4-Methylamino antipyrine - Moligand™,≥98% , CAS No.519-98-2

CAS: 519-98-2 Cat. No.: M651502 Molecular Weight: 217.27 EC Number: 208-281-3

GRADE & PURITY Moligand™, ≥98%

Synonyms

4-Methylaminophenazone | N-Methyl-4-aminophenazone | 1,2-Dihydro-1,5-dimethyl-4-(methylamino)-2-phenyl-3H-pyrazol-3-one | N-Methylaminophenazone | 4-Methylamino Antipyrine | 3H-Pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-4-(methylamino)-2-phenyl- | EN300-1037

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

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 agent and can be used for pain and fever 4-Methylamino antipyrine has analgesic, antipyretic, and relatively weak antiinflammatory properties .

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. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

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 . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:COX

Specifications

Synonyms

4-Methylaminophenazone | N-Methyl-4-aminophenazone | 1, 2-Dihydro-1, 5-dimethyl-4-(methylamino)-2-phenyl-3H-pyrazol-3-one | N-Methylaminophenazone | 4-Methylamino Antipyrine | 3H-Pyrazol-3-one, 1, 2-dihydro-1, 5-dimethyl-4-(methylamino)-2-phenyl- | EN300-1037

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

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 agent and can be used for pain and fever.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=C(C(=O)N(N1C)C2=CC=CC=C2)NC
• IUPAC Name: 1,5-dimethyl-4-(methylamino)-2-phenylpyrazol-3-one
• InChIKey: JILCEWWZTBBOFS-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CC1=C(C(=O)N(N1C)C2=CC=CC=C2)NC
• Molecular Weight: 217.27

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Pyrazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Pyrazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrazoles
• Alternative Parents: Secondary alkylarylamines Pyrazolones Benzene and substituted derivatives Vinylogous amides Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenylpyrazole - Secondary aliphatic/aromatic amine - Monocyclic benzene moiety - Pyrazolinone - Benzenoid - Heteroaromatic compound - Vinylogous amide - Lactam - Secondary amine - Azacycle - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
• External Descriptors: pyrazoles - secondary amino compound

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

Discover Target: PTGS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

Discover Target: PTGS2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 50 mg/mL (230.13 mM; Need ultrasonic)
• Sensitivity: Air sensitive
• Molecular Weight: 217.270 g/mol
• XLogP3: 0.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 217.122 Da
• Monoisotopic Mass: 217.122 Da
• Topological Polar Surface Area: 35.600 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 318.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jie Ding, Zan Dai, Fan Qin, Huiping Zhao, Shuai Zhao, Rong Chen.  (2016)  Z-scheme BiO1-xBr/Bi2O2CO3 photocatalyst with rich oxygen vacancy as electron mediator for highly efficient degradation of antibiotics.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2016.12.018]