Metamizole (sodium salt)

Metamizole is a nonopioid prodrug that is rapidly hydrolyzed to the analgesic and antipyretic metabolites 4-methylaminoantipyrine (MAA) and 4-aminoantipyrine (AA). It inhibits COX-1 and COX-2 activity (IC50 = ~150 µg/ml for both in cell-free assays), as well as reduces increases in intracellular calcium levels induced by the TRPA1 agonist AITC in isolated rat and mouse dorsal root ganglia and IMR-90 human fibroblasts (IC50s = 30-91 µM in patch-clamp assays). Metamizole (6, 12, and 25 µg/ml) inhibits ADP- and epinephrine-induced platelet aggregation in human platelet-rich plasma (hPRP). It prevents fever induced by LPS, TNF-alpha, and IL-6, but not arachidonic acid (Cay-90010, Cay-90010.1, Cay-10006607) or prostaglandin E2 (PGE2, Cay-14010), in rats when administered at a dose of 120 mg/kg. Metamizole (250 and 500 mg/kg) increases the paw withdrawal threshold in the paw pressure test, indicating analgesic activity, in rat models of carrageenan-induced acute pain and postoperative incision pain.Formal Name: 1-[(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)methylamino]-methanesulfonic acid, monosodium salt. CAS Number: 68-89-3. Synonyms: Dipyrone. Molecular Formula: C13H16N3O4S . Na. Formula Weight: 333.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 20 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 238, 267 nm. SMILES: CN(CS([O-])(=O)=O)C1=C(C)N(C)N(C2=CC=CC=C2)C1=O.[Na+]. InChi Code: InChI=1S/C13H17N3O4S.Na/c1-10-12(14(2)9-21(18,19)20)13(17)16(15(10)3)11-7-5-4-6-8-11,/h4-8H,9H2,1-3H3,(H,18,19,20),/q,+1/p-1. InChi Key: DJGAAPFSPWAYTJ-UHFFFAOYSA-M.