
CAS Number519-98-2
Synonyms1-phenyl-2,3-dimethyl-4-(N-methylamino)pyrazol-5-one; 1-phenyl-2,3-dimethyl-4-methylamino-5-pyrazolone; 4-(N-methyl)-aminoantipyrine; 4-Methylamino Antipyrine; Noraminopyrine; Noramidopyrine; 4-methylamino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one; 4-Monomethylaminoantipyrine; N-Methylaminophenazone; Monomethylaminoantipyrine; ANTIPYRINE,4-(METHYLAMINO); 4-methylaminophenazone; Methylaminophenazone; Methylaminoantipyrine; 1,5-Dimethyl-4-(methylamino)-2-phenyl-1,2-dihydro-3H-pyrazol-3-one; 4-Monomethylaminophenazone
Molecular FormulaC12H15O1N3
Molecular Weight217.27
Density1.2±0.1 g/cm3
Boiling Point324.5±45.0 °C at 760 mmHg
Melting Point50-53ºC
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 519-98-2 |
| Catalog No. | 2A-0202381 |
| Chinese Name | 4-(甲氨基)安替比林 |
| Synonyms | 1-phenyl-2,3-dimethyl-4-(N-methylamino)pyrazol-5-one; 1-phenyl-2,3-dimethyl-4-methylamino-5-pyrazolone; 4-(N-methyl)-aminoantipyrine; 4-Methylamino Antipyrine; Noraminopyrine; Noramidopyrine; 4-methylamino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one; 4-Monomethylaminoantipyrine; N-Methylaminophenazone; Monomethylaminoantipyrine; ANTIPYRINE,4-(METHYLAMINO); 4-methylaminophenazone; Methylaminophenazone; Methylaminoantipyrine; 1,5-Dimethyl-4-(methylamino)-2-phenyl-1,2-dihydro-3H-pyrazol-3-one; 4-Monomethylaminophenazone |
| Molecular Formula | C12H15O1N3 |
| Molecular Weight | 217.27 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 324.5±45.0 °C at 760 mmHg |
| Melting Point | 50-53ºC |
| Storage Condition | -20℃ |
| Application | 4-Methylamino antipyrine is an active metabolite of Metamizole. Metamizole is a pyrazolone nonsteroidal anti-inflammatory drug (NSAID) that inhibits COX. Metamizole 是一种非阿片类镇痛药,可用于疼痛和发烧。 4-Methylamino |
| HTC | 2933199090 |
| PubChem ID | 6250574 |
| MDL Number | MFCD00447796 |
| SMILES | CNc1c(C)n(C)n(-c2ccccc2)c1=O |
| InChI | InChI=1S/C12H15N3O/c1-9-11(13-2)12(16)15(14(9)3)10-7-5-4-6-8-10/h4-8,13H,1-3H3 |
| InChI Key | JILCEWWZTBBOFS-UHFFFAOYSA-N |
| MSDS | msds/79660_1_519_98_2.pdf |
| Bioactivity | 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]. Related Catalog Research Areas >> Inflammation/Immunology Signaling Pathways >> Immunology/Inflammation >> COX Target COX[2][3] In Vitro Metamizole is a prodrug which, at room temperature and in an atmosphere with oxygen, is spontaneously, nonenzymatically converted to 4-Methylamino antipyrine. Subsequently, the N-methyl side chain of 4-Methylamino antipyrine is oxidized to yield 4-formylaminoantipyrine, which is further converted to 4-aminoantipyrine. Metamizole in aqueous solution and in the presence of oxygen consists of a group of several pyrazolone derivatives of which 4-Methylamino antipyrine is pharmacologically the most important[2]. In Vivo The aim of this study is to assess the pharmacokinetics of its active metabolites 4-Methylamino antipyrine in male piglets after a single intramuscular injection of Metamizole. Eight healthy male piglets are administered Metamizole (100 mg/kg) intramuscularly. 4-Methylamino antipyrine plasma concentrations are quantitatively detectable from 0.25 to 48 h. The average maximum concentrations of 4-Methylamino antipyrine is of 47.59 mg/mL. The average half-lives is 8.57 h for 4-Methylamino antipyrine[1]. References [1]. Burmańczuk A, et al. Pharmacokinetic investigations of the marker active metabolites 4-methylamino-antipyrine and 4-amino-antipyrine after intramuscular injection of metamizole in healthy piglets. J Vet Pharmacol Ther. 2016 Dec;39(6):616-620. [2]. Campos C1, et al. Regulation of cyclooxygenase activity by metamizol. Eur J Pharmacol. 1999 Aug 13;378(3):339-47. [3]. Ariza A, et al. Pyrazolones metabolites are relevant for identifying selective anaphylaxis to metamizole. Sci Rep. 2016 Mar 31;6:23845. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 324.5±45.0 °C at 760 mmHg Melting Point 50-53ºC Molecular Formula C12H15N3O Molecular Weight 217.267 Flash Point 150.0±28.7 °C Exact Mass 217.121506 PSA 38.96000 LogP 0.02 Vapour Pressure 0.0±0.7 mmHg at 25°C Index of Refraction 1.619 InChIKey JILCEWWZTBBOFS-UHFFFAOYSA-N SMILES CNc1c(C)n(C)n(-c2ccccc2)c1=O Storage condition -20℃ |
| Use of | 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]. Properties Name 1,5-dimethyl-4-(methylamino)-2-phenylpyrazol-3-one Synonym More Synonyms 4-Methylamino antipyrine Biological Activity 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]. Related Catalog Research Areas >> Inflammation/Immunology Signaling Pathways >> Immunology/Inflammation >> COX In Vitro Metamizole is a prodrug which, at room temperature and in an atmosphere with oxygen, is spontaneously, nonenzymatically converted to 4-Methylamino antipyrine. Subsequently, the N-methyl side chain of 4-Methylamino antipyrine is oxidized to yield 4-formylaminoantipyrine, which is further converted to 4-aminoantipyrine. Metamizole in aqueous solution and in the presence of oxygen consists of a group of several pyrazolone derivatives of which 4-Methylamino antipyrine is pharmacologically the most important[2]. References [1]. Burmańczuk A, et al. Pharmacokinetic investigations of the marker active metabolites 4-methylamino-antipyrine and 4-amino-antipyrine after intramuscular injection of metamizole in healthy piglets. J Vet Pharmacol Ther. 2016 Dec;39(6):616-620. [2]. Campos C1, et al. Regulation of cyclooxygenase activity by metamizol. Eur J Pharmacol. 1999 Aug 13;378(3):339-47. [3]. Ariza A, et al. Pyrazolones metabolites are relevant for identifying selective anaphylaxis to metamizole. Sci Rep. 2016 Mar 31;6:23845. Chemical & Physical Properties Molecular Formula C12H15N3O Exact Mass 217.121506 PSA 38.96000 Index of Refraction 1.619 InChIKey JILCEWWZTBBOFS-UHFFFAOYSA-N Storage condition -20℃ |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: 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% |
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