (2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-
1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylformamide
4-Formamidoantipyrine
Formamide,N-antipyrinyl
N-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)formamide
4-formyl-aminoantipyrin
Formamide, N-(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-
4-Formylaminoantipyrine (N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)formamide
4-formaminoantipyrine
N-Formyl-4-aminoantipyrine

Biological Activity

[Description]:

4-Formylaminoantipyrine is an excreted metabolite of aminophenazone. Aminophenazone is a pyrazolone with analgesic, anti-inflammatory, and antipyretic effects in vivo[1].

[Related Catalog]:

Research Areas >> Metabolic Disease

[References]

[1]. M Levy, et al. Impairment of the metabolism of dipyrone in asymptomatic carriers of the hepatitis B virus. Clin Pharmacol Ther

[2]. A Noda, et al.Formation of 4-formylaminoantipyrine as a new metabolite of aminopyrine. II. Enzymatic demethylation and oxidation of aminopyrine and 4-monomethylaminoantipyrine. Chem Pharm Bull (Tokyo).1976 Dec;24(12):3229-31.

[3]. David do C Malvar, et al. Dipyrone metabolite 4-MAA induces hypothermia and inhibits PGE2 -dependent and -independent fever while 4-AA only blocks PGE2 -dependent fever. Br J Pharmacol. 2014 Aug;171(15):3666-79.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
374.5±52.0 °C at 760 mmHg

[ Melting Point ]:
189-192ºC

[ Molecular Formula ]:
C₁₂H₁₃N₃O₂

[ Molecular Weight ]:
231.251

[ Flash Point ]:
180.3±30.7 °C

[ Exact Mass ]:
231.100784

[ PSA ]:
56.03000

[ LogP ]:
0.41

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.609

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Precautionary Statements ]:
P301 + P312 + P330

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
20/22

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2933199090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933199090

[ Summary ]:
2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

High-performance liquid chromatographic assay for metamizol metabolites in rat plasma: application to pharmacokinetic studies.

J. Pharm. Biomed. Anal. 71 , 173-8, (2012)

In order to evaluate the pharmacokinetics of metamizol in the presence of morphine in arthritic rats, after subcutaneous administration of the drugs, an easy, rapid, sensitive and selective analytical...

Impairment of the metabolism of dipyrone in asymptomatic carriers of the hepatitis-B virus does not occur in rapid acetylators.

Eur. J. Clin. Pharmacol. 57(6-7) , 461-5, (2001)

We previously found that, compared with healthy subjects. asymptomatic hepatitis-B virus (HBV) carriers displaying slow acetylator phenotype demonstrate a significant prolongation of the elimination h...

Simple high-performance liquid chromatographic method for simultaneous determination of aminopyrine and its metabolites.

J. Chromatogr. A. 421(1) , 198-205, (1987)