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 Approvals of the NDA's for dipyrone drug products were withdrawn on June 27, 1977 (see the Federal Register of June 17, 1977 (42 FR 30893)). Withdrawn from the Canadian market in 1963.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
Thumb
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
PubChem Compound
522325
ChemSpider
6000
ChEBI
59033
ChEMBL
CHEMBL487894
PharmGKB
PA166128206
Wikipedia
Metamizole
Predicted Properties
PropertyValueSource
Water Solubility5.8 mg/mLALOGPS
logP1.07ALOGPS
logP-0.82ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)-1.4ChemAxon
pKa (Strongest Basic)-0.54ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area83.99 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity78.92 m3·mol-1ChemAxon
Polarizability31.11 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon