Metamizole sodiumProduct ingredient for Metamizole
- Name
- Metamizole sodium
- Drug Entry
- Metamizole
Metamizole, formerly marketed as Dimethone tablets and injection, Protemp oral liquid, and other drug products, was associated with potentially fatal agranulocytosis. Approvals of the NDA's for dipyrone drug products were withdrawn on June 27, 1977 (see the Federal Register of June 17, 1977 (42 FR 30893)). Withdrawn from the Canadian market in 1963.
- Accession Number
- DBSALT000332
- Structure
Structure for Metamizole sodium (DBSALT000332)
- Synonyms
- Dipyrone anhydrous / Metamizole sodium (anhydrous) / Noramidopyrine methanesulfonate sodium / Noramidopyrine methanesulphonate sodium
- UNII
- VSU62Z74ON
- CAS Number
- 68-89-3
- Weight
- Average: 333.339
Monoisotopic: 333.07592138 - Chemical Formula
- C13H16N3NaO4S
- InChI Key
- DJGAAPFSPWAYTJ-UHFFFAOYSA-M
- InChI
- 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
- IUPAC Name
- sodium [(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)(methyl)amino]methanesulfonate
- SMILES
- [Na+].CN(CS([O-])(=O)=O)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1
- External Links
- PubChem Compound
- 522325
- ChemSpider
- 6000
- ChEBI
- 59033
- ChEMBL
- CHEMBL487894
- PharmGKB
- PA166128206
- Wikipedia
- Metamizole
- Predicted Properties
Property Value Source Water Solubility 5.8 mg/mL ALOGPS logP 1.07 ALOGPS logP -0.82 ChemAxon logS -1.8 ALOGPS pKa (Strongest Acidic) -1.4 ChemAxon pKa (Strongest Basic) -0.54 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 0 ChemAxon Polar Surface Area 83.99 Å2 ChemAxon Rotatable Bond Count 4 ChemAxon Refractivity 78.92 m3·mol-1 ChemAxon Polarizability 31.11 Å3 ChemAxon Number of Rings 2 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon