4-Methylaminoantipyrine (hydrochloride)

4-Methylaminoantipyrine is a major active metabolite of the non-opioid prodrug metamizole (Cay-15771). It is formed from metamizole by non-enzymatic hydrolysis in the gastrointestinal tract. 4-Methylaminoantipyrine (0.1 mM) inhibits production of prostaglandin E2 (PGE2, Cay-14010) induced by the calcium ionophore A23187 (Cay-11016, Cay-22030) in isolated mouse peritoneal macrophages. It increases the paw withdrawal threshold in a rat model of carrageenan-induced hyperalgesia when administered at a dose of 160 µg/paw. 4-Methylaminoantipyrine (60, 90, and 120 mg/kg) reduces LPS-induced pyrexia in rats. It is also a potential impurity found in commercial preparations of metamizole.Formal Name: 1,2-dihydro-1,5-dimethyl-4-(methylamino)-2-phenyl-3H-pyrazol-3-one, monohydrochloride. CAS Number: 856307-27-2. Synonyms: Metamizole Impurity C. Molecular Formula: C12H15N3O . HCl. Formula Weight: 253.7. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Water: Soluble. SMILES: O=C1N(C2=CC=CC=C2)N(C)C(C)=C1NC.Cl. InChi Code: InChI=1S/C12H15N3O.ClH/c1-9-11(13-2)12(16)15(14(9)3)10-7-5-4-6-8-10,/h4-8,13H,1-3H3,1H. InChi Key: NNONRTWOIVTAHL-UHFFFAOYSA-N.