sodium [(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)(methyl)amino]methanesulfonate

• ChemBase ID: 4361
• Molecular Formular: C13H16N3NaO4S
• Molecular Mass: 333.33861
• Monoisotopic Mass: 333.07592129
• SMILES: S(=O)(=O)([O-])CN(c1c(n(n(c1=O)c1ccccc1)C)C)C.[Na+]
• Canonical SMILES: CN(c1c(C)n(n(c1=O)c1ccccc1)C)CS(=O)(=O)[O-].[Na+]
• 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
• InChIKey: DJGAAPFSPWAYTJ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)(methyl)amino]methanesulfonate
• IUPAC Traditional name: sodium metamizole(1-); potassium [(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)(methyl)amino]methanesulfonate
• Brand Name: Alginodia; Algocalmin; Algopyrine; Bonpyrin; Conmel; Di-podil; Dimethone; Diprofarn; Farmolisina; Feverall; Fevonil; Gifaril; Keypyrone; Metapyrin; Methylmelubrin; Metilon; Narone; Neo-melubrine; Neomelurbrin; Nevralgina; Novaldin; Novalgetol; Noveltex; Optalgin; Paralgin; Pharmalgine; Pyralgin; Pyretin; Pyrojec; Sulpin; Sulpyrin; Sulpyrine; Sulpyrinum; Barone; Analgin; Novalgin
• Synonyms: Dipyrone; Metamizol monohydrate; Metamizolum natricum [latin]; Methampyrone; Methylaminoantipyrine sodium methanesulfonate; Methylaminophenyldimethylpyrazolone methanesulfonate sodium; Analgine; Analginum; ARPF; Dipyrone; Aminopyrine sodium sulfonate; Dipyrone monohydrate; Metamizole; Metamizole sodique [inn-french]; Metamizole sodium; Metamizolnatrium; Metamizolo sodico [dcit]; Metamizolo [italian]; Metamizolum; Metamizolum natricum [inn-latin]; Metamizol sodico [spanish]; Metamizol; Meamizol sodico [inn-spanish]; 安乃近

Database IDs

• CAS Number: 68-89-3
• EC Number: 200-694-7
• MDL Number: MFCD00020783
• PubChem SID: 160967793; 46509035; 24894234
• PubChem CID: 522325

CALCULATED PROPERTIES

JChem

• Acid pKa: -1.2302347
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -2.2487726
• LogD (pH = 7.4): -2.2488215
• Log P: -0.8157939
• Molar Refractivity: 78.9195 cm^3
• Polarizability: 30.30252 Å^3
• Polar Surface Area: 83.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.07
• LOG S: -1.76
• Solubility (Water): 5.80e+00 g/l

PROPERTIES

Safety Information

• RTECS: PB1300000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 42/43
• Safety Statements: 36
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H317-H334
• GHS Precautionary statements: P261-P280-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Grade: analytical standard
• Linear Formula: C13H16N3O4SNa

DETAILS

DrugBank - DB04817

• Drug Groups: withdrawn
• Description: Dipyrone, 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.
• Indication: Used in the past as a powerful painkiller and fever reducer.
• Pharmacology: Dipyrone is a non-steroidal anti-inflammatory drug (NSAID), commonly used in the past as a powerful painkiller and fever reducer.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia

Sigma Aldrich - D8890

Biochem/physiol Actions
A non-steroidal anti-inflammatory drug that, when coadministered with morphine, potentiates its antinociceptive action and delays the development of tolerance. Dipyrone is a relatively selective inhibitor of cyclooxygenase-3 (COX-3), with lower activity against COX-1 and no activity against COX-2. Blocks PGE2-induced hyperalgesia in several models.